# Patent

## Title
N-(tetrazol-5-yl)- and N-(triazol-5-yl)arylcarboxamides and their use as herbicides

## Abstract

N-(Tetrazol-5-yl)- and N-(triazol-5-yl)arylcarboxamides of the formula (I) are described as herbicides.




In this formula (I), X, Y, Z and R represent radicals such as hydrogen, organic radicals such as alkyl, and other radicals such as halogen. A and B represent N and CY.

## Background
CROSS REFERENCE TO RELATED APPLICATIONS
This application claims priority to European Application number 10174893.7, filed Sep. 1, 2010, the contents of which is incorporated herein by reference in its entirety.
BACKGROUND
1. Field of the Invention
The invention relates to the technical field of the herbicides, in particular that of the herbicides for the selective control of broad-leaved weeds and weed grasses in crops of useful plants.
2. Description of Related Art
WO2003/010143 and WO2003/010153 disclose certain N-(tetrazol-5-yl)- and N-(triazol-5-yl)benzamides and their pharmacological action. The compound N-(1-propyltetrazol-5-yl)-2,4-dichlorobenzamide is known under the CAS-No. 639048-78-5. These publications do not disclose any herbicidal action of these compounds.
SUMMARY
It has now been found that N-(tetrazol-5-yl)- and N-(triazol-5-yl)arylcarboxamides are particularly suitable as herbicides.
Accordingly, the present invention provides N-(tetrazol-5-yl)- and N-(triazol-5-yl)arylcarboxamides of the formula (I) or salts thereof




in which

A represents N or CY,
B represents N or CH,
X represents nitro, halogen, cyano, formyl, thiocyanato, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C2-C6)-alkenyl, halo-(C2-C6)-alkenyl, (C2-C6)-alkynyl, halo-(C3-C6)-alkynyl, (C3-C6)-cycloalkyl, halo-(C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, halo-(C3-C6)-cycloalkyl-(C1-C6)-alkyl, COR1, COOR1, OCOOR1, NR1COOR1, C(O)N(R1)2, NR1C(O)N(R1)2, OC(O)N(R1)2, C(O)NR1OR1, OR1, OCOR1, OSO2R2, S(O)nR2, SO2OR1, SO2N(R1)2, NR1SO2R2, NR1COR1, (C1-C6)-alkyl-S(O)nR2, (C1-C6)-alkyl-OR1, (C1-C6)-alkyl-OCOR1, (C1-C6)-alkyl-OSO2R2, (C1-C6)-alkyl-CO2R1, (C1-C6)-alkyl-SO2OR1, (C1-C6)-alkyl-CON(R1)2, (C1-C6)-alkyl-SO2N(R1)2, (C1-C6)-alkyl-NR1COR1, (C1-C6)-alkyl-NR1SO2R2, NR1R2, P(O)(OR5)2, CH2P(O)(OR5)2, (C1-C6)-alkyl-heteroaryl, (C1-C6)-alkyl-heterocyclyl, where the two last-mentioned radicals are each substituted by s radicals halogen, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, S(O)n—(C1-C6)-alkyl, (C1-C6)-alkoxy, halo-(C1-C6)-alkoxy, and where heterocyclyl carries 0 to 2 oxo groups,
Y represents hydrogen, nitro, halogen, cyano, thiocyanato, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C2-C6)-alkenyl, halo-(C2-C6)-alkenyl, (C2-C6)-alkynyl, halo-(C2-C6)-alkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, halo-(C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, halo-(C3-C6)-cycloalkyl-(C1-C6)-alkyl, COR1, COOR1, OCOOR1, NR1COOR1, C(O)N(R1)2, NR1C(O)N(R1)2, OC(O)N(R1)2, CO(NOR1)R1, NR1SO2R2, NR1COR1, OR1, OSO2R2, S(O)nR2, SO2OR1, SO2N(R1)2, (C1-C6)-alkyl-S(O)nR2, (C1-C6)-alkyl-OR1, (C1-C6)-alkyl-OCOR1, (C1-C6)-alkyl-OSO2R2, (C1-C6)-alkyl-CO2R1, (C1-C6)-alkyl-CN, (C1-C6)-alkyl-SO2OR1, (C1-C6)-alkyl-CON(R1)2, (C1-C6)-alkyl-SO2N(R1)2, (C1-C6)-alkyl-NR1COR1, (C1-C6)-alkyl-NR1SO2R2, N(R1)2, P(O)(OR5)2, CH2P(O)(OR5)2, (C1-C6)-alkyl-phenyl, (C1-C6)-alkyl-heteroaryl, (C1-C6)-alkyl-heterocyclyl, phenyl, heteroaryl or heterocyclyl, where the 6 last-mentioned radicals are each substituted by s radicals from the group consisting of halogen, nitro, cyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, S(O)n—(C1-C6)-alkyl, (C1-C6)-alkoxy, halo-(C1-C6)-alkoxy, (C1-C6)-alkoxy-(C1-C4)-alkyl and cyanomethyl, and where heterocyclyl carries 0 to 2 oxo groups,
Z represents halogen, cyano, thiocyanato, (C2-C6)-alkenyl, halo-(C2-C6)-alkenyl, (C2-C6)-alkynyl, halo-(C2-C6)-alkynyl, (C3-C6)-cycloalkyl, halo-(C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, halo-(C3-C6)-cycloalkyl-(C1-C6)-alkyl, COR1, COOR1, OCOOR1, NR1COOR1, C(O)N(R1)2, NR1C(O)N(R1)2, OC(O)N(R1)2, C(O)NR1OR1, OSO2R2, S(O)nR2, SO2OR1, SO2N(R1)2, NR1SO2R2, NR1COR1, (C1-C6)-alkyl-S(O)nR2, (C1-C6)-alkyl-OR1, (C1-C6)-alkyl-OCOR1, (C1-C6)-alkyl-OSO2R2, (C1-C6)-alkyl-CO2R1, (C1-C6)-alkyl-SO2OR1, (C1-C6)-alkyl-CON(R1)2, (C1-C6)-alkyl-SO2N(R1)2, (C1-C6)-alkyl-NR1COR1, (C1-C6)-alkyl-NR1SO2R2, N(R1)2, P(O)(OR5)2, heteroaryl, heterocyclyl or phenyl, where the three last-mentioned radicals are each substituted by s radicals from the group consisting of halogen, nitro, cyano, (C3-C6)-cycloalkyl, S(O)—(C1-C6)-alkyl, (C1-C6)-alkoxy and halo-(C1-C6)-alkoxy, and where heterocyclyl carries 0 to 2 oxo groups, or
Z may also represent hydrogen, (C1-C6)-alkyl or (C1-C6)-alkoxy if Y represents the radical S(O)nR2,
R represents (C1-C6)-alkyl, (C3-C7)-cycloalkyl, halo-(C1-C6)-alkyl, (C2-C6)-alkenyl, halo-(C2-C6)-alkenyl, (C2-C6)-alkynyl, halo-(C2-C6)-alkynyl, CH2R6, heteroaryl, heterocyclyl or phenyl, where the three last-mentioned radicals are each substituted by s radicals from the group consisting of halogen, nitro, cyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, S(O)n—(C1-C6)-alkyl, (C1-C6)-alkoxy, halo-(C1-C6)-alkoxy, (C1-C6)-alkoxy-(C1-C4)-alkyl,
R1 represents hydrogen, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, (C3-C6)-halocycloalkyl, (C1-C6)-alkyl-O—(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, phenyl, phenyl-(C1-C6)-alkyl, heteroaryl, (C1-C6)-alkyl-heteroaryl, heterocycl, (C1-C6)-alkyl-heterocyclyl, (C1-C6)-alkyl-O-heteroaryl, (C1-C6)-alkyl-O-heterocyclyl, (C1-C6)-alkyl-NR3-heteroaryl, (C1-C6)-alkyl-NR3-heterocyclyl, where the 21 last-mentioned radicals are substituted by s radicals from the group consisting of cyano, halogen, nitro, thiocyanato, OR3, S(O)nR4, N(R3)2, NR3OR3, COR3, OCOR3, SCOR4, NR3COR3, NR3SO2R4, CO2R3, COSR4, CON(R3)2 and (C1-C4)-alkoxy-(C2-C6)-alkoxycarbonyl, and where heterocyclyl carries 0 to 2 oxo groups,
R2 represents (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, (C3-C6)-halocycloalkyl, (C1-C6)-alkyl-O—(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, phenyl, phenyl-(C1-C6)-alkyl, heteroaryl, (C1-C6)-alkyl-heteroaryl, heterocyclyl, (C1-C6)-alkyl-heterocyclyl, (C1-C6)-alkyl-O-heteroaryl, (C1-C6)-alkyl-O-heterocyclyl, (C1-C6)-alkyl-NR3-heteroaryl, (C1-C6)-alkyl-NR3-heterocyclyl, where the 21 last-mentioned radicals are substituted by s radicals from the group consisting of cyano, halogen, nitro, thiocyanato, OR3, S(O)nR4, N(R3)2, NR3OR3, COR3, OCOR3, SCOR4, NR3COR3, NR3SO2R4, CO2R3, COSR4, CON(R3)2 and (C1-C4)-alkoxy-(C2-C6)-alkoxycarbonyl, and where heterocyclyl carries 0 to 2 oxo groups,
R3 represents hydrogen, (C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C3-C6)-cycloalkyl or (C3-C6)-cycloalkyl-(C1-C6)-alkyl,
R4 represents (C1-C6)-alkyl, (C2-C6)-alkenyl or (C2-C6)-alkynyl,
R5 represents methyl or ethyl,
R6 represents acetoxy, acetamido, N-methylacetamido, benzoyloxy, benzamido, N-methylbenzamido, methoxycarbonyl, ethoxycarbonyl, benzoyl, methylcarbonyl, piperidinylcarbonyl, morpholinylcarbonyl, trifluoromethylcarbonyl, aminocarbonyl, methylaminocarbonyl, dimethylaminocarbonyl, (C1-C6)-alkoxy, (C3-C6)-cycloalkyl or represents heteroaryl, heterocyclyl or phenyl, each of which is substituted by s radicals from the group consisting of methyl, ethyl, methoxy, trifluoromethyl and halogen,
n represents 0, 1 or 2,
s represents 0, 1, 2 or 3,
with the proviso that X and Z both do not represent chlorine and B does not represent nitrogen if R represents n-propyl.


DETAILED DESCRIPTION OF A PREFERRED EMBODIMENT
In formula (I) and all the formulae below, alkyl radicals having more than two carbon atoms can be straight-chain or branched. Alkyl radicals are, for example, methyl, ethyl, n- or isopropyl, n-, iso-, t- or 2-butyl, pentyls, hexyls, such as n-hexyl, isohexyl and 1,3-dimethylbutyl. Halogen represents fluorine, chlorine, bromine or iodine.
Heterocyclyl is a saturated, partially saturated or fully unsaturated cyclic radical which contains 3 to 6 ring atoms, 1 to 4 of which are from the group consisting of oxygen, nitrogen and sulfur, and which may additionally be fused to a benzo ring. Heterocyclyl is, for example, piperidinyl, pyrrolidinyl, tetrahydrofuranyl, dihydrofuranyl and oxetanyl.
Heteroaryl is an aromatic cyclic radical which contains 3 to 6 ring atoms, 1 to 4 of which are from the group consisting of oxygen, nitrogen and sulfur, and which may additionally be fused to a benzo ring. Heteroaryl is, for example, benzimidazol-2-yl, furanyl, imidazolyl, isoxazolyl, isothiazolyl, oxazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, pyridinyl, benzisoxazolyl, thiazolyl, pyrrolyl, pyrazolyl, thiophenyl, 1,2,3-oxadiazolyl, 1,2,4-oxadiazolyl, 1,2,5-oxadiazolyl, 1,3,4-oxadiazolyl, 1,2,4-triazolyl, 1,2,3-triazolyl, 1,2,5-triazolyl, 1,3,4-triazolyl, 1,2,4-triazolyl, 1,2,4-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-thiadiazolyl, 1,2,5-thiadiazolyl, 2H-1,2,3,4-tetrazolyl, 1H-1,2,3,4-tetrazolyl, 1,2,3,4-oxatriazolyl, 1,2,3,5-oxatriazolyl, 1,2,3,4-thiatriazolyl and 1,2,3,5-thiatriazolyl.
Where a group is substituted by a plurality of radicals, this means that this group is substituted by one or more identical or different representatives of the radicals mentioned.
Depending on the nature and the attachment of the substituents, the compounds of the formula (I) may be present as stereoisomers. If, for example, one or more asymmetrically substituted carbon atoms are present, there may be enantiomers and diastereomers. There may also be stereoisomers if n is 1 (sulfoxides). Stereoisomers may be obtained from the mixtures resulting from the preparation using customary separation methods, for example by chromatographic separation techniques. It is also possible to prepare stereoisomers selectively by using stereoselective reactions employing optically active starting materials and/or auxiliaries. The invention also relates to all stereoisomers and mixtures thereof embraced by the formula (I) but not specifically defined.
Preference is given to compounds of the formula (I) in which
A represents N or CY,
B represents N or CH,
X represents nitro, halogen, cyano, thiocyanato, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C2-C6)-alkenyl, halo-(C2-C6)-alkenyl, (C2-C6)-alkynyl, halo-(C3-C6)-alkynyl, (C3-C6)-cycloalkyl, halo-(C3-C6)-cycloalkyl, (C1-C6)-alkyl-O—(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, halo-(C3-C6)-cycloalkyl-(C1-C6)-alkyl, COR1, OR1, OCOR1, OSO2R2, S(O)nR2, SO2OR1, SO2N(R1)2, NR1SO2R2, NR1COR1, (C1-C6)-alkyl-S(O)nR2, (C1-C6)-alkyl-OR1, (C1-C6)-alkyl-OCOR1, (C1-C6)-alkyl-OSO2R2, (C1-C6)-alkyl-CO2R1, (C1-C6)-alkyl-SO2OR1, (C1-C6)-alkyl-CON(R1)2, (C1-C6)-alkyl-SO2N(R1)2, (C1-C6)-alkyl-NR1COR1 or (C1-C6)-alkyl-NR1SO2R2, (C1-C6)-alkyl-heteroaryl, (C1-C6)-alkyl-heterocyclyl, where the two last-mentioned radicals are each substituted by s radicals halogen, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, S(O)n-(C1-C6)-alkyl, (C1-C6)-alkoxy, halo-(C1-C6)-alkoxy, and where heterocyclyl carries 0 to 2 oxo groups,
Y represents hydrogen, nitro, halogen, cyano, thiocyanato, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C2-C6)-alkenyl, halo-(C2-C6)-alkenyl, (C2-C6)-alkynyl, halo-(C3-C6)-alkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, halo-(C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, halo-(C3-C6)-cycloalkyl-(C1-C6)-alkyl, COR1, OR1, COOR1, OSO2R2, S(O)nR2, SO2OR1, SO2N(R1)2, N(R1)2, NR1SO2R2, NR1COR1, (C1-C6)-alkyl-S(O)nR2, (C1-C6)-alkyl-OR1, (C1-C6)-alkyl-OCOR1, (C1-C6)-alkyl-OSO2R2, (C1-C6)-alkyl-CO2R1, (C1-C6)-alkyl-SO2OR1, (C1-C6)-alkyl-CON(R1)2, (C1-C6)-alkyl-SO2N(R1)2, (C1-C6)-alkyl-NR1COR1, (C1-C6)-alkyl-NR1SO2R2, (C1-C6)-alkyl-phenyl, (C1-C6)-alkyl-heteroaryl, (C1-C6)-alkyl-heterocyclyl, phenyl, heteroaryl or heterocyclyl, where the 6 last-mentioned radicals are each substituted by s radicals from the group consisting of halogen, nitro, cyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, S(O)n—(C1-C6)-alkyl, (C1-C6)-alkoxy, halo-(C1-C6)-alkoxy, (C1-C6)-alkoxy-(C1-C4)-alkyl and cyanomethyl, and where heterocyclyl carries 0 to 2 oxo groups,
Z represents halogen, cyano, thiocyanato, halo-(C1-C6)-alkyl, (C2-C6)-alkenyl, halo-(C2-C6)-alkenyl, (C2-C6)-alkynyl, halo-(C3-C6)-alkynyl, (C3-C6)-cycloalkyl, halo-(C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, halo-(C3-C6)-cycloalkyl-(C1-C6)-alkyl, COR1, COOR1, C(O)N(R1)2, C(O)NR1OR1, OSO2R2, S(O)nR2, SO2OR1, SO2N(R1)2, NR1SO2R2, NR1COR1, (C1-C6)-alkyl-S(O)nR2, (C1-C6)-alkyl-OR1, (C1-C6)-alkyl-OCOR1, (C1-C6)-alkyl-OSO2R2, (C1-C6)-alkyl-CO2R1, (C1-C6)-alkyl-SO2OR1, (C1-C6)-alkyl-CON(R1)2, (C1-C6)-alkyl-SO2N(R1)2, (C1-C6)-alkyl-NR1COR1, (C1-C6)-alkyl-NR1SO2R2, 1,2,4-triazol-1-yl, or
Z may also represent hydrogen, (C1-C6)-alkyl or (C1-C6)-alkoxy if Y represents the radical S(O)nR2,
R represents (C1-C6)-alkyl, (C3-C7)-cycloalkyl, halo-(C1-C6)-alkyl, (C3-C7)-cycloalkylmethyl, methoxycarbonylmethyl, ethoxycarbonylmethyl, acetylmethyl, methoxymethyl, or represents phenyl or benzyl which are substituted by s radicals from the group consisting of methyl, methoxy, trifluoromethyl and halogen,
R1 represents hydrogen, (C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C1-C6)-alkyl-O—(C1-C6)-alkyl, phenyl, phenyl-(C1-C6)-alkyl, heteroaryl, (C1-C6)-alkyl-heteroaryl, heterocyclyl, (C1-C6)-alkyl-heterocyclyl, (C1-C6)-alkyl-O-heteroaryl, (C1-C6)-alkyl-O-heterocyclyl, (C1-C6)-alkyl-NR3-heteroaryl or (C1-C6)-alkyl-NR3-heterocyclyl, where the 16 last-mentioned radicals are substituted by s radicals from the group consisting of cyano, halogen, nitro, OR3, S(O)nR4, N(R3)2, NR3OR3, CORS, OCOR3, NR3COR3, NR3SO2R4, CO2R3, CON(R3)2 and (C1-C4)-alkoxy-(C2-C6)-alkoxycarbonyl, and where heterocyclyl carries 0 to 2 oxo groups,
R2 represents (C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C1-C6)-alkyl-O—(C1-C6)-alkyl, phenyl, phenyl-(C1-C6)-alkyl, heteroaryl, (C1-C6)-alkyl-heteroaryl, heterocyclyl, (C1-C6)-alkyl-heterocyclyl, (C1-C6)-alkyl-O-heteroaryl, (C1-C6)-alkyl-O-heterocyclyl, (C1-C6)-alkyl-NR3-heteroaryl or (C1-C6)-alkyl-NR3-heterocyclyl, where these radicals are substituted by s radicals from the group consisting of cyano, halogen, nitro, OR3, S(O)nR4, N(R3)2, NR3OR3, NR3SO2R4, COR3, OCOR3, NR3COR3, CO2R3, CON(R3)2, and (C1-C4)-alkoxy-(C2-C6)-alkoxycarbonyl, and where heterocyclyl carries 0 to 2 oxo groups,
R3 represents hydrogen, (C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C3-C6)-cycloalkyl or (C3-C6)-cycloalkyl-(C1-C6)-alkyl,
R4 represents (C1-C6)-alkyl, (C2-C6)-alkenyl or (C2-C6)-alkynyl,
n represents 0, 1 or 2,
s represents 0, 1, 2 or 3.
Particular preference is given to compounds of the formula (I) in which
A represents N or CY,
B represents N or CH,
X represents nitro, halogen, cyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, OR1, S(O)nR2, (C1-C6)-alkyl-S(O)nR2, (C1-C6)-alkyl-OR1, (C1-C6)-alkyl-CON(R1)2, (C1-C6)-alkyl-SO2N(R1)2, (C1-C6)-alkyl-NR1COR1, (C1-C6)-alkyl-NR1SO2R2, (C1-C6)-alkyl-heteroaryl, (C1-C6)-alkyl-heterocyclyl, where the two last-mentioned radicals are each substituted by s radicals halogen, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, S(O)n—(C1-C6)-alkyl, (C1-C6)-alkoxy, halo-(C1-C6)-alkoxy, and where heterocyclyl carries 0 to 2 oxo groups,
Y represents hydrogen, nitro, halogen, cyano, (C1-C6)-alkyl, (C1-C6)-haloalkyl, OR1, S(O)nR2, SO2N(R1)2, N(R1)2, NR1SO2R2, NR1COR1, (C1-C6)-alkyl-S(O)nR2, (C1-C6)-alkyl-OR1, (C1-C6)-alkyl-CON(R1)2, (C1-C6)-alkyl-SO2N(R)2, (C1-C6)-alkyl-NR1COR1, (C1-C6)-alkyl-NR1SO2R2, (C1-C6)-alkyl-phenyl, (C1-C6)-alkyl-heteroaryl, (C1-C6)-alkyl-heterocyclyl, phenyl, heteroaryl or heterocyclyl, where the 6 last-mentioned radicals are each substituted by s radicals from the group consisting of halogen, nitro, cyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, S(O)n—(C1-C6)-alkyl, (C1-C6)-alkoxy, halo-(C1-C6)-alkoxy, (C1-C6)-alkoxy-(C1-C4)-alkyl and cyanomethyl, and where heterocyclyl carries 0 to 2 oxo groups,
Z represents halogen, cyano, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, S(O)nR2, 1,2,4-triazol-1-yl, or Z may also represent hydrogen, methyl, methoxy or ethoxy if Y represents the radical S(O)nR2,
R represents (C1-C6)-alkyl, (C3-C7)-cycloalkyl, halo-(C1-C6)-alkyl, (C3-C7)-cycloalkylmethyl, methoxycarbonylmethyl, ethoxycarbonylmethyl, acetylmethyl or methoxymethyl, or represents phenyl which is substituted by s radicals from the group consisting of methyl, methoxy, trifluoromethyl and halogen;
R1 represents hydrogen, (C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C1-C6)-alkyl-O—(C1-C6)-alkyl, phenyl, phenyl-(C1-C6)-alkyl, heteroaryl, (C1-C6)-alkyl-heteroaryl, heterocyclyl, (C1-C6)-alkyl-heterocyclyl, (C1-C6)-alkyl-O-heteroaryl, (C1-C6)-alkyl-O-heterocyclyl, (C1-C6)-alkyl-NR3-heteroaryl or (C1-C6)-alkyl-NR3-heterocyclyl, where the 16 last-mentioned radicals are substituted by s radicals from the group consisting of cyano, halogen, nitro, OR3, S(O)nR4, N(R3)2, NR3OR3, CORS, OCOR3, NR3COR3, NR3SO2R4, CO2R3, CON(R3)2 and (C1-C4)-alkoxy-(C2-C6)-alkoxycarbonyl, and where heterocyclyl carries 0 to 2 oxo groups,
R2 represents (C1-C6)-alkyl, (C3-C6)-cycloalkyl or (C3-C6)-cycloalkyl-(C1-C6)-alkyl, where the three radicals mentioned above are each substituted by s radicals from the group consisting of halogen and OR3,
R3 represents hydrogen or (C1-C6)-alkyl,
R4 represents (C1-C6)-alkyl,
n represents 0, 1 or 2,
s represents 0, 1, 2 or 3.
In all formulae given below, the substituents and symbols have, unless defined otherwise, the same meaning as described under formula (I).
Compounds according to the invention can be prepared, for example, by the method given in Scheme 1 by base-catalyzed reaction of a benzoyl chloride (II) with a 5-amino-1-H-1,2,4-triazole or 5-amino-1H-tetrazole (III):




The benzoyl chlorides of the formula (II) or the benzoic acids on which they are based are known in principle and can be prepared, for example, according to the methods described in U.S. Pat. No. 6,376,429 B1, EP 1 585 742 A1 and EP 1 202 978 A1.
Compounds according to the invention can also be prepared by the method given in Scheme 2 by reacting a benzoic acid of the formula (IV) with a 5-amino-1-H-1,2,4-triazole or 5-amino-1H-tetrazole (III):




For the activation, use may be made of dehydrating agents usually employed for amidation reactions, for example 1,1′-carbonyldiimidazole (CDI), dicyclohexylcarbodiimide (DCC), 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane 2,4,6-trioxide (T3P) etc.
Compounds according to the invention can also be prepared by the method given in Scheme 3 by reacting an N-(1H-1,2,4-triazol-5-yl)benzamide, N-(1H-tetrazol-5-yl)benzamide, N-(1H-1,2,4-triazol-5-yl)nicotinamide or N-(1H-tetrazol-5-yl)nicotinamide:




For the reaction given in Scheme 3, it is possible to use, for example, alkylating agents such as alkyl halides, alkylsulfonates or dialkyl sulfates in the presence of a base.
It may be expedient to change the order of reaction steps. Thus, benzoic acids carrying a sulfoxide can not be converted directly into their acid chlorides. Here, it is advisable to prepare initially, at the thioether stage, the amide and then to oxidize the thioether to the sulfoxide.
The 5-amino-1H-tetrazoles of the formula (III) are either commercially available or can be prepared analogously to methods known from the literature. For example, 5-amino-1-R-tetrazoles can be prepared according to the method described in Journal of the American Chemical Society (1954), 76, 923-924 from aminotetrazole:




In the formula mentioned above, R represents, for example, an alkyl radical. 5-Amino-1-R-tetrazoles can be synthesized, for example, as described in Journal of the American Chemical Society (1954) 76, 88-89:




The 5-amino-1H-triazoles of the formula (III) are either commercially available or can be prepared analogously to methods known from the literature. For example, 5-amino-1-R-triazoles can be prepared according to the method described in Zeitschrift für Chemie (1990), 30(12), 436-437 from aminotriazole:




5-Amino-1-R-triazoles can also be synthesized as described, for example, in Chemische Berichte (1964), 97(2), 396-404:




5-Amino-1-R-triazoles can also be synthesized as described, for example, in Angewandte Chemie (1963), 75, 918:




Collections of compounds of the formula (I) and/or salts thereof which can be synthesized by the aforementioned reactions can also be prepared in a parallel manner, it being possible for this to take place in a manual, partly automated or completely automated manner. In this connection, it is, for example, possible to automate the reaction procedure, the work-up or the purification of the products and/or intermediates. Overall, this is understood as meaning a procedure as described, for example, by D. Tiebes in Combinatorial Chemistry—Synthesis, Analysis, Screening (editor Günther Jung), Verlag Wiley 1999, on pages 1 to 34.
For the parallel reaction procedure and work-up, it is possible to use a series of commercially available instruments, for example Calpyso reaction blocks from Barnstead International, Dubuque, Iowa 52004-0797, USA or reaction stations from Radleys, Shirehill, Saffron Walden, Essex, CB 11 3AZ, England or MuItiPROBE Automated Workstations from Perkin Elmer, Waltham, Mass. 02451, USA. For the parallel purification of compounds of the formula (I) and salts thereof or of intermediates produced during the preparation, there are available, inter alia, chromatography apparatuses, for example from ISCO, Inc., 4700 Superior Street, Lincoln, Nebr. 68504, USA.
The apparatuses listed lead to a modular procedure in which the individual process steps are automated, but between the process steps manual operations have to be carried out. This can be circumvented by using partly or completely integrated automation systems in which the respective automation modules are operated, for example, by robots. Automation systems of this type can be acquired, for example, from Caliper, Hopkinton, Mass. 01748, USA.
The implementation of single or several synthesis steps can be supported through the use of polymer-supported reagents/scavenger resins. The specialist literature describes a series of experimental protocols, for example in ChemFiles, Vol. 4, No. 1, Polymer-Supported Scavengers and Reagents for Solution-Phase Synthesis (Sigma-Aldrich).
Besides the methods described here, the preparation of compounds of the formula (I) and salts thereof can take place completely or partially by solid-phase supported methods. For this purpose, individual intermediates or all intermediates in the synthesis or a synthesis adapted for the corresponding procedure are bonded to a synthesis resin. Solid-phase supported synthesis methods are sufficiently described in the specialist literature, e.g. Barry A. Bunin in “The Combinatorial Index”, Verlag Academic Press, 1998 and Combinatorial Chemistry—Synthesis, Analysis, Screening (editor Gunther Jung), Verlag Wiley, 1999. The use of solid-phase supported synthesis methods permits a series of protocols known in the literature, which again can be carried out manually or in an automated manner. The reactions can be carried out, for example, by means of IRORI technology in microreactors from Nexus Biosystems, 12140 Community Road, Poway, Calif. 92064, USA.
Both on a solid phase and in liquid phase can the procedure of individual or several synthesis steps be supported through the use of microwave technology. The specialist literature describes a series of experimental protocols, for example in Microwaves in Organic and Medicinal Chemistry (editor C. O. Kappe and A. Stadler), Verlag Wiley, 2005.
The preparation according to the process described here produces compounds of the formula (I) and their salts in the form of substance collections which are called libraries. The present invention also provides libraries which comprise at least two compounds of the formula (I) and their salts.
The compounds of the formula (I) according to the invention (and/or their salts), hereinbelow also referred to together as “compounds according to the invention”, have excellent herbicidal efficacy against a broad spectrum of economically important monocotyledonous and dicotyledonous annual harmful plants. The active compounds act efficiently even on perennial weeds which produce shoots from rhizomes, root stocks and other perennial organs and which are difficult to control.
The present invention therefore also relates to a method of controlling unwanted plants or for regulating the growth of plants, preferably in crops of plants, where one or more compound(s) according to the invention is/are applied to the plants (for example harmful plants such as monocotyledonous or dicotyledonous weeds or undesired crop plants), to the seeds (for example grains, seeds or vegetative propagules such as tubers or shoot parts with buds) or to the area on which the plants grow (for example the area under cultivation). In this context, the compounds according to the invention can be applied for example pre-sowing (if appropriate also by incorporation into the soil), pre-emergence or post-emergence. Specific examples may be mentioned of some representatives of the monocotyledonous and dicotyledonous weed flora which can be controlled by the compounds according to the invention, without the enumeration being restricted to certain species.
Monocotyledonous harmful plants of the genera: Aegilops, Agropyron, Agrostis, Alopecurus, Apera, Avena, Brachiaria, Bromus, Cenchrus, Commelina, Cynodon, Cyperus, Dactyloctenium, Digitaria, Echinochloa, Eleocharis, Eleusine, Eragrostis, Eriochloa, Festuca, Fimbristylis, Heteranthera, Imperata, Ischaemum, Leptochloa, Lolium, Monochoria, Panicum, Paspalum, Phalaris, Phleum, Poa, Rottboellia, Sagittaria, Scirpus, Setaria, Sorghum. 
Dicotyledonous weeds of the genera: Abutilon, Amaranthus, Ambrosia, Anoda, Anthemis, Aphanes, Artemisia, Atriplex, Bellis, Bidens, Capsella, Carduus, Cassia, Centaurea, Chenopodium, Cirsium, Convolvulus, Datura, Desmodium, Emex, Erysimum, Euphorbia, Galeopsis, Galinsoga, Galium, Hibiscus, Ipomoea, Kochia, Lamium, Lepidium, Lindernia, Matricaria, Mentha, Mercurialis, Mullugo, Myosotis, Papaver, Pharbitis, Plantago, Polygonum, Portulaca, Ranunculus, Raphanus, Rorippa, Rotala, Rumex, Salsola, Senecio, Sesbania, Sida, Sinapis, Solanum, Sonchus, Sphenoclea, Stellaria, Taraxacum, Thlaspi, Trifolium, Urtica, Veronica, Viola, Xanthium. 
If the compounds according to the invention are applied to the soil surface before germination, the weed seedlings are either prevented completely from emerging or else the weeds grow until they have reached the cotyledon stage, but then their growth stops, and, eventually, after three to four weeks have elapsed, they die completely.
If the active compounds are applied post-emergence to the green parts of the plants, growth stops after the treatment, and the harmful plants remain at the growth stage of the point of time of application, or they die completely after a certain time, so that in this manner competition by the weeds, which is harmful to the crop plants, is eliminated very early and in a sustained manner.
Although the compounds according to the invention display an outstanding herbicidal activity against monocotyledonous and dicotyledonous weeds, crop plants of economically important crops, for example dicotyledonous crops of the genera Arachis, Beta, Brassica, Cucumis, Cucurbita, Helianthus, Daucus, Glycine, Gossypium, Ipomoea, Lactuca, Linum, Lycopersicon, Nicotiana, Phaseolus, Pisum, Solanum, Vicia, or monocotyledonous crops of the genera Allium, Ananas, Asparagus, Avena, Hordeum, Oryza, Panicum, Saccharum, Secale, Sorghum, Triticale, Triticum, Zea, in particular Zea and Triticum, are damaged only to an insignificant extent, or not at all, depending on the structure of the respective compound according to the invention and its application rate. This is why the present compounds are highly suitable for the selective control of unwanted plant growth in plant crops such as agriculturally useful plants or ornamentals.
Moreover, the compounds according to the invention (depending on their respective structure and the application rate applied) have outstanding growth-regulatory properties in crop plants. They engage in the plant metabolism in a regulatory fashion and can therefore be employed for the influencing, in a targeted manner, of plant constituents and for facilitating harvesting, such as, for example, by triggering desiccation and stunted growth. Moreover, they are also suitable for generally controlling and inhibiting unwanted vegetative growth without destroying the plants in the process. Inhibiting the vegetative growth plays an important role in many monocotyledonous and dicotyledonous crops since for example lodging can be reduced, or prevented completely, hereby.
By virtue of their herbicidal and plant-growth-regulatory properties, the active compounds can also be employed for controlling harmful plants in crops of genetically modified plants or plants modified by conventional mutagenesis. In general, the transgenic plants are distinguished by especially advantageous properties, for example by resistances to certain pesticides, mainly certain herbicides, resistances to plant diseases or causative organisms of plant diseases, such as certain insects or microorganisms such as fungi, bacteria or viruses. Other specific characteristics relate, for example, to the harvested material with regard to quantity, quality, storeability, composition and specific constituents. Thus, transgenic plants are known whose starch content is increased, or whose starch quality is altered, or those where the harvested material has a different fatty acid composition.
It is preferred, with respect to transgenic crops, to use the compounds according to the invention in economically important transgenic crops of useful plants and ornamentals, for example of cereals such as wheat, barley, rye, oats, millet, rice and corn or else crops of sugar beet, cotton, soybean, oilseed rape, potato, tomato, peas and other vegetables. It is preferred to employ the compounds according to the invention as herbicides in crops of useful plants which are resistant, or have been made resistant by recombinant means, to the phytotoxic effects of the herbicides.
It is preferred to use the compounds according to the invention or their salts in economically important transgenic crops of useful plants and ornamentals, for example of cereals such as wheat, barley, rye, oats, millet, rice, cassava and corn or else crops of sugar beet, cotton, soybean, oilseed rape, potato, tomato, peas and other vegetables. It is preferred to employ the compounds according to the invention as herbicides in crops of useful plants which are resistant, or have been made resistant by recombinant means, to the phytotoxic effects of the herbicides.
Conventional methods of generating novel plants which have modified properties in comparison to plants occurring to date consist, for example, in traditional breeding methods and the generation of mutants. Alternatively, novel plants with altered properties can be generated with the aid of recombinant methods (see, for example, EP-A-0221044, EP-A-0131624). For example, the following have been described in several cases:

    
    
        the modification, by recombinant technology, of crop plants with the aim of modifying the starch synthesized in the plants (for example WO 92/11376, WO 92/14827, WO 91/19806),
        transgenic crop plants which are resistant to certain herbicides of the glufosinate type (cf., for example, EP-A-0242236, EP-A-242246) or of the glyphosate type (WO 92/00377) or of the sulfonylurea type (EP-A-0257993, U.S. Pat. No. 5,013,659),
        transgenic crop plants, for example cotton, with the capability of producing Bacillus thuringiensis toxins (Bt toxins), which make the plants resistant to certain pests (EP-A-0142924, EP-A-0193259),
        transgenic crop plants with a modified fatty acid composition (WO 91/13972),
        genetically modified crop plants with novel constituents or secondary metabolites, for example novel phytoalexins, which bring about an increased disease resistance (EPA 309862, EPA0464461),
        genetically modified plants with reduced photorespiration which feature higher yields and higher stress tolerance (EPA 0305398),
        transgenic crop plants which produce pharmaceutically or diagnostically important proteins (“molecular pharming”),
        transgenic crop plants which are distinguished by higher yields or better quality,
        transgenic crop plants which are distinguished by a combination, for example of the abovementioned novel properties (“gene stacking”).
    
    


A large number of molecular-biological techniques by means of which novel transgenic plants with modified properties can be generated are known in principle; see, for example, I. Potrykus and G. Spangenberg (eds.) Gene Transfer to Plants, Springer Lab Manual (1995), Springer Verlag Berlin, Heidelberg. or Christou, “Trends in Plant Science” 1 (1996) 423-431.
To carry out such recombinant manipulations, nucleic acid molecules which allow mutagenesis or sequence changes by recombination of DNA sequences can be introduced into plasmids. For example, base substitutions can be carried out, part-sequences can be removed, or natural or synthetic sequences may be added with the aid of standard methods. To link the DNA fragments with one another, it is possible to add adapters or linkers to the fragments; see, for example, Sambrook et al., 1989, Molecular Cloning, A Laboratory Manual, 2nd ed., Cold Spring Harbor Laboratory Press, Cold Spring Harbor, N.Y.; or Winnacker “Gene and Klone” Genes and Clones, VCH Weinheim 2nd ed., 1996.
For example, the generation of plant cells with a reduced activity of a gene product can be achieved by expressing at least one corresponding antisense RNA, a sense RNA for achieving a cosuppression effect or by expressing at least one suitably constructed ribozyme which specifically cleaves transcripts of the abovementioned gene product. To this end, it is possible to use DNA molecules which encompass the entire coding sequence of a gene product inclusive of any flanking sequences which may be present, and also DNA molecules which only encompass portions of the coding sequence, it being necessary for these portions to be long enough to have an antisense effect in the cells. The use of DNA sequences which have a high degree of homology to the coding sequences of a gene product, but are not completely identical to them, is also possible.
When expressing nucleic acid molecules in plants, the protein synthesized can be localized in any desired compartment of the plant cell. However, to achieve localization in a particular compartment, it is possible, for example, to link the coding region with DNA sequences which ensure localization in a particular compartment. Such sequences are known to those skilled in the art (see, for example, Braun et al., EMBO J. 11 (1992), 3219-3227; Wolter et al., Proc. Natl. Acad. Sci. USA 85 (1988), 846-850; Sonnewald et al., Plant J. 1 (1991), 95-106). The nucleic acid molecules can also be expressed in the organelles of the plant cells.
The transgenic plant cells can be regenerated by known techniques to give rise to entire plants. In principle, the transgenic plants can be plants of any desired plant species, i.e. not only monocotyledonous, but also dicotyledonous, plants.
Thus, transgenic plants can be obtained whose properties are altered by overexpression, suppression or inhibition of homologous (=natural) genes or gene sequences or the expression of heterologous (=foreign) genes or gene sequences.
It is preferred to employ the compounds according to the invention in transgenic crops which are resistant to growth regulators such as, for example, dicamba, or to herbicides which inhibit essential plant enzymes, for example acetolactate synthases (ALS), EPSP synthases, glutamine synthases (GS) or hydroxyphenylpyruvate dioxygenases (HPPD), or to herbicides from the group of the sulfonylureas, the glyphosates, glufosinates or benzoylisoxazoles and analogous active compounds.
When the active compounds according to the invention are used in transgenic crops, effects are frequently observed—in addition to the effects on harmful plants which can be observed in other crops—which are specific for the application in the transgenic crop in question, for example a modified or specifically widened spectrum of weeds which can be controlled, modified application rates which may be employed for application, preferably good combinability with the herbicides to which the transgenic crop is resistant, and an effect on growth and yield of the transgenic crop plants.
The invention therefore also relates to the use of the compounds according to the invention as herbicides for controlling harmful plants in transgenic crop plants.
The compounds according to the invention can be used in the form of wettable powders, emulsifiable concentrates, sprayable solutions, dusting products or granules in the customary formulations. The invention therefore also provides herbicidal and plant growth-regulating compositions which comprise the compounds according to the invention.
The compounds according to the invention can be formulated in various ways according to which biological and/or physicochemical parameters are required. Possible formulations include, for example: wettable powders (WP), water-soluble powders (SP), water-soluble concentrates, emulsifiable concentrates (EC), emulsions (EW) such as oil-in-water and water-in-oil emulsions, sprayable solutions, suspension concentrates (SC), oil- or water-based dispersions, oil-miscible solutions, capsule suspensions (CS), dusting products (DP), seed-dressing products, granules for scattering and soil application, granules (GR) in the form of microgranules, spray granules, coated granules and adsorption granules, water-dispersible granules (WG), water-soluble granules (SG), ULV formulations, microcapsules and waxes. These individual types of formulation are known in principle and are described, for example, in: Winnacker-Kuchler, “Chemische Technologie” [Chemical technology], Volume 7, C. Hanser Verlag Munich, 4th Ed. 1986, Wade van Valkenburg, “Pesticide Formulations”, Marcel Dekker, N.Y., 1973; K. Martens, “Spray Drying” Handbook, 3rd Ed. 1979, G. Goodwin Ltd. London.
The necessary formulation assistants, such as inert materials, surfactants, solvents and further additives, are likewise known and are described, for example, in: Watkins, “Handbook of Insecticide Dust Diluents and Carriers”, 2nd Ed., Darland Books, Caldwell N.J., H.v. Olphen, “Introduction to Clay Colloid Chemistry”; 2nd Ed., J. Wiley & Sons, N.Y.; C. Marsden, “Solvents Guide”; 2nd Ed., Interscience, N.Y. 1963; McCutcheon's “Detergents and Emulsifiers Annual”, MC Publ. Corp., Ridgewood N.J.; Sisley and Wood, “Encyclopedia of Surface Active Agents”, Chem. Publ. Co. Inc., N.Y. 1964; Schonfeldt, “Grenzflächenaktive Äthylenoxidaddukte” [Interface-active ethylene oxide adducts], Wiss. Verlagsgesell., Stuttgart 1976; Winnacker-Küchler, “Chemische Technologie”, Volume 7, C. Hanser Verlag Munich, 4th Ed. 1986.
Based on these formulations, it is also possible to produce combinations with other pesticidally active compounds, such as, for example, insecticides, acaricides, herbicides, fungicides, and also with safeners, fertilizers and/or growth regulators, for example in the form of a finished formulation or as a tank mix. Suitable safeners are, for example, mefenpyr-diethyl, cyprosulfamid, isoxadifen-ethyl, cloquintocet-mexyl and dichlormid.
Wettable powders are preparations which can be dispersed uniformly in water and, as well as the active compound, apart from a diluent or inert substance, also comprise surfactants of the ionic and/or nonionic type (wetting agents, dispersants), for example polyoxyethylated alkylphenols, polyoxyethylated fatty alcohols, polyoxyethylated fatty amines, fatty alcohol polyglycol ether sulfates, alkanesulfonates, alkylbenzenesulfonates, sodium lignosulfonate, sodium 2,2′-dinaphthylmethane-6,6′-disulfonate, sodium dibutylnaphthalenesulfonate or else sodium oleylmethyltauride. To prepare the wettable powders, the herbicidally active compounds are ground finely, for example in customary apparatus such as hammer mills, blower mills and air-jet mills and simultaneously or subsequently mixed with the formulation assistants.
Emulsifiable concentrates are prepared by dissolving the active compound in an organic solvent, for example butanol, cyclohexanone, dimethylformamide, xylene or else relatively high-boiling aromatics or hydrocarbons or mixtures of the organic solvents with addition of one or more surfactants of the ionic and/or nonionic type (emulsifiers). The emulsifiers used may, for example, be: calcium alkylarylsulfonate salts such as calcium dodecylbenzenesulfonate, or nonionic emulsifiers such as fatty acid polyglycol esters, alkylaryl polyglycol ethers, fatty alcohol polyglycol ethers, propylene oxide-ethylene oxide condensation products, alkyl polyethers, sorbitan esters, for example sorbitan fatty acid esters, or polyoxyethylene sorbitan esters, for example polyoxyethylene sorbitan fatty acid esters.
Dusts are obtained by grinding the active compound with finely distributed solid substances, for example talc, natural clays, such as kaolin, bentonite and pyrophyllite, or diatomaceous earth.
Suspension concentrates may be water- or oil-based. They may be prepared, for example, by wet grinding by means of commercial bead mills and optional addition of surfactants as have, for example, already been listed above for the other formulation types.
Emulsions, for example oil-in-water emulsions (EW), can be prepared, for example, by means of stirrers, colloid mills and/or static mixers using aqueous organic solvents and optionally surfactants, as have, for example, already been listed above for the other formulation types.
Granules can be prepared either by spraying the active compound onto granular inert material capable of adsorption or by applying active compound concentrates to the surface of carrier substances, such as sand, kaolinites or granular inert material, by means of adhesives, for example polyvinyl alcohol, sodium polyacrylate or mineral oils. Suitable active compounds can also be granulated in the manner customary for the preparation of fertilizer granules—if desired as a mixture with fertilizers.
Water-dispersible granules are prepared generally by the customary processes such as spray-drying, fluidized bed granulation, pan granulation, mixing with high-speed mixers and extrusion without solid inert material.
For the preparation of pan, fluidized bed, extruder and spray granules, see, for example, processes in “Spray-Drying Handbook” 3rd ed. 1979, G. Goodwin Ltd., London; J. E. Browning, “Agglomeration”, Chemical and Engineering 1967, pages 147 ff; “Perry's Chemical Engineer's Handbook”, 5th Ed., McGraw-Hill, New York 1973, p. 8-57.
For further details regarding the formulation of crop protection compositions, see, for example, G. C. Klingman, “Weed Control as a Science”, John Wiley and Sons, Inc., New York, 1961, pages 81-96 and J. D. Freyer, S. A. Evans, “Weed Control Handbook”, 5th Ed., Blackwell Scientific Publications, Oxford, 1968, pages 101-103.
The agrochemical formulations contain generally from 0.1 to 99% by weight, in particular from 0.1 to 95% by weight, of compounds according to the invention. In wettable powders, the active compound concentration is, for example, from about 10 to 90% by weight, the remainder to 100% by weight consisting of customary formulation components. In the case of emulsifiable concentrates, the active compound concentration can be from about 1 to 90, preferably from 5 to 80, % by weight. Formulations in the form of dusts comprise from 1 to 30% by weight of active compound, preferably usually from 5 to 20% by weight of active compound; sprayable solutions contain from about 0.05 to 80% by weight, preferably from 2 to 50% by weight of active compound. In the case of water-dispersible granules, the active compound content depends partially on whether the active compound is present in liquid or solid form and on which granulation auxiliaries, fillers, etc., are used. In the water-dispersible granules, the content of active compound is, for example, between 1 and 95% by weight, preferably between 10 and 80% by weight.
In addition, the active compound formulations mentioned optionally comprise the respective customary adhesives, wetting agents, dispersants, emulsifiers, penetrants, preservatives, antifreeze agents and solvents, fillers, carriers and dyes, defoamers, evaporation inhibitors and agents which influence the pH and the viscosity.
Based on these formulations, it is also possible to produce combinations with other pesticidally active compounds, such as, for example, insecticides, acaricides, herbicides, fungicides, and also with safeners, fertilizers and/or growth regulators, for example in the form of a finished formulation or as a tank mix.
Active compounds which can be employed in combination with the compounds according to the invention in mixed formulations or in the tank mix are, for example, known active compounds which are based on the inhibition of, for example, acetolactate synthase, acetyl-CoA carboxylase, cellulose synthase, enolpyruvylshikimate-3-phosphate synthase, glutamine synthetase, p-hydroxyphenylpyruvate dioxygenase, phytoene desaturase, photosystem I, photosystem II, protoporphyrinogen oxidase, as are described in, for example, Weed Research 26 (1986) 441-445 or “The Pesticide Manual”, 15th edition, The British Crop Protection Council and the Royal Soc. of Chemistry, 2009 and the literature cited therein. Known herbicides or plant growth regulators which can be combined with the compounds according to the invention are, for example, the following active compounds (the compounds are either designated by the common name according to the International Organization for Standardization (ISO) or by the chemical name, or by the code number) and always comprise all use forms such as acids, salts, esters and isomers such as stereoisomers and optical isomers. Here, by way of example, one and in some cases a plurality of use forms are mentioned:
acetochlor, acibenzolar, acibenzolar-S-methyl, acifluorfen, acifluorfen-sodium, aclonifen, alachlor, allidochlor, alloxydim, alloxydim-sodium, ametryn, amicarbazone, amidochlor, amidosulfuron, aminocyclopyrachlor, aminopyralid, amitrole, ammonium sulfamate, ancymidol, anilofos, asulam, atrazine, azafenidin, azimsulfuron, aziprotryn, beflubutamid, benazolin, benazolin-ethyl, bencarbazone, benfluralin, benfuresate, bensulide, bensulfuron, bensulfuron-methyl, bentazone, benzfendizone, benzobicyclon, benzofenap, benzofluor, benzoylprop, bicyclopyrone, bifenox, bilanafos, bilanafos-sodium, bispyribac, bispyribac-sodium, bromacil, bromobutide, bromofenoxim, bromoxynil, bromuron, buminafos, busoxinone, butachlor, butafenacil, butamifos, butenachlor, butralin, butroxydim, butylate, cafenstrole, carbetamide, carfentrazone, carfentrazone-ethyl, chlomethoxyfen, chloramben, chlorazifop, chlorazifop-butyl, chlorbromuron, chlorbufam, chlorfenac, chlorfenac-sodium, chlorfenprop, chlorflurenol, chlorflurenol-methyl, chloridazon, chlorimuron, chlorimuron-ethyl, chlormequat chloride, chlornitrofen, chlorophthalim, chlorthal-dimethyl, chlorotoluron, chlorsulfuron, cinidon, cinidon-ethyl, cinmethylin, cinosulfuron, clethodim, clodinafop, clodinafop-propargyl, clofencet, clomazone, clomeprop, cloprop, clopyralid, cloransulam, cloransulam-methyl, cumyluron, cyanamide, cyanazine, cyclanilide, cycloate, cyclosulfamuron, cycloxydim, cycluron, cyhalofop, cyhalofop-butyl, cyperquat, cyprazine, cyprazole, 2,4-D, 2,4-DB, daimuron/dymron, dalapon, daminozide, dazomet, n-decanol, desmedipham, desmetryn, detosyl pyrazolate (DTP), diallate, dicamba, dichlobenil, dichlorprop, dichlorprop-P, diclofop, diclofop-methyl, diclofop-P-methyl, diclosulam, diethatyl, diethatyl-ethyl, difenoxuron, difenzoquat, diflufenican, diflufenzopyr, diflufenzopyr-sodium, dimefuron, dikegulac-sodium, dimefuron, dimepiperate, dimethachlor, dimethametryn, dimethenamid, dimethenamid-P, dimethipin, dimetrasulfuron, dinitramine, dinoseb, dinoterb, diphenamid, dipropetryn, diquat, diquat dibromide, dithiopyr, diuron, DNOC, eglinazine-ethyl, endothal, EPTC, esprocarb, ethalfluralin, ethametsulfuron, ethametsulfuron-methyl, ethephon, ethidimuron, ethiozin, ethofumesate, ethoxyfen, ethoxyfen-ethyl, ethoxysulfuron, etobenzanid, F-5331, i.e. N-[2-chloro-4-fluoro-5-[4-(3-fluoropropyl)-4,5-dihydro-5-oxo-1H-tetrazol-1-yl]phenyl]-ethanesulfonamide, F-7967, i.e., 3-[7-chloro-5-fluoro-2-(trifluoromethyl)-1H-benzimidazol-4-yl]-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H, 3H)dione, fenoprop, fenoxaprop, fenoxaprop-P, fenoxaprop-ethyl, fenoxaprop-P-ethyl, fenoxasulfone, fentrazamide, fenuron, flamprop, flamprop-M-isopropyl, flamprop-M-methyl, flazasulfuron, florasulam, fluazifop, fluazifop-P, fluazifop-butyl, fluazifop-P-butyl, fluazolate, flucarbazone, flucarbazone-sodium, flucetosulfuron, fluchloralin, flufenacet (thiafluamide), flufenpyr, flufenpyr-ethyl, flumetralin, flumetsulam, flumiclorac, flumiclorac-pentyl, flumioxazin, flumipropyn, fluometuron, fluorodifen, fluoroglycofen, fluoroglycofen-ethyl, flupoxam, flupropacil, flupropanate, flupyrsulfuron, flupyrsulfuron-methyl-sodium, flurenol, flurenol-butyl, fluridone, fluorochloridone, fluoroxypyr, fluoroxypyr-meptyl, flurprimidol, flurtamone, fluthiacet, fluthiacet-methyl, fluthiamide, fomesafen, foramsulfuron, forchlorfenuron, fosamine, furyloxyfen, gibberellic acid, glufosinate, glufosinate-ammonium, glufosinate-P, glufosinate-P-ammonium, glufosinate-P-sodium, glyphosate, glyphosate-isopropylammonium, H-9201, i.e., O-(2,4-dimethyl-6-nitrophenyl)-O-ethyl-isopropylphosphoramidothioate, halosafen, halosulfuron, halosulfuron-methyl, haloxyfop, haloxyfop-P, haloxyfop-ethoxyethyl, haloxyfop-P-ethoxyethyl, haloxyfop-methyl, haloxyfop-P-methyl, hexazinone, HW-02, i.e., 1-(dimethoxyphosphoryl)-ethyl(2,4-dichlorophenoxy)acetate, imazamethabenz, imazamethabenz-methyl, imazamox, imazamox-ammonium, imazapic, imazapyr, imazapyr-isopropylammonium, imazaquin, imazaquin-ammonium, imazethapyr, imazethapyr-ammonium, imazosulfuron, inabenfide, indanofan, indaziflam, indoleacetic acid (IAA), 4-indol-3-ylbutyric acid (IBA), iodosulfuron, iodosulfuron-methyl-sodium, ioxynil, ipfencarbazone, isocarbamid, isopropalin, isoproturon, isouron, isoxaben, isoxachlortole, isoxaflutole, isoxapyrifop, KUH-043, i.e., 3-({[5-(difluoromethyl)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}sulfonyl)-5,5-dimethyl-4,5-dihydro-1,2-oxazole, karbutilate, ketospiradox, lactofen, lenacil, linuron, maleic hydrazide, MCPA, MCPB, MCPB-methyl, -ethyl and -sodium, mecoprop, mecoprop-sodium, mecoprop-butotyl, mecoprop-P-butotyl, mecoprop-P-dimethylammonium, mecoprop-P-2-ethylhexyl, mecoprop-P-potassium, mefenacet, mefluidide, mepiquat-chloride, mesosulfuron, mesosulfuron-methyl, mesotrione, methabenzthiazuron, metam, metamifop, metamitron, metazachlor, metazasulfuron, methazole, methiopyrsulfuron, methiozolin, methoxyphenone, methyldymron, 1-methylcyclopropene, methylisothiocyanate, metobenzuron, metobromuron, metolachlor, S-metolachlor, metosulam, metoxuron, metribuzin, metsulfuron, metsulfuron-methyl, molinate, monalide, monocarbamide, monocarbamide dihydrogensulfate, monolinuron, monosulfuron, monosulfuron-ester, monuron, MT 128, i.e., 6-chloro-N-[(2E)-3-chloroprop-2-en-1-yl]-5-methyl-N-phenylpyridazin-3-amine, MT-5950, i.e. N-[3-chloro-4-(1-methylethyl)phenyl]-2-methylpentanamide, NGGC-011, naproanilide, napropamide, naptalam, NC-310, i.e. 4-(2,4-dichlorobenzoyl)-1-methyl-5-benzyloxypyrazole, neburon, nicosulfuron, nipyraclofen, nitralin, nitrofen, nitrophenolate sodium (isomer mixture), nitrofluorfen, nonanoic acid, norflurazon, orbencarb, orthosulfamuron, oryzalin, oxadiargyl, oxadiazon, oxasulfuron, oxaziclomefone, oxyfluorfen, paclobutrazol, paraquat, paraquat-dichloride, pelargonic acid (nonanoic acid), pendimethalin, pendralin, penoxsulam, pentanochlor, pentoxazone, perfluidone, pethoxamid, phenisopham, phenmedipham, phenmedipham-ethyl, picloram, picolinafen, pinoxaden, piperophos, pirifenop, pirifenop-butyl, pretilachlor, primisulfuron, primisulfuron-methyl, probenazole, profluazol, procyazine, prodiamine, prifluraline, profoxydim, prohexadione, prohexadione-calcium, prohydrojasmone, prometon, prometryn, propachlor, propanil, propaquizafop, propazine, propham, propisochlor, propoxycarbazone, propoxycarbazone-sodium, propyrisulfuron, propyzamide, prosulfalin, prosulfocarb, prosulfuron, prynachlor, pyraclonil, pyraflufen, pyraflufen-ethyl, pyrasulfotole, pyrazolynate (pyrazolate), pyrazosulfuron, pyrazosulfuron-ethyl, pyrazoxyfen, pyribambenz, pyribambenz-isopropyl, pyribambenz-propyl, pyribenzoxim, pyributicarb, pyridafol, pyridate, pyriftalid, pyriminobac, pyriminobac-methyl, pyrimisulfan, pyrithiobac, pyrithiobac-sodium, pyroxasulfone, pyroxsulam, quinclorac, quinmerac, quinoclamine, quizalofop, quizalofop-ethyl, quizalofop-P, quizalofop-P-ethyl, quizalofop-P-tefuryl, rimsulfuron, saflufenacil, secbumeton, sethoxydim, siduron, simazine, simetryn, SN-106279, i.e. methyl-(2R)-2({7-[2-chloro-4-(trifluoromethyl)phenoxy]-2-naphthyl}oxy)propanoate, sulcotrione, sulfallate (CDEC), sulfentrazone, sulfometuron, sulfometuron-methyl, sulfosate (glyphosate-trimesium), sulfosulfuron, SYN-523, SYP-249, i.e., 1-ethoxy-3-methyl-1-oxobut-3-en-2-yl-5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoate, SYP-300, i.e., 1-[7-fluoro-3-oxo-4-(prop-2-yn-1-yl)-3,4-dihydro-2H-1,4-benzoxazin-6-yl]-3-propyl-2-thioxoimidazolidine-4,5-dione, tebutam, tebuthiuron, tecnazene, tefuryltrione, tembotrione, tepraloxydim, terbacil, terbucarb, terbuchlor, terbumeton, terbuthylazine, terbutryn, thenylchlor, thiafluamide, thiazafluoron, thiazopyr, thidiazimin, thidiazuron, thiencarbazone, thiencarbazone-methyl, thifensulfuron, thifensulfuron-methyl, thiobencarb, tiocarbazil, topramezone, tralkoxydim, triallate, triasulfuron, triaziflam, triazofenamide, tribenuron, tribenuron-methyl, trichloroacetic acid (TCA), triclopyr, tridiphane, trietazine, trifloxysulfuron, trifloxysulfuron-sodium, trifluralin, triflusulfuron, triflusulfuron-methyl, trimeturon, trinexapac, trinexapac-ethyl, tritosulfuron, tsitodef, uniconazole, uniconazole-P, vernolate, ZJ-0862 i.e. 3,4-dichloro-N-{2-[(4,6-dimethoxypyrimidin-2-yl)oxy]benzyl}aniline, and also the following compounds:




For application, the formulations present in commercial form are, if appropriate, diluted in a customary manner, for example in the case of wettable powders, emulsifiable concentrates, dispersions and water-dispersible granules with water. Preparations in the form of dusts, granules for soil application or granules for broadcasting and sprayable solutions are usually not diluted with other inert substances prior to application.
The required application rate of the compounds of the formula (I) varies according to the external conditions such as, inter alia, temperature, humidity and the type of herbicide used. It may vary within wide limits, for example between 0.001 and
1.0 kg/ha or more of active substance; however, preferably it is between 0.005 and 750 g/ha.
The examples below illustrate the invention:
Chemical Examples
1. Synthesis of 2-chloro-4-(methylsulfonyl)-N-(1-methyl-1,2,4-triazol-5-yl)-3-[(2,2,2-trifluoroethoxy)methyl])benzamide, (Table Example No. 1-258)
At 90° C., 365 mg (1.0 mmol) of 2-chloro-4-(methylsulfonyl)-3-[(2,2,2-trifluoroethoxy)methyl])benzoyl chloride, 294 mg (1.0 mmol) of 1-methyl-1,2,4-triazol-5ylammonium sulfate and 12 mg (0.1 mmol) of DMAP in 3 ml of pyridine are stirred for 3 h. Most of the pyridine is then removed under reduced pressure, and ethyl acetate (EA) and 2N HCl are added to the residue. The organic phase is dried over Na2SO4, concentrated by evaporation and purified by RP-HPLC (acetonitrile/water). Yield 92 mg (21%).
2. Synthesis of 2-methyl-3-(methylsulfonyl)-N-(1-methyl-1,2,4-triazol-5-yl)-benzamide, (Table Example No. 1-90)
At room temperature (RT), 297 mg (2.5 mmol) of thionyl chloride are added to 214 mg (1.0 mmol) of 2-methyl-3-(methylsulfonyl)benzoic acid, 220 mg (0.75 mmol) of 1-methyl-1,2,4-triazol-5ylammonium sulfate and 12 mg (0.1 mmol) of DMAP in 2 ml of pyridine. The mixture is stirred at 50° C. for 2 h. 0.1 ml of water is then added, and the mixture is stirred at RT for 30 min and 2N HCl is added. The product is filtered off with suction and dried. Yield 116 mg (39%).
3. Synthesis of 2,4-dichloro-N-(1-methyltetrazol-5-yl)benzamide, (Table Example No. 4-7)
In a microwave oven, 209 mg (1.0 mmol) of 2,4-dichlorobenzoyl chloride, 198 mg (2.0 mmol) of 1-methyl-5-aminotetrazole and 237 mg (3 mmol) of pyridine in 3 ml of acetonitrile are stirred at 130° C. for 45 min. Water is then added, and the product is filtered off with suction and washed with ether. Yield 80 mg (30%).
4. Synthesis of 3-(pyrazol-1-yl)-2-methyl-4-(methylsulfonyl)-N-(1-methyltetrazol-5-yl)benzamide, (Table Example No. 4-152)
At RT, 178 mg (1.5 mmol) of thionyl chloride are added to 280 mg (1.0 mmol) of 3-(pyrazol-1-yl)-2-methyl-4-(methylsulfonyl)benzoic acid, 148 mg (1.5 mmol) of 1-methyl-5-aminotetrazole and 12 mg (0.1 mmol) of DMAP in 2 ml of pyridine. The mixture is stirred at RT for 12 h and, after having been checked by LCMS, stirred at 50° C. for 3 h. 0.1 ml of water is then added, the mixture is stirred at RT for 30 min and 2N HCl is added. The product is filtered off with suction and dried. Yield 134 mg (37%).
5. Synthesis of 2-methyl-N-(1-methyltetrazol-5-yl)-6-trifluoromethylnicotinamide, (Table Example No. 8-19)
At RT, 178 mg (1.5 mmol) of thionyl chloride are added to 205 mg (1.0 mmol) of 2-methyl-(6-trifluoromethyl)nicotinic acid, 148 mg (1.5 mmol) of 1-methyl-5-aminotetrazole and 12 mg (0.1 mmol) of DMAP in 2 ml of pyridine. The mixture is stirred at RT for 12 h and, after having been checked by LCMS, stirred at 50° C. for 2 h. 0.1 ml of water is then added, the mixture is stirred at RT for 30 min and EA and 2N HCl are added. The separated organic phase is washed once more with 2N HCl and sat. NaHCO3 solution, dried over Na2SO4 and concentrated by evaporation. Yield 243 mg (85%).
The examples listed in the tables below were prepared analogously to methods identified above or can be obtained analogously to methods identified above. The compounds listed in the tables below are very particularly preferred.
The abbreviations used have the following meanings:















Et = ethyl
Me = methyl
n-Pr = n-propyl
i-Pr = isopropyl


c-Pr = cyclopropyl
Ph = phenyl
Ac = acetyl
Bz = benzoyl
















TABLE 1







Compounds of the formula (I) according to the invention in which A


represents CY, B represents CH and R represents methyl








 















Physical data






(1H-NMR, DMSO-d6, 400


No.
X
Y
Z
MHz)





1-1
F
H
Cl



1-2
F
H
Br



1-3
F
H
SO2Me



1-4
F
H
SO2Et



1-5
F
H
CF3



1-6
F
H
NO2



1-7
Cl
H
F



1-8
Cl
H
Cl



1-9
Cl
H
Br
11.23 (brs, 1H), 7.91 (s, 1H),






7.89 (s, 1H), 7.71 (d, 1H),






7.64 (d, 1H), 3.76 (s, 3H),






3.11 (s, 3H)


1-10
Cl
H
SMe
7.88 (s, 1H), 7.59 (d, 1H),






7.42 (d, 1H), 7.33 (dd, 1H),






3.74 (s, 3H), 2.55 (s, 3H)


1-11
Cl
H
SOMe



1-12
Cl
H
SO2Me
8.07 (s, 1H), 7.94 (dd, 1H),






7.89 (d, 1H), 7.87 (s, 1H),






3.95 (s, 3H), 3.11 (s, 3H)


1-13
Cl
H
SO2CH2Cl



1-14
Cl
H
SEt
7.88 (s, 1H), 7.60 (d, 1H), 7.47






(d, 1H), 7.36 (dd, 1H), 3.74






(s, 3H), 3.10 (q, 2H), 1.27






(t, 3H)


1-15
Cl
H
SO2Et



1-16
Cl
H
CF3
11.36 (brs, 1H), 8.06 (s, 1H),






7.95-7.88 (m, 3H), 3.79






(s, 3H), 3.11 (s, 3H)


1-17
Cl
H
NO2



1-18
Cl
H
pyrazol-1-yl
8.69 (d, 1H), 8.10 (d, 1H),






7.98 (dd, 1H), 7.89 (s, 1H),






7.84 (d, 1H), 7.83 (d, 1H),






6.62 (dd, 1H), 3.78 (s, 3H)


1-19
Cl
H
1H-1,2,4-triazol-1-






yl



1-20
Br
H
Cl



1-21
Br
H
Br



1-22
Br
H
SO2Me



1-23
Br
H
SO2Et



1-24
Br
H
CF3
8.17 (m, 1H), 7.90 (m, 3H),






3.80 (s, 3H), 3.29 (s, 3H),






2.73 (s, 3H)


1-25
SO2Me
H
Cl
8.13 (d, 1H), 7.76 (d, 1H),






7.69 (dd, 1H), 7.59 (s, 1H),






3.92 (s, 3H), 3.39 (s, 3H)


1-26
SO2Me
H
Br
8.14 (s, 1H), 8.12 (d, 1H),






7.92 (s, 1H), 7.80 (d, 1H),






3.79 (s, 3H), 3.43 (s, 3H)


1-27
SO2Me
H
SMe



1-28
SO2Me
H
SOMe



1-29
SO2Me
H
SO2Me



1-30
SO2Me
H
SO2Et



1-31
SO2Me
H
CF3
8.38 (s, 1H), 7.95 (m, 2H),






7.54 (s, 1H), 3.89 (s, 3H),






3.40 (s, 3H)


1-32
SO2Et
H
Cl



1-33
SO2Et
H
Br



1-34
SO2Et
H
SMe



1-35
SO2Et
H
SOMe



1-36
SO2Et
H
SO2Me



1-37
SO2Et
H
CF3



1-38
NO2
H
F



1-39
NO2
H
Cl



1-40
NO2
H
Br



1-41
NO2
H
I



1-42
NO2
H
CN



1-43
NO2
H
SO2Me
8.29 (s, 1H), 8.16 (s, 2H),






7.84 (s, 1H), 3.77 (s, 3H),






3.12 (s, 3H)


1-44
NO2
H
SO2Et



1-45
NO2
H
CF3
8.04-8.02 (m, 2H), 7.87






(d, 1H), 7.74 (s, 1H), 3.80






(s, 3H)


1-46
Me
H
Cl
7.88 (s, 1H), 7.62 (d, 1H),






7.45 (dd, 1H), 7.40 (dd, 1H),






3.73 (s, 3H), 2.43 (s, 3H)


1-47
Me
H
Br



1-48
Me
H
SMe



1-49
Me
H
SO2Me
11.2 (brs, 1H), 7.92 (s, 2H),






7.87 (d, 1H), 7.83 (d, 1H),






3.77 (s, 3H), 3.27 (s, 3H),






2.52 (s, 3H)


1-50
Me
H
SO2CH2Cl



1-51
Me
H
SEt



1-52
Me
H
SO2Et



1-53
Me
H
CF3



1-54
CH2SO2Me
H
CF3



1-55
Et
H
Cl



1-56
Et
H
Br



1-57
Et
H
SMe



1-58
Et
H
SO2Me



1-59
Et
H
SO2CH2Cl



1-60
Et
H
SEt



1-61
Et
H
SO2Et



1-62
Et
H
CF3



1-63
CF3
H
Cl
11.35 (brs, 1H), 7.99 (s, 1H),






7.95-7.85 (m, 3H), 3.74






(s, 3H)


1-64
CF3
H
Br
11.6 (brs, 1H), 7.85 (s, 1H),






7.71 (d, 1H), 7.48 (d, 1H), 7.24






(s, 1H), 3.79 (s, 3H)


1-65
CF3
H
SO2Me



1-66
CF3
H
SO2Et



1-67
CF3
H
CF3
8.22 (brs, 2H), 8.10 (brs, 1H),






7.93 (s, 1H), 3.76 (s, 3H)


1-68
NO2
NH2
F



1-69
NO2
NHMe
F



1-70
NO2
NMe2
F



1-71
NO2
Me
Cl
2.3 (s, 3H), 3.75 (s, 3H), 7.42






(d, 1H), 7.58 (s, 1H), 7.8






(d, 1H)


1-72
NO2
NH2
Cl
3.85 (s, 3H), 6.18 (s, 2H),






6.89 (s, 1H), 7.5 (s, 2H)


1-73
NO2
NHMe
Cl



1-74
NO2
NMe2
Cl



1-75
NO2
NH2
Br



1-76
NO2
NHMe
Br



1-77
NO2
NMe2
Br



1-78
NO2
NH2
CF3
3.85 (s, 3H), 6.05 (s, 2H),






6.98 (s, 1H), 7.55 (d, 1H),






7.68 (d, 1H)


1-79
NO2
NMe2
CF3



1-80
NO2
NH2
SO2Me



1-81
NO2
NH2
SO2Et



1-82
NO2
NHMe
SO2Me



1-83
NO2
NMe2
SO2Me



1-84
NO2
NMe2
SO2Et



1-85
NO2
NH2
1H-1,2,4-triazol-1-






yl



1-86
NO2
NHMe
1H-1,2,4-triazol-1-






yl



1-87
NO2
NMe2
1H-1,2,4-triazol-1-






yl



1-88
Me
SMe
H



1-89
Me
SOMe
H



1-90
Me
SO2Me
H
8.08 (d, 1H), 7.89 (s, 1H),






7.88 (d, 1H), 7.61 (t, 1H), 3.78






(s, 3H), 3.29 (s, 3H), 2.73






(s, 3H)


1-91
Me
SEt
H



1-92
Me
SOEt
H



1-93
Me
SO2Et
H



1-94
Me
S(CH2)2OMe
H



1-95
Me
SO(CH2)2OMe
H



1-96
Me
SO2(CH2)2OMe
H



1-97
Me
F
F



1-98
Me
F
Cl



1-99
Me
SEt
F



1-100
Me
SOEt
F



1-101
Me
SO2Et
F



1-102
Me
Me
Cl



1-103
Me
F
Cl



1-104
Me
Cl
Cl



1-105
Me
NH2
Cl



1-106
Me
NHMe
Cl



1-107
Me
NMe2
Cl



1-108
Me
O(CH2)2OMe
Cl
7.88 (s, 1H), 7.46 (d, 1H),






7.37 (d, 1H), 4.05 (t, 2H), 3.74






(s, 3H), 3.68 (t, 2H), 3.30






(s, 3H), 2.37 (s, 3H)


1-109
Me
O(CH2)3OMe
Cl



1-110
Me
O(CH2)4OMe
Cl



1-111
Me
OCH2CONMe2
Cl



1-112
Me
O(CH2)2—CO—NMe2
Cl



1-113
Me
O(CH2)2—NH(CO)NMe2
Cl



1-114
Me
O(CH2)2—NH(CO)NHCO2Et
Cl



1-115
Me
O(CH2)2—NHCO2Me
Cl



1-116
Me
OCH2—NHSO2cPr
Cl



1-117
Me
O(CH2)-5-2,4-
Cl





dimethyl-2,4-






dihydro-3H-1,2,4-






triazol-3-one




1-118
Me
O(CH2)-3,5-
Cl





dimethyl-1,2-






oxazol-4-yl




1-119
Me
SMe
Cl
7.58 (s, 1H), 7.47 (d, 1H),






7.43 (d, 1H), 3.88 (s, 3H),






2.76 (s, 3H), 2.37 (s, 3H)


1-120
Me
SOMe
Cl
7.84 (s, 1H), 7.59 (d, 1H),






7.38 (d, 1H), 3.94 (s, 3H),






2.99 (s, 3H), 2.80 (s, 3H)


1-121
Me
SO2Me
Cl
7.77 (s, 1H), 7.63 (d, 1H),






7.53 (d, 1H), 3.93 (s, 3H),






3.32 (s, 3H), 2.85 (s, 3H)


1-122
Me
SEt
Cl
7.88 (brs, 1H), 7.56 (brs, 2H),






3.75 (s, 3H), 2.85 (q, 2H),






2.64 (s, 3H), 1.13 (t, 3H)


1-123
Me
SOEt
Cl
7.61 (s, 1H), 7.58 (d, 1H),






7.35 (d, 1H), 3.88 (s, 3H),






3.30 (m, 1H), 3.09 (m, 1H),






2.75 (s, 3H), 1.36 (t, 3H)


1-124
Me
SO2Et
Cl
7.61 (d, 1H), 7.51 (d, 1H),






7.50 (s, 1H), 3.88 (s, 3H),






3.45 (q, 2H), 2.83 (s, 3H),






1.35 (t, 3H)


1-125
Me
S(CH2)2OMe
Cl



1-126
Me
SO(CH2)2OMe
Cl



1-127
Me
SO2(CH2)2OMe
Cl



1-128
Me
NH2
Br



1-129
Me
NHMe
Br



1-130
Me
NMe2
Br



1-131
Me
OCH2(CO)NMe2
Br



1-132
Me
O(CH2)-5-
Br





pyrrolidin-2-one




1-133
Me
SMe
Br



1-134
Me
SOMe
Br



1-135
Me
SO2Me
Br



1-136
Me
SEt
Br



1-137
Me
SOEt
Br



1-138
Me
SO2Et
Br



1-139
Me
SMe
I



1-140
Me
SOMe
I



1-141
Me
SO2Me
I



1-142
Me
SEt
I



1-143
Me
SOEt
I



1-144
Me
SO2Et
I



1-145
Me
Cl
CF3



1-146
Me
SMe
CF3



1-147
Me
SOMe
CF3



1-148
Me
SO2Me
CF3
7.88-7.80 (m, 3H), 3.86






(s, 3H), 3.37 (s, 3H), 2.88






(s, 3H)


1-149
Me
SEt
CF3
7.69 (d, 1H), 7.62 (d, 1H),






7.33 (s, 1H), 3.89 (s, 3H),






2.77 (s, 3H), 2.75 (q, 2H),






1.22 (t, 3H)


1-150
Me
SOEt
CF3
7.71 (d, 1H), 7.66 (d, 1H),






7.54 (s, 1H), 3.89 (s, 3H),






3.40 (m, 1H), 2.92-2.83






(m, 1H), 2.90 (s, 3H), 1.39






(t, 3H)


1-151
Me
SO2Et
CF3
8.05 (brs, 2H), 7.92 (brs, 1H),






3.79 (s, 3H), 3.51 (q, 2H),






2.76 (s, 3H), 1.29 (t, 3H)


1-152
Me
S(CH2)2OMe
CF3



1-153
Me
SO(CH2)2OMe
CF3



1-154
Me
SO2(CH2)2OMe
CF3



1-155
Me
Me
SO2Me



1-156
Me
4,5-dihydro-1,2-
SO2Me





oxazol-3-yl




1-157
Me
4,5-dihydro-1,2-
SO2Et





oxazol-3-yl




1-158
Me
5-cyanomethyl-4,5-
SO2Me





dihydro-1,2-oxazol-






3-yl




1-159
Me
5-cyanomethyl-4,5-
SO2Et





dihydro-1,2-oxazol-






3-yl




1-160
Me
NH2
SO2Me



1-161
Me
NHMe
SO2Me
2.42 (s, 3H), 2.98 (s, 3H),






3.08 (s, 3H), 3.88 (s, 3H),






5.62 (s, br, 1H), 7.22 (d, 1H),






7.42 (s, 1H), 7.8 (d, 1H)


1-162
Me
NMe2
SO2Me



1-163
Me
NH(CH2)2OMe
SO2Me
2.35 (s, 3H), 3.12 (s, 3H),






3.3 (m, 2H), 3.38 (s, 3H),






3.55 (m, 2H), 3.88 (s, 3H),






5.72 (s, 1H), 7.08 (d, 1H),






7.72 (d, 1H), 7.82 (s, 1H)


1-164
Me
pyrazol-1-yl
SO2Me
8.14 (d, 1H), 7.98 (d, 1H),






7.81 (d, 1H), 7.73 (s, 1H),






7.71 (d, 1H), 6.56 (dd, 1H),






3.86 (s, 3H), 2.87 (s, 3H), 2.07






(s, 3H)


1-165
Me
OH
SO2Me



1-166
Me
OMe
SO2Me



1-167
Me
OMe
SO2Et



1-168
Me
OEt
SO2Me



1-169
Me
OEt
SO2Et



1-170
Me
OiPr
SO2Me



1-171
Me
OiPr
SO2Et



1-172
Me
O(CH2)2OMe
SO2Me
7.94 (d, 1H), 7.70 (s, 1H),






7.57 (d, 1H), 4.24 (t, 2H), 3.88






(s, 3H), 3.82 (t, 2H), 3.49






(s, 3H), 3.30 (s, 3H), 2.53






(s, 3H)


1-173
Me
O(CH2)2OMe
SO2Et



1-174
Me
O(CH2)3OMe
SO2Me
11.00 (s, 1H), 7.88 (s, 1H),






7.47 (d, 1H), 7.37 (d, 1H),






3.94 (t, 2H), 3.74 (s, 3H),






3.56 (t, 2H), 3.27 (s, 3H),






2.36 (s, 3H), 2.01 (quin, 2H)


1-175
Me
O(CH2)3OMe
SO2Et



1-176
Me
O(CH2)4OMe
SO2Me



1-177
Me
O(CH2)4OMe
SO2Et



1-178
Me
O(CH2)2NHSO2Me
SO2Me



1-179
Me
O(CH2)2NHSO2Me
SO2Et



1-180
Me
OCH2(CO)NMe2
SO2Me



1-181
Me
OCH2(CO)NMe2
SO2Et



1-182
Me
[1,4]dioxan-2-
SO2Me





ylmethoxy




1-183
Me
[1,4]dioxan-2-
SO2Et





ylmethoxy




1-184
Me
O(CH2)2—O(3,5-di-
SO2Me





methoxypyrimidin-






2-yl)




1-185
Me
Cl
SO2Me



1-186
Me
SMe
SO2Me



1-187
Me
SOMe
SO2Me



1-188
Me
SO2Me
SO2Me
8.28 (d, 1H), 7.88 (d, 1H),






7.74 (s, 1H), 3.85 (s, 3H),






3.56 (s, 3H), 3.46 (s, 3H),






2.83 (s, 3H)


1-189
Me
SO2Me
SO2Et



1-190
Me
SEt
SO2Me
8.16 (d, 1H), 7.71 (d, 1H),






7.46 (s, 1H), 3.89 (s, 3H),






3.47 (s, 3H), 2.91 (q, 2H),






2.77 (s, 3H), 1.28 (t, 3H)


1-191
Me
SOEt
SO2Me
8.05 (d, 1H), 7.78 (d, 1H), 7.66






(s, 1H), 3.87 (s, 3H), 3.47






(m, 1H), 3.35 (s, 3H), 3.24






(m, 1H), 2.91 (s, 3H), 1.52






(t, 3H)


1-192
Me
SO2Et
SO2Me
8.32 (d, 1H), 7.88 (d, 1H),






7.79 (s, 1H), 3.83 (s, 3H),






3.66 (q, 2H), 3.55 (s, 3H),






2.85 (s, 3H), 1.53 (t, 3H)


1-193
Me
S(CH2)2OMe
SO2Me



1-194
Me
SO(CH2)2OMe
SO2Me



1-195
Me
SO2(CH2)2OMe
SO2Me



1-196
CH2SMe
OMe
SO2Me



1-197
CH2OMe
OMe
SO2Me



1-198
CH2O(CH2)2OMe
NH(CH2)2OEt
SO2Me



1-199
CH2O(CH2)2OMe
NH(CH2)3OEt
SO2Me



1-200
CH2O(CH2)3OMe
OMe
SO2Me



1-201
CH2O(CH2)2OMe
NH(CH2)2OMe
SO2Me



1-202
CH2O(CH2)2OMe
NH(CH2)3OMe
SO2Me



1-203
Et
SMe
Cl
1.20 (t, 3H), 2.40 (s, 3H), 3.12






(q, 2H), 3.88 (s, 3H), 7.12






(s, 1H), 7.45 (s, 2H)


1-204
Et
SO2Me
Cl



1-205
Et
SMe
CF3
1.22 (t, 3H), 2.35 (s, 3H), 3.21






(q, 2H), 3.9 (s, 3H), 7.08






(s, 1H), 7.62 (d, 1H), 7.72






(d, 1H)


1-206
Et
SO2Me
CF3



1-207
Et
F
SO2Me



1-208
Et
NH(CH2)2OMe
SO2Me



1-209
iPr
SO2Me
CF3



1-210
cPr
SO2Me
CF3



1-211
CF3
O(CH2)2OMe
F



1-212
CF3
O(CH2)3OMe
F



1-213
CF3
OCH2CONMe2
F



1-214
CF3
[1,4]dioxan-2-
F





ylmethoxy




1-215
CF3
O(CH2)2OMe
Cl



1-216
CF3
O(CH2)3OMe
Cl



1-217
CF3
OCH2CONMe2
Cl



1-218
CF3
[1,4]dioxan-2-
Cl





ylmethoxy




1-219
CF3
O(CH2)2OMe
Br



1-220
CF3
O(CH2)3OMe
Br



1-221
CF3
OCH2CONMe2
Br



1-222
CF3
[1,4]dioxan-2-
Br





ylmethoxy




1-223
CF3
O(CH2)2OMe
I



1-224
CF3
O(CH2)3OMe
I



1-225
CF3
OCH2CONMe2
I



1-226
CF3
[1,4]dioxan-2-
I





ylmethoxy




1-227
CF3
F
SO2Me



1-228
CF3
F
SO2Et



1-229
CF3
O(CH2)2OMe
SO2Me
8.26 (d, 1H), 7.66 (s, 1H),






7.53 (d, 1H), 4.43 (t, 2H),






3.88 (s, 3H), 3.82 (t, 2H),






3.47 (s, 3H), 3.36 (s, 3H)


1-230
CF3
O(CH2)2OMe
SO2Et



1-231
CF3
O(CH2)3OMe
SO2Me
8.05 (d, 1H), 7.42-7.62 (m,






2H), 4.24 (t, 2H), 3.61 (s,






3H). 3.52 (t, 2H), 3.27 (s,






3H), 3.21 (s, 3H), 2.06 (quin,






2H)


1-232
CF3
O(CH2)3OMe
SO2Et



1-233
CF3
OCH2CONMe2
SO2Me



1-234
CF3
OCH2CONMe2
SO2Et



1-235
CF3
[1,4]dioxan-2-
SO2Me





ylmethoxy




1-236
CF3
[1,4]dioxan-2-
SO2Et





ylmethoxy




1-237
F
Me
CF3



1-238
F
SOMe
CF3



1-239
Cl
Me
Cl
2.52 (s, 3H), 3.88 (s, 3H),






7.38 (s, 3H)


1-240
Cl
OCH2CHCH2
Cl
3.88 (s, 3H), 4.58 (m, 2H),






5.32 (d, 1H), 5.42 (d, 1H),






6.15 (m, 1H), 7.4 (m, 2H),






7.45 (s, 1H)


1-241
Cl
OCH2CHF2
Cl
3.88 (s, 3H), 4.28 (m, 2H), 6.2






(m, 1H), 7.42 (d, 1H), 7.48






(d, 1H), 7.58 (s, 1H)


1-242
Cl
O(CH2)2OMe
Cl



1-243
Cl
OCH2CONMe2
Cl



1-244
Cl
O(CH2)-5-
Cl





pyrrolidin-2-one




1-245
Cl
SMe
Cl
7.49 (s, 2H), 7.44 (s, 1H),






3.90 (s, 3H), 2.46 (s, 3H)


1-246
Cl
SOMe
Cl
7.75 (s, 1H), 7.70 (d, 1H),






7.46 (d, 1H), 3.87 (s, 3H),






3.08 (s, 3H)


1-247
Cl
SO2Me
Cl
7.65 (d, 1H), 7.64 (s, 1H),






7.56 (d, 1H), 3.86 (s, 3H),






3.35 (s, 3H)


1-248
Cl
F
SMe



1-249
Cl
Cl
SO2Me
3.28 (s, 3H), 3.85 (s, 3H),






7.71 (d, 1H), 7.72 (s, 1H),






8.15 (d, 1H)


1-250
Cl
COOMe
SO2Me



1-251
Cl
CONMe2
SO2Me



1-252
Cl
CONMe(OMe)
SO2Me



1-253
Cl
CH2OMe
SO2Me
3.25 (s, 3H), 3.55 (s, 3H),






3.89 (s, 3H), 5.11 (s, 2H),






7.42 (s, 1H), 7.70 (d, 1H),






8.12 (d, 1H)


1-254
Cl
CH2OMe
SO2Et



1-255
Cl
CH2OEt
SO2Me
1.28 (t, 3H), 3.28 (s, 3H), 3.75






(q, 2H), 3.88 (s, 3H), 5.18






(s, 2H), 7.68 (s, 1H), 7.78






(d, 1H), 8.12 (d, 1H)


1-256
Cl
CH2OEt
SO2Et



1-257
Cl
CH2OCH2CHF2
SO2Me
3.22 (s, 3H), 3.88 (m, 2H),






3.88 (s, 3H), 5.31 (s, 2H),






5.95 (m ,1H), 7.52 (s, 1H),






7.75 (d, 1H), 8.15 (d, 1H)


1-258
Cl
CH2OCH2CF3
SO2Me
8.17 (d, 1H), 7.82 (d, 1H),






7.78 (s, 1H), 5.39 (s, 2H),






4.04 (q, 2H), 3.87 (s, 3H),






3.22 (s, 3H)


1-259
Cl
CH2OCH2CF3
SO2Et



1-260
Cl
CH2OCH2CF2CHF2
SO2Me
3.3 (s, 3H), 3.8 (s, 3H), 4.15






(t, 2H), 5.22 (s, 2H), 6.48






(m, 1H), 7.92 (s, 1H), 7.98






(d, 1H), 8.12 (d, 1H)


1-261
Cl
CH2Ocpentyl
SO2Me
1.48-1.8 (m, 8H), 3.3 (m, 3H),






3.78 (s, 3H), 4.15 (m, 1H),






4.98 (s, 2H), 7.9 (s, 1H),






7.91 (d, 1H), 8.09 (d, 1H)


1.262
Cl
CH2PO(OMe)2
SO2Me
3.35 (s, 3H), 3.8 (s, 3H),






3.82 (s, 3H), 4.35 (d, 2H),






7.8 (d, 1H), 7.92 (s, 1H),






8.22 (d, 1H)


1-263
Cl
4,5-dihydro-1,2-
SMe
7.81 (s, 1H), 7.72 (d, 1H),




oxazol-3-yl

7.24 (d, 1H), 4.59 (t, 2H), 3.93






(s, 3H), 3.31 (t, 2H), 2.51






(s, 3H)


1-264
Cl
4,5-dihydro-1,2-
SO2Me





oxazol-3-yl




1-265
Cl
4,5-dihydro-1,2-
SO2Et
8.11 (d, 1H), 7.88 (d, 1H),




oxazol-3-yl

7.88 (s, 1H), 4.62 (t, 2H), 3.95






(s, 3H), 3.43 (t, 2H), 3.40






(q, 2H), 1.29 (t, 3H)


1-266
Cl
5-cyanomethyl-4,5-
SO2Me





dihydro-1,2-oxazol-






3-yl




1-267
Cl
5-cyanomethyl-4,5-
SO2Et
8.09 (d, 1H), 7.92 (d, 1H),




dihydro-1,2-oxazol-

7.84 (s, 1H), 5.16 (m, 1H),




3-yl

3.90 (s, 3H), 3.74 (dd, 1H),






3.37 (q, 2H), 3.26 (dd, 1H),






2.90 (dd, 1H), 2.85 (dd, 1H),






1.29 (t, 3H)


1-268
Cl
5-(methoxymethyl)-
SO2Et
1.35 (t, 3H), 3.22 (dd, 1H),




4,5-dihydro-1,2-

3.48 (q, 2H), 3.45 (s, 3H),




oxazol-3-yl

3.46 (dd, 1H), 3.6 (dd, 1H),






3.7 (dd, 1H), 3.85 (s, 3H),






5.05 (m, 1H), 7.65 (s, 1H),






7.88 (d, 1H), 8.08 (d, 1H)


1-269
Cl
5-(methoxymethyl)-
SO2Et
1.38 (t, 3H), 1.55 (s, 3H), 3.1




5-methyl-4,5-

(d, 1H), 3.4 (q, 2H), 3.45 (m,




dihydro-1,2-oxazol-

1H), 3.45 (s, 3H), 3.55 (q,




3-yl

2H), 3.84 (s, 3H), 7.62 (s,






1H), 7.85 (d, 1H), 8.08 (d,






1H)


1-270
Cl
CH2O-
SO2Me
2.02 (m, 2H), 3.3 (s, 3H), 3.7




tetrahydrofuran-3-

(m, 2H), 3.78 (m, 2H), 3.78




yl

(s, 3H), 4.38 (m, 1H), 5.02






(s, 2H), 7.9 (s, 1H), 7.93 (d,






1H), 8.11 (d, 1H)


1-271
Cl
CH2O-tetra-
SO2Et





hydrofuran-3-yl




1-272
Cl
CH2OCH2-
SO2Me
8.18 (d, 1H), 7.87 (s, 1H),




tetrahydrofuran-2-

7.78 (d, 1H), 5.22 (s, 2H),




yl

4.15 (m, 1H), 3.95 (s, 3H),






3.88-3.62 (m, 4H), 2.05-1.85






(m, 4H)


1-273
Cl
CH2OCH2-tetra-
SO2Et





hydrofuran-2-yl




1-274
Cl
CH2OCH2-tetra-
SO2Me
1.5-1.62 (m, 2H), 1.8-2.0




hydrofuran-3-yl

(m, 2H), 3.28 (s, 3H), 3.6 (m,






2H), 3.75 (m, 1H), 3.8 (m,






1H), 3.92 (s, 3H), 4.08 (m,






1H), 5.12 (s, 2H), 7.62 (d,






1H), 7.78 (s, 1H), 8.1 (d, 1H)


1-275
Cl
CH2OCH2-tetra-
SO2Et





hydrofuran-3-yl




1-276
Cl
OMe
SO2Me
7.97 (d, 1H), 7.80 (s, 1H),






7.63 (d, 1H), 4.11 (s, 3H),






3.87 (s, 3H), 3.26 (s, 3H)


1-277
Cl
OMe
SO2Et
11.40 (bs, 1H), 7.92 (bs,






1H), 7.89 (d, 1H), 7.72 (d,






1H), 4.00 (s, 3H), 3.78 (s,






3H), 3.47 (q, 2H), 1.12 (t,






3H)


1-278
Cl
OEt
SO2Me
7.99 (d, 1H), 7.84 (s, 1H),






7.57 (d, 1H), 4.34 (q, 2H),






3.93 (s, 3H), 3.28 (s, 3H),






1.53 (t, 3H)


1-279
Cl
OEt
SO2Et
11.43 (bs, 1H), 7.92 (bs,






1H), 7.91 (d, 1H), 7.72 (d,






1H), 4.23 (q, 2H), 3.78 (s,






3H), 3.51 (q, 2H), 1.45 (t,






3H), 1.11 (t, 3H)


1-280
Cl
OiPr
SO2Me



1-281
Cl
OiPr
SO2Et



1-282
Cl
O(CH2)2OMe
SMe



1-283
Cl
O(CH2)4OMe
SO2Me



1-284
Cl
O(CH2)4OMe
SO2Et



1-285
Cl
O(CH2)3OMe
SO2Me
7.98 (d, 1H), 7.82 (s, 1H),






7.58 (d, 1H), 4.35 (t, 2H),






3.92 (s, 3H), 3.63 (t, 2H),






3.38 (s, 3H), 3.27 (s, 3H),






2.20 (quin, 2H)


1-286
Cl
O(CH2)3OMe
SO2Et



1-287
Cl
O(CH2)2OMe
SO2Me



1-288
Cl
O(CH2)2OMe
SO2Et
11.70 (bs, 1H), 7.87-7.92 (m,






2H), 7.71-7.73 (m, 1H), 4.25-






4.33 (m, 4H), 3.79 (s, 3H),






3.53 (q, 2H), 3.36 (s, 3H),






1.13 (t, 3H)


1-289
Cl
[1,4]dioxan-2-
SO2Me





ylmethoxy




1-290
Cl
[1,4]dioxan-2-
SO2Et
7.98 (d, 1H), 7.85 (s, 1H),




ylmethoxy

7.60 (d, 1H), 4.36 (dd, 1H),






4.15-4.20 (m, 1H), 4.10-4.15






(m, 1H), 3.65-3.96 (m, 5H),






3.92 (s, 3H), 3.58 (dd, 1H),






3.48 (q, 2H), 1.25 (t, 3H)


1-291
Cl
OCH2(CO)NMe2
SO2Me



1-292
Cl
OCH2(CO)NMe2
SO2Et
11.45 (bs, 1H), 7.93 (bs,






1H), 7.91 (d, 1H), 7.77 (d,






1H), 4.88 (s, 2H), 3.78 (s,






3H), 3.71 (q, 2H), 2.89 (s,






3H), 2.88 (s, 3H), 1.11 (t,






3H)


1-293
Cl
SMe
SO2Me



1-294
Cl
SOMe
SO2Me



1-295
Br
OMe
Br



1-296
Br
O(CH2)2OMe
Br



1-297
Br
O(CH2)2OMe
SO2Me



1-298
Br
O(CH2)2OMe
SO2Et



1-299
Br
O(CH2)3OMe
SO2Me



1-300
Br
O(CH2)3OMe
SO2Et



1-301
Br
O(CH2)4OMe
SO2Me



1-302
Br
O(CH2)4OMe
SO2Et



1-303
Br
[1,4]dioxan-2-
SO2Me





ylmethoxy




1-304
Br
[1,4]dioxan-2-
SO2Et





ylmethoxy




1-305
I
O(CH2)2OMe
SO2Me



1-306
I
O(CH2)2OMe
SO2Et



1-307
I
O(CH2)3OMe
SO2Me



1-308
I
O(CH2)3OMe
SO2Et



1-309
I
O(CH2)4OMe
SO2Me



1-310
I
O(CH2)4OMe
SO2Et



1-311
I
[1,4]dioxan-2-
SO2Me





ylmethoxy




1-312
I
[1,4]dioxan-2-
SO2Et





ylmethoxy




1-313
OMe
SMe
CF3
8.14 (d, 1H), 7.89 (s, 1H),






7.65 (d, 1H), 4.14 (s, 3H),






3.91 (s, 3H), 2.49 (s, 3H)


1-314
OMe
SOMe
CF3



1-315
OMe
SO2Me
CF3
8.23 (d, 1H), 7.92 (s, 1H),






7.85 (d, 1H), 4.11 (s, 3H),






3.98 (s, 3H), 3.41 (s, 3H)


1-316
OMe
SOEt
CF3



1-317
OMe
SO2Et
CF3



1-318
OMe
S(CH2)2OMe
CF3



1-319
OMe
SO(CH2)2OMe
CF3



1-320
OMe
SO2(CH2)2OMe
CF3



1-321
OMe
SMe
Cl



1-322
OMe
SOMe
Cl



1-323
OMe
SO2Me
Cl



1-324
OMe
SEt
Cl



1-325
OMe
SOEt
Cl



1-326
OMe
SO2Et
Cl



1-327
OMe
S(CH2)2OMe
Cl



1-328
OMe
SO(CH2)2OMe
Cl



1-329
OMe
SO2(CH2)2OMe
Cl



1-330
OCH2c-Pr
SMe
CF3



1-331
OCH2c-Pr
SOMe
CF3



1-332
OCH2c-Pr
SO2Me
CF3



1-333
OCH2c-Pr
SEt
CF3



1-334
OCH2c-Pr
SOEt
CF3



1-335
OCH2c-Pr
SO2Et
CF3



1-336
OCH2c-Pr
S(CH2)2OMe
CF3



1-337
OCH2c-Pr
SO(CH2)2OMe
CF3



1-338
OCH2c-Pr
SO2(CH2)2OMe
CF3



1-339
OCH2c-Pr
SMe
Cl



1-340
OCH2c-Pr
SOMe
Cl



1-341
OCH2c-Pr
SO2Me
Cl



1-342
OCH2c-Pr
SEt
Cl



1-343
OCH2c-Pr
SOEt
Cl



1-344
OCH2c-Pr
SO2Et
Cl



1-345
OCH2c-Pr
S(CH2)2OMe
Cl



1-346
OCH2c-Pr
SO(CH2)2OMe
Cl



1-347
OCH2c-Pr
SO2(CH2)2OMe
Cl



1-348
OCH2c-Pr
SMe
SO2Me



1-349
OCH2c-Pr
SOMe
SO2Me



1-350
OCH2c-Pr
SO2Me
SO2Me



1-351
OCH2c-Pr
SEt
SO2Me



1-352
OCH2c-Pr
SOEt
SO2Me



1-353
OCH2c-Pr
SO2Et
SO2Me



1-354
OCH2c-Pr
S(CH2)2OMe
SO2Me



1-355
OCH2c-Pr
SO(CH2)2OMe
SO2Me



1-356
OCH2c-Pr
SO2 (CH2)2OMe
SO2Me



1-357
SO2Me
F
CF3



1-358
SO2Me
NH2
CF3
7.90 (s, 1H), 7.75 (d, 1H),






6.90 (d, 1H), 6.10 (brs, 2H),






4.05 (s, 3H), 3.30 (s, 3H)


1-359
SO2Me
NHEt
Cl



1-360
SMe
SEt
F



1-361
SMe
SMe
F



1-362
Me
F
SMe
7.88 (s, 1H), 7.48 (d, 1H),






7.28 (t, 1H), 3.72 (s, 3H),






2.52 (s, 3H), 2.34 (d, 3H)


1-363
Me
1,4-dioxan-2-
Cl
10.99 (s, 1H), 7.88 (s, 1H),




ylmethoxy

7.46 (d, 1H), 7.37 (d, 1H),






3.86-3.92 (m, 4H), 3.78-3.81






(m, 1H), 3.74 (s, 3H), 3.62-






3.69 (m, 2H), 3.41-3.55 (m,






2H), 2.37 (s, 3H)


1-364
Me
tetrahydrofuran-2-
Cl
10.98 (s, 1H), 7.88 (s, 1H),




ylmethoxy

7.46 (d, 1H), 7.36 (d, 1H),






4.18-4.21 (m, 1H), 3.87-3.90






(m, 2H), 3.74-3.83 (m, 1H),






3.72 (s, 3H), 3.69-3.72 (m,






1H), 2.38 (s, 3H), 1.99-2.04






(m, 1H), 1.84-1.98 (m, 2H),






1.72-1.79 (m, 1H)


1-365
Me
SMe
SO2Et



1-366
Me
SOMe
SO2Et



1-367
Me
SEt
SO2Et



1-368
Me
SOEt
SO2Et



1-369
Me
SO2Et
SO2Et



1-370
Me
S(CH2)2OMe
SO2Et



1-371
Me
SO(CH2)2OMe
SO2Et



1-372
Me
SMe
OMe



1-373
Me
SOMe
OMe



1-374
Me
SO2Me
OMe



1-375
Me
SEt
OMe



1-376
Me
SOEt
OMe



1-377
Me
SO2Et
OMe



1-378
Me
S(4-F—Ph)
SO2Me



1-379
Me
SO(4-F—Ph)
SO2Me



1-380
Me
SO2(4-F—Ph)
SO2Me



1-381
Me
SMe
imidazol-1-yl



1-382
Me
SMe
1,2,4-triazol-1-yl



1-383
Me
SO2Me
imidazol-1-yl



1-384






1-385
Me
SOMe
1,2,4-triazol-1-yl



1-386
Me
SO2Me
1,2,4-triazol-1-yl



1-387
Me
SMe
CN
7.63 (d, 1H), 7.62 (d, 1H),






7.53 (brs, 1H), 3.88 (s, 3H),






2.71 (s, 3H), 2.50 (s, 3H)


1-388
Me
SOMe
CN



1-389
Me
SO2Me
CN



1-390
Me
SO2(CH2)2OMe
SO2Et



1-391
Me
SMe
NMe2



1-392
Me
SOMe
NMe2



1-393
Me
SO2Me
NMe2



1-394
Me
SMe
OEt



1-395
Me
SOMe
OEt



1-396
Me
SO2Me
OEt



1-397
Me
SCH2CF3
SO2Me



1-398
Me
SOCH2CF3
SO2Me



1-399
Me
SO2CH2CF3
SO2Me



1-400
Et
SOMe
CF3



1-401
Et
SEt
CF3



1-402
Et
SOEt
CF3



1-403
Et
SO2Et
CF3



1-404
Et
S(CH2)2OMe
CF3



1-405
Et
SO(CH2)2OMe
CF3



1-406
Et
SO2(CH2)2OMe
CF3



1-407
Et
SOMe
Cl
1.22 (t, 3H), 3.10 (s, 3H), 3.10






(m, 1H), 3.25 (m, 1H), 3.95






(s, 3H), 7.4 (d, 1H), 7.6






(d, 1H), 7.93 (s, 1H), 9.98






(br,s, 1H)


1-408
Et
SEt
Cl



1-409
Et
SOEt
Cl



1-410
Et
SO2Et
Cl



1-411
Et
S(CH2)2OMe
Cl



1-412
Et
SO(CH2)2OMe
Cl



1-413
Et
SO2(CH2)2OMe
Cl



1-414
Et
SEt
SO2Me



1-415
Et
SOEt
SO2Me



1-416
Et
SO2Et
SO2Me



1-417
Et
S(CH2)2OMe
SO2Me



1-418
Et
SO(CH2)2OMe
SO2Me



1-419
Et
SO2(CH2)2OMe
SO2Me



1-420
Et
SMe
SO2Et



1-421
Et
SOMe
SO2Et



1-422
Et
SO2Me
SO2Et



1-423
Et
SEt
SO2Et



1-424
Et
SOEt
SO2Et



1-425
Et
SO2Et
SO2Et



1-426
Et
S(CH2)2OMe
SO2Et



1-427
Et
SO(CH2)2OMe
SO2Et



1-428
Et
SO2(CH2)2OMe
SO2Et



1-429
Et
SMe
Br



1-430
Et
SOMe
Br



1-431
Et
SO2Me
Br



1-432
Et
SMe
SO2Me



1-433
Et
SOMe
SO2Me



1-434
Et
SO2Me
SO2Me



1-435
nPr
SMe
Cl



1-436
nPr
SOMe
Cl



1-437
nPr
SO2Me
Cl



1-438
nPr
SMe
Br



1-439
nPr
SOMe
Br



1-440
nPr
SO2Me
Br



1-441
nPr
SMe
CF3
0.95 (t, 3H), 1.62 (m, 2H),






2.32 (s, 3H), 3.15 (m, 2H),






3.88 (s, 3H), 7.1 (s, 1H), 7.6






(d, 1H), 7.7 (d, 1H), 11.15






(br,s, 1H)


1-442
nPr
SOMe
CF3
0.98 (t, 3H), 1.55 (m, 1H),






1.72 (m, 1H), 2.98 (s, 3H),






3.35 (m, 1H), 3.62 (m, 1H),






3.9 (s, 3H), 7.55 (s, 1H),






7.68 (d, 1H), 7.72 (d, 1H)


1-443
nPr
SO2Me
CF3



1-444
nPr
SMe
SO2Me



1-445
nPr
SOMe
SO2Me



1-446
nPr
SO2Me
SO2Me



1-447
iPr
SMe
Cl
1.38 (d, 6H), 2.4 (s, 3H), 3.85






(br, s, 1H), 3.9 (s, 3H), 6.98






(s, 1H), 7.35 (d, 1H), 7.45






(d, 1H), 11.2 (br,s, 1H)


1-448
iPr
SOMe
Cl



1-449
iPr
SO2Me
Cl



1-450
iPr
SMe
Br



1-451
iPr
SOMe
Br



1-452
iPr
SO2Me
Br



1-453
iPr
SMe
CF3



1-454
iPr
SOMe
CF3



1-455
iPr
SMe
SO2Me



1-456
iPr
SOMe
SO2Me



1-457
iPr
SO2Me
SO2Me



1-458
cPr
SMe
Cl



1-459
cPr
SOMe
Cl



1-460
cPr
SO2Me
Cl



1-461
cPr
SMe
Br



1-462
cPr
SOMe
Br



1-463
cPr
SO2Me
Br



1-464
cPr
SMe
CF3



1-465
cPr
SOMe
CF3



1-466
cPr
SMe
SO2Me



1-467
cPr
SOMe
SO2Me



1-468
cPr
SO2Me
SO2Me
0.62 (br,s, 2H), 1.12






(br,s, 2H), 2.9 (br,s, 1H), 3.52






(s, 3H), 3.65 (s, 3H), 3.9






(s, 3H), 7.7 (br,s, 1H), 7.85






(d, 1H), 8.25 (d, 1H), 11.3






(br,s, 1H)


1-469
CH2OMe
SMe
CF3
7.86 (s, 2H), 7.80 (s, 1H),






5.14 (s, 2H), 3.91 (s, 3H),






3.59 (s, 3H), 2.39 (s, 3H)


1-470
CH2OMe
SOMe
CF3



1-471
CH2OMe
SO2Me
CF3



1-472
CH2OMe
SEt
CF3



1-473
CH2OMe
SOEt
CF3



1-474
CH2OMe
SO2Et
CF3



1-475
CH2OMe
S(CH2)2OMe
CF3



1-476
CH2OMe
SO(CH2)2OMe
CF3



1-477
CH2OMe
SO2(CH2)2OMe
CF3



1-478
CH2OMe
SMe
Cl



1-479
CH2OMe
SOMe
Cl



1-480
CH2OMe
SO2Me
Cl



1-481
CH2OMe
SEt
Cl



1-482
CH2OMe
SOEt
Cl



1-483
CH2OMe
SO2Et
Cl



1-484
CH2OMe
S(CH2)2OMe
Cl



1-485
CH2OMe
SO(CH2)2OMe
Cl



1-486
CH2OMe
SO2(CH2)2OMe
Cl



1-487
CH2OMe
SMe
SO2Me



1-488
CH2OMe
SOMe
SO2Me



1-489
CH2OMe
SO2Me
SO2Me



1-490
CH2OMe
SEt
SO2Me



1-491
CH2OMe
SOEt
SO2Me



1-492
CH2OMe
SO2Et
SO2Me



1-493
CH2OMe
S(CH2)2OMe
SO2Me



1-494
CH2OMe
SO(CH2)2OMe
SO2Me



1-495
CH2OMe
SO2(CH2)2OMe
SO2Me



1-496
CH2OMe
SMe
SO2Et



1-497
CF3
O(CH2)2SMe
SO2Me
8.28 (d, 1H), 7.93 (s, 1H),






7.81 (d, 1H), 4.33 (t, 2H),






3.87 (s, 3H), 3.54 (s, 3H),






2.97 (t, 2H), 2.15 (s, 3H)


1-498
CF3
tetrahydrofuran-2-
SO2Me
7.88 (s, 1H), 7.79 (d, 1H),




ylmethoxy

7.47 (d, 1H), 4.29-4.32 (m,






1H), 3.94-4.03 (m, 2H), 3.83-






3.88 (m, 1H), 3.74-3.79 (m,






1H), 3.77 (s, 3H), 3.23 (s,






3H), 2.41 (s, 3H), 1.91-2.03






(m 1H), 1.85-1.90 (m, 2H),






1.68-1.73 (m, 1H)


1-499
CF3
OH
SO2Me
11.60 (s, 1H), 8.14 (d, 1H),






7.45 (bd, 1H), 3.90 (s, 3H),






3.40 (s, 3H)


1-500
CF3
OH
SO2Et
11.70 (s, 1H), 8.12 (d, 1H),






7.46 (d, 1H), 3.98 (s, 3H),






3.52 (q, 2H), 1.15 (t, 3H)


1-501
CF3
OMe
SO2Me



1-502
CF3
OEt
SO2Me
8.24 (d, 1H), 7.64 (d, 1H),






4.25 (q, 2H), 3.96 (s, 3H),






3.24 (s, 3H), 1.41 (t, 3H),


1-503
CF3
O(CH2)2OEt
SO2Me
11.40 (bs, 1H), 8.28 (d, 1H),






7.93 (s, 1H), 7.75-7.93 (m,






1H), 4.34 (t, 2H), 3.80 (t,






2H), 3.76 (s, 3H), 3.54 (q,






2H), 3.48 (s, 3H), 1.18 (t, 3H)


1-504
CF3
O(CH2)2SEt
SO2Me
11.45 (s, 1H), 8.28 (d, 1H),






7.94 (s, 1H), 7.81 (d, 1H),






4.31 (t, 2H), 3.76 (s, 3H),






3.47 (s, 3H), 3.00 (t, 2H),






2.60 (q, 2H), 1.22 (t, 3H)


1-505
CF3
O(CH2)3SMe
SO2Me
11.48 (s, 1H), 8.28 (d, 1H),






7.92 (s, 1H), 7.81 (d, 1H),






4.27 (t, 2H), 3.76 (s, 3H),






3.41 (s, 3H), 2.66 (t, 2H),






2.12 (quin, 2H), 2.09 (s, 3H)


1-506
CF3
OCH2(CO)N(Me)Et
SO2Me
8.39 (d, 1H), 7.82 (d, 1H),






5.04 (s, 1H), 4.98 (s, 1H),






4.11 (s, 3H), 3.51 (q, 1H),






3.38 (s, 3H), 3.27 (q, 1H),






3.02 (s, 1.5H), 2.94 (s, 1.5H),






1.17-1.22 (m, 3H)


1-507
CF3
OCH2(CO)N(Me)Et
SO2Et
8.25 (d, 1H), 7.71 (d, 1H),






4.91 (s, 1H), 4.85 (s, 1H),






3.97 (s, 3H), 3.56 (q, 2H),






3.39 (q, 1H), 3.17 (q, 1H),






3.12 (s, 1.5H), 2.89 (s, 1.5H),






1.05-1.15 (m, 6H)


1-508
CF3
2-(2-thienyl)ethoxy
SO2Me
11.49 (bs, 1H), 8.28 (d, 1h),






7.92 (s, 1H), 7.83 (d, 1H),






7.41 (d, 1H), 7.00-7.02 (m,






2H), 4.40 (t, 2H), 3.76 (s,






3H), 3.40 (t, 2H), 3.26 (s, 3H)


1-509
CF3
1,3-dioxolan-4-
SO2Me
11.50 (bs, 1H), 8.33 (d, 1H),




ylmethoxy

7.93 (s, 1H), 7.81 (d, 1H),






4.85 (d, 1H), 4.75 (d, 1H),






4.50-4.54 (m, 1H), 4.12 (dd,






1H), 3.98 (dd, 1H), 3.76 (s,






3H), 3.47 (s, 3H)


1-510
CF3
tetrahydro-2H-
SO2Me
11.49 (bs, 1H), 8.29 (d, 1H),




pyran-2-ylmethoxy

7.92 (s, 1H), 7.82 (d, 1H),






4.25 (t, 1H), 4.07 (dd, 1H),






3.94 (dd, 1H), 3.76 (s, 3H),






3.48 (s, 3H), 3.41-3.45 (m,






2H), 1.80-1.85 (m, 1H), 1.60-






1.64 (m, 1H), 1.49-1.58 (m,






3H), 1.30-1.34 (m, 1H)


1-511
CF3
2-(1H-pyrazol-1-
SO2Me
8.05-8.15 (bs, 1H), 7.68 (d,




yl)ethoxy

1H), 7.57 (d, 1H), 7.46 (d,






1H), 6.26 (t, 1H), 4.51-4.57






(m, 4H), 3.76-3.87 (m, 3H),






3.03 (s, 3H)


1-512
CF3
2-(1H-pyrazol-1-
SO2Et
12.02 (s, 1H), 8.28 (d, 1H),




yl)ethoxy

7.89 (d, 1H), 7.82 (d, 1H),






7.51 (d, 1H), 6.29 (t, 1H),






4.59 (t, 2H), 4.52 (t, 2H),






4.00 (s, 3H), 3.35 (q, 2H),






1.06 (t, 3H)


1-513
CF3
tetrahydrofuran-2-
SO2Me
8.26 (d, 1H), 7.66 (d, 1H),




ylmethoxy

4.34 (dddd, 1H), 4.26 (dd,






1H), 4.11 (dd, 1H), 3.98 (s,






3H), 3.85 (dt, 1H), 3.77 (dt,






1H), 3.32 (s, 3H), 2.03 (dddd,






1H), 1.85-1.92 (m, 2H), 1.69






(dddd, 1H)


1-514
CF3
tetrahydrofuran-2-
SO2Et
12.01 (s, 1H), 8.30 (d, 1H),




ylmethoxy

7.89 (d, 1H), 4.20-4.29 (m,






2H), 4.11 (dd, 1H), 4.00 (s,






3H), 3.80 (dt, 1H), 3.74 (dt,






1H), 3.64 (q, 2H), 2.01






(dddd, 1H), 1.83-1.90 (m,






2H), 1.70 (dddd, 1H), 1.13 (t,






3H)


1-515
CF3
SMe
SO2Me
12.01 (s, 1H), 8.49 (d, 1H),






8.15 (d, 1H), 4.01 (s, 3H),






3.63 (s, 3H), 2.53 (s, 3H)


1-516
CF3
SMe
SO2Et
8.43 (d, 1H), 7.90 (d, 1H),






3.96 (s, 3H), 3.70 (q, 2H),






2.46 (s, 3H), 1.12 (t, 3H)


1-517
CF3
S(O)Me
SO2Me
8.62 (d, 1H), 8.28 (d, 1H),






4.07 (s, 3H), 3.83 (q, 2H),






3.72 (s, 3H), 1.42 (t, 3H)


1-518
CF3
S(O)2Me
SO2Me
8.44 (d, 1H), 8.08 (d, 1H),






3.98 (s, 3H), 3.51-3.55 (m,






2H), 3.27 (s, 3H), 1.22 (t, 3H)


1-519
F
SCH2Ph
CF3



1-520
F
SMe
F



1-521
F
SOMe
F



1-522
F
SO2Me
F



1-523
F
SEt
Cl
7.91 (t, 1H), 7.76 (s, 1H),






7.41 (d, 1H), 3.83 (s, 3H),






2.95 (q, 2H), 1.26 (t, 3H)


1-524
F
SOEt
Cl
8.07 (dd, 1H), 7.93 (s, 1H),






7.42 (dd, 1H), 3.92 (s, 3H),






3.51 (m, 1H), 3.39 (m, 1H),






1.37 (t, 3H)


1-525
F
SO2Et
Cl
8.12 (dd, 1H), 7.95 (s, 1H),






7.53 (dd, 1H), 3.95 (s, 3H),






3.48 (q, 2H), 1.41 (t, 3H)


1-526
Cl
SMe
H



1-527
Cl
SOMe
H



1-528
Cl
SO2Me
H



1-529
Cl
Cl
Cl
7.90 (s, 1H), 7.82 (d, 1H),






7.71 (d, 1H), 3.73 (s, 3H)


1-530
Cl
SEt
Cl



1-531
Cl
SOEt
Cl



1-532
Cl
SO2Et
Cl



1-533
Cl
S(CH2)2OMe
Cl
7.54 (s, 1H), 7.53 (d, 1H),






7.50 (d, 1H), 3.90 (s, 3H),






3.55 (t, 2H), 3.32 (s, 3H),






3.10 (t, 2H)


1-534
Cl
SO(CH2)2OMe
Cl
7.66 (s, 1H), 7.65 (d, 1H),






7.45 (d, 1H), 3.94-3.85






(m, 1H), 3.88 (s, 3H), 3.75






(m, 1H) ,3.66 (m, 1H), 3.40-






3.31 (m, 1H), 3.38 (s, 3H)


1-535
Cl
SO2(CH2)2OMe
Cl
7.64 (d, 1H), 7.63 (s, 1H),






7.56 (d, 1H), 3.88 (s + t, 5H),






3.71 (t, 2H), 3.23 (s, 3H)


1-536
Cl
O(CH2)2OEt
SO2Me
7.99 (d, 1H), 7.79 (s, 1H),






7.59 (d, 1H), 4.43-4.45 (m,






2H), 3.89-3.91 (m, 2H), 3.91






(s, 3H), 3.64 (q, 2H), 3.34 (s,






3H), 1.26 (t, 3H)


1-537
Cl
O(CH2)2OEt
SO2Et
7.97 (d, 1H), 7.73 (s, 1H),






7.60 (d, 1H), 4.42 (t, 2H),






3.89 (t, 2H), 3.89 (s, 3H),






3.64 (q, 2H), 3.52 (q, 2H),






1.27 (t, 3H), 1.25 (t, 3H)


1-538
Cl
O(CH2)3OCF3
SO2Me
7.97 (d, 1H), 7.77 (s, 1H),






7.62 (d, 1H), 4.38 (t, 2H),






4.26 (t, 2H), 3.86 (s, 3H),






3.23 (s, 3H), 2.31 (quin,






2H)


1-539
Cl
O(CH2)2OCF3
SO2Me
7.98 (d, 1H), 7.81 (s, 1H),






7.65 (d, 1H); 4.50-4.52 (m,






2H), 4.41-4.43 (m, 2H),






3.88 (s, 3H), 3.28 (s, 3H)


1-540
Cl
O(CH2)3OCF3
SO2Et
7.96 (d, 1H), 7.74 (s, 1H),






7.61 (d, 1H), 4.36 (t, 2H),






4.25 (t, 2H), 3.88 (s, 3H),






3.38 (q, 2H), 2.30 (quin,






2H), 1.26 (t, 3H)


1-541
Cl
O(CH3)2OCF3
SO2Me
7.96 (d, 1H), 7.73 (s, 1H),






7.65 (d, 1H), 4.48-4.50 (m,






2H), 4.40-4.42 (m, 2H),






3.86 (s, 3H), 3.44 (q, 2H),






1.27 (t, 3H)


1-542
Cl
O(CH2)2SEt
SO2Me
7.98 (d, 1H), 7.75 (s, 1H),






7.61 (d, 1H), 4.39 (t, 2H),






3.88 (s, 3H), 3.31 (s, 3H),






3.06 (t, 2H), 2.65 (q, 2H),






1.30 (t, 3H)


1-543
Cl
O(CH2)2SMe
SO2Me
7.98 (d, 1H), 7.74 (s, 1H),






7.61 (d, 1H), 4.41 (t, 2H),






3.88 (s, 3H), 3.31 (s, 3H),






3.02 (t, 2H), 2.22 (s, 3H)


1-544
Cl
O(CH2)3SMe
SO2Me
7.97 (d, 1H), 7.72 (s, 1H),






7.59 (d, 1H), 4.35 (t, 2H),






3.88 (s, 3H), 3.26 (s, 3H),






2.75 (t, 2H), 2.22 (quin, 2H),






2.16 (s, 3H)


1-545
Cl
O(CH2)2SMe
SO2Et
7.99 (d, 1H), 7.88 (s, 1H),






7.59 (d, 1H), 4.41 (t, 2H),






3.95 (s, 3H), 3.50 (q, 2H),






3.02 (t, 2H), 2.16 (s, 3H),






1.26 (t, 3H)


1-546
Cl
O(CH2)3SMe
SO2Et
7.96 (d, 1H), 7.76 (s, 1H),






7.59 (d, 1H), 4.35 (t, 2H),






3.90 (s, 3H), 3.42 (q, 2H),






2.74 (t, 2H), 2.21 (quin, 2H),






2.15 (s, 3H), 1.26 (t, 3H)


1-547
Cl
O(CH2)2SEt
SO2Et
7.96 (d, 1H), 7.72 (s, 1H),






7.61 (d, 1H), 4.38 (t, 2H),






3.88 (s, 3H), 3.48 (q, 2H),






3.04 (t, 2H), 2.65 (q, 2H),






1.30 (t, 3H), 1.26 (t, 3H)


1-548
Cl
OCH2CN
SO2Et
7.94 (bs, 1H), 7.92 (bs, 1H),






7.82 (bs, 1H), 5.13 (s, 2H),






3.78 (s, 3H), 3.41 (q, 2H),






1.14 (t, 3H)


1-549
Cl
OCH2CH2F
SO2Me
8.03 (d, 1H), 7.92 (s, 1H),






7.59 (d, 1H), 4.90-4.92 (m,






1H); 4.78-4.80 (m, 1H), 4.57-






4.59 (m, 1H), 4.50-4.52 (m,






1H), 3.97 (s, 3H), 3.92 (s,






3H)


1-550
Cl
OCH2CH2F
SO2Et
7.97 (d, 1H), 7.73 (s, 1H),






7.65 (d, 1H), 3.89-4.91 (m,






1H), 4.77-4.79 (m, 1H), 4.55-






4.56 (m, 1H), 4.47-4.49 (m,






1H), 3.87 (s, 3H), 3.47 (q,






2H), 1.26 (t, 3H)


1-551
Cl
OPr
SO2Et
7.91 (bs, 1H), 7.90 (bd, 1H),






7.70 (bd, 1H), 4.14 (t, 2H),






3.78 (s, 3H), 3.50 (q, 2H),






1.87 (quin, 2H); 1.12 (t, 3H),






1.04 (t, 3H)


1-552
Cl
OPr
SO2Me
11.35 (bs, 1H), 7.93 (bs, 1H),






7.92 (d, 1H), 7.69 (d, 1H),






5.15 (t, 2H), 3.78 (s, 3H),






3.37 (s, 3H), 1.89 (quin, 2H),






1.05 (t, 3H)


1-553
Cl
propargyloxy
SO2Me
8.02 (d, 1H), 7.93 (bs, 1H),






7.69 (d, 1H), 4.97 (d, 2H),






3.89 (s, 3H), 3.36 (s, 3H),






3.15 (t, 1H)


1-554
Cl
propargyloxy
SO2Et
8.00 (d, 1H), 7.94 (s, 1H),






7.70 (d, 1H), 4.96 (bs, 2H),






3.90 (s, 3H), 3.54 (q, 2H),






3.15 (s, 1H), 1.26 (t, 3H)


1-555
Cl
allyloxy
SO2Et
11.44 (bs, 1H), 7.92 (d, 1H),






7.75 (d, 1H), 6.18 (m, 1H),






5.50 (d, 1H), 5.36 (d, 1H),






4.69-4.72 (m, 2H), 3.78 (s,






3H), 3.51 (q, 2H), 1.12 (t,






3H)


1-556
Cl
allyloxy
SO2Me
11.40 (bs, 1H), 7.94 (d, 1H),






7.74 (d, 1H), 6.20 (m, 1H),






5.52 (d, 1H), 5.36 (d, 1H),






4.69-4.73 (m, 2H), 3.78 (s,






3H), 3.38 (s, 3H)


1-557
Cl
SO2Me
SO2Me



1-558
Cl
S(CH2)2OMe
SO2Me



1-559
Cl
SO(CH2)2OMe
SO2Me



1-560
Cl
SO2(CH2)2OMe
SO2Me



1-561
Cl
SEt
SO2Me



1-562
Cl
SOEt
SO2Me



1-563
Cl
SO2Et
SO2Me



1-564
Cl
F
SOMe



1-565
Cl
F
SO2Me



1-566
OH
SMe
CHF2



1-567
OH
SO2Me
CHF2



1-568
OH
SOMe
CHF2



1-569
OH
SCH2Ph
CF3



1-570
OMe
SMe
OMe



1-571
OMe
SOMe
OMe



1-572
OMe
SO2Me
OMe



1-573
OMe
SMe
CHF2



1-574
OMe
SO2Me
CHF2



1-575
OMe
SOMe
CHF2



1-576
OMe
SMe
F



1-577
OMe
SOMe
F



1-578
OMe
SO2Me
F



1-579
OEt
SMe
CF3



1-580
OEt
SOMe
CF3



1-581
OEt
SO2Me
CF3



1-582
OEt
SEt
CF3



1-583
OEt
SOEt
CF3



1-584
OEt
SO2Et
CF3



1-585
OEt
S(CH2)2OMe
CF3



1-586
OEt
SO(CH2)2OMe
CF3



1-587
OEt
SO2(CH2)2OMe
CF3



1-588
OEt
SMe
Cl



1-589
OEt
SOMe
Cl



1-590
OEt
SO2Me
Cl



1-591
OEt
SEt
Cl



1-592
OEt
SOEt
Cl



1-593
OEt
SO2Et
Cl



1-594
OEt
S(CH2)2OMe
Cl



1-595
OEt
SO(CH2)2OMe
Cl



1-596
OEt
SO2(CH2)2OMe
Cl



1-597
SO2Me
NMe2
Cl
7.78 (s, 1H), 7.66 (d, 1H),






7.40 (d, 1H), 4.05 (s, 3H),






3.35 (s, 3H), 2.93 (s, 6H)


1-598
SO2Me
NHMe
Cl



1-599
SO2Me
NH2
Cl
7.53 (d, 1H), 7.38 (s, 1H),






6.89 (d, 1H), 6.03 (brs, 2H),






3.94 (s, 3H), 3.28 (s, 3H)


1-600
SO2Me
NMe2
CF3



1-601
SO2Me
NHMe
CF3



1-602
Cl
CH2O(CH2)2OMe
SO2Me
3.31 (s, 3H), 3.36 (s, 3H), 3.60






(m, 2H), 3.82 (m, 2H), 3.88






(s, 3H), 5.23 (s, 2H), 7.54






(s, 1H), 7.71 (d, 1H), 8.15






(d, 1H), 11.15 (br, s, 1H)


1-603
Me
tetrahydrofuran-2-
SO2Me
7.88 (s, 1H), 7.79 (d, 1H),




ylmethoxy

7.47 (d, 1H), 4.29-4.32 (m,






1H), 3.94-4.03 (m, 2H), 3.83-






3.88 (m, 1H), 3.74-3.79 (m,






1H), 3.77 (s, 3H), 3.23 (s,






3H),2.41 (s, 3H), 1.91-2.03






(m, 1H), 1.85-1.90 (m, 2H),






1.68-1.73 (m, 1H)


1-604
CF3
O(CH2)2OMe
SO2Me
8.26 (d, 1H), 7.66 (s, 1H),






7.53 (d, 1H), 4.43 (t, 2H),






3.88 (s, 3H), 3.82 (t, 2H),






3.47 (s, 3H), 3.36 (s, 3H)


1-605
Cl
OEt
Br



1-606
Cl
SMe
Me
7.50 (d, 1H), 7.42 (s, 1H),






7.28 (d, 1H), 3.90 (s, 3H),






2.65 (s, 3H), 2.37 (s, 3H)


1-607
CF3
O(CH2)2SMe
SO2Me
8.28 (d, 1H), 7.93 (s, 1H),






7.81 (d, 1H), 4.33 (t, 2H),






3.87 (s, 3H), 3.54 (s, 3H),






2.97 (t, 2H), 2.15 (s, 3H)


1-608
F
SEt
CF3
8.03 (t, 1H), 7.78 (s, 1H),






7.65 (d, 1H), 3.87 (s, 3H),






2.97 (q, 2H), 1.25 (t, 3H)


1-609
F
SOEt
CF3
8.23 (t, 1H), 7.89 (s, 1H),






7.68 (d, 1H), 3.85 (s, 3H),






3.55 (m, 1H), 3.21 (m, 1H),






1.39 (t, 3H)


1-610
F
SO2Et
CF3
8.37 (t, 1H), 7.87 (s, 1H),






7.83 (d, 1H), 3.85 (s, 3H),






3.46 (q, 2H), 1.42 (t, 3H)


1-611
Cl
SCH2c-Pr
Cl



1-612
Cl
SOCH2c-Pr
Cl



1-613
Cl
SO2CH2c-Pr
Cl
















TABLE 2







Compounds of the formula (I) according to the invention in which A


represents CY, B represents CH and R represents ethyl.








 















Physical data


No.
X
Y
Z
(1H-NMR, DMSO-d6, 400 MHz)





2-1
F
H
Cl



2-2
F
H
Br



2-3
F
H
SO2Me



2-4
F
H
SO2Et



2-5
F
H
CF3



2-6
F
H
NO2



2-7
Cl
H
F



2-8
Cl
H
Cl



2-9
Cl
H
Br



2-10
Cl
H
SMe



2-11
Cl
H
SOMe



2-12
Cl
H
SO2Me



2-13
Cl
H
SO2CH2Cl



2-14
Cl
H
SEt



2-15
Cl
H
SO2Et



2-16
Cl
H
CF3



2-17
Cl
H
NO2



2-18
Cl
H
pyrazol-1-yl



2-19
Cl
H
1H-1,2,4-triazol-






1-yl



2-20
Br
H
Cl



2-21
Br
H
Br



2-22
Br
H
SO2Me



2-23
Br
H
SO2Et



2-24
Br
H
CF3



2-25
SO2Me
H
Cl



2-26
SO2Me
H
Br



2-27
SO2Me
H
SMe



2-28
SO2Me
H
SOMe



2-29
SO2Me
H
SO2Me



2-30
SO2Me
H
SO2Et



2-31
SO2Me
H
CF3



2-32
SO2Et
H
Cl



2-33
SO2Et
H
Br



2-34
SO2Et
H
SMe



2-35
SO2Et
H
SOMe



2-36
SO2Et
H
SO2Me



2-37
SO2Et
H
CF3



2-38
NO2
H
F



2-39
NO2
H
Cl



2-40
NO2
H
Br



2-41
NO2
H
I



2-42
NO2
H
CN



2-43
NO2
H
SO2Me



2-44
NO2
H
SO2Et



2-45
NO2
H
CF3



2-46
Me
H
Cl



2-47
Me
H
Br



2-48
Me
H
SMe



2-49
Me
H
SO2Me



2-50
Me
H
SO2CH2Cl



2-51
Me
H
SEt



2-52
Me
H
SO2Et



2-53
Me
H
CF3



2-54
CH2SO2Me
H
CF3



2-55
Et
H
Cl



2-56
Et
H
Br



2-57
Et
H
SMe



2-58
Et
H
SO2Me



2-59
Et
H
SO2CH2Cl



2-60
Et
H
SEt



2-61
Et
H
SO2Et



2-62
Et
H
CF3



2-63
CF3
H
Cl



2-64
CF3
H
Br



2-65
CF3
H
SO2Me



2-66
CF3
H
SO2Et



2-67
CF3
H
CF3



2-68
NO2
NH2
F



2-69
NO2
NHMe
F



2-70
NO2
NMe2
F



2-71
NO2
Me
Cl



2-72
NO2
NH2
Cl



2-73
NO2
NHMe
Cl



2-74
NO2
NMe2
Cl



2-75
NO2
NH2
Br



2-76
NO2
NHMe
Br



2-77
NO2
NMe2
Br



2-78
NO2
NH2
CF3



2-79
NO2
NMe2
CF3



2-80
NO2
NH2
SO2Me



2-81
NO2
NH2
SO2Et



2-82
NO2
NHMe
SO2Me



2-83
NO2
NMe2
SO2Me



2-84
NO2
NMe2
SO2Et



2-85
NO2
NH2
1H-1,2,4-triazol-






1-yl



2-86
NO2
NHMe
1H-1,2,4-triazol-






1-yl



2-87
NO2
NMe2
1H-1,2,4-triazol-






1-yl



2-88
Me
SMe
H



2-89
Me
SOMe
H



2-90
Me
SO2Me
H



2-91
Me
SEt
H



2-92
Me
SOEt
H



2-93
Me
SO2Et
H



2-94
Me
S(CH2)2OMe
H



2-95
Me
SO(CH2)2OMe
H



2-96
Me
SO2(CH2)2OMe
H



2-97
Me
F
F



2-98
Me
F
Cl



2-99
Me
SEt
F



2-100
Me
SOEt
F



2-101
Me
SO2Et
F



2-102
Me
Me
Cl



2-103
Me
F
Cl



2-104
Me
Cl
Cl



2-105
Me
NH2
Cl



2-106
Me
NHMe
Cl



2-107
Me
NMe2
Cl



2-108
Me
O(CH2)2OMe
Cl



2-109
Me
O(CH2)3OMe
Cl



2-110
Me
O(CH2)4OMe
Cl



2-111
Me
OCH2CONMe2
Cl



2-112
Me
O(CH2)2—CO—NMe2
Cl



2-113
Me
O(CH2)2—NH(CO)NMe2
Cl



2-114
Me
O(CH2)2—NH(CO)NHCO2Et 
Cl



2-115
Me
O(CH2)2—NHCO2Me
Cl



2-116
Me
O—CH2—NHSO2cPr
Cl



2-117
Me
O(CH2)-5-2,4-
Cl





dimethyl-2,4-






dihydro-3H-1,2,4-






triazol-3-one




2-118
Me
O(CH2)-3,5-
Cl





dimethyl-1,2-oxazol-






4-yl




2-119
Me
SMe
Cl



2-120
Me
SOMe
Cl



2-121
Me
SO2Me
Cl



2-122
Me
SEt
Cl



2-123
Me
SOEt
Cl



2-124
Me
SO2Et
Cl



2-125
Me
S(CH2)2OMe
Cl



2-126
Me
SO(CH2)2OMe
Cl



2-127
Me
SO2(CH2)2OMe
Cl



2-128
Me
NH2
Br



2-129
Me
NHMe
Br



2-130
Me
NMe2
Br



2-131
Me
O(CH2)CONEt2
Br



2-132
Me
O(CH2)-5-pyrrolidin-
Br





2-one




2-133
Me
SMe
Br



2-134
Me
SOMe
Br



2-135
Me
SO2Me
Br



2-136
Me
SEt
Br



2-137
Me
SOEt
Br



2-138
Me
SO2Et
Br



2-139
Me
SMe
I



2-140
Me
SOMe
I



2-141
Me
SO2Me
I



2-142
Me
SEt
I



2-143
Me
SOEt
I



2-144
Me
SO2Et
I



2-145
Me
Cl
CF3



2-146
Me
SMe
CF3



2-147
Me
SOMe
CF3



2-148
Me
SO2Me
CF3
7.81 (s, 3H), 4.18 (q, 2H), 3.24






(s, 3H), 2.86 (s, 3H), 1.48






(t, 3H)


2-149
Me
SEt
CF3



2-150
Me
SOEt
CF3



2-151
Me
SO2Et
CF3



2-152
Me
S(CH2)2OMe
CF3



2-153
Me
SO(CH2)2OMe
CF3



2-154
Me
SO2(CH2)2OMe
CF3



2-155
Me
Me
SO2Me



2-156
Me
4,5-dihydro-1,2-
SO2Me





oxazol-3-yl




2-157
Me
4,5-dihydro-1,2-
SO2Et





oxazol-3-yl




2-158
Me
5-cyanomethyl-4,5-
SO2Me





dihydro-1,2-oxazol-






3-yl




2-159
Me
5-cyanomethyl-4,5-
SO2Et





dihydro-1,2-oxazol-






3-yl




2-160
Me
NH2
SO2Me



2-161
Me
NHMe
SO2Me



2-162
Me
NMe2
SO2Me



2-163
Me
NH(CH2)2OMe
SO2Me



2-164
Me
pyrazol-1-yl
SO2Me



2-165
Me
OH
SO2Me



2-166
Me
OMe
SO2Me



2-167
Me
OMe
SO2Et



2-168
Me
OEt
SO2Me



2-169
Me
OEt
SO2Et



2-170
Me
OiPr
SO2Me



2-171
Me
OiPr
SO2Et



2-172
Me
O(CH2)2OMe
SO2Me



2-173
Me
O(CH2)2OMe
SO2Et



2-174
Me
O(CH2)3OMe
SO2Me



2-175
Me
O(CH2)3OMe
SO2Et



2-176
Me
O(CH2)4OMe
SO2Me



2-177
Me
O(CH2)4OMe
SO2Et



2-178
Me
O(CH2)2NHSO2Me
SO2Me



2-179
Me
O(CH2)2NHSO2Me
SO2Et



2-180
Me
OCH2(CO)NMe2
SO2Me



2-181
Me
OCH2(CO)NMe2
SO2Et



2-182
Me
[1,4]dioxan-2-
SO2Me





ylmethoxy




2-183
Me
[1,4]dioxan-2-
SO2Et





ylmethoxy




2-184
Me
O(CH2)2—O(3,5-di-
SO2Me





methoxypyrimidin-2-






yl




2-185
Me
Cl
SO2Me



2-186
Me
SMe
SO2Me



2-187
Me
SOMe
SO2Me



2-188
Me
SO2Me
SO2Me



2-189
Me
SO2Me
SO2Et



2-190
Me
SEt
SO2Me



2-191
Me
SOEt
SO2Me



2-192
Me
SO2Et
SO2Me



2-193
Me
S(CH2)2OMe
SO2Me



2-194
Me
SO(CH2)2OMe
SO2Me



2-195
Me
SO2(CH2)2OMe
SO2Me



2-196
CH2SMe
OMe
SO2Me



2-197
CH2OMe
OMe
SO2Me



2-198
CH2O(CH2)2OMe
NH(CH2)2OEt
SO2Me



2-199
CH2O(CH2)2OMe
NH(CH2)3OEt
SO2Me



2-200
CH2O(CH2)3OMe
OMe
SO2Me



2-201
CH2O(CH2)2OMe
NH(CH2)2OMe
SO2Me



2-202
CH2O(CH2)2OMe
NH(CH2)3OMe
SO2Me



2-203
Et
SMe
Cl



2-204
Et
SO2Me
Cl



2-205
Et
SMe
CF3



2-206
Et
SO2Me
CF3



2-207
Et
F
SO2Me



2-208
Et
NH(CH2)2OMe
SO2Me



2-209
iPr
SO2Me
CF3



2-210
cPr
SO2Me
CF3



2-211
CF3
O(CH2)2OMe
F



2-212
CF3
O(CH2)3OMe
F



2-213
CF3
OCH2CONMe2
F



2-214
CF3
[1,4]dioxan-2-
F





ylmethoxy




2-215
CF3
O(CH2)2OMe
Cl



2-216
CF3
O(CH2)3OMe
Cl



2-217
CF3
OCH2CONMe2
Cl



2-218
CF3
[1,4]dioxan-2-
Cl





ylmethoxy




2-219
CF3
O(CH2)2OMe
Br



2-220
CF3
O(CH2)3OMe
Br



2-221
CF3
OCH2CONMe2
Br



2-222
CF3
[1,4]dioxan-2-
Br





ylmethoxy




2-223
CF3
O(CH2)2OMe
I



2-224
CF3
O(CH2)3OMe
I



2-225
CF3
OCH2CONMe2
I



2-226
CF3
[1,4]dioxan-2-
I





ylmethoxy




2-227
CF3
F
SO2Me



2-228
CF3
F
SO2Et



2-229
CF3
O(CH2)2OMe
SO2Me



2-230
CF3
O(CH2)2OMe
SO2Et



2-231
CF3
O(CH2)3OMe
SO2Me



2-232
CF3
O(CH2)3OMe
SO2Et



2-233
CF3
OCH2CONMe2
SO2Me



2-234
CF3
OCH2CONMe2
SO2Et



2-235
CF3
[1,4]dioxan-2-
SO2Me





ylmethoxy




2-236
CF3
[1,4]dioxan-2-
SO2Et





ylmethoxy




2-237
F
SMe
CF3



2-238
F
SOMe
CF3



2-239
Cl
Me
Cl



2-240
Cl
OCH2CHCH2
Cl



2-241
Cl
OCH2CHF2
Cl



2-242
Cl
O(CH2)2OMe
Cl



2-243
Cl
OCH2(CO)NMe2
Cl



2-244
Cl
O(CH2)-5-pyrrolidin-
Cl





2-one




2-245
Cl
SMe
Cl



2-246
Cl
SOMe
Cl



2-247
Cl
SO2Me
Cl



2-248
Cl
F
SMe



2-249
Cl
Cl
SO2Me



2-250
Cl
COOMe
SO2Me



2-251
Cl
CONMe2
SO2Me



2-252
Cl
CONMe(OMe)
SO2Me



2-253
Cl
CH2OMe
SO2Me



2-254
Cl
CH2OMe
SO2Et



2-255
Cl
CH2OEt
SO2Me



2-256
Cl
CH2OEt
SO2Et



2-257
Cl
CH2OCH2CHF2
SO2Me



2-258
Cl
CH2OCH2CF3
SO2Me



2-259
Cl
CH2OCH2CF3
SO2Et



2-260
Cl
CH2OCH2CF2CHF2
SO2Me



2-261
Cl
CH2Ocpentyl
SO2Me



2-262
Cl
CH2PO(OMe)2
SO2Me



2-263
Cl
4,5-dihydro-1,2-
SMe





oxazol-3-yl




2-264
Cl
4,5-dihydro-1,2-
SO2Me





oxazol-3-yl




2-265
Cl
4,5-dihydro-1,2-
SO2Et





oxazol-3-yl




2-266
Cl
5-cyanomethyl-4,5-
SO2Me





dihydro-1,2-oxazol-






3-yl




2-267
Cl
5-cyanomethyl-4,5-
SO2Et





dihydro-1,2-oxazol-






3-yl




2-268
Cl
5-(methoxymethyl)-
SO2Et





4,5-dihydro-1,2-






oxazol-3-yl




2-269
Cl
5-(methoxymethyl)-
SO2Et





5-methyl-4,5-dihy-






dro-1,2-oxazol-3-yl




2-270
Cl
CH2O-
SO2Me





tetrahydrofuran-3-yl




2-271
Cl
CH2O-
SO2Et





tetrahydrofuran-3-yl




2-272
Cl
CH2OCH2-
SO2Me





tetrahydrofuran-2-yl




2-273
Cl
CH2OCH2-
SO2Et





tetrahydrofuran-2-yl




2-274
Cl
CH2OCH2-
SO2Me





tetrahydrofuran-3-yl




2-275
Cl
CH2OCH2-
SO2Et





tetrahydrofuran-3-yl




2-276
Cl
OMe
SO2Me



2-277
Cl
OMe
SO2Et



2-278
Cl
OEt
SO2Me



2-279
Cl
OEt
SO2Et



2-280
Cl
OiPr
SO2Me



2-281
Cl
OiPr
SO2Et



2-282
Cl
O(CH2)2OMe
SO2Me



2-283
Cl
O(CH2)4OMe
SO2Me



2-284
Cl
O(CH2)4OMe
SO2Et



2-285
Cl
O(CH2)3OMe
SO2Me



2-286
Cl
O(CH2)3OMe
SO2Et



2-287
Cl
O(CH2)2OMe
SO2Me



2-288
Cl
O(CH2)2OMe
SO2Et



2-289
Cl
[1,4]dioxan-2-
SO2Me





ylmethoxy




2-290
Cl
[1,4]dioxan-2-
SO2Et





ylmethoxy




2-291
Cl
OCH2(CO)NMe2
SO2Me



2-292
Cl
OCH2(CO)NMe2
SO2Et



2-293
Cl
SMe
SO2Me



2-294
Cl
SOMe
SO2Me



2-295
Br
OMe
Br



2-296
Br
O(CH2)2OMe
Br



2-297
Br
O(CH2)2OMe
SO2Me



2-298
Br
O(CH2)2OMe
SO2Et



2-299
Br
O(CH2)3OMe
SO2Me



2-300
Br
O(CH2)3OMe
SO2Et



2-301
Br
O(CH2)4OMe
SO2Me



2-302
Br
O(CH2)4OMe
SO2Et



2-303
Br
[1,4]dioxan-2-
SO2Me





ylmethoxy




2-304
Br
[1,4]dioxan-2-
SO2Et





ylmethoxy




2-305
I
O(CH2)2OMe
SO2Me



2-306
I
O(CH2)2OMe
SO2Et



2-307
I
O(CH2)3OMe
SO2Me



2-308
I
O(CH2)3OMe
SO2Et



2-309
I
O(CH2)4OMe
SO2Me



2-310
I
O(CH2)4OMe
SO2Et



2-311
I
[1,4]dioxan-2-
SO2Me





ylmethoxy




2-312
I
[1,4]dioxan-2-
SO2Et





ylmethoxy




2-313
OMe
SMe
CF3



2-314
OMe
SOMe
CF3



2-315
OMe
SO2Me
CF3



2-316
OMe
SOEt
CF3



2-317
OMe
SO2Et
CF3



2-318
OMe
S(CH2)2OMe 
CF3



2-319
OMe
SO(CH2)2OMe
CF3



2-320
OMe
SO2(CH2)2OMe
CF3



2-321
OMe
SMe
Cl



2-322
OMe
SOMe
Cl



2-323
OMe
SO2Me
Cl



2-324
OMe
SEt
Cl



2-325
OMe
SOEt
Cl



2-326
OMe
SO2Et
Cl



2-327
OMe
S(CH2)2OMe
Cl



2-328
OMe
SO(CH2)2OMe
Cl



2-329
OMe
SO2(CH2)2OMe
Cl



2-330
OCH2c-Pr
SMe
CF3



2-331
OCH2c-Pr
SOMe
CF3



2-332
OCH2c-Pr
SO2Me
CF3



2-333
OCH2c-Pr
SEt
CF3



2-334
OCH2c-Pr
SOEt
CF3



2-335
OCH2c-Pr
SO2Et
CF3



2-336
OCH2c-Pr
S(CH2)2OMe
CF3



2-337
OCH2c-Pr
SO(CH2)2OMe
CF3



2-338
OCH2c-Pr
SO2(CH2)2OMe
CF3



2-339
OCH2c-Pr
SMe
Cl



2-340
OCH2c-Pr
SOMe
Cl



2-341
OCH2c-Pr
SO2Me
Cl



2-342
OCH2c-Pr
SEt
Cl



2-343
OCH2c-Pr
SOEt
Cl



2-344
OCH2c-Pr
SO2Et
Cl



2-345
OCH2c-Pr
S(CH2)2OMe
Cl



2-346
OCH2c-Pr
SO(CH2)2OMe
Cl



2-347
OCH2c-Pr
SO2(CH2)2OMe
Cl



2-348
OCH2c-Pr
SMe
SO2Me



2-349
OCH2c-Pr
SOMe
SO2Me



2-350
OCH2c-Pr
SO2Me
SO2Me



2-351
OCH2c-Pr
SEt
SO2Me



2-352
OCH2c-Pr
SOEt
SO2Me



2-353
OCH2c-Pr
SO2Et
SO2Me



2-354
OCH2c-Pr
S(CH2)2OMe
SO2Me



2-355
OCH2c-Pr
SO(CH2)2OMe
SO2Me



2-356
OCH2c-Pr
SO2(CH2)2OMe
SO2Me



2-357
SO2Me
F
CF3



2-358
SO2Me
NH2
CF3



2-359
SO2Me
NHEt
Cl



2-360
SMe
SEt
F



2-361
SMe
SMe
F



2-362
Me
H
F



2-363
Me
H
OCF3



2-364
Et
H
F



2-365
CH2SO2Me
H
Br



2-366
Cl
H
I



2-367
Cl
H
CN



2-368
Cl
H
NMe2



2-369
Cl
H
NHAc



2-370
Cl
H
pyrrol-1-yl



2-371
Cl
H
pyrrolidin-1-yl



2-372
Cl
H
pyrazol-1-yl



2-373
Cl
H
1,2,4-triazol-1-yl



2-374
Cl
H
4-methyl-3-






trifluoromethyl-






1,2,4-triazolin-5-






on-1-yl



2-375
Cl
H
SOMe



2-376
Br
H
F



2-377
Br
H
SMe



2-378
NHSO2Me
H
CF3



2-379
NHSO2Et
H
CF3



2-380
NHSO2CF3
H
CF3



2-381
NHSO2Me
H
SO2Me



2-382
NHSO2Et
H
SO2Me



2-383
NHSO2CF3
H
SO2Me



2-384
NMeSO2Me
H
CF3



2-385
NMeSO2Et
H
CF3



2-386
NMeSO2CF3
H
CF3



2-387
NMeSO2Me
H
SO2Me



2-388
NMeSO2Et
H
SO2Me



2-389
NMeSO2CF3
H
SO2Me



2-390
OMe
H
SO2Me



2-391
OSO2Me
H
CF3



2-392
OSO2Et
H
CF3



2-393
OSO2CF3
H
CF3



2-394
OSO2Me
H
SO2Me



2-395
OSO2Et
H
SO2Me



2-396
OSO2CF3
H
SO2Me



2-397
SMe
H
CF3



2-398
SOMe
H
CF3



2-399
SMe
H
F



2-400
SMe
H
Cl



2-401
SMe
H
Br



2-402
SMe
H
SMe



2-403
SO2Me
H
SO2Me



2-404
SO2NMePh
H
Cl



2-405
SO2NMe2
H
CF3



2-406
Me
OMe
CF3



2-407
Me
SMe
CN



2-408
Me
SOMe
CN



2-409
Me
SO2Me
CN



2-410
Me
Me
Cl



2-411
Me
O(CH2)2N(Me)SO2Me
Cl



2-412
Me
O(CH2)3SMe
Br



2-413
Me
O(CH2)2SEt
Br



2-414
Me
O(CH2)2SMe
Br



2-415
Me
O(CH2)3SMe
Cl



2-416
Me
O(CH2)2SEt
Cl



2-417
Me
O(CH2)2SMe
Cl



2-418
Me
OEt
Cl



2-419
Me
OMe
Cl



2-420
Me
tetrahydrofuran-2-
Cl





ylmethoxy




2-421
Me
1,4-dioxan-2-
Cl





ylmethoxy




2-422
Me
OEt
Cl



2-423
Me
OMe
Cl



2-424
Me
OMe
Br



2-425
Me
OEt
Br



2-426
Me
O(CH2)2OMe
Br



2-427
Me
O(CH2)3OMe
Br



2-428
Me
tetrahydrofuran-2-
Br





ylmethoxy




2-429
Me
1,4-dioxan-2-
Br





ylmethoxy




2-430
Me
SMe
NMe2



2-431
Me
SOMe
NMe2



2-432
Me
SO2Me
NMe2



2-433
Me
SMe
imidazol-1-yl



2-434
Me
SMe
1,2,4-triazol-1-






yl



2-435
Me
SO2Me
imidazol-1-yl



2-436
Me
SOMe
1,2,4-triazol-1-






yl



2-437
Me
SO2Me
1,2,4-triazol-1-






yl



2-438
Me
SMe
OMe



2-439
Me
SOMe
OMe



2-440
Me
SO2Me
OMe



2-441
Me
SEt
OMe



2-442
Me
SOEt
OMe



2-443
Me
SO2Et
OMe



2-444
Me
SMe
OEt



2-445
Me
SOMe
OEt



2-446
Me
SO2Me
OEt



2-447
Me
Me
SMe



2-448
Me
Me
SO2Me



2-449
Me
Me
SEt



2-450
Me
Me
SO2Et



2-451
Me
NHiPr
SO2Me



2-452
Me
NHCH2-
SO2Me





tetrahydrofuran-2-yl




2-453
Me
NHCH2CONHEt
SO2Me



2-454
Me
NH(CH2)2OEt
SO2Me



2-455
Me
NHEt
SO2Me



2-456
Me
NHnPr
SO2Me



2-457
Me
NHCH2iPr
SO2Me



2-458
Me
NHCH2cPr
SO2Me



2-459
Me
NHCH2CH(OMe)CH2OMe
SO2Me



2-460
Me
NHCH2CH2CH2OCOMe
SO2Me



2-461
Me
NHCH2CH2(1,3-
SO2Me





dioxan-2-yl)




2-462
Me
NHCH2Ph
SO2Me



2-463
Me
N(CH3)CH2cPr
SO2Me



2-464
Me
NHCH(CH3)CH2OMe
SO2Me



2-465
Me
NHCH(CH3)CH2OEt
SO2Me



2-466
Me
NHCH2CH(OMe)2
SO2Me



2-467
Me
NHCH2CH(Me)(OMe)
SO2Me



2-468
Me
NHCH2(1,3-dioxan-2-
SO2Me





yl)




2-469
Me
4-Me-pyrazol-1-yl
SO2Me



2-470
Me
3,5-Me2-pyrazol-1-yl
SO2Me



2-471
Me
4-MeO-pyrazol-1-yl
SO2Me



2-472
Me
4-CN-pyrazol-1-yl
SO2Me



2-473
Me
4-Cl-pyrazol-1-yl
SO2Me



2-474
Me
1,2,3-triazol-1-yl
SO2Me



2-475
Me
1,2,4-triazol-1-yl
SO2Me



2-476
Me
5-iPr-1,2,4-triazol-1-
SO2Me





yl




2-477
Me
5-EtS-1,2,4-triazol-1-
SO2Me





yl




2-478
Me
O(CH2)2SMe
SO2Me



2-479
Me
O(CH2)3SMe
SO2Me



2-480
Me
tetrahydrofuran-2-
SO2Me





ylmethoxy




2-481
Me
F
SMe



2-482
Me
SMe
SO2Et



2-483
Me
SOMe
SO2Et



2-484
Me
SEt
SO2Et



2-485
Me
SOEt
SO2Et



2-486
Me
SO2Et
SO2Et



2-487
Me
SCH2CF3
SO2Me



2-488
Me
SOCH2CF3
SO2Me



2-489
Me
SO2CH2CF3
SO2Me



2-490
Me
S(CH2)2OMe
SO2Et



2-491
Me
SO(CH2)2OMe
SO2Et



2-492
Me
SO2(CH2)2OMe
SO2Et



2-493
Me
S(4-F—Ph)
SO2Me



2-494
Me
SO(4-F—Ph)
SO2Me



2-495
Me
SO2(4-F—Ph)
SO2Me



2-496
Et
SEt
Cl



2-497
Et
SOEt
Cl



2-498
Et
SO2Et
Cl



2-499
Et
S(CH2)2OMe
Cl



2-500
Et
SO(CH2)2OMe
Cl



2-501
Et
SO2(CH2)2OMe
Cl



2-502
Et
SOMe
Cl



2-503
Et
SMe
Br



2-504
Et
SOMe
Br



2-505
Et
SO2Me
Br



2-506
Et
SOMe
CF3



2-507
Et
SEt
CF3



2-508
Et
SOEt
CF3



2-509
Et
SO2Et
CF3



2-510
Et
S(CH2)2OMe
CF3



2-511
Et
SO(CH2)2OMe
CF3



2-512
Et
SO2(CH2)2OMe
CF3



2-513
Et
NHiPr
SO2Me



2-514
Et
SMe
SO2Et



2-515
Et
SOMe
SO2Et



2-516
Et
SO2Me
SO2Et



2-517
Et
SEt
SO2Et



2-518
Et
SOEt
SO2Et



2-519
Et
SO2Et
SO2Et



2-520
Et
S(CH2)2OMe
SO2Et



2-521
Et
SO(CH2)2OMe
SO2Et



2-522
Et
SO2(CH2)2OMe
SO2Et



2-523
Et
SEt
SO2Me



2-524
Et
SOEt
SO2Me



2-525
Et
SO2Et
SO2Me



2-526
Et
S(CH2)2OMe
SO2Me



2-527
Et
SO(CH2)2OMe
SO2Me



2-528
Et
SO2(CH2)2OMe
SO2Me



2-529
Et
SMe
SO2Me



2-530
Et
SOMe
SO2Me



2-531
Et
SO2Me
SO2Me



2-532
nPr
SMe
Cl



2-533
nPr
SOMe
Cl



2-534
nPr
SO2Me
Cl



2-535
nPr
SMe
Br



2-536
nPr
SOMe
Br



2-537
nPr
SO2Me
Br



2-538
nPr
SMe
CF3



2-539
nPr
SOMe
CF3



2-540
nPr
SO2Me
CF3



2-541
nPr
SMe
SO2Me



2-542
nPr
SOMe
SO2Me



2-543
nPr
SO2Me
SO2Me



2-544
iPr
SOMe
CF3



2-545
iPr
SO2Me
CF3



2-546
iPr
SMe
Cl



2-547
iPr
SOMe
Cl



2-548
iPr
SO2Me
Cl



2-549
iPr
SMe
Br



2-550
iPr
SOMe
Br



2-551
iPr
SO2Me
Br



2-552
iPr
SMe
SO2Me



2-553
iPr
SOMe
SO2Me



2-554
iPr
SO2Me
SO2Me



2-555
cPr
SMe
CF3



2-556
cPr
SOMe
CF3



2-557
cPr
SMe
Cl



2-558
cPr
SOMe
Cl



2-559
cPr
SO2Me
Cl



2-560
cPr
SMe
Br



2-561
cPr
SOMe
Br



2-562
cPr
SO2Me
Br



2-563
cPr
SMe
SO2Me



2-564
cPr
SOMe
SO2Me



2-565
cPr
SO2Me
SO2Me



2-566
CH2OMe
F
CF3



2-567
CH2OMe
SMe
CF3



2-568
CH2OMe
SOMe
CF3



2-569
CH2OMe
SO2Me
CF3



2-570
CH2OMe
SEt
CF3



2-571
CH2OMe
SOEt
CF3



2-572
CH2OMe
SO2Et
CF3



2-573
CH2OMe
S(CH2)2OMe
CF3



2-574
CH2OMe
SO(CH2)2OMe
CF3



2-575
CH2OMe
SO2(CH2)2OMe
CF3



2-576
CH2OMe
SMe
Cl



2-577
CH2OMe
SOMe
Cl



2-578
CH2OMe
SO2Me
Cl



2-579
CH2OMe
SEt
Cl



2-580
CH2OMe
SOEt
Cl



2-581
CH2OMe
SO2Et
Cl



2-582
CH2OMe
S(CH2)2OMe
Cl



2-583
CH2OMe
SO(CH2)2OMe
Cl



2-584
CH2OMe
SO2(CH2)2OMe
Cl



2-585
CH2OMe
SMe
SO2Me



2-586
CH2OMe
SOMe
SO2Me



2-587
CH2OMe
SO2Me
SO2Me



2-588
CH2OMe
SEt
SO2Me



2-589
CH2OMe
SOEt
SO2Me



2-590
CH2OMe
SO2Et
SO2Me



2-591
CH2OMe
S(CH2)2OMe
SO2Me



2-592
CH2OMe
SO(CH2)2OMe
SO2Me



2-593
CH2OMe
SO2(CH2)2OMe
SO2Me



2-594
CH2OMe
SMe
SO2Et



2-595
CH2OMe
SOMe
SO2Et



2-596
CH2OMe
SO2Me
SO2Et



2-597
CH2OMe
SEt
SO2Et



2-598
CH2OMe
SOEt
SO2Et



2-599
CH2OMe
SO2Et
SO2Et



2-600
CH2OMe
S(CH2)2OMe
SO2Et



2-601
CH2OMe
SO(CH2)2OMe
SO2Et



2-602
CH2OMe
SO2(CH2)2OMe
SO2Et



2-603
CH2OMe
Cl
SO2Me



2-604
CH2O(CH2)2OEt
OEt
SO2Me



2-605
CF3
SOMe
SO2Me



2-606
CF3
O(CH2)3SMe
SO2Et



2-607
CF3
O(CH2)2OEt
SO2Et



2-608
CF3
O(CH2)2SEt
SO2Et



2-609
CF3
O(CH2)2SMe
SO2Et



2-610
CF3
O(CH2)2OEt
SO2Me



2-611
CF3
O(CH2)2SEt
SO2Me



2-612
CF3
O(CH2)2SMe
SO2Me



2-613
CF3
O(CH2)3SMe
SO2Me



2-614
CF3
oxetan-3-yloxy
SO2Et



2-615
CF3
2-(2-thienyl)ethoxy
SO2Et



2-616
CF3
2-(1H-pyrazol-1-
SO2Et





yl)ethoxy




2-617
CF3
1,3-dioxolan-4-
SO2Et





ylmethoxy




2-618
CF3
tetrahydro-2H-pyran-
SO2Et





2-ylmethoxy




2-619
CF3
oxetan-3-yloxy
SO2Me



2-620
CF3
2-(2-thienyl)ethoxy
SO2Me



2-621
CF3
1,3-dioxolan-4-
SO2Me





ylmethoxy




2-622
CF3
tetrahydrofuran-3-
SO2Me





ylmethoxy




2-623
CF3
tetrahydro-2H-pyran-
SO2Me





2-ylmethoxy




2-624
F
SO2Me
CF3



2-625
F
SCH2Ph
CF3



2-626
F
SMe
F



2-627
F
SOMe
F



2-628
F
SO2Me
F



2-629
Cl
SO2Me
H



2-630
Cl
SCF2CF2H
H



2-631
Cl
SOCF2CF2H
H



2-632
Cl
SO2CF2CF2H
H



2-633
Cl
SMe
Me



2-634
Cl
SOMe
Me



2-635
Cl
SO2Me
Me



2-636
Cl
SEt
Me



2-637
Cl
SOEt
Me



2-638
Cl
SO2Et
Me



2-639
Cl
SMe
CF3



2-640
Cl
SOMe
CF3



2-641
Cl
SO2Me
CF3



2-642
Cl
CF3
Cl



2-643
Cl
CH2(4-methyl-3-
Cl





isopropoxy-1,2,4-






triazolin-5-on-1-yl)




2-644
Cl
CH2(4-methyl-3-
Cl





trifluoroethoxy-1,2,4-






triazolin-5-on-1-yl)




2-645
Cl
CH2(4-methyl-3-
Cl





(methylsulfanyI)-5-






oxo-4,5-dihydro-1H-






1,2,4-triazol-1-yl)




2-646
Cl
CH2(4-methyl-3-
Cl





(methylsulfanyl)-5-






oxo-4,5-dihydro-1H-






1,2,4-triazol-1-yl)




2-647
Cl
CH2(3-
Cl





(dimethylamino)-4-






methyl-5-oxo-4,5-






dihydro-1H-1,2,4-






triazol-1-yl)




2-648
Cl
CH2(3-oxo-5,6,7,8-
Cl





tetrahydro[1,2,4]triazolo






[4,3-a]pyridin-






2(3H)-yl)




2-649
Cl
CH2(4-cyclopropyl-3-
Cl





methoxy-5-oxo-4,5-






dihydro-1H-1,2,4-






triazol-1-yl)




2-650
Cl
CH2(3-methyl-6-
Cl





oxopyridazin-1(6H)-






yl)




2-651
Cl
CH2(6-oxopyridazin-
Cl





1(6H)-yl)




2-652
Cl
CH2(4-cyclopropyl-5-
Cl





oxo-3-(2,2,2-






trifluoroethoxy)-4,5-






dihydro-1H-1,2,4-






triazol-1-yl)




2-653
Cl
CH2(3-methoxy-4-
Cl





methyl-5-oxo-4,5-






dihydro-1H-1,2,4-






triazol-1-yl)




2-654
Cl
CH2(3,4-
Cl





dicyclopropyl-5-oxo-






4,5-dihydro-1H-1,2,4-






triazol-1-yl)




2-655
Cl
CH2(3-ethoxy-4-
Cl





methyl-5-oxo-4,5-






dihydro-1H-1,2,4-






triazol-1-yl)




2-656
Cl
NHCH2CONHEt
Cl



2-657
Cl
NHCH(CH3)CONHEt
Cl



2-658
Cl
NHCH2CONHiPr
Cl



2-659
Cl
NHCH(Me)CONH2
Cl



2-660
Cl
NHAc
Cl



2-661
Cl
NHCON(Me)OMe
Cl



2-662
Cl
OMe
Cl



2-663
Cl
OEt
Cl



2-664
Cl
O(CH2)3OMe
Cl



2-665
Cl
O(CH2)3SMe
Cl



2-666
Cl
O(CH2)2SEt
Cl



2-667
Cl
O(CH2)2SMe
Cl



2-668
Cl
cyclopropylmethoxy
Cl



2-669
Cl
1,4-dioxan-2-
Cl





ylmethoxy




2-670
Cl
tetrahydrofuran-2-
Cl





ylmethoxy




2-671
Cl
Br
Cl



2-672
Cl
SO2Me
Cl



2-673
Cl
SOMe
Cl



2-674
Cl
SMe
Cl



2-675
Cl
SEt
Cl



2-676
Cl
SOEt
Cl



2-677
Cl
SO2Et
Cl



2-678
Cl
S(CH2)2OMe
Cl



2-679
Cl
SO(CH2)2OMe
Cl



2-680
Cl
SO2(CH2)2OMe
Cl



2-681
Cl
1,4-dioxan-2-
Br





ylmethoxy




2-682
Cl
O(CH2)2OMe
Br



2-683
Cl
tetrahydrofuran-2-
Br





ylmethoxy




2-684
Cl
OCH2(CO)NMe2
Br



2-685
Cl
O(CH2)3OMe
Br



2-686
Cl
OMe
Br



2-687
Cl
OEt
Br



2-688
Cl
Me
SMe



2-689
Cl
Me
SO2Et



2-690
Cl
CH2N(OMe)Et
SO2Me



2-691
Cl
CH2OC2H4OMe
SO2Me



2-692
Cl
CH2OC2H4OEt
SO2Me



2-693
Cl
CH2OCH2iPr
SO2Me



2-694
Cl
CH2OCH2CF3
SMe



2-695
Cl
CH2OCH2cPr
SO2Me



2-696
Cl
CO2H
SO2Me



2-697
Cl
NHnPr
SO2Me



2-698
Cl
NHCH2cPr
SO2Me



2-699
Cl
NHCH2CH2OMe
SO2Me



2-700
Cl
NHCH2CH2OEt
SO2Me



2-701
Cl
NHCH2CH2CH2OMe
SO2Me



2-702
Cl
NHCH2CH2OCOiPr
SO2Me



2-703
Cl
NHCH2CH2OCOcPr
SO2Me



2-704
Cl
pyrazol-1-yl
SO2Me



2-705
Cl
4-Me-pyrazol-1-yl
SO2Me



2-706
Cl
4-MeO-pyrazol-1-yl
SO2Me



2-707
Cl
4-CN-pyrazol-1-yl
SO2Me



2-708
Cl
4-Cl-pyrazol-1-yl
SO2Me



2-709
Cl
3,5-Me2-pyrazol-1-yl
SO2Me



2-710
Cl
1,2,4-triazol-1-yl
SO2Me



2-711
Cl
5-iPr-1,2,4-triazol-1-
SO2Me





yl




2-712
Cl
5-EtS-1,2,4-triazol-
SO2Me





1-yl




2-713
Cl
OPr
SO2Me



2-714
Cl
OPr
SO2Et



2-715
Cl
isobutoxy
SO2Me



2-716
Cl
butoxy
SO2Me



2-717
Cl
isohexyloxy
SO2Me



2-718
Cl
allyloxy
SO2Me



2-719
Cl
allyloxy
SO2Et



2-720
Cl
propargyloxy
SO2Et



2-721
Cl
propargyloxy
SO2Me



2-722
Cl
OCH2CH2F
SO2Me



2-723
Cl
OCH2CH2F
SO2Et



2-724
Cl
OCH2CF3
SO2Me



2-725
Cl
OCH2CF3
SO2Et



2-726
Cl
OCH2CN
SO2Me



2-727
Cl
OCH2CN
SO2Et



2-728
Cl
O(CH2)2OEt
SO2Et



2-729
Cl
O(CH2)2OEt
SO2Me



2-730
Cl
O(CH2)3OCF3
SO2Me



2-731
Cl
O(CH2)2OCF3
SO2Me



2-732
Cl
O(CH2)3OCF3
SO2Et



2-733
Cl
O(CH2)2OCF3
SO2Et



2-734
Cl
O(CH2)3SEt
SO2Me



2-735
Cl
O(CH2)3SMe
SO2Et



2-736
Cl
O(CH2)3SMe
SO2Me



2-737
Cl
O(CH2)2SEt
SO2Et



2-738
Cl
O(CH2)2SMe
SO2Et



2-739
Cl
O(CH2)2SEt
SO2Me



2-740
Cl
O(CH2)2SMe
SO2Me



2-741
Cl
OCH2(CO)OEt
SO2Et



2-742
Cl
OCH2(CO)OEt
SO2Me



2-743
Cl
cyclopropylmethoxy
SO2Et



2-744
Cl
cyclopropylmethoxy
SO2Me



2-745
Cl
cyclobutylmethoxy
SO2Me



2-746
Cl
cyclobutylmethoxy
SO2Et



2-747
Cl
1,3-dioxolan-2-
SO2Me





ylmethoxy




2-748
Cl
tetrahydro-2H-pyran-
SO2Et





2-ylmethoxy




2-749
Cl
tetrahydro-2H-pyran-
SO2Me





2-ylmethoxy




2-750
Cl
tetrahydrofuran-3-
SO2Me





ylmethoxy




2-751
Cl
tetrahydrofuran-3-
SO2Et





ylmethoxy




2-752
Cl
3-(1H-tetrazol-1-
SO2Et





yl)propoxy




2-753
Cl
3-(2H-tetrazol-2-
SO2Et





yl)propoxy




2-754
Cl
F
SMe



2-755
Cl
F
SOMe



2-756
Cl
F
SO2Me



2-757
Cl
SO2Me
SO2Me



2-758
Cl
SEt
SO2Me



2-759
Cl
SOEt
SO2Me



2-760
Cl
SO2Et
SO2Me



2-761
Cl
S(CH2)2OMe
SO2Me



2-762
Cl
SO(CH2)2OMe
SO2Me



2-763
Cl
SO2(CH2)2OMe
SO2Me



2-764
Br
SMe
Me



2-765
Br
SOMe
Me



2-766
Br
SO2Me
Me



2-767
Br
SEt
Me



2-768
Br
SOEt
Me



2-769
Br
SO2Et
Me



2-770
Br
OEt
Br



2-771
Br
O(CH2)3OMe
Br



2-772
Br
O(CH2)2SMe
Br



2-773
Br
O(CH2)3SMe
Br



2-774
Br
O(CH2)2SEt
Br



2-775
Br
OCH2(CO)NMe2
Br



2-776
Br
1,4-dioxan-2-
Br





ylmethoxy




2-777
Br
tetrahydrofuran-2-
Br





ylmethoxy




2-778
Br
OMe
I



2-779
Br
OEt
I



2-780
Br
O(CH2)2OMe
I



2-781
Br
O(CH2)3OMe
I



2-782
Br
1,4-dioxan-2-
I





ylmethoxy




2-783
Br
tetrahydrofuran-2-
I





ylmethoxy




2-784
Br
OCH2(CO)NMe2
I



2-785
Br
O(CH2)3SMe
I



2-786
Br
O(CH2)2SEt
I



2-787
Br
O(CH2)2SMe
I



2-788
Br
OMe
SO2Me



2-789
Br
OMe
SMe



2-790
I
SMe
Me



2-791
I
SOMe
Me



2-792
I
SO2Me
Me



2-793
I
SEt
Me



2-794
I
SOEt
Me



2-795
I
SO2Et
Me



2-796
NO2
SMe
Me



2-797
NO2
SOMe
Me



2-798
NO2
SO2Me
Me



2-799
NO2
SEt
Me



2-800
NO2
SOEt
Me



2-801
NO2
SO2Et
Me



2-802
NO2
CH2OCH2CF3
Cl



2-803
NO2
NMe2
Cl



2-804
OH
SMe
CHF2



2-805
OH
SOMe
CHF2



2-806
OH
SO2Me
CHF2



2-807
OH
SMe
CF3



2-808
OH
SO2Me
CF3



2-809
OH
SCH2Ph
CF3



2-810
OMe
SMe
Me



2-811
OMe
SOMe
Me



2-812
OMe
SO2Me
Me



2-813
OMe
SMe
CHF2



2-814
OMe
SOMe
CHF2



2-815
OMe
SO2Me
CHF2



2-816
OMe
SMe
OMe



2-817
OMe
SOMe
OMe



2-818
OMe
SO2Me
OMe



2-819
OMe
SMe
F



2-820
OMe
SOMe
F



2-821
OMe
SO2Me
F



2-822
OMe
CH2N(SO2Me)Et
Cl



2-823
OMe
NHCOMe
Cl



2-824
OMe
NHCOEt
Cl



2-825
OMe
NHCOiPr
Cl



2-826
OMe
NHCOcycPr
Cl



2-827
OMe
NHCOCHCMe2
Cl



2-828
OMe
NHCOPh
Cl



2-829
OMe
SO2Me
SO2Me



2-830
OEt
SMe
CF3



2-831
OEt
SOMe
CF3



2-832
OEt
SO2Me
CF3



2-833
OEt
SEt
CF3



2-834
OEt
SOEt
CF3



2-835
OEt
SO2Et
CF3



2-836
OEt
S(CH2)2OMe
CF3



2-837
OEt
SO(CH2)2OMe
CF3



2-838
OEt
SO2(CH2)2OMe
CF3



2-839
OEt
SMe
Cl



2-840
OEt
SOMe
Cl



2-841
OEt
SO2Me
Cl



2-842
OEt
SEt
Cl



2-843
OEt
SOEt
Cl



2-844
OEt
SO2Et
Cl



2-845
OEt
S(CH2)2OMe
Cl



2-846
OEt
SO(CH2)2OMe
Cl



2-847
OEt
SO2(CH2)2OMe
Cl



2-848
OSO2Me
SMe
CF3



2-849
OSO2Me
SOMe
CF3



2-850
OSO2Me
SO2Me
CF3



2-851
OSO2Et
SMe
CF3



2-852
OSO2Et
SOMe
CF3



2-853
OSO2Et
SO2Me
CF3



2-854
OSO2CF3
SMe
CF3



2-855
OSO2CF3
SOMe
CF3



2-856
OSO2CF3
SO2Me
CF3



2-857
SMe
SMe
H



2-858
SO2Me
SO2Me
H



2-859
SO2Me
SO2Me
Me



2-860
SO2Me
NMe2
CF3



2-861
SO2Me
NHMe
CF3



2-862
SO2Me
pyrazol-1-yl
CF3



2-863
SMe
OMe
F



2-864
SO2Me
OMe
F



2-865
SO2Me
NMe2
Cl



2-866
SO2Me
NHMe
Cl



2-867
SO2Me
NH2
Cl



2-868
SO2Me
NHc-Hex
Cl



2-869
SMe
OCH2CHF2
Br



2-870
SO2Me
OMe
SO2Me



2-871
SMe
O(CH2)3OMe
SMe



2-872
SO2Me
F
SO2Me



2-873
SO2Me
SMe
SO2Me



2-874
SO2Me
SO2Me
SO2Me
















TABLE 3







Compounds of the formula (I) according to the invention in which A


represents CY, B represents CH and R represents phenyl








 















Physical data






(1H-NMR,






DMSO-d6, 


No.
X
Y
Z
400 MHz)





3-1
F
H
Cl



3-2
F
H
Br



3-3
F
H
SO2Me



3-4
F
H
SO2Et



3-5
F
H
CF3



3-6
F
H
NO2



3-7
Cl
H
F



3-8
Cl
H
Cl



3-9
Cl
H
Br



3-10
Cl
H
SMe



3-11
Cl
H
SOMe



3-12
Cl
H
SO2Me



3-13
Cl
H
SO2CH2Cl



3-14
Cl
H
SEt



3-15
Cl
H
SO2Et



3-16
Cl
H
CF3



3-17
Cl
H
NO2



3-18
Cl
H
pyrazol-1-yl



3-19
Cl
H
1H-1,2,4-






triazol-yl



3-20
Br
H
Cl



3-21
Br
H
Br



3-22
Br
H
SO2Me



3-23
Br
H
SO2Et



3-24
Br
H
CF3



3-25
SO2Me
H
Cl



3-26
SO2Me
H
Br



3-27
SO2Me
H
SMe



3-28
SO2Me
H
SOMe



3-29
SO2Me
H
SO2Me



3-30
SO2Me
H
SO2Et



3-31
SO2Me
H
CF3



3-32
SO2Et
H
Cl



3-33
SO2Et
H
Br



3-34
SO2Et
H
SMe



3-35
SO2Et
H
SOMe



3-36
SO2Et
H
SO2Me



3-37
SO2Et
H
CF3



3-38
NO2
H
F



3-39
NO2
H
Cl



3-40
NO2
H
Br



3-41
NO2
H
I



3-42
NO2
H
CN



3-43
NO2
H
SO2Me



3-44
NO2
H
SO2Et



3-45
NO2
H
CF3



3-46
Me
H
Cl



3-47
Me
H
Br



3-48
Me
H
SMe



3-49
Me
H
SO2Me



3-50
Me
H
SO2CH2Cl



3-51
Me
H
SEt



3-52
Me
H
SO2Et



3-53
Me
H
CF3



3-54
CH2SO2Me
H
CF3



3-55
Et
H
Cl



3-56
Et
H
Br



3-57
Et
H
SMe



3-58
Et
H
SO2Me



3-59
Et
H
SO2CH2Cl



3-60
Et
H
SEt



3-61
Et
H
SO2Et



3-62
Et
H
CF3



3-63
CF3
H
Cl



3-64
CF3
H
Br



3-65
CF3
H
SO2Me



3-66
CF3
H
SO2Et



3-67
CF3
H
CF3



3-68
NO2
NH2
F



3-69
NO2
NHMe
F



3-70
NO2
NMe2
F



3-71
NO2
Me
Cl



3-72
NO2
NH2
Cl



3-73
NO2
NHMe
Cl



3-74
NO2
NMe2
Cl



3-75
NO2
NH2
Br



3-76
NO2
NHMe
Br



3-77
NO2
NMe2
Br



3-78
NO2
NH2
CF3



3-79
NO2
NMe2
CF3



3-80
NO2
NH2
SO2Me



3-81
NO2
NH2
SO2Et



3-82
NO2
NHMe
SO2Me



3-83
NO2
NMe2
SO2Me



3-84
NO2
NMe2
SO2Et



3-85
NO2
NH2
1H-1,2,4-






triazol-1-yl



3-86
NO2
NHMe 
1H-1,2,4-






triazol-1-yl



3-87
NO2
NMe2 
1H-1,2,4-






triazol-1-yl



3-88
Me
SMe
H



3-89
Me
SOMe
H



3-90
Me
SO2Me
H



3-91
Me
SEt
H



3-92
Me
SOEt
H



3-93
Me
SO2Et
H



3-94
Me
S(CH2)2OMe
H



3-95
Me
SO(CH2)2OMe
H



3-96
Me
SO2(CH2)2OMe
H



3-97
Me
F
F



3-98
Me
F
Cl



3-99
Me
SEt
F



3-100
Me
SOEt
F



3-101
Me
SO2Et
F



3-102
Me
Me
Cl



3-103
Me
F
Cl



3-104
Me
Cl
Cl



3-105
Me
NH2
Cl



3-106
Me
NHMe
Cl



3-107
Me
NMe2
Cl



3-108
Me
O(CH2)2OMe
Cl



3-109
Me
O(CH2)3OMe
Cl



3-110
Me
O(CH2)4OMe
Cl



3-111
Me
OCH2CONMe2
Cl



3-112
Me
O(CH2)2—CONMe2
Cl



3-113
Me
O(CH2)2—NH(CO)NMe2
Cl



3-114
Me
O(CH2)2—NH(CO)NHCO2Et
Cl



3-115
Me
O(CH2)2NHCO2Me
Cl



3-116
Me
OCH2NHSO2cPr
Cl



3-117
Me
O(CH2)-5-2,4-dimethy1-2,4-
Cl





dihydro-3H-1,2,4-triazol-






3-one




3-118
Me
O(CH2)-3,5-dimethy1-1,2-
Cl





oxazol-4-y1




3-119
Me
SMe
Cl



3-120
Me
SOMe
Cl



3-121
Me
SO2Me
Cl



3-122
Me
SEt
Cl



3-123
Me
SOEt
Cl



3-124
Me
SO2Et
Cl



3-125
Me
S(CH2)2OMe
Cl



3-126
Me
SO(CH2)2OMe
Cl



3-127
Me
SO2(CH2)2OMe
Cl



3-128
Me
NH2
Br



3-129
Me
NHMe
Br



3-130
Me
NMe2
Br



3-131
Me
OCH2CONMe2
Br



3-132
Me
O(CH2)-5-pyrrolidin-2-one
Br



3-133
Me
SMe
Br



3-134
Me
SOMe
Br



3-135
Me
SO2Me
Br



3-136
Me
SEt
Br



3-137
Me
SOEt
Br



3-138
Me
SO2Et
Br



3-139
Me
SMe
I



3-140
Me
SOMe
I



3-141
Me
SO2Me
I



3-142
Me
SEt
I



3-143
Me
SOEt
I



3-144
Me
SO2Et
I



3-145
Me
Cl
CF3



3-146
Me
SMe
CF3



3-147
Me
SOMe
CF3



3-148
Me
SO2Me
CF3
7.93 (d, 1 H), 






7.91 (s, 1 H), 






7.83 (d, 1 H),






7.72-7.65 






(m, 5 H), 3.98






(s, 3 H), 3.26 






(s, 3 H), 2.83 






(s, 3 H)


3-149
Me
SEt
CF3



3-150
Me
SOEt
CF3



3-151
Me
SO2Et
CF3



3-152
Me
S(CH2)2OMe
CF3



3-153
Me
SO(CH2)2OMe
CF3



3-154
Me
SO2(CH2)2OMe
CF3



3-155
Me
Me
SO2Me



3-156
Me
4,5-dihydro-1,2-
SO2Me





oxazol-3-y1




3-157
Me
4,5-dihydro-1,2-
SO2Et





oxazol-3-y1




3-158
Me
5-cyanomethy1-4 ,5-
SO2Me





dihydro-1,2-oxazol-3-yl




3-159
Me
5-cyanomethyl-4,5-
SO2Et





dihydro-1,2-oxazol-3-y1




3-160
Me
NH2
SO2Me



3-161
Me
NHMe
SO2Me



3-162
Me
NMe2
SO2Me



3-163
Me
NH(CH2)2OMe
SO2Me



3-164
Me
pyrazol-1-yl
SO2Me



3-165
Me
OH
SO2Me



3-166
Me
OMe
SO2Me



3-167
Me
OMe
SO2Et



3-168
Me
OEt
SO2Me



3-169
Me
OEt
SO2Et



3-170
Me
OiPr
SO2Me



3-171
Me
OiPr
SO2Et



3-172
Me
O(CH2)2OMe
SO2Me



3-173
Me
O(CH2)2OMe
SO2Et



3-174
Me
O(CH2)3OMe
SO2Me



3-175
Me
O(CH2)3OMe
SO2Et



3-176
Me
O(CH2)4OMe
SO2Me



3-177
Me
O(CH2)4OMe
SO2Et



3-178
Me
O(CH2)2NHSO2Me
SO2Me



3-179
Me
O(CH2)2NHSO2Me
SO2Et



3-180
Me
OCH2(CO)NMe2
SO2Me



3-181
Me
OCH2(CO)NMe2
SO2Et



3-182
Me
[1,4]dioxan-2-
SO2Me





ylmethoxy




3-183
Me
[1,4]dioxan-2- 
SO2Et





ylmethoxy




3-184
Me
O(CH2)2—O(3,5-
SO2Me





dimethoxypyrimidin-2-yl




3-185
Me
Cl
SO2Me



3-186
Me
SMe
SO2Me



3-187
Me
SOMe
SO2Me



3-188
Me
SO2Me
SO2Me



3-189
Me
SO2Me
SO2Et



3-190
Me
SEt
SO2Me



3-191
Me
SOEt
SO2Me



3-192
Me
SO2Et
SO2Me



3-193
Me
S(CH2)2OMe
SO2Me



3-194
Me
SO(CH2)2OMe
SO2Me



3-195
Me
SO2(CH2)2OMe
SO2Me



3-196
CH2SMe
OMe
SO2Me



3-197
CH2OMe
OMe
SO2Me



3-198
CH2O(CH2)2OMe
NH(CH2)2OEt
SO2Me



3-199
CH2O(CH2)2OMe
NH(CH2)3OEt
SO2Me



3-200
CH2O(CH2)3OMe
OMe
SO2Me



3-201
CH2O(CH2)2OMe
NH(CH2)2OMe
SO2Me



3-202
CH2O(CH2)2OMe
NH(CH2)3OMe
SO2Me



3-203
Et
SMe
Cl



3-204
Et
SO2Me
Cl



3-205
Et
SMe
CF3



3-206
Et
SO2Me
CF3



3-207
Et
F
SO2Me



3-208
Et
NH(CH2)2OMe
SO2Me



3-209
iPr
SO2Me
CF3



3-210
cPr
SO2Me
CF3



3-211
CF3
O(CH2)2OMe
F



3-212
CF3
O(CH2)3OMe
F



3-213
CF3
OCH2CONMe2
F



3-214
CF3
[1,4]dioxan-2-
F





ylmethoxy




3-215
CF3
O(CH2)2OMe
Cl



3-216
CF3
O(CH2)3OMe
Cl



3-217
CF3
OCH2CONMe2
Cl



3-218
CF3
[1,4]dioxan-2-
Cl





ylmethoxy




3-219
CF3
O(CH2)2OMe
Br



3-220
CF3
O(CH2)3OMe
Br



3-221
CF3
OCH2CONMe2
Br



3-222
CF3
[1,4]dioxan-2-
Br





ylmethoxy




3-223
CF3
O(CH2)2OMe
I



3-224
CF3
O(CH2)3OMe
I



3-225
CF3
OCH2CONMe2
I



3-226
CF3
[1,4]dioxan-2-
I





ylmethoxy




3-227
CF3
F
SO2Me



3-228
CF3
F
SO2Et



3-229
CF3
O(CH2)2OMe
SO2Me



3-230
CF3
O(CH2)2OMe
SO2Et



3-231
CF3
O(CH2)3OMe
SO2Me



3-232
CF3
O(CH2)3OMe
SO2Et



3-233
CF3
OCH2CONMe2
SO2Me



3-234
CF3
OCH2CONMe2
SO2Et



3-235
CF3
[1,4]dioxan-2-
SO2Me





ylmethoxy




3-236
CF3
[1,4]dioxan-2-
SO2Et





ylmethoxy




3-237
F
SMe
CF3



3-238
F
SOMe
CF3



3-239
Cl
Me
Cl



3-240
Cl
OCH2CHCH2
Cl



3-241
Cl
OCH2CHF2
Cl



3-242
Cl
O(CH2)2OMe
Cl



3-243
Cl
OCH2(CO)NMe2
Cl



3-244
Cl
O(CH2)-5-
Cl





pyrrolidin-2-one




3-245
Cl
SMe
Cl



3-246
Cl
SOMe
Cl



3-247
Cl
SO2Me
Cl



3-248
Cl
F
SMe



3-249
Cl
Cl
SO2Me



3-250
Cl
COOMe
SO2Me



3-251
Cl
CONMe2
SO2Me



3-252
Cl
CONMe(OMe)
SO2Me



3-253
Cl
CH2OMe
SO2Me



3-254
Cl
CH2OMe
SO2Et



3-255
Cl
CH2OEt
SO2Me



3-256
Cl
CH2OEt
SO2Et



3-257
Cl
CH2OCH2CHF2
SO2Me



3-258
Cl
CH2OCH2CF3
SO2Me



3-259
Cl
CH2OCH2CF3
SO2Et



3-260
Cl
CH2OCH2CF2CHF2
SO2Me



3-261
Cl
CH2Ocpentyl
SO2Me



3-262
Cl
CH2PO(OMe)2
SO2Me



3-263
Cl
4,5-dihydro-1,2-oxazol-3-yl
SMe



3-264
Cl
4,5-dihydro-1,2-oxazol-3-yl
SO2Me



3-265
Cl
4,5-dihydro-1,2-oxazol-3-yl
SO2Et



3-266
Cl
5-cyanomethyl-4,5-dihydro-
SO2Me





1,2-oxazol-3-yl




3-267
Cl
5-cyanomethyl-4,5-
SO2Et





dihydro-1,2-oxazol-3-yl




3-268
Cl
5-(methoxymethyl)-4,5-
SO2Et





dihydro-1,2-oxazol-3-y1




3-269
Cl
5-(methoxymethyl)-5- 
SO2Et





methyl-4,5-dihydro-1,2-






oxazol-3-yl




3-270
Cl
CH2O-
SO2Me





tetrahydrofuran-3-yl




3-271
Cl
CH2O-
SO2Et





tetrahydrofuran-3-yl




3-272
Cl
CH2OCH2-
SO2Me





tetrahydrofuran-2-yl




3-273
Cl
CH2OCH2-
SO2Et





tetrahydrofuran-2-yl




3-274
Cl
CH2OCH2-
SO2Me





tetrahydrofuran-3-yl




3-275
Cl
CH2OCH2-
SO2Et





tetrahydrofuran-3-yl




3-276
Cl
OMe
SO2Me



3-277
Cl
OMe
SO2Et



3-278
Cl
OEt
SO2Me



3-279
Cl
OEt
SO2Et



3-280
Cl
OiPr
SO2Me



3-281
Cl
OiPr
SO2Et



3-282
Cl
O(CH2)2OMe
SO2Me



3-283
Cl
O(CH2)4OMe
SO2Me



3-284
Cl
O(CH2)4OMe
SO2Et



3-285
Cl
O(CH2)3OMe
SO2Me



3-286
Cl
O(CH2)3OMe
SO2Et



3-287
Cl
O(CH2)2OMe
SO2Me



3-288
Cl
O(CH2)2OMe
SO2Et



3-289
Cl
[1,4]dioxan-2-ylmethoxy
SO2Me



3-290
Cl
[1,4]dioxan-2-ylmethoxy
SO2Et



3-291
Cl
OCH2(CO)NMe2
SO2Me



3-292
Cl
OCH2(CO)NMe2
SO2Et



3-293
Cl
SMe
SO2Me



3-294
Cl
SOMe
SO2Me



3-295
Br
OMe
Br



3-296
Br
O(CH2)2OMe
Br



3-297
Br
O(CH2)2OMe
SO2Me



3-298
Br
O(CH2)2OMe
SO2Et



3-299
Br
O(CH2)3OMe
SO2Me



3-300
Br
O(CH2)3OMe
SO2Et



3-301
Br
O(CH2)4OMe
SO2Me



3-302
Br
O(CH2)4OMe
SO2Et



3-303
Br
[1,4]dioxan-2-ylmethoxy
SO2Me



3-304
Br
[1,4]dioxan-2-ylmethoxy
SO2Et



3-305
I
O(CH2)2OMe
SO2Me



3-306
I
O(CH2)2OMe
SO2Et



3-307
I
O(CH2)3OMe
SO2Me



3-308
I
O(CH2)3OMe
SO2Et



3-309
I
O(CH2)4OMe
SO2Me



3-310
I
O(CH2)4OMe
SO2Et



3-311
I
[1,4]dioxan-2-ylmethoxy
SO2Me



3-312
I
[1,4]dioxan-2-ylmethoxy
SO2Et



3-313
OMe
SMe
CF3



3-314
OMe
SOMe
CF3



3-315
OMe
SO2Me
CF3



3-316
OMe
SOEt
CF3



3-317
OMe
SO2Et
CF3



3-318
OMe
S(CH2)2OMe
CF3



3-319
OMe
SO(CH2)2OMe
CF3



3-320
OMe
SO2(CH2)2OMe
CF3



3-321
OMe
SMe
Cl



3-322
OMe
SOMe
Cl



3-323
OMe
SO2Me
Cl



3-324
OMe
SEt
Cl



3-325
OMe
SOEt
Cl



3-326
OMe
SO2Et
Cl



3-327
OMe
S(CH2)2OMe
Cl



3-328
OMe
SO(CH2)2OMe
Cl



3-329
OMe
SO2(CH2)2OMe
Cl



3-330
OCH2c-Pr
SMe
CF3



3-331
OCH2c-Pr
SOMe
CF3



3-332
OCH2c-Pr
SO2Me
CF3



3-333
OCH2c-Pr
SEt
CF3



3-334
OCH2c-Pr
SOEt
CF3



3-335
OCH2c-Pr
SO2Et
CF3



3-336
OCH2c-Pr
S(CH2)2OMe
CF3



3-337
OCH2c-Pr
SO(CH2)2OMe
CF3



3-338
OCH2c-Pr
SO2(CH2)2OMe
CF3



3-339
OCH2c-Pr
SMe
Cl



3-340
OCH2c-Pr
SOMe
Cl



3-341
OCH2c-Pr
SO2Me
Cl



3-342
OCH2c-Pr
SEt
Cl



3-343
OCH2c-Pr
SOEt
Cl



3-344
OCH2c-Pr
SO2Et
Cl



3-345
OCH2c-Pr
S(CH2)2OMe
Cl



3-346
OCH2c-Pr
SO(CH2)2OMe
Cl



3-347
OCH2c-Pr
SO2(CH2)2OMe
Cl



3-348
OCH2c-Pr
SMe
SO2Me



3-349
OCH2c-Pr
SOMe
SO2Me



3-350
OCH2c-Pr
SO2Me
SO2Me



3-351
OCH2c-Pr
SEt
SO2Me



3-352
OCH2c-Pr
SOEt
SO2Me



3-353
OCH2c-Pr
SO2Et
SO2Me



3-354
OCH2c-Pr
S(CH2)2OMe
SO2Me



3-355
OCH2c-Pr
SO(CH2)2OMe
SO2Me



3-356
OCH2c-Pr
SO2(CH2)2OMe
SO2Me



3-357
SO2Me
F
CF3



3-358
SO2Me
NH2
CF3



3-359
SO2Me
NHEt
Cl



3-360
SMe
SEt
F



3-361
SMe
SMe
F



3-362
Me
H
F



3-363
Me
H
OCF3



3-364
Et
H
F



3-365
CH2SO2Me
H
Br



3-366
Cl
H
I



3-367
Cl
H
CN



3-368
Cl
H
NMe2



3-369
Cl
H
NHAc



3-370
Cl
H
pyrrol-1-yl



3-371
Cl
H
pyrrolidin-1-yl



3-372
Cl
H
pyrazol-1-yl



3-373
Cl
H
1,2,4-triazol-1-yl



3-374
Cl
H
4-methyl-3-






trifluoromethyl-






1,2,4-triazolin-5-






on-1-yl



3-375
Cl
H
SOMe



3-376
Br
H
F



3-377
Br
H
SMe



3-378
NHSO2Me
H
CF3



3-379
NHSO2Et
H
CF3



3-380
NHSO2CF3
H
CF3



3-381
NHSO2Me
H
SO2Me



3-382
NHSO2Et
H
SO2Me



3-383
NHSO2CF3
H
SO2Me



3-384
NMeSO2Me
H
CF3



3-385
NMeSO2Et
H
CF3



3-386
NMeSO2CF3
H
CF3



3-387
NMeSO2Me
H
SO2Me



3-388
NMeSO2Et
H
SO2Me



3-389
NMeSO2CF3
H
SO2Me



3-390
OMe
H
SO2Me



3-391
OSO2Me
H
CF3



3-392
OSO2Et
H
CF3



3-393
OSO2CF3
H
CF3



3-394
OSO2Me
H
SO2Me



3-395
OSO2Et
H
SO2Me



3-396
OSO2CF3
H
SO2Me



3-397
SMe
H
CF3



3-398
SOMe
H
CF3



3-399
SMe
H
F



3-400
SMe
H
Cl



3-401
SMe
H
Br



3-402
SMe
H
SMe



3-403
SO2Me
H
SO2Me



3-404
SO2NMePh
H
Cl



3-405
SO2NMe2
H
CF3



3-406
Me
OMe
CF3



3-407
Me
SMe
CN



3-408
Me
SOMe
CN



3-409
Me
SO2Me
CN



3-410
Me
Me
Cl



3-411
Me
O(CH2)2N(Me)SO2Me
Cl



3-412
Me
O(CH2)3SMe
Br



3-413
Me
O(CH2)2SEt
Br



3-414
Me
O(CH2)2SMe
Br



3-415
Me
O(CH2)3SMe
Cl



3-416
Me
O(CH2)2SEt
Cl



3-417
Me
O(CH2)2SMe
Cl



3-418
Me
OEt
Cl



3-419
Me
OMe
Cl



3-420
Me
tetrahydrofuran-2-ylmethoxy
Cl



3-421
Me
1,4-dioxan-2-ylmethoxy
Cl



3-422
Me
OEt
Cl



3-423
Me
OMe
Cl



3-424
Me
OMe
Br



3-425
Me
OEt
Br



3-426
Me
O(CH2)2OMe
Br



3-427
Me
O(CH2)3OMe
Br



3-428
Me
tetrahydrofuran-2-ylmethoxy
Br



3-429
Me
1,4-dioxan-2-ylmethoxy
Br



3-430
Me
SMe
NMe2



3-431
Me
SOMe
NMe2



3-432
Me
SO2Me
NMe2



3-433
Me
SMe
imidazol-1-yl



3-434
Me
SMe
1,2,4-triazol-1-yl



3-435
Me
SO2Me
imidazol-1-yl



3-436
Me
SOMe
1,2,4-triazol-1-yl



3-437
Me
SO2Me
1,2,4-triazol-1-yl



3-438
Me
SMe
OMe



3-439
Me
SOMe
OMe



3-440
Me
SO2Me
OMe



3-441
Me
SEt
OMe



3-442
Me
SOEt
OMe



3-443
Me
SO2Et
OMe



3-444
Me
SMe
OEt



3-445
Me
SOMe
OEt



3-446
Me
SO2Me
OEt



3-447
Me
Me
SMe



3-448
Me
Me
SO2Me



3-449
Me
Me
SEt



3-450
Me
Me
SO2Et



3-451
Me
NHiPr
SO2Me



3-452
Me
NHCH2-
SO2Me





tetrahydrofuran-2-yl




3-453
Me
NHCH2CONHEt
SO2Me



3-454
Me
NH(CH2)2OEt
SO2Me



3-455
Me
NHEt
SO2Me



3-456
Me
NHnPr
SO2Me



3-457
Me
NHCH2iPr
SO2Me



3-458
Me
NHCH2cPr
SO2Me



3-459
Me
NHCH2CH(OMe)CH2OMe
SO2Me



3-460
Me
NHCH2CH2CH2OCOMe
SO2Me



3-461
Me
NHCH2CH2(1,3-dioxan-2-yl)
SO2Me



3-462
Me
NHCH2Ph
SO2Me



3-463
Me
N(CH3)CH2cPr
SO2Me



3-464
Me
NHCH(CH3)CH2OMe
SO2Me



3-465
Me
NHCH(CH3)CH2OEt
SO2Me



3-466
Me
NHCH2CH(OMe)2
SO2Me



3-467
Me
NHCH2CH(Me)(OMe)
SO2Me



3-468
Me
NHCH2(1,3-dioxan-2-yl)
SO2Me



3-469
Me
4-Me-pyrazol-1-yl
SO2Me



3-470
Me
3,5-Me2-pyrazol-1-yl
SO2Me



3-471
Me
4-MeO-pyrazol-1-yl
SO2Me



3-472
Me
4-CN-pyrazol-1-yl
SO2Me



3-473
Me
4-Cl-pyrazol-1-yl
SO2Me



3-474
Me
1,2,3-triazol-1-yl
SO2Me



3-475
Me
1,2,4-triazol-1-yl
SO2Me



3-476
Me
5-iPr-1,2,4-triazol-1-yl 
SO2Me



3-477
Me
5-EtS-1,2,4-triazol-1-yl
SO2Me



3-478
Me
O(CH2)2SMe
SO2Me



3-479
Me
O(CH2)3SMe
SO2Me



3-480
Me
tetrahydrofuran-2-ylmethoxy
SO2Me



3-481
Me
F
SMe



3-482
Me
SMe
SO2Et



3-483
Me
SOMe
SO2Et



3-484
Me
SEt
SO2Et



3-485
Me
SOEt
SO2Et



3-486
Me
SO2Et
SO2Et



3-487
Me
SCH2CF3
SO2Me



3-488
Me
SOCH2CF3
SO2Me



3-489
Me
SO2CH2CF3
SO2Me



3-490
Me
S(CH2)2OMe
SO2Et



3-491
Me
SO(CH2)2OMe
SO2Et



3-492
Me
SO2(CH2)2OMe
SO2Et



3-493
Me
S(4-F—Ph) 
SO2Me



3-494
Me
SO(4-F—Ph) 
SO2Me



3-495
Me
SO2(4-F—Ph)
SO2Me



3-496
Et
SEt
Cl



3-497
Et
SOEt
Cl



3-498
Et
SO2Et
Cl



3-499
Et
S(CH2)2OMe
Cl



3-500
Et
SO(CH2)2OMe
Cl



3-501
Et
SO2(CH2)2OMe
Cl



3-502-503
Et
SOMe
Cl



3-504-505 
Et
Sme
Br



3-506-507 
Et
SOMe
Br



3-508-509
Et
SO2Me
Br



3-510-511
Et
SOMe
CF3



3-512
Et
SEt
CF3



3-513
Et
SOEt
CF3



3-514
Et
SO2Et
CF3



3-515
Et
S(CH2)2OMe
CF3



3-516
Et
SO(CH2)2OMe
CF3



3-517
Et
SO2(CH2)2OMe
CF3



3-518
Et
NHiPr
SO2Me



3-519
Et
SMe
SO2Et



3-520
Et
SOMe
SO2Et



3-521
Et
SO2Me
SO2Et



3-522
Et
SEt
SO2Et



3-523
Et
SOEt
SO2Et



3-524
Et
SO2Et
SO2Et



3-525
Et
S(CH2)2OMe
SO2Et



3-526
Et
SO(CH2)2OMe
SO2Et



3-527
Et
SO2(CH2)2OMe
SO2Et



3-528
Et
SEt
SO2Me



3-529
Et
SOEt
SO2Me



3-530
Et
SO2Et
SO2Me



3-531
Et
S(CH2)2OMe
SO2Me



3-532
Et
SO(CH2)2OMe
SO2Me



3-533
Et
SO2(CH2)2OMe
SO2Me



3-534
Et
SMe
SO2Me



3-535
Et
SOMe
SO2Me



3-536
Et
SO2Me
SO2Me



3-537
nPr
SMe
Cl



3-538
nPr
SOMe
Cl



3-539
nPr
SO2Me
Cl



3-540
nPr
SMe
Br



3-541
nPr
SOMe
Br



3-542
nPr
SO2Me
Br



3-543
nPr
SMe
CF3



3-544
nPr
SOMe
CF3



3-545
nPr
SO2Me
CF3



3-546
nPr
SMe
SO2Me



3-547
nPr
SOMe
SO2Me



3-548
nPr
SO2Me
SO2Me



3-549
iPr
SOMe
CF3



3-550
iPr
SO2Me
CF3



3-551
iPr
SMe
Cl



3-552
iPr
SOMe
Cl



3-553
iPr
SO2Me
Cl



3-554
iPr
SMe
Br



3-555
iPr
SOMe
Br



3-556
iPr
SO2Me
Br



3-557
iPr
SMe
SO2Me



3-558
iPr
SOMe
SO2Me



3-559
iPr
SO2Me
SO2Me



3-560
cPr
SMe
CF3



3-561
cPr
SOMe
CF3



3-562
cPr
SMe
Cl



3-563
cPr
SOMe
Cl



3-564
cPr
SO2Me
Cl



3-565
cPr
SMe
Br



3-566
cPr
SOMe
Br



3-567
cPr
SO2Me
Br



3-568
cPr
SMe
SO2Me



3-569
cPr
SOMe
SO2Me



3-570
cPr
SO2Me
SO2Me



3-571
CH2OMe
F
CF3



3-572
CH2OMe
SMe
CF3



3-573
CH2OMe
SOMe
CF3



3-574
CH2OMe
SO2Me
CF3



3-575
CH2OMe
SEt
CF3



3-576
CH2OMe
SOEt
CF3



3-577
CH2OMe
SO2Et
CF3



3-578
CH2OMe
S(CH2)2OMe
CF3



3-579
CH2OMe
SO(CH2)2OMe
CF3



3-580
CH2OMe
SO2(CH2)2OMe
CF3



3-581
CH2OMe
SMe
Cl



3-582
CH2OMe
SOMe
Cl



3-583
CH2OMe
SO2Me
Cl



3-584
CH2OMe
SEt
Cl



3-585
CH2OMe
SOEt
Cl



3-586
CH2OMe
SO2Et
Cl



3-587
CH2OMe
S(CH2)2OMe
Cl



3-588
CH2OMe
SO(CH2)2OMe
Cl



3-589
CH2OMe
SO2(CH2)2OMe
Cl



3-590
CH2OMe
SMe
SO2Me



3-591
CH2OMe
SOMe
SO2Me



3-592
CH2OMe
SO2Me
SO2Me



3-593
CH2OMe
SEt
SO2Me



3-594
CH2OMe
SOEt
SO2Me



3-595
CH2OMe
SO2Et
SO2Me



3-596
CH2OMe
S(CH2)2OMe
SO2Me



3-597
CH2OMe
SO(CH2)2OMe
SO2Me



3-598
CH2OMe
SO2(CH2)2OMe
SO2Me



3-599
CH2OMe
SMe
SO2Et



3-600
CH2OMe
SOMe
SO2Et



3-601
CH2OMe
SO2Me
SO2Et



3-602
CH2OMe
SEt
SO2Et



3-603
CH2OMe
SOEt
SO2Et



3-604
CH2OMe
SO2Et
SO2Et



3-605
CH2OMe
S(CH2)2OMe
SO2Et



3-606
CH2OMe
SO(CH2)2OMe
SO2Et



3-607
CH2OMe
SO2(CH2)2OMe
SO2Et



3-608
CH2OMe
Cl
SO2Me



3-609
CH2O(CH2)2OEt
OEt
SO2Me



3-610
CF3
SOMe
SO2Me



3-611
CF3
O(CH2)3SMe
SO2Et



3-612
CF3
O(CH2)2OEt
SO2Et



3-613
CF3
O(CH2)2SEt
SO2Et



3-614
CF3
O(CH2)2SMe
SO2Et



3-615
CF3
O(CH2)2OEt
SO2Me



3-616
CF3
O(CH2)2SEt
SO2Me



3-617
CF3
O(CH2)2SMe
SO2Me



3-618
CF3
O(CH2)3SMe
SO2Me



3-619
CF3
oxetan-3-yloxy
SO2Et



3-620
CF3
2-(2-thienyl)ethoxy
SO2Et



3-621
CF3
2-(1H-pyrazol-1-yl)ethoxy
SO2Et



3-622
CF3
1,3-dioxolan-4-ylmethoxy
SO2Et



3-623
CF3
tetrahydro-2H-pyran-2-
SO2Et





ylmethoxy




3-624
CF3
oxetan-3-yloxy
SO2Me



3-625
CF3
2-(2-thienyl)ethoxy
SO2Me



3-626
CF3
1,3-dioxolan-4-ylmethoxy
SO2Me



3-627
CF3
tetrahydrofuran-3-ylmethoxy
SO2Me



3-628
CF3
tetrahydro-2H-
SO2Me





pyran-2-ylmethoxy




3-629
F
SO2Me
CF3



3-630
F
SCH2Ph
CF3



3-631
F
SMe
F



3-632
F
SOMe
F



3-633
F
SO2Me
F



3-634
Cl
SO2Me
H



3-635
Cl
SCF2CF2H
H



3-636
Cl
SOCF2CF2H
H



3-637
Cl
SO2CF2CF2H
H



3-638
Cl
SMe
Me



3-639
Cl
SOMe
Me



3-640
Cl
SO2Me
Me



3-641
Cl
SEt
Me



3-642
Cl
SOEt
Me



3-643
Cl
SO2Et
Me



3-644
Cl
SMe
CF3



3-645
Cl
SOMe
CF3



3-646
Cl
SO2Me
CF3



3-647
Cl
CF3
Cl



3-648
Cl
CH2(4-methyl-3-
Cl





isopropoxy-1,2,4-






triazolin-5-on-1-y1)




3-649
Cl
CH2(4-methyl-3-
Cl





trifluoroethoxy-1,2,4-






triazolin-5-on-1-y1)




3-650
Cl
CH2(4-methyl-3-
Cl





(methylsulfany1)-5-






oxo-4,5-dihydro-1H-






1,2,4-triazol-1-y1)




3-651
Cl
CH2(4-methyl-3-
Cl





(methylsulfany1)-5-






oxo-4,5-dihydro-1H-






1,2,4-triazol-1-y1)




3-652
Cl
CH2(3-(dimethylamino)-4-
Cl





methy1-5-oxo-4,5-






dihydro-1H-1,2,4-triazol-1-y1)




3-653
Cl
CH2(3-oxo-5,6,7,8-tetrahydro
Cl





[1,2,4]triazolo[4,3-a]pyridin-






2(3H)-y1)




3-654
Cl
CH2(4-cyclopropyl-
Cl





3-methoxy-5-oxo-






4,5-dihydro-1H-






1,2,4-triazol-1-y1)




3-655
Cl
CH2(3-methyl-6-
Cl





oxopyridazin-1(6H)-yl)




3-656
Cl
CH2(6-oxopyridazin-
Cl





1(6H)-yl)




3-657
Cl
CH2(4-cyclopropyl-
Cl





5-oxo-3-(2,2,2-trifluoro-






ethoxy)-4,5-dihydro-






1H-1,2,4-triazol-1-y1)




3-658
Cl
CH2(3-methoxy-4-methy1-5-
Cl





oxo-4,5-dihydro-1H-1,2,4-






triazol-1-y1)




3-659
Cl
CH2(3,4-
Cl





dicyclopropy1-5-oxo-






4,5-dihydro-1H-






1,2,4-triazol-1-y1)




3-660
Cl
CH2(3-ethoxy-4-
Cl





methyl-5-oxo-4,5-






dihydro-1H-1,2,4-






triazol-1-yl)




3-661
Cl
NHCH2CONHEt
Cl



3-662
Cl
NHCH(CH3)CONHEt
Cl



3-663
Cl
NHCH2CONHiPr
Cl



3-664
Cl
NHCH(Me)CONH2
Cl



3-665
Cl
NHAc
Cl



3-666
Cl
NHCON(Me)OMe
Cl



3-667
Cl
OMe
Cl



3-668
Cl
OEt
Cl



3-669
Cl
O(CH2)3OMe
Cl



3-670
Cl
O(CH2)3SMe
Cl



3-671
Cl
O(CH2)2SEt
Cl



3-672
Cl
O(CH2)2SMe
Cl



3-673
Cl
cyclopropylmethoxy
Cl



3-674
Cl
1,4-dioxan-2-ylmethoxy
Cl



3-675
Cl
tetrahydrofuran-2- ylmethoxy
Cl



3-676
Cl
Br
Cl



3-677
Cl
SO2Me
Cl



3-678
Cl
SOMe
Cl



3-679
Cl
SMe
Cl



3-680
Cl
SEt
Cl



3-681
Cl
SOEt
Cl



3-682
Cl
SO2Et
Cl



3-683
Cl
S(CH2)2OMe
Cl



3-684
Cl
SO(CH2)2OMe
Cl



3-685
Cl
SO2(CH2)2OMe
Cl



3-686
Cl
1,4-dioxan-2-ylmethoxy
Br



3-687
Cl
O(CH2)2OMe
Br



3-688
Cl
tetrahydrofuran-2-ylmethoxy
Br



3-689
Cl
OCH2(CO)NMe2
Br



3-690
Cl
O(CH2)3OMe
Br



3-691
Cl
OMe
Br



3-692
Cl
OEt
Br



3-693
Cl
Me
SMe



3-694
Cl
Me
SO2Et



3-695
Cl
CH2N(OMe)Et
SO2Me



3-696
Cl
CH2OC2H4OMe
SO2Me



3-697
Cl
CH2OC2H4OEt
SO2Me



3-698
Cl
CH2OCH2iPr
SO2Me



3-699
Cl
CH2OCH2CF3
SMe



3-700
Cl
CH2OCH2cPr
SO2Me



3-701
Cl
CO2H
SO2Me



3-702
Cl
NHnPr
SO2Me



3-703
Cl
NHCH2cPr
SO2Me



3-704
Cl
NHCH2CH2OMe
SO2Me



3-705
Cl
NHCH2CH2OEt
SO2Me



3-706
Cl
NHCH2CH2CH2OMe
SO2Me



3-707
Cl
NHCH2CH2OCOiPr
SO2Me



3-708
Cl
NHCH2CH2OCOcPr
SO2Me



3-709
Cl
pyrazol-1-yl
SO2Me



3-710
Cl
4-Me-pyrazol-1-yl
SO2Me



3-711
Cl
4-MeO-pyrazol-1-yl
SO2Me



3-712
Cl
4-CN-pyrazol-1-yl
SO2Me



3-713
Cl
4-Cl-pyrazol-1-yl
SO2Me



3-714
Cl
3,5-Me2-pyrazol-1-yl
SO2Me



3-715
Cl
1,2,4-triazol-1-yl
SO2Me



3-716
Cl
5-iPr-1,2,4-triazol-1-yl
SO2Me



3-717
Cl
5-EtS-1,2,4-triazol-1-yl 
SO2Me



3-718
Cl
OPr
SO2Me



3-719
Cl
OPr
SO2Et



3-720
Cl
isobutoxy
SO2Me



3-721
Cl
butoxy
SO2Me



3-722
Cl
isohexyloxy
SO2Me



3-723
Cl
allyloxy
SO2Me



3-724
Cl
allyloxy
SO2Et



3-725
Cl
propargyloxy
SO2Et



3-726
Cl
propargyloxy
SO2Me



3-727
Cl
OCH2CH2F
SO2Me



3-728
Cl
OCH2CH2F
SO2Et



3-729
Cl
OCH2CF3
SO2Me



3-730
Cl
OCH2CF3
SO2Et



3-731
Cl
OCH2CN
SO2Me



3-732
Cl
OCH2CN
SO2Et



3-733
Cl
O(CH2)2OEt
SO2Et



3-734
Cl
O(CH2)2OEt
SO2Me



3-735
Cl
O(CH2)3OCF3
SO2Me



3-736
Cl
O(CH2)2OCF3
SO2Me



3-737
Cl
O(CH2)3OCF3
SO2Et



3-738
Cl
O(CH2)2OCF3
SO2Et



3-739
Cl
O(CH2)3SEt
SO2Me



3-740
Cl
O(CH2)3SMe
SO2Et



3-741
Cl
O(CH2)3SMe
SO2Me



3-742
Cl
O(CH2)2SEt
SO2Et



3-743
Cl
O(CH2)2SMe
SO2Et



3-744
Cl
O(CH2)2SEt
SO2Me



3-745
Cl
O(CH2)2SMe
SO2Me



3-746
Cl
OCH2(CO)OEt
SO2Et



3-747
Cl
OCH2(CO)OEt
SO2Me



3-748
Cl
cyclopropylmethoxy
SO2Et



3-749
Cl
cyclopropylmethoxy
SO2Me



3-750
Cl
cyclobutylmethoxy
SO2Me



3-751
Cl
cyclobutylmethoxy
SO2Et



3-752
Cl
1,3-dioxolan-2-ylmethoxy
SO2Me



3-753
Cl
tetrahydro-2H-
SO2Et





pyran-2-ylmethoxy




3-754
Cl
tetrahydro-2H-
SO2Me





pyran-2-ylmethoxy




3-755
Cl
tetrahydrofuran-3-ylmethoxy
SO2Me



3-756
Cl
tetrahydrofuran-3-ylmethoxy
SO2Et



3-757
Cl
3-(1H-tetrazol-1-yl)propoxy
SO2Et



3-758
Cl
3-(2H-tetrazol-2-yl)propoxy
SO2Et



3-759
Cl
F
SMe



3-760
Cl
F
SOMe



3-761
Cl
F
SO2Me



3-762
Cl
SO2Me
SO2Me



3-763
Cl
SEt
SO2Me



3-764
Cl
SOEt
SO2Me



3-765
Cl
SO2Et
SO2Me



3-766
Cl
S(CH2)2OMe
SO2Me



3-767
Cl
SO(CH2)2OMe
SO2Me



3-768
Cl
SO2(CH2)2OMe
SO2Me



3-769
Br
SMe
Me



3-770
Br
SOMe
Me



3-771
Br
SO2Me
Me



3-772
Br
SEt
Me



3-773
Br
SOEt
Me



3-774
Br
SO2Et
Me



3-775
Br
OEt
Br



3-776
Br
O(CH2)3OMe
Br



3-777
Br
O(CH2)2SMe
Br



3-778
Br
O(CH2)3SMe
Br



3-779
Br
O(CH2)2SEt
Br



3-780
Br
OCH2(CO)NMe2
Br



3-781
Br
1,4-dioxan-2-ylmethoxy
Br



3-782
Br
tetrahydrofuran-2-ylmethoxy 
Br



3-783
Br
OMe
I



3-784
Br
OEt
I



3-785
Br
O(CH2)2OMe
I



3-786
Br
O(CH2)3OMe
I



3-787
Br
1,4-dioxan-2-
I





ylmethoxy




3-788
Br
tetrahydrofuran-2-ylmethoxy
I



3-789
Br
OCH2(CO)NMe2
I



3-790
Br
O(CH2)3SMe
I



3-791
Br
O(CH2)2SEt
I



3-792
Br
O(CH2)2SMe
I



3-793
Br
OMe
SO2Me



3-794
Br
OMe
SMe



3-795
I
SMe
Me



3-796
I
SOMe
Me



3-797
I
SO2Me
Me



3-798
I
SEt
Me



3-799
I
SOEt
Me



3-800
I
SO2Et
Me



3-801
NO2
SMe
Me



3-802
NO2
SOMe
Me



3-803
NO2
SO2Me
Me



3-804
NO2
SEt
Me



3-805
NO2
SOEt
Me



3-806
NO2
SO2Et
Me



3-807
NO2
CH2OCH2CF3
Cl



3-808
NO2
NMe2
Cl



3-809
OH
SMe
CHF2



3-810
OH
SOMe
CHF2



3-811
OH
SO2Me
CHF2



3-812
OH
SMe
CF3



3-813
OH
SO2Me
CF3



3-814
OH
SCH2Ph
CF3



3-815
OMe
SMe
Me



3-816
OMe
SOMe
Me



3-817
OMe
SO2Me
Me



3-818
OMe
SMe
CHF2



3-819
OMe
SOMe
CHF2



3-820
OMe
SO2Me
CHF2



3-821
OMe
SMe
OMe



3-822
OMe
SOMe
OMe



3-823
OMe
SO2Me
OMe



3-824
OMe
SMe
F



3-825
OMe
SOMe
F



3-826
OMe
SO2Me
F



3-827
OMe
CH2N(SO2Me)Et
Cl



3-828
OMe
NHCOMe
Cl



3-829
OMe
NHCOEt
Cl



3-830
OMe
NHCOiPr
Cl



3-831
OMe
NHCOcycPr
Cl



3-832
OMe
NHCOCHCMez
Cl



3-833
OMe
NHCOPh
Cl



3-834
OMe
SO2Me
SO2Me



3-835
OEt
SMe
CF3



3-836
OEt
SOMe
CF3



3-837
OEt
SO2Me
CF3



3-838
OEt
SEt
CF3



3-839
OEt
SOEt
CF3



3-840
OEt
SO2Et
CF3



3-841
OEt
S(CH2)2OMe
CF3



3-842
OEt
SO(CH2)2OMe
CF3



3-843
OEt
SO2(CH2)2OMe
CF3



3-844
OEt
SMe
Cl



3-845
OEt
SOMe
Cl



3-846
OEt
SO2Me
Cl



3-847
OEt
SEt
Cl



3-848
OEt
SOEt
Cl



3-849
OEt
SO2Et
Cl



3-850
OEt
S(CH2)2OMe
Cl



3-851
OEt
SO(CH2)2OMe
Cl



3-852
OEt
SO2(CH2)2OMe
Cl



3-853
OSO2Me
SMe
CF3



3-854
OSO2Me
SOMe
CF3



3-855
OSO2Me
SO2Me
CF3



3-856
OSO2Et
SMe
CF3



3-857
OSO2Et
SOMe
CF3



3-858
OSO2Et
SO2Me
CF3



3-859
OSO2CF3
SMe
CF3



3-860
OSO2CF3
SOMe
CF3



3-861
OSO2CF3
SO2Me
CF3



3-862
SMe
SMe
H



3-863
SO2Me
SO2Me
H



3-864
SO2Me
SO2Me
Me



3-865
SO2Me
NMe2
CF3



3-866
SO2Me
NHMe
CF3



3-867
SO2Me
pyrazol-1-yl
CF3



3-868
SMe
OMe
F



3-869
SO2Me
OMe
F



3-870
SO2Me
NMe2
Cl



3-871
SO2Me
NHMe
Cl



3-872
SO2Me
NH2
Cl



3-873
SO2Me
NHc-Hex
Cl



3-874
SMe
OCH2CHF2
Br



3-875
SO2Me
OMe
SO2Me



3-876
SMe
O(CH2)3OMe
SMe



3-877
SO2Me
F
SO2Me



3-878
SO2Me
SMe
SO2Me



3-879
SO2Me
SO2Me
SO2Me
















TABLE 4







Compounds of the formula (I) according to the invention in which A


represents CY, B represents N and R represents methyl








 















Physical data


No.
X
Y
Z
(1H-NMR, DMSO-d6, 400 MHz)





4-1
F
H
Cl



4-2
F
H
Br



4-3
F
H
SO2Me
11.83 (brs, 1H), 8.07 (t, 1H),






8.01 (dd, 1H), 7.94 (dd, 1H),






3.98 (s, 3H), 3.36 (s, 3H)


4-4
F
H
SO2Et



4-5
F
H
CF3



4-6
Cl
H
F



4-7
Cl
H
Cl
9.70 (brs), 7.83 (d, 1H), 7.55






(d, 1H), 7.44 (dd, 1H), 4.10






(s, 3H)


4-8
Cl
H
Br
7.94 (d, 1H), 7.75 (dd, 1H), 7.71






(d, 1H), 3.99 (s, 3H)


4-9
Cl
H
SMe
7.66 (d, 1H), 7.45 (d, 1H), 7.36






(dd, 1H), 3.97 (s, 3H), 2.56






(s, 3H)


4-10
Cl
H
SO2Me
8.12 (s, 1H), 8.01 (s, 2H), 4.12






(s, 3H), 3.13 (s, 3H)


4-11
Cl
H
SO2CH2Cl



4-12
Cl
H
Set
7.82 (d, 1H), 7.32 (m, 1H), 7.12






(m, 1H), 4.09 (s, 3H), 3.02






(q, 2H), 1.40 (t, 3H)


4-13
Cl
H
SO2Et
8.11 (s, 1H), 8.04 (d, 1H), 8.01






(d, 1H), 4.02 (s, 3H), 3.47






(q, 2H), 1.14 (t, 3H)


4-14
Cl
H
CF3
8.00 (s, 1H), 7.92 (d, 1H), 7.85






(d, 1H), 3.94 (s, 3H)


4-15
Br
H
Cl



4-16
Br
H
Br
8.07 (s, 1H), 7.78 (d, 2H), 7.68






(d, 1H), 4.00 (s, 3H)


4-17
Br
H
SO2Me
8.26 (s, 1H), 8.02 (d, 2H), 7.86






(d, 1H), 4.11 (s, 3H), 3.12 (s, 3H)


4-18
Br
H
SO2Et



4-19
Br
H
CF3
10.95 (brs), 7.97 (s, 1H), 7.85






(d, 1H), 7.75 (dd, 1H), 4.15






(s, 3H)


4-20
SO2Me
H
Cl
8.05 (s, 1H), 8.02 (d, 1H), 7.95






(d, 1H), 4.02 (s, 3H), 3.42 (s, 3H)


4-21
SO2Me
H
Br



4-22
SO2Me
H
SMe



4-23
SO2Me
H
SOMe



4-24
SO2Me
H
SO2Me



4-25
SO2Me
H
CF3
8.41 (s, 1H), 8.07 (d, 1H), 8.00






(d, 1H), 4.19 (s, 3H), 3.37 (s, 3H)


4-26
SO2Et
H
Cl



4-27
SO2Et
H
Br



4-28
SO2Et
H
SMe



4-29
SO2Et
H
SOMe



4-30
SO2Et
H
SO2Me



4-31
SO2Et
H
CF3



4-32
NO2
H
F



4-33
NO2
H
Cl
8.15 (s, 1H), 7.79 (d, 2H), 7.73






(d, 1H), 4.18 (s, 3H)


4-34
NO2
H
Br
12.04 (brs, 1H), 8.45 (d, 1H),






8.18 (d, 1H), 7.88 (brd, 1H),






4.00 (s, 3H)


4-35
NO2
H
I
12.0 (brs, 1H), 8.53 (d, 1H), 8.31






(d, 1H), 7.68 (brd, 1H), 3.99






(s, 3H)


4-36
NO2
H
CN
12.15 (brs, 1H), 8.82 (s, 1H),






8.45 (d, 1H), 8.16 (brs, 1H), 4.02






(s, 3H)


4-37
NO2
H
SO2Me
8.68 (s, 1H), 8.47 (d, 1H), 8.23






(m, 1H), 4.03 (s, 3H), 3.43






(s, 3H)


4-38
NO2
H
SO2Et



4-39
NO2
H
CF3
8.58 (s, 1H), 8.37 (d, 1H), 8.18






(m, 1H), 4.02 (s, 3H)


4-40
Me
H
Cl
7.69 (d, 1H), 7.48 (d, 1H), 7.44






(dd, 1H), 3.97 (s, 3H), 2.44






(s, 3H)


4-41
Me
H
Br



4-42
Me
H
SO2Me
7.94 (s, 1H), 7.89 (s, 2H), 4.00






(s, 3H), 3.42 (s, 3H), 2.51 (s, 3H)


4-43
Me
H
SO2CH2Cl



4-44
Me
H
SO2Et



4-45
Me
H
CF3



4-46
CH2SO2Me
H
CF3
11.81 (brs, 1H), 7.94 (d, 1H),






7.86 (s, 1H), 7.83 (d, 1H), 4.04






(s, 2H), 4.02 (s, 3H), 1.95 (s, 3H)


4-47
Et
H
Cl
11.56 (brs, 1H), 7.68 (d, 1H),






7.48 (d, 1H), 7.44 (dd, 1H), 3.97






(s, 3H), 2.78 (q, 2H), 1.18 (t, 3H)


4-48
Et
H
Br
7.62 (s, 1H), 7.60 (d, 1H), 7.57






(dd, 1H), 3.97 (s, 3H), 2.77






(q, 2H), 1.18 (t, 3H)


4-49
Et
H
SO2Me



4-50
Et
H
SO2CH2Cl



4-51
Et
H
SEt



4-52
Et
H
SO2Et



4-53
Et
H
CF3



4-54
CF3
H
Cl
11.93 (brs), 8.03 (s, 1H), 7.96






(brs, 2H), 3.98 (s, 3H)


4-55
CF3
H
Br
10.43 (brs), 7.96 (s, 1H), 7.87






(d, 1H), 7.66 (d, 1H), 4.10 (s, 3H)


4-56
CF3
H
SO2Me



4-57
CF3
H
CF3
8.30 (brd, 1H), 8.27 (s, 1H), 8.18






(m, 1H), 4.00 (s, 3H)


4-58
NO2
NH2
F



4-59
NO2
NHMe
F



4-60
NO2
NMe2
F



4-61
NO2
Me
Cl



4-62
NO2
NH2
Cl



4-63
NO2
NHMe
Cl



4-64
NO2
NH2
Cl
2.77 (s, 6H), 3.89 (s, 3H), 7.39






(d, 1H), 7.95 (s, br, 1H)


4-65
NO2
NH2
Br



4-66
NO2
NHMe
Br
2.92 (d, 3H), 4.11 (s, 3H), 7.06






(s, br, 1H), 7.68 (d, 1H), 8.51






(d, 1 H


4-67
NO2
NMe2
Br



4-68
NO2
NH2
CF3
4.15 (s, 3H), 6.4 (s, 2H), 7.45






(d, 1H), 7.7 (d, 1H)


4-69
NO2
NMe2
CF3



4-70
NO2
NH2
SO2Me



4-71
NO2
NH2
SO2Et



4-72
NO2
NHMe
SO2Me



4-73
NO2
NMe2
SO2Me



4-74
NO2
NMe2
SO2Et



4-75
NO2
NH2
1H-1,2,4-triazol-






1-yl



4-76
NO2
NHMe
1H-1,2,4-triazol-






1-yl



4-77
NO2
NMe2
1H-1,2,4-triazol-






1-yl



4-78
Me
SMe
H
7.42-7.36 (m, 3H), 3.98 (s, 3H),






2.34 (s, 3H)


4-79
Me
SOMe
H
8.10 (d, 1H), 7.77 (d, 1H), 7.60






(t, 1H), 4.11 (s, 3H), 2.70 (s, 3H),






2.47 (s, 3H)


4-80
Me
SO2Me
H
8.11 (d, 1H), 7.94 (d, 1H), 7.63






(t, 1H), 4.01 (s, 3H), 3.28 (s, 3H),






2.73 (s, 3H)


4-81
Me
SEt
H



4-82
Me
SOEt
H



4-83
Me
SO2Et
H



4-84
Me
S(CH2)2OMe
H



4-85
Me
SO(CH2)2OMe
H



4-86
Me
SO2(CH2)2OMe
H



4-87
Me
F
F
11.63 (brs, 1H), 7.59 (ddd, 1H),






7.47 (m, 1H), 3.97 (s, 3H), 2.39






(d, 3H)


4-88
Me
SEt
F



4-89
Me
SOEt
F



4-90
Me
SO2Et
F



4-91
Me
Me
Cl



4-92
Me
F
Cl
11.69 (brs, 1H), 7.63 (t, 1H),






7.55 (d, 1H), 3.98 (s, 3H), 2.38






(d, 3H)


4-93
Me
Cl
Cl



4-94
Me
NH2
Cl



4-95
Me
NHMe
Cl



4-96
Me
NMe2
Cl
8.94 (brs), 7.38 (d, 1H), 7.32






(d, 1H), 4.10 (s, 3H), 2.87






(s, 6H), 2.48 (s, 3H)


4-97
Me
O(CH2)2OMe
Cl
7.51 (d, 1H), 7.43 (d, 1H), 6.62






(brs), 4.05 (m, 2H), 3.97 (s, 3H),






3.68 (m, 2H), 3.34 (s, 3H), 2.38






(s, 3H)


4-98
Me
O(CH2)3OMe
Cl
11.55 (s, 1H), 7.50 (d, 1H),






7.43 (d, 1H), 3.97 (s, 3H), 3.95






(t, 2H), 3.56 (t, 2H), 3.26 (s,






3H), 2.36 (s, 3H), 2.01 (quin,






2H)


4-99
Me
O(CH2)4OMe
Cl



4-100
Me
OCH2CONMe2
Cl



4-101
Me
O(CH2)2CONMe2
Cl
11.71 (bs, 1H), 7.50 (d, 1H),






7.97 (d, 1H), 4.65 (s, 2H), 3.97






(s, 3H), 2.98 (s, 3H), 2.88 (s,






3H), 2.37 (s, 3H)


4-102
Me
O(CH2)2—NH(CO)NMe2
Cl



4-103
Me
O(CH2)NH(CO)NHCO2Et
Cl



4-104
Me
O(CH2)2NHCO2Me
Cl



4-105
Me
OCH2NHSO2cPr
Cl



4-106
Me
O(CH2)-5-(2,4-
Cl





dimethyl-2,4-






dihydro-3H-1,2,4-






triazol-3-one




4-107
Me
O(CH2)-3,5-dimethyl-
Cl





1,2-oxazol-4-yl




4-108
Me
SMe
Cl
7.59 (d, 1H), 7.49 (d, 1H), 4.11






(s, 3H), 2.79 (s, 3H), 2.38 (s, 3H)


4-109
Me
SOMe
Cl
7.75 (d, 1H), 7.58 (d, 1H), 4.00






(s, 3H), 3.04 (s, 3H), 2.73 (s, 3H)






in DMSO-d6


4-110
Me
SO2Me
Cl
7.68 (d, 1H), 7.58 (d, 1H), 4.14






(s, 3H), 3.36 (s, 3H), 2.86 (s, 3H)


4-111
Me
SEt
Cl
7.36 (d, 1H), 7.50 (d, 1H), 4.10






(s, 3H), 2.88 (q, 2H), 2.79






(s, 3H), 1.22 (t, 3H)


4-112
Me
SOEt
Cl
7.63 (d, 1H), 7.40 (d, 1H), 4.09






(s, 3H), 3.32 (m, 1H), 3.11






(m, 1H), 2.73 (s, 3H), 1.36 (t, 3H)


4-13
Me
SO2Et
Cl
7.69 (d, 1H), 7.57 (d, 1H), 4.13






(s, 3H), 3.48 (q, 2H), 2.85






(s, 3H), 1.38 (t, 3H)


4-114
Me
S(CH2)2OMe
Cl



4-115
Me
SO(CH2)2OMe
Cl



4-116
Me
SO2(CH2)2OMe
Cl



4-117
Me
NH2
Br



4-118
Me
NHMe
Br



4-119
Me
NMe2
Br
9.20 (brs), 7.54 (d, 1H), 7.30






(d, 1H), 4.10 (s, 3H), 2.88






(s, 6H), 2.49 (s, 3H)


4-120
Me
OCH2CONEt2
Br
11.60 (bs, 1H), 7.65 (d, 1H),






7.40 (d, 1H), 4.59 (s, 2H), 3.97






(s, 3H), 3.32-3.38 (m, 4H), 2.39






(s, 3H), 1.14 (t, 3H), 1.07 (t,






3H)


4-121
Me
O(CH2)-5-pyrrolidin-
Br





2-one




4-122
Me
SMe
Br
10.29 (bs, 1H), 7.71 (d, 1H),






7.53 (d, 1H), 4.11 (s, 3H), 2.83






(s, 3H), 2.38 (s, 3H)


4-123
Me
SOMe
Br
9.95 (bs, 1H), 7.60 (d, 1H),






7.51 (d, 1H), 4.12 (s, 3H), 2.99






(s, 3H), 2.86 (s, 3H)


4-124
Me
SO2Me
Br
11.80 (bs, 1H), 7.93 (d, 1H),






7.74 (d, 1H), 4.00 (s, 3H), 3.45






(s, 3H), 2.73 (s, 3H)


4-125
Me
SEt
Br
10.01 (bs, 1H), 7.70 (d, 1H),






7.51 (d, 1H), 4.11 (s, 3H), 2.88






(q, 2H), 2.81 (s, 3H), 1.23 (t,






3H)


4-126
Me
SOEt
Br
7.74 (d, 1H), 7.64 (d, 1H), 4.08






(s, 3H), 3.43-3.48 (m, 1H),






3.23-3.29 (m, 1H); 2.82 (s, 3H),






1.42 (t, 3H)


4-127
Me
SO2Et
Br
11.77 (bs, 1H), 7.95 (d, 1H),






7.76 (d, 1H), 4.01 (s, 3H), 3.57






(q, 2H), 2.73 (s, 3H), 1.25 (t,






3H)


4-128
Me
SMe
I
11.60 (bs, 1H), 8.00 (d, 1H),






7.34 (d, 1H), 3.98 (s, 3H), 2.72






(s, 3H), 2.32 (s, 3H)


4-129
Me
SOMe
I
11.68 (bs, 1H), 7.98 (d, 1H),






7.43 (d, 1H), 3.99 (s, 3H), 2.96






(s, 3H), 2.67 (s, 3H)


4-130
Me
SO2Me
I
9.42 (bs, 1H), 8.25 (d, 1H),






7.32 (d, 1H), 4.13 (s, 3H), 3.30






(s, 3H), 2.88 (s, 3H)


4-131
Me
SEt
I
9.88 (bs, 1H), 7.99 (d, 1H),






7.31 (d, 1H), 4.11 (s, 3H), 2.86






(q, 2H), 2.85 (s, 3H), 1.26 (t,






3H)


4-132
Me
SOEt
I
8.03 (d, 1H), 7.43 (d, 1H), 4.08






(s,H), 3.35-3.42 (m, 1H), 3.19-






3.24 (m, 1H), 2.81 (s, 3H), 1.45






(t, 3H)


4-133
Me
SO2Et
I
11.74 (bs, 1H), 8.29 (d, 1H),






7.50 (d, 1H), 4.00 (s, 3H), 3.53






(q, 2H), 2.73 (s, 3H), 1.26 (t,






3H)


4-134
Me
Cl
CF3
7.89 (d, 1H), 7.80 (d, 1H), 4.01






(s, 3H), 2.50 (s, 3H)


4-135
Me
SMe
CF3
7.74 (s, 2H), 4.14 (s, 3H), 2.83






(s, 3H), 2.32 (s, 3H)


4-136
Me
SOMe
CF3
7.73 (d, 1H), 7.67 (d, 1H), 4.14






(s, 3H), 3.01 (s, 3H), 2.98 (s, 3H)


4-137
Me
SO2Me
CF3
8.10 (d, 1H), 8.06 (d, 1H), 4.03






(s, 3H), 3.44 (s, 3H), 2.76 (s, 3H)


4-138
Me
SEt
CF3
7.78 (d, 1H), 7.75 (d, 1H), 4.13






(s, 3H), 2.82 (s, 3H), 2.79






(q, 2H), 1.23 (t, 3H)


4-139
Me
SOEt
CF3
7.77 (d, 1H), 7.72 (d, 1H), 4.14






(s, 3H), 3.44 (m, 1H), 3.00-






2.86 (m, 1H), 2.91 (s, 3H), 1.41






(t, 3H)


4-140
Me
SO2Et
CF3
7.94 (d, 1H), 7.89 (d, 1H), 4.14






(s, 3H), 3.36 (q, 2H), 2.85






(s, 3H), 1.50 (t, 3H)


4-141
Me
S(CH2)2OMe
CF3
7.79 (d, 1H), 7.75 (d, 1H), 4.12






(s, 3H), 3.56 (t, 2H), 3.33 (s, 3H),






2.95 (t, 2H), 2.84 (s, 3H)


4-142
Me
S(O)(CH2)2OMe
CF3
7.77 (d, 1H), 7.71 (d, 1H), 4.13






(s, 3H), 3.91 (dt, 1H), 3.78






(dt, 1H), 3.56 (dt, 1H), 3.37






(s, 3H), 3.09 (m, 1H), 2.87






(s, 3H)


4-143
Me
SO2(CH2)2OMe
CF3
7.89 (d, 1H), 7.88 (d, 1H), 4.13






(s, 3H), 3.92 (t, 2H), 3.58 (t, 2H),






3.27 (s, 3H), 2.82 (s, 3H)


4-144
Me
4,5-dihydro-1,2-
SO2Me
8.16 (d, 1H), 7.96 (d, 1H), 4.61




oxazol-3-yl

(t, 2H), 4.1 (s, 3H), 3.39 (m, 2H),






3.25 (s, 3H), 2.50 (s, 3H)


4-145
Me
4,5-dihydro-1,2-
SO2Et





oxazol-3-yl




4-146
Me
5-cyanomethyl-4,5-
SO2Me





dihydro-1,2-oxazol-3-






yl




4-147
Me
5-cyanomethyl-4,5-
SO2Et





dihydro-1,2-oxazol-3-






yl




4-148
Me
NH2
SO2Me
11.61 (brs), 7.59 (d, 1H), 6.95






(d, 1H), 6.09 (brs, 2H), 3.99






(s, 3H), 3.17 (s, 3H), 2.21 (s, 3H)


4-149
Me
NHMe
SO2Me
2.35 (s, 3H), 2.9 (d, 3H), 3.28






(s, 3H), 4.0 (s, 3H), 5.38 (q,






1H), 7.28 (d, 1H), 7.72 (d, 1H)


4-150
Me
NMe2
SO2Me
9.65 (brs), 7.99 (d, 1H), 7.61






(d, 1H), 4.12 (s, 3H), 3.27






(s, 3H), 2.91 (s, 6H), 2.50 (s, 3H)


4-151
Me
NH(CH2)2OMe
SO2Me
2.43 (s, 3H), 3.18 (s, 3H), 3.38






(s, 3H), 3.4 (m, 2H), 3.6 (m,






2H), 4.11 (s, 3H), 7.35 (d, 1H),






7.76 (d, 1H)


4-152
Me
pyrazol-1-yl
SO2Me
8.11 (d, 1H), 8.07 (d, 1H), 7.99






(d, 1H), 7.86 (d, 1H), 6.59






(dd, 1H), 4.01 (s, 3H), 3.04






(s, 3H), 1.92 (s, 3H)


4-153
Me
OH
SO2Me



4-154
Me
OMe
SO2Me
11.80 (bs, 1H), 7.81 (d, 1H),






7.63 (d, 1H), 4.00 (s, 3H), 3.90






(s, 3H), 3.33 (s, 3H), 2.41 (s,






3H)


4-155
Me
OMe
SO2Et



4-156
Me
OEt
SO2Me



4-157
Me
OEt
SO2Et



4-158
Me
OiPr
SO2Me



4-159
Me
OiPr
SO2Et



4-160
Me
O(CH2)2OMe
SO2Me
7.90 (d, 1H), 7.61 (d, 1H),






5.20 (brs), 4.22 (m, 2H), 4.07






(s, 3H), 3.82 (m, 2H), 3.48






(s, 3H), 3.29 (s, 3H), 2.51 (s, 3H)


4-161
Me
O(CH2)2OMe
SO2Et
10.50 (bs, 1H), 7.95 (d, 1H),






7.64 (d, 1H), 4.24-4.26 (m,






2H), 4.12 (s, 3H), 3.81-3.83 (m,






2H), 3.49 (q, 2H), 3.47 (s, 3H),






2.54 (s, 3H), 1.24 (t, 3H)


4-162
Me
O(CH2)3OMe
SO2Me
10.00 (bs, 1H), 7.97 (d, 1H),






7.62 (d, 1H), 4.18 (t, 2H), 4.12






(s, 3H), 3.62 (t, 2H), 3.38 (s,






3H), 3.27 (s, 3H), 2.50 (s, 3H),






2.15 (quin, 2H)


4-163
Me
O(CH2)3OMe
SO2Et



4-164
Me
O(CH2)4OMe
SO2Me



4-165
Me
O(CH2)4OMe
SO2Et



4-166
Me
O(CH2)2NHSO2Me
SO2Me



4-167
Me
O(CH2)2NHSO2Me
SO2Et



4-168
Me
OCH2(CO)NMe2
SO2Me
11.73 (bs, 1H), 7.83 (d, 1H),






7.67 (d, 1H), 4.74 (s, 2H), 4.00






(s, 3H), 3.45 (s, 3H), 2.90 (s,






3H), 2.89 (s, 3H), 2.33 (s, 3H)


4-169
Me
OCH2(CO)NMe2
SO2Et



4-170
Me
[1,4]dioxan-2-
SO2Me
11.73 (bs, 1H), 7.82 (d, 1H),




ylmethoxy

7.65 (d, 1H), 4.00-4.10 (m,






1H), 3.99 (s, 3H), 3.95-4.02 (m,






1H), 3.80-3.89 (m, 2H), 3.63-






3.72 (m, 2H), 3.45-3.58 (m,






2H), 3.35 (s, 3H), 2.41 (s, 3H)


4-171
Me
[1,4]dioxan-2-
SO2Et





ylmethoxy




4-172
Me
O(CH2)2-O(3,5-
SO2Me





dimethoxypyrimidin-2-






yl)




4-173
Me
Cl
SO2Me
8.18 (d, 1H), 7.71 (d, 1H), 4.14






(s, 3H), 3.33 (s, 3H), 2.63 (s, 3H)


4-174
Me
SMe
SO2Me
8.16 (d, 1H), 7.79 (d, 1H), 4.14






(s, 3H), 3.48 (s, 3H), 2.83






(s, 3H), 2.43 (s, 3H)


4-175
Me
SOMe
SO2Me
8.00 (s, 2H), 4.02 (s, 3H), 3.49






(s, 3H), 3.11 (s, 3H), 2.87 (s, 3H)


4-176
Me
SO2Me
SO2Me
8.38 (d, 1H), 7.93 (d, 1H), 4.14






(s, 3H), 3.59 (s, 3H), 3.50






(s, 3H), 2.87 (s, 3H)


4-177
Me
SO2Me
SO2Et



4-178
Me
SEt
SO2Me
8.18 (d, 1H), 7.78 (d, 1H), 4.14






(s, 3H), 3.48 (s, 3H), 2.94






(q, 2H), 2.81 (s, 3H), 1.30 (t, 3H)


4-179
Me
SOEt
SO2Me
8.14 (d, 1H), 7.84 (d, 1H), 4.15






(s, 3H), 3.55-3.43 (m, 1H), 3.38






(s, 3H), 3.35-3.23 (m, 1H),






2.92 (s, 3H), 1.54 (t, 3H)


4-180
Me
SO2Et
SO2Me
8.29 (d, 1H), 8.13 (d, 1H), 4.01






(s, 3H), 3.73 (q, 2H), 3.60






(s, 3H), 2.73 (s, 3H), 1.38 (t, 3H)


4-181
Me
S(CH2)2OMe
SO2Me
8.12 (d, 1H), 7.80 (d, 1H), 4.13






(s, 3H), 3.61 (t, 2H), 3.49 (s, 3H),






3.34 (s, 3H), 3.10 (t, 2H), 2.81






(s, 3H)


4-182
Me
SO(CH2)2OMe
SO2Me
8.14 (d, 1H), 7.84 (d, 1H), 4.14






(s, 3H), 4.07-3.98 (m, 1H), 3.92-






3.85 (m, 1H), 3.75-3.57






(m, 1H), 3.57-3.45 (m, 1H),






3.44 (s, 3H), 3.39 (s, 3H), 2.90






(s, 3H)


4-183
Me
SO2(CH2)2OMe
SO2Me
8.36 (d, 1H), 7.92 (d, 1H), 4.15






(s, 3H), 4.00 (t, 2H), 3.94 (t, 2H),






3.56 (s, 3H), 3.35 (s, 3H), 2.85






(s, 3H)


4-184
CH2SMe
OMe
SO2Me



4-185
CH2OMe
OMe
SO2Me



4-186
CH2O(CH2)2OMe
NH(CH2)2OEt
SO2Me



4-187
CH2O(CH2)2OMe
NH(CH2)3OEt
SO2Me



4-188
CH2O(CH2)3OMe
OMe
SO2Me



4-189
CH2O(CH2)2OMe
NH(CH2)2OMe
SO2Me



4-190
CH2O(CH2)2OMe
NH(CH2)3OMe
SO2Me



4-191
Et
SMe
Cl
1.22 (t, 3H), 2.40 (s, 3H), 3.18






(q, 2H), 4.10 (s, 3H), 7.48 (s,






1H), 7.60 (s, 1H)


4-192
Et
SO2Me
Cl
1.37 (t, 3H), 3.20 (q, 2H), 3.30






(s, 3H), 4.09 (s, 3H), 7.48






(d, 1H), 7.62 (d, 1H)


4-193
Et
SMe
CF3
1.26 (t, 3H), 2.36 (s, 3H), 3.26






(q, 2H), 4.13 (s, 3H), 7.76






(s, 2H), 10.79 (s, 1H)


4-194
Et
SO2Me
CF3
1.32 (t, 3H), 3.30 (s, 3H), 3.35






(q, 2H), 4.15 (s, 3H), 7.89






(d, 1H), 7.91 (d, 1H), 11.10






(br, s, 1H)


4-195
Et
F
SO2Me
11.90 (brs, 1H), 7.87 (t, 1H),






7.76 (t, 1H), 4.01 (s, 3H), 3.41






(s, 3H), 2.82 (q, 2H), 1.21 (t, 3H)


4-196
Et
NH(CH2)2OMe
SO2Me



4-197
iPr
SMe
CF3



4-198
iPr
SO2Me
CF3
1.41 (d, 6H), 3.32 (s, 3H), 4.15






(s, 3H), 4.19 (m, 1H), 7.78






(d, 1H), 7.85 (d, 1H), 10.4






(br, s, 1H)


4-199
cPr
SO2Me
CF3



4-200
CF3
O(CH2)2OMe
F



4-201
CF3
O(CH2)3OMe
F



4-202
CF3
OCH2CONMe2
F



4-203
CF3
[1,4]dioxan-2-
F





ylmethoxy




4-204
CF3
O(CH2)2OMe
Cl



4-205
CF3
O(CH2)3OMe
Cl



4-206
CF3
OCH2CONMe2
Cl



4-207
CF3
[1,4]dioxan-2-
Cl





ylmethoxy




4-208
CF3
O(CH2)2OMe
Br



4-209
CF3
O(CH2)2OMe
Br



4-210
CF3
O(CH2)3OMe
Br



4-211
CF3
OCH2CONMe2
Br



4-212
CF3
[1,4]dioxan-2-
Br





ylmethoxy




4-213
CF3
O(CH2)2OMe
I



4-214
CF3
O(CH2)3OMe
I



4-215
CF3
OCH2CONMe2
I



4-216
CF3
[1,4]dioxan-2-
I





ylmethoxy




4-217
CF3
F
SO2Me
8.19 (pt, 1H), 7.66 (d, 1H), 3.90






(s, 3H), 3.25 (s, 3H)


4-218
CF3
F
SO2Et
8.14 (pt, 1H), 7.66 (d, 1H), 3.89






(s, 3H), 3.29 (q, 2H), 1.12 (t, 3H)


4-219
CF3
O(CH2)2OMe
SO2Me
8.31 (d, 1H), 7.88 (d, 1H), 4.35






(t, 2H), 4.00 (s, 3H), 3.76 (t, 2H),






3.47 (s, 3H), 3.36 (s, 3H)


4-220
CF3
O(CH2)2OMe
SO2Et
12.05 (s, 1H), 8.30 (d, 1H), 7.89






(d, 1H), 4.34 (t, 2H), 4.00 (s, 3H),






3.75 (t, 2H), 3.61 (q, 2H), 3.36






(s, 3H), 1.15 (t, 3H)


4-221
CF3
O(CH2)3OMe
SO2Me
12.04 (s, 1H), 8.30 (d, 1H),






7.86 (d, 1H), 4.27 (t, 2H), 3.97






(s, 3H), 3.52 (t, 2H), 3.42 (s,






3H), 3.27 (s, 3H), 2.08 (quin,






2H)


4-222
CF3
O(CH2)2OMe
SO2Et
12.01 (s, 1H), 8.28 (d, 1H),






7.86 (bs, 1H), 4.25 (t, 2H), 4.00






(s, 3H), 3.49-3.56 (m, 4H), 3.27






(s, 3H), 2.06 (quin, 2H), 1.12 (t,






3H)


4-223
CF3
OCH2CONMe2
SO2Me
8.26 (s, 1H), 7.70 (d, 1H), 4.89






(s, 2H), 3.95 (s, 3H), 3.33






(s, 3H), 2.92 (s, 3H), 2.84 (s, 3H)


4-224
CF3
OCH2CONMe2
SO2Et
12.05 (bs,H), 8.30 (d, 1H), 7.92






(d, 1H), 4.87 (s, 2H), 4.00






(s, 3H), 3.75 (q, 2H), 2.88






(s, 3H), 2.84 (s, 3H), 1.11 (t, 3H)


4-225
CF3
[1,4]dioxan-2-
SO2Me





ylmethoxy




4-226
CF3
[1,4]dioxan-2-
SO2Et





ylmethoxy




4-227
F
SMe
CF3
10.27 (brs, 1H), 8.09 (t, 1H),






7.69 (d, 1H), 4.09 (s, 3H), 2.54






(s, 3H)


4-228
F
SOMe
CF3



4-229
Cl
SMe
H
7.50 (d, 1H), 7.41 (t, 1H), 7.35






(d, 1H), 4.13 (s, 3H), 2.53 (s, 3H)


4-230
Cl
SOMe
H
8.03 (d, 1H), 7.84 (d, 1H), 7.68






(t, 1H), 4.12 (s, 3H), 2.84 (s, 3H)


4-231
Cl
SO2Me
H



4-232
Cl
SEt
H



4-233
Cl
SOEt
H



4-234
Cl
SO2Et
H



4-235
Cl
S(CH2)2OMe
H



4-236
Cl
SO(CH2)2OMe
H



4-237
Cl
SO2(CH2)2OMe
H



4-238
Cl
Me
Cl
7.63 (d, 1H), 7.59 (d, 1H), 4.00






(s, 3H), 2.51 (s, 3H)


4-239
Cl
Cl
Cl
7.85 (d, 1H), 7.77 (d, 1H), 4.00






(s, 3H)


4-240
Cl
OCH2CHCH2
Cl



4-241
Cl
OCH2CHF2
Cl



4-242
Cl
O(CH2)2OMe
Cl
10.80 (bs, 1H), 7.45-7.50 (m,






2H), 4.25-4.28 (m, 2H), 4.11 (s,






3H), 3.81-3.84 (m, 2H), 3.47 (s,






3H)


4-243
Cl
OCH2(CO)NMe2
Cl



4-244
Cl
O(CH2)-5-pyrrolidin-
Cl





2-one




4-245
Cl
SMe
Cl



4-246
Cl
SOMe
Cl



4-247
Cl
SO2Me
Cl



4-248
Cl
F
SMe



4-249
Cl
Cl
SO2Me
12.06 (brs, 1H), 8.17 (d, 1H),






8.01 (d, 1H), 4.02 (s, 3H), 3.49






(s, 3H)


4-250
Cl
COOMe
SO2Me
7.98 (d, 1H), 7.90 (d, 1H), 3.90






(s, 3H), 3.80 (s, 3H), 3.27 (s, 3H)


4-251
Cl
CONMe2
SO2Me
8.10 (d, 1H), 8.06 (d, 1H), 4.02






(s, 3H), 3.31 (s, 3H), 3.02






(s, 3H), 2.78 (s, 3H)


4-252
Cl
CONMe(OMe)
SO2Me



4-253
Cl
CH2OMe
SO2Me
3.25 (s, 3H), 3.52 (s, 3H), 4.12






(s, 3H), 5.08 (s, 2H), 7.78 (d,






1H), 8.15 (d, 1H)


4-254
Cl
CH2OMe
SO2Et



4-255
Cl
CH2OEt
SO2Me
1.25 (t, 3H), 3.28 (s, 3H), 3.72






(q, 2H), 4.15 (s, 3H), 5.15 (s,






2H), 7.78 (d, 1H), 8.15 (d, 1H)


4-256
Cl
CH2OEt
SO2Et



4-257
Cl
CH2OiPr
SO2Me



4-258
Cl
CH2Ocpentyl
SO2Me
1.5-1.85 (m, 8H), 3.3 (s, 3H),






4.15 (s, 3H), 4.15 (m, 1H), 5.1






(s, 2H), 7.78 (d, 1H), 8.15 (d,






1H)


4-259
Cl
CH2OCH2CHF2
SO2Me
3.25 (s, 3H), 3.88 (m, 2H), 4.12






(s, 3H), 5.3 (s, 2H), 5.95 (m,






1H), 7.75 (d, 1H), 8.25 (d, 1H)


4-260
Cl
CH2OCH2CF3
SO2Me
8.24 (d, 1H), 7.86 (d, 1H), 5.39






(s, 2H), 4.16 (s, 3H), 4.06






(q, 2H), 3.25 (s, 3H)


4-261
Cl
CH2OCH2CF3
SO2Et



4-262
Cl
CH2OCH2CF2CHF2
SO2Me
3.25 (s, 3H), 3.98 (t, 2H), 4.15






(s, 3H), 5.28 (s, 2H), 6.88 (m,






1H), 7.78 (d, 1H), 8.25 (d, 1H)


4-263
Cl
CH2PO3Me2
SO2Me



4-264
Cl
4,5-dihydro-1,2-
SMe
9.41 (brs), 7.84 (d, 1H), 7.28




oxazol-3-yl

(d, 1H), 4.61 (t, 2H), 4.10 (s, 3H),






3.32 (t, 2H), 2.53 (s, 3H)


4-265
Cl
4,5-dihydro-1,2-
SO2Me
8.23 (d, 1H), 7.96 (d, 1H), 4.64




oxazol-3-yl

(t, 2H), 4.13 (s, 3H), 3.46 (t, 2H),






3.27 (s, 3H)


4-266
Cl
4,5-dihydro-1,2-
SO2Et
8.17 (d, 1H), 7.95 (d, 1H), 4.63




oxazol-3-yl

(t, 2H), 4.15 (s, 3H), 3.46 (t, 2H),






3.41 (q, 2H), 1.30 (t, 3H)


4-267
Cl
5-cyanomethyl-4,5-
SO2Me





dihydro-1,2-oxazol-3-






yl




4-268
Cl
5-cyanomethyl-4,5-
SO2Et
8.17 (d, 1H), 7.97 (d, 1H), 5.19




dihydro-1,2-oxazol-3-

(m, 1H), 4.14 (s, 3H), 3.6




yl

(dd, 1H), 3.39 (q, 2H), 3.30






(dd, 1H), 2.92 (dd, 1H), 2.87






(dd, 1H), 1.32 (t, 3H)


4-269
Cl
CH2O-tetrahydro-
SO2Me
2.02 (m, 2H), 3.3 (s, 3H), 3.7




furan-3-yl

(m, 2H), 3.78 (m, 2H), 4.15 (s,






3H), 4.38 (m, 1H), 5.16 (s, 2H),






7.80 (d, 1H), 8.18 (d, 1H)


4-270
Cl
CH2O-
SO2Et





tetrahydrofuran-3-yl




4-271
Cl
CH2OCH2-
SO2Me
8.13 (d, 1H), 7.77 (d, 1H), 5.18




tetrahydrofuran-2-yl

(s, 2H), 4.12 (s, 3H), 4.08 (m,






1H), 3.82-3.58 (m, 4H), 3.31 (s,






3H), 1.5-1.7 (m, 2H), 2.01-1.81






(m, 2H).


4-272
Cl
CH2OCH2-
SO2Et





tetrahydrofuran-2-yl




4-273
Cl
CH2OCH2-
SO2Me
1.5-1.7 (m, 2H), 1.8-2.0 (m,




tetrahydrofuran-3-yl

2H), 3.3 (s, 3H), 3.6-3.85 (m,






4H), 4.05 (m, 1H), 4.12 (s, 3H),






5.18 (m, 2H), 7.78 (d, 1H), 8.18






(d, 1H)


4-274
Cl
CH2OCH2-
SO2Et





tetrahydrofuran-3-yl




4-275
Cl
pyrazol-1-yl
SO2Me



4-276
Cl
OMe
SO2Me
8.01 (d, 1H), 7.62 (d, 1H), 4.17






(s, 3H), 4.14 (s, 3H), 3.29 (s,






3H)


4-277
Cl
OMe
SO2Et
11.32 (bs, 1H), 7.99 (d, 1H),






7.60 (d, 1H), 4.14 (s, 3H), 4.12






(s, 3H), 3.45 (q, 2H), 1.28 (t,






3H)


4-278
Cl
OEt
SO2Me
10.25 (bs, 1H), 8.04 (d, 1H),






7.61 (d, 1H), 4.36 (q, 2H), 4.14






(s, 3H), 3.31 (s, 3H), 1.55 (t,






3H)


4-279
Cl
OEt
SO2Et
10.63 (bs, 1H), 8.01 (d, 1H),






7.60 (d, 1H), 4.35 (q, 2H), 4.14






(s, 3H), 3.47 (q, 2H), 1.53 (t,






3H), 1.21 (t, 3H)


4-280
Cl
OiPr
SO2Me
10.35 (bs, 1H), 8.08 (d, 1H),






7.55 (d, 1H), 5.30 (sep, 1H),






4.15 (s, 3H), 3.27 (s, 3H), 1.42






(d, 6H)


4-281
Cl
OiPr
SO2Et
10.80 (bs, 1H), 8.04 (d, 1H),






7.53 (d, 1H), 5.27 (quin, 1H),






4.14 (s, 3H), 3.44 (q, 2H), 1.41






(d, 6H), 1.25 (t, 3H)


4-282
Cl
O(CH2)2OMe
SO2Me
7.95 (d, 1H), 7.76 (d, 1H), 4.32






(t, 2H), 4.01 (s, 3H), 3.80 (t, 2H),






3.43 (s, 3H), 3.37 (s, 3H)


4-283
Cl
O(CH2)2OMe
SO2Et
11.96 (s, 1H), 7.94 (d, 1H),






7.77 (d, 1H), 4.31 (t, 2H), 4.01






(s, 3H), 3.78 (t, 2H), 3.54 (q,






2H), 3.38 (s, 3H), 1.13 (t, 3H)


4-284
Cl
O(CH2)3OMe
SO2Me
11.96 (s, 1H), 7.94 (d, 1H),






7.75 (d, 1H), 4.25 (t, 2H), 4.02






(s, 3H), 3.55 (t, 2H), 3.28 (s,






3H), 2.11 (quin, 2H)


4-285
Cl
O(CH2)3OMe
SO2Et
7.93 (d, 1H), 7.76 (d, 1H), 4.24






(t, 2H), 4.02 (s, 3H), 3.54 (t, 2H),






3.51 (q, 2H), 3.27 (s, 3H), 2.09






(m, 2H), 1.13 (t, 3H)


4-286
Cl
O(CH2)4OMe
SO2Me



4-287
Cl
O(CH2)4OMe
SO2Et



4-288
Cl
[1,4]dioxan-2-
SO2Me
12.01 (bs, 1H), 7.96 (d, 1H),




ylmethoxy

7.80 (d, 1H), 4.20-4.25 (m,






1H), 4.09-4.14 (m, 1H), 4.01 (s,






3H), 4.00-4.05 (m, 1H), 3.88






(dd, 1H), 3.80-3.83 (m, 1H),






3.65-3.72 (m, 2H), 3.45-3.55






(m, 2H), 3.43 (s, 3H)


4-289
Cl
[1,4]dioxan-2-
SO2Et
10.60 (bs, 1H), 8.03 (d, 1H),




ylmethoxy

7.63 (d, 1H), 4.38 (dd, 1H),






4.22 (dd, 1H), 4.10-4.17 (m,






1H), 4.13 (s, 3H), 3.65-3.96 (m,






5H), 3.59 (dd, 1H), 3.49 (q,






2H), 1.28 (t, 3H)


4-290
Cl
OCH2(CO)NMe2
SO2Me
10.90 (bs, 1H), 8.05 (d, 1H),






7.67 (d, 1H), 5.01 (s, 2H), 4.12






(s, 3H), 3.44 (s, 3H), 3.04 (s,






3H), 2.96 (s, 3H)


4-291
Cl
OCH2(CO)NMe2
SO2Et
12.00 (bs, 1H), 7.94 (d, 1H),






7.81 (d, 1H), 4.88 (s, 2H), 4.02






(s, 3H), 3.71 (q, 2H), 2.89 (s,






3H), 2.88 (s, 3H), 1.11 (t, 3H)


4-292
Cl
SMe
SO2Me
11.20 (brs, 1H), 8.20 (d, 1H),






7.77 (d, 1H), 4.15 (s, 3H), 3.50






(s, 3H), 2.54 (s, 3H)


4-293
Cl
SOMe
SO2Me



4-294
Br
OMe
Br
11.83 (s, 1H), 7.85 (d, 1H),






7.43 (d, 1H), 4.01 (s, 3H), 3.85






(s, 3H)


4-295
Br
O(CH2)2OMe
Br
10.58 (brs, 1H), 7.68 (d, 1H),






7.33 (d, 1H), 4.25 (m, 2H), 4.13






(s, 3H), 3.86 (m, 2H), 3.48






(s, 3H)


4-296
Br
O(CH2)2OMe
SO2Me



4-297
Br
O(CH2)2OMe
SO2Et



4-298
Br
O(CH2)3OMe
SO2Me



4-299
Br
O(CH2)3OMe
SO2Et



4-300
Br
O(CH2)4OMe
SO2Me



4-301
Br
O(CH2)4OMe
SO2Et



4-302
Br
[1,4]dioxan-2-
SO2Me





ylmethoxy




4-303
Br
[1,4]dioxan-2-
SO2Et





ylmethoxy




4-304
I
O(CH2)2OMe
SO2Me



4-305
I
O(CH2)2OMe
SO2Et



4-306
I
O(CH2)3OMe
SO2Me



4-307
I
O(CH2)3OMe
SO2Et
10.35 (bs, 1H), 8.10 (d, 1H),






7.49 (d, 1H), 4.35 (t, 2H), 4.21






(s, 3H), 3.64 (t, 2H), 3.46 (q,






2H), 3.39 (s, 3H), 2.23 (quin,






2H), 1.27 (t, 3H)


4-308
I
O(CH2)4OMe
SO2Me



4-309
I
O(CH2)4OMe
SO2Et



4-310
I
[1,4]dioxan-2-
SO2Me





ylmethoxy




4-311
I
[1,4]dioxan-2-
SO2Et





ylmethoxy




4-312
OMe
SMe
CF3
7.83 (d, 1H), 7.70 (d, 1H), 4.01






(s, 3H), 3.96 (s, 3H), 2.44 (s, 3H)


4-313
OMe
SOMe
CF3
11.82 (brs, 1H), 8.05 (d, 1H),






7.80 (d, 1H), 4.03 (s, 3H), 3.98






(s, 3H), 3.10 (s, 3H)


4-314
OMe
SO2Me
CF3
10.23 (brs), 8.31 (d, 1H), 7.90






(d, 1H), 4.19 (s, 3H), 4.13






(s, 3H), 3.43 (s, 3H)


4-315
OMe
SEt
CF3
8.21 (d, 1H), 7.68 (d, 1H), 4.19






(s, 3H), 4.11 (s, 3H), 3.01






(q, 2H), 1.22 (t, 3H)


4-316
OMe
SOEt
CF3



4-317
OMe
SO2Et
CF3
8.35 (d, 1H), 7.93 (d, 1H), 4.20






(s, 3H), 4.14 (s, 3H), 3.56






(q, 2H), 1.37 (t, 3H)


4-318
OMe
S(CH2)2OMe
CF3



4-319
OMe
SO(CH2)2OMe
CF3



4-320
OMe
SO2(CH2)2OMe
CF3



4-321
OMe
SMe
Cl



4-322
OMe
SOMe
Cl



4-323
OMe
SO2Me
Cl



4-324
OMe
SEt
Cl



4-325
OMe
SOEt
Cl



4-326
OMe
SO2Et
Cl



4-327
OMe
S(CH2)2OMe
Cl



4-328
OMe
SO(CH2)2OMe
Cl



4-329
OMe
SO2(CH2)2OMe
Cl



4-330
OCH2c-Pr
SMe
CF3
8.21 (d, 1H), 7.66 (d, 1H), 4.25






(d, 2H), 4.09 (s, 3H), 2.51






(s, 3H), 1.49 (m, 1H), 0.72






(m, 2H), 0.43 (m, 2H)


4-331
OCH2c-Pr
SOMe
CF3
8.34 (d, 1H), 7.74 (d, 1H), 4.54






(dd, 1H), 4.10 (s, 3H), 4.07 (dd,






1H), 3.19 (s, 3H), 1.65-1.43






(m, 1H), 0.71-0.60 (m, 3H), 0.44






(m, 1H)


4-332
OCH2c-Pr
SO2Me
CF3
8.39 (d, 1H), 7.91 (d, 1H), 4.21






(d, 2H), 4.11 (s, 3H), 3.49






(s, 3H), 1.67-1.43 (m, 1H), 0.75






(m, 2H), 0.56 (m, 2H)


4-333
OCH2c-Pr
SEt
CF3



4-334
OCH2c-Pr
SOEt
CF3



4-335
OCH2c-Pr
SO2Et
CF3



4-336
OCH2c-Pr
S(CH2)2OMe
CF3



4-337
OCH2c-Pr
SO(CH2)2OMe
CF3



4-338
OCH2c-Pr
SO2(CH2)2OMe
CF3



4-339
OCH2c-Pr
SMe
Cl



4-340
OCH2c-Pr
SOMe
Cl



4-341
OCH2c-Pr
SO2Me
Cl



4-342
OCH2c-Pr
SEt
Cl



4-343
OCH2c-Pr
SOEt
Cl



4-344
OCH2c-Pr
SO2Et
Cl



4-345
OCH2c-Pr
S(CH2)2OMe
Cl



4-346
OCH2c-Pr
SO(CH2)2OMe
Cl



4-347
OCH2c-Pr
SO2(CH2)2OMe
Cl



4-348
OCH2c-Pr
SMe
SO2Me



4-349
OCH2c-Pr
SOMe
SO2Me



4-350
OCH2c-Pr
SO2Me
SO2Me



4-351
OCH2c-Pr
SEt
SO2Me



4-352
OCH2c-Pr
SOEt
SO2Me



4-353
OCH2c-Pr
SO2Et
SO2Me



4-354
OCH2c-Pr
S(CH2)2OMe
SO2Me



4-355
OCH2c-Pr
SO(CH2)2OMe
SO2Me



4-356
OCH2c-Pr
SO2(CH2)2OMe
SO2Me



4-357
SO2Me
F
CF3



4-358
SO2Me
NH2
CF3
7.78 (d, 1H), 7.00 (d, 1H), 6.14






(brs, 2H), 4.18 (s, 3H), 3.30






(s, 3H)


4-359
SO2Me
NHEt
Cl



4-360
SMe
SEt
F



4-361
SMe
SMe
F
11.62 (brs, 1H), 7.60 (t, 1H),






7.44 (t, 1H), 4.03 (s, 3H), 2.54






(d, 3H), 2.44 (s, 3H)


4-362
Me
H
F
10.35 (brs, 1H), 7.88 (dd, 1H),






7.08-7.02 (m, 2H), 4.08 (s, 3H)


4-363
Me
H
OCF3
11.58 (brs, 1H), 7.80 (d, 1H),






7.40 (s, 1H), 7.37 (d, 1H), 3.98






(s, 3H), 2.48 (s, 3H)


4-364
Et
H
F
11.50 (brs, 1H), 7.73 (dd, 1H),






7.26 (dd, 1H), 7.20 (ddd, 1H),






3.97 (s, 3H), 2.80 (q, 2H), 1.19






(t, 3H)


4-365
Cl
H
I
9.65 (brs, 1H), 7.91 (d, 1H), 7.80






(dd, 1H), 7.56 (d, 1H), 4.10






(s, 3H)


4-366
Cl
H
CN
10.55 (brs, 1H), 7.90 (d, 1H),






7.84 (d, 1H), 7.74 (dd, 1H), 4.13






(s, 3H)


4-367
Cl
H
NMe2
9.22 (brs, 1H), 7.95 (d, 1H), 6.6






(d, 1H), 6.65 (dd, 1H), 4.06






(s, 3H), 3.08 (s, 6H)


4-368
Cl
H
NHAc
11.8 (brs, 1H), 10.3 (brs, 1H),






7.93 (d, 1H), 7.72 (dd, 1H), 7.54






(d, 1H), 3.99 (s, 3H), 2.09 (s, 3H)


4-369
Cl
H
pyrrol-1-yl
9.79 (brs, 1H), 8.00 (d, 1H), 7.55






(d, 1H), 7.47 (dd, 1H), 4.11






(s, 3H), 3.37 (m, 4H), 2.07






(m, 4H)


4-370
Cl
H
pyrrolidin-1-yl
9.21 (brs, 1H), 7.94 (d, 1H), 6.54






(d, 1H), 6.51 (dd, 1H), 7.16






(dd, 1H), 6.42 (dd, 1H), 4.11






(s, 3H)


4-371
Cl
H
pyrazol-1-yl
8.71 (dd, 1H), 8.14 (dd, 1H),






8.01 (dd, 1H), 7.90 (d, 1H), 7.85






(d, 1H), 6.64 (dd, 1H), 4.00






(s, 3H)


4-372
Cl
H
1,2,4-triazol-1-yl
8.69 (s, 1H), 8.17 (s, 1H), 8.05






(d, 1H), 7.99 (d, 1H), 7.80






(dd, 1H), 4.13 (s, 3H)


4-373
Cl
H
4-methyl-3-
11.84 (brs, 1H), 8.11 (d, 1H),





trifluoromethyl-
7.99 (dd, 1H), 7.92 (d, 1H), 4.00





1,2,4-triazolin-5-
(s, 3H), 3.38 (s, 3H)





on-1-yl



4-374
Cl
H
SOMe
7.95 (d, 1H), 7.91 (d, 1H), 7.81






(dd, 1H), 4.01 (s, 3H), 2.85






(s, 3H)


4-375
Br
H
F
11.8 (brs, 1H), 7.82 (dd, 1H),






7.78 (dd, 1H), 7.45 (ddd, 1H),






4.01 (s, 3H)


4-376
Br
H
SMe
7.62 (d, 1H), 7.58 (d, 1H), 7.39






(dd, 1H), 3.99 (s, 3H), 2.55






(s, 3H)


4-377
NHSO2Me
H
CF3



4-378
NHSO2Et
H
CF3



4-379
NHSO2CF3
H
CF3



4-380
NHSO2Me
H
SO2Me



4-381
NHSO2Et
H
SO2Me



4-382
NHSO2CF3
H
SO2Me



4-383
NMeSO2Me
H
CF3



4-384
NMeSO2Et
H
CF3



4-385
NMeSO2CF3
H
CF3



4-386
NMeSO2Me
H
SO2Me



4-387
NMeSO2Et
H
SO2Me



4-388
NMeSO2CF3
H
SO2Me



4-389
OMe
H
SO2Me
10.14 (brs, 1H), 8.45 (d, 1H),






7.72 (d, 1H), 7.68 (s, 1H), 4.20






(s, 3H), 4.08 (s, 3H), 3.13 (s, 3H)


4-390
OSO2Me
H
CF3



4-391
OSO2Et
H
CF3



4-392
OSO2CF3
H
CF3



4-393
OSO2Me
H
SO2Me



4-394
OSO2Et
H
SO2Me



4-395
OSO2CF3
H
SO2Me



4-396
SMe
H
CF3
11.02 (brs, 1H), 8.09 (d, 1H),






7.59 (s, 1H), 7.58 (d, 1H), 4.12






(s, 3H), 2.55 (s, 3H)


4-397
SOMe
H
CF3
8.41 (s, 1H), 8.38 (d, 1H), 8.20






(d, 1H), 3.98 (s, 3H), 2.86 (s, 3H)


4-398
SMe
H
F
10.91 (brs, 1H), 8.06 (dd, 1H),






7.08-7.00 (m, 2H), 4.09 (s, 3H),






2.49 (s, 3H)


4-399
SMe
H
Cl
10.75 (brs, 1H), 7.93 (d, 1H),






7.33 (d, 1H), 7.30 (dd, 1H), 4.09






(s, 3H), 2.51 (s, 3H)


4-400
SMe
H
Br
11.64 (brs, 1H), 7.68 (d, 1H),






7.57 (d, 1H), 7.52 (dd,H), 3.96






(s, 3H), 2.27 (s, 3H)


4-401
SMe
H
SMe
7.72 (d, 1H), 7.18 (s, 1H), 7.16






(d, 1H), 3.94 (s, 3H), 2.57






(s, 3H), 2.47 (s, 3H)


4-402
SO2Me
H
SO2Me
8.50 (s, 1H), 8.45 (d, 1H), 8.21






(d, 1H), 4.05 (s, 3H), 3.45






(s, 3H), 3.40 (s, 3H)


4-403
SO2NMePh
H
Cl
11.82 (brs, 1H), 7.91 (d, 1H),






7.86 (d, 1H), 7.42-7.32 (m, 3H),






7.24-7.20 (m, 3H), 3.99 (s, 3H),






3.21 (s, 3H)


4-404
SO2NMe2
H
CF3
11.87 (brs, 1H), 8.25 (d, 1H),






8.11 (s, 1H), 8.12 (d, 1H), 4.05






(s, 3H), 2.77 (s, 6H)


4-405
Me
OMe
CF3
10.76 (bs, 1H), 7.64 (s, 2H),






4.12 (s, 3H), 3.89 (s, 3H), 2.53






(s, 3H)


4-406
Me
SMe
CN
7.78 (d, 1H), 7.73 (d, 1H), 4.13






(s, 3H), 2.76 (s, 3H), 2.53






(s, 3H)


4-407
Me
SOMe
CN



4-408
Me
SO2Me
CN
8.04 (d, 1H), 8.03 (d, 1H), 4.09






(s, 3H), 3.38 (s, 3H), 2.89






(s, 3H)


4-409
Me
Me
Cl
9.74 (brs, 1H), 7.47 (d, 1H), 7.38






(d, 1H), 4.10 (s, 3H), 2.47






(s, 3H), 2.41 (s, 3H)


4-410
Me
O(CH2)2N(Me)SO2Me
Cl
11.56 (bs, 1H), 7.52 (d, 1H),






7.46 (d, 1H), 4.05 (t, 2H), 3.98






(s, 3H), 3.54 (t, 2H), 2.95 (s,






3H), 2.94 (s, 3H), 2.40 (s, 3H)


4-411
Me
O(CH2)3SMe
Br
11.60 (bs, 1H), 7.65 (d, 1H),






7.37 (d, 1H), 3.97 (s, 3H), 3.96






(t, 2H), 2.72 (t, 2H), 2.38 (s,






3H), 2.09 (s, 3H), 2.06 (quin,






2H)


4-412
Me
O(CH2)2SEt
Br
11.60 (bs, 1H), 7.66 (d, 1H),






7.38 (d, 1H), 4.03 (t, 2H), 3.98






(s, 3H), 2.97 (t, 2H), 2.63 (q,






2H), 2.41 (s, 3H), 1.22 (t, 3H)


4-413
Me
O(CH2)2SMe
Br
11.60 (bs, 1H), 7.66 (d, 1H),






7.38 (d, 1H), 4.05 (t, 2H), 3.98






(s, 3H), 2.93 (t, 2H), 2.42 (s,






3H), 2.17 (s, 3H)


4-414
Me
O(CH2)3SMe
Cl
11.61 (bs, 1H), 7.51 (d, 1H),






7.45 (d, 1H), 3.97 (t, 2H), 3.97






(s, 3H), 2.71 (t, 2H), 2.37 (s,






3H), 2.09 (s, 3H), 2.05 (quin,






2H)


4-415
Me
O(CH2)2SEt
Cl
11.59 (bs, 1H), 7.51 (d, 1H),






7.46 (d, 1H), 4.05 (t, 2H), 3.98






(s, 3H), 2.95 (t, 2H), 2.63 (q,






2H), 2.40 (s, 3H), 1.21 (t, 3H)


4-416
Me
O(CH2)2SMe
Cl
11.60 (bs, 1H), 7.52 (d, 1H),






7.46 (d, 1H), 4.07 (t, 2H), 3.98






(s, 3H), 2.92 (t, 2H), 2.41 (s,






3H), 2.16 (s, 3H)


4-417
Me
OEt
Cl
11.59 (bs, 1H), 7.51 (d, 1H),






7.44 (d, 1H), 3.97 (s, 3H), 3.97






(q, 2H), 2.37 (s, 3H), 1.39 (t,






3H)


4-418
Me
OMe
Cl
11.65 (bs, 1H), 7.50 (d, 1H),






7.44 (d, 1H), 3.97 (s, 3H), 3.79






(s, 3H), 2.37 (s, 3H)


4-419
Me
tetrahydrofuran-2-
Cl
7.31 (s, 2H), 4.20-4.23 (m, 1H),




ylmethoxy

3.94 (s, 3H), 3.80-3.87 (m, 3H),






3.71-3.76 (m, 1H), 2.37 (s, 3H),






1.97-2.03 (m, 1H), 1.76-1.92






(m, 4H)


4-420
Me
1,4-dioxan-2-
Cl
11.55 (s, 1H), 7.49 (d, 1H),




ylmethoxy

7.44 (d, 1H), 3.97 (s, 3H), 3.86-






3.97 (m, 3H), 3.78-3.81 (m,






1H), 3.62-3.69 (m, 2H), 3.40-






3.54 (m, 3H), 2.37 (s, 3H)


4-421
Me
O(CH2)2NHSO2iPr
Cl



4-422
Me
O(CH2)2NHCOOMe
Cl
11.60 (bs, 1H), 7.50 (d, 1H),






7.44 (d, 1H), 3.97 (s, 3H), 3.91






(t, 2H), 3.55 (s, 3H), 3.38 (t,






2H), 2.35 (s, 3H)


4-423
Me
OMe
Br
11.59 (bs, 1H), 7.65 (d, 1H),






7.37 (d, 1H), 3.97 (s, 3H), 3.77






(s, 3H), 2.39 (s, 3H)


4-424
Me
OEt
Br
11.57 (bs, 1H), 7.64 (d, 1H),






7.36 (d, 1H), 3.97 (s, 3H), 3.95






(q, 2H), 2.38 (s, 3H), 1.40 (t,






3H)


4-425
Me
O(CH2)2OMe
Br
11.60 (bs, 1H), 7.64 (d, 1H),






7.36 (d, 1H), 4.03 (t, 2H), 3.97






(s, 3H), 3.70 (t, 2H), 3.34 (s,






3H), 2.39 (s, 3H)


4-426
Me
O(CH2)3OMe
Br
11.60 (bs, 1H), 7.64 (d, 1H),






7.36 (d, 1H), 3.97 (s, 3H), 3.93






(t, 2H), 3.56 (t, 2H), 3.28 (s,






3H), 2.38 (s, 3H), 2.04 (quin,






2H)


4-427
Me
tetrahydrofuran-2-
Br
11.60 (bs, 1H), 7.64 (d, 1H),




ylmethoxy

7.36 (d, 1H), 4.21-4.24 (m,






1H), 3.97 (s, 3H), 3.87 (d, 2H),






3.79-3.86 (m, 1H), 3.69-3.74






(m, 1H), 2.40 (s, 3H), 1.95-2.05






(m, 1H), 1.75-1.88 (m, 3H)


4-428
Me
1,4-dioxan-2-
Br
11.60 (bs, 1H), 7.64 (d, 1H),




ylmethoxy

7.37 (d, 1H), 3.97 (s, 3H), 3.84-






3.95 (m, 4H), 3.75-3.83 (m,






1H), 3.60-3.70 (m, 2H), 3.45-






3.55 (m, 2H), 2.38 (s, 3H)


4-429
Me
SMe
NMe2
7.71 (d, 1H), 6.98 (d, 1H), 4.08






(s, 3H), 2.92 (s, 6H), 2.75






(s, 3H), 2.29 (s, 3H)


4-430
Me
SOMe
NMe2



4-431
Me
SO2Me
NMe2



4-432
Me
SMe
imidazol-1-yl
7.66 (d, 1H), 7.21 (s, 2H), 7.05






(s, 1H), 4.17 (s, 3H), 2.75






(s, 3H), 1.95 (s, 3H)


4-433
Me
SMe
1,2,4-triazol-1-yl
8.64 (s, 1H), 8.15 (s, 1H), 7.74






(d, 1H), 7.53 (d, 1H), 4.15






(s, 3H), 2.82 (s, 3H), 2.06






(s, 3H)


4-434
Me
SO2Me
imidazol-1-yl
9.03 (s, 1H), 8.02 (d, 1H), 7.72






(s, 1H), 7.65 (d, 1H), 7.59






(s, 1H), 4.03 (s, 3H), 3.34






(s, 3H), 2.80 (s, 3H)


4-435
Me
SOMe
1,2,4-triazol-1-yl
8.72 (s, 1H), 8.19 (s, 1H), 7.87






(d, 1H), 7.54 (d, 1H), 4.01






(s, 3H), 3.10 (s, 3H), 2.66






(s, 3H)


4-436
Me
SO2Me
1,2,4-triazol-1-yl
8.71 (s, 1H), 8.20 (s, 1H), 7.98






(d, 1H), 7.58 (d, 1H), 4.01






(s, 3H), 3.36 (s, 3H), 2.76






(s, 3H)


4-437
Me
SMe
OMe
7.85 (d, 1H), 6.91 (d, 1H), 4.08






(s, 3H), 3.99 (s, 3H), 2.76






(s, 3H), 2.33 (s, 3H)


4-438
Me
SOMe
OMe
7.86 (d, 1H), 7.28 (d, 1H), 4.08






(s, 3H), 4.07 (s, 3H), 3.35






(s, 3H), 2.80 (s, 3H)


4-439
Me
SO2Me
OMe
7.82 (d, 1H), 7.26 (d, 1H), 4.05






(s, 3H), 4.00 (s, 3H), 3.46






(s, 3H), 2.71 (s, 3H)


4-440
Me
SEt
OMe
7.76 (d, 1H), 6.88 (d, 1H), 4.09






(s, 3H), 3.97 (s, 3H), 2.83






(q, 2H), 2.74 (s, 3H), 1.17






(t, 3H)


4-441
Me
SOEt
OMe
7.77 (d, 1H), 6.82 (d, 1H), 4.05






(s, 3H), 3.96 (s, 3H), 3.50-






3.40 (m, 1H), 3.28-3.20






(m, 1H), 2.67 (s, 3H), 1.22






(t, 3H)


4-442
Me
SO2Et
OMe
7.80 (d, 1H), 7.02 (d, 1H), 4.12






(s, 3H), 4.03 (s, 3H), 3.43






(q, 2H), 2.84 (s, 3H), 1.31






(t, 3H)


4-443
Me
SMe
OEt
7.80 (d, 1H), 6.87 (d, 1H), 4.20






(q, 2H), 4.08 (s, 3H), 2.74






(s, 3H), 2.35 (s, 3H), 1.53






(t, 3H)


4-444
Me
SOMe
OEt



4-445
Me
SO2Me
OEt
7.82 (d, 1H), 7.02 (d, 1H), 4.28






(q, 2H), 4.11 (s, 3H), 3.34






(s, 3H), 2.82 (s, 3H), 1.55






(t, 3H)


4-446
Me
Me
SMe
9.81 (brs, 1H), 7.57 (d, 1H), 7.11






(d, 1H), 4.09 (s, 3H), 2.51






(s, 3H), 2.45 (s, 3H), 2.33 (s, 3H)


4-447
Me
Me
SO2Me
8.06 (d, 1H), 7.59 (d, 1H), 4.13






(s, 3H), 3.13 (s, 3H), 2.72






(s, 3H), 2.47 (s, 3H)


4-448
Me
Me
SEt
7.43 (d, 1H), 7.17 (d, 1H), 4.11






(s, 3H), 2.99 (q, 2H), 2.44






(s, 3H), 2.35 (s, 3H), 1.38 (t, 3H)


4-449
Me
Me
SO2Et
8.03 (d, 1H), 7.58 (d, 1H), 4.15






(s, 3H), 3.20 (q, 2H), 2.69






(s, 3H), 2.47 (s, 3H), 1.31 (t, 3H)


4-450
Me
NHiPr
SO2Me
11.70 (brs), 7.77 (d, 1H), 7.27






(d, 1H), 5.6 (brs, 1H), 4.00






(s, 3H), 3.63 (m, 1H), 3.29






(s, 3H), 2.32 (s, 3H), 1.15 (d, 6H)


4-451
Me
NHCH2-
SO2Me
7.73 (d, 1H), 7.29 (d, 1H), 5.73




tetrahydrofuran-2-yl

(bs, 1H), 4.15 (m, 1H), 4.00






(s, 3H), 3.85-3.66 (m, 4H), 3.17






(s, 3H), 2.34 (s, 3H), 2.02-1.55






(m, 4H)


4-452
Me
NHCH2CONHEt
SO2Me
8.15 (t, 1H), 7.72 (d, 1H), 7.27






(d, 1H), 6.18 (t, 1H), 3.99 (s, 3H),






3.88 (d, 2H), 3.32 (s, 3H), 3.14






(m, 2H), 2.32 (s, 3H), 1.04 (t, 3H)


4-453
Me
NH(CH2)2OEt
SO2Me
1.23 (t, 3H), 2.45 (s, 3H), 3.20






(s, 3H), 3.42 (m, 2H), 3.56 (q,






2H), 3.65 (m, 2H), 4.11 (s, 3H),






7.25 (d, 1H), 7.78 (d, 1H), 10.40






(s, 1H)


4-454
Me
NHEt
SO2Me
1.30 (t, 3H), 2.46 (s, 3H), 3.10






(s, 3H), 3.27 (q, 2H), 4.11






(s, 3H), 5.54 (s, br, 1H), 7.26






(d, 1H), 7.79 (d, 1H), 10.75






(s, 1H)


4-455
Me
NHnPr
SO2Me
1.03 (t, 3H), 1.69 (m, 2H), 2.46






(s, 3H), 3.09 (s, 3H), 3.19 (t, 2H),






4.11 (s, 3H), 5.66 (s, br, 1H),






7.25 (d, 1H), 7.79 (d, 1H), 10.64






(s, 1H)


4-456
Me
NHCH2iPr
SO2Me
1.05 (d, 3H), 1.93 (m, 1H), 2.46






(s, 3H), 3.04 (d, 2H), 3.09






(s, 3H), 4.12 (s, 3H), 5.75






(s, br, 1H), 7.24 (d, 1H), 7.81






(d, 1H), 10.24 (s, 1H)


4-457
Me
NHCH2cPr
SO2Me
0.28 (m, 2H), 0.60 (m, 2H), 1.11






(m, 1H), 2.44 (s, 3H), 3.12






(d, 2H), 3.14 (s, 3H), 4.12






(s, 3H), 5.88 (s, br, 1H), 7.22






(d, 1H), 7.82 (d, 1H), 9.91 (s, 1H)


4-458
Me
NHCH2CH(OMe)CH2OMe
SO2Me
2.46 (s, 3H), 3.18 (s, 3H), 3.23






(m, 1H), 3.39 (s, 3H), 3.48






(s, 3H), 3.48 (m, 1H), 3.55






(m, 2H), 3.58 (m, 1H), 4.11






(s, 3H), 5.84 (s, br, 1H), 7.27






(d, 1H), 7.78 (d, 1H), 10.46






(s, 1H)


4-459
Me
NHCH2CH2CH2OCOMe
SO2Me
2.00 (m, 2H), 2.07 (s, 3H), 2.45






(s, 3H), 3.11 (s, 3H), 3.29 (t, 2H),






4.10 (s, 3H), 4.21 (t, 2H), 7.30






(d, 1H), 7.76 (d, 1H), 11.2






(s, br, 1H)


4-460
Me
NHCH2CH2(1,3-
SO2Me
1.38 (dd, 1H), 1.98 (m, 2H), 2.12




dioxan-2-yl)

(m, 1H), 2.45 (s, 3H), 3.14






(s, 3H), 3.32 (s, br, 2H), 3.79






(m, 2H), 4.11 (s, 3H), 4.14






(m, 2H), 4.77 (t, 1H), 5.72






(s, br, 1H), 7.27 (d, 1H), 7.78






(d, 1H), 10.44 (s, 1H)


4-461
Me
NHCH2Ph
SO2Me
2.56 (s, 3H), 2.68 (s, 3H), 4.11






(s, 3H), 4.41 (s, 2H), 5.98






(s, br, 1H), 7.32 (d, 1H), 7.34






(m, 5H), 7.78 (d, 1H), 10.88






(s, 1H)


4-462
Me
N(CH3)CH2cPr
SO2Me
0.12 (m, 1H), 0.22 (m, 1H), 0.47






(m, 1H), 0.64 (m, 1H), 1.09






(m, 1H), 2.44 (s, 3H), 2.65






(m, 1H), 2.95 (s, 3H), 3.19






(m, 1H), 3.34 (s, 3H), 4.10






(s, 3H), 7.60 (d, 1H), 7.91 (d, 1H)


4-463
Me
NHCH(CH3)CH2OMe
SO2Me
1.23 (d, 3H), 2.42 (s, 3H), 3.18






(s, 3H), 3.30 (s, 3H), 3.35-3.48






(m, 2H), 3.82 (m, 1H), 4.12






(s, 3H), 5.95 (d, 1H), 7.22






(d, 1H), 7.81 (d, 1H), 10.04






(s, 1H)


4-464
Me
NHCH(CH3)CH2OEt
SO2Me
1.22 (t, 3H), 1.92 (q, 2H), 2.47






(s, 3H), 3.13 (s, 3H), 3.32 (t, 2H),






3.51 (q, 2H), 3.58 (t, 2H), 4.11






(s, 3H), 5.63 (s, br, 1H), 7.29






(d, 1H), 7.80 (d, 1H), 10.73






(s, 1H)


4-465
Me
NHCH2CH(OMe)2
SO2Me
2.35 (s, 3H), 3.29 (m, 2H), 3.30






(s, 3H), 3.33 (s, 3H), 3.35






(s, 3H), 3.99 (s, 3H), 4.57 (t, 1H),






5.69 (t, 1H), 7.27 (d, 1H), 7.72






(d, 1H), 11.6 (s, br, 1H)


4-466
Me
NHCH2CH(Me)(OMe)
SO2Me
1.22 (d, 3H), 2.45 (s, 3H), 3.06






(dd, 1H), 3.18 (s, 3H), 3.39






(s, 3H), 3.42 (m, 1H), 3.60






(m, 1H), 4.11 (s, 3H), 5.9






(s, br, 1H), 7.25 (d, 1H), 7.77






(d, 1H), 10.64 (s, 1H)


4-467
Me
NCH2(1,3-dioxan-2-yl)
SO2Me
1.40 (d, 1H), 2.13 (m, 1H), 2.43






(s, 3H), 3.39 (s, br, 2H), 3.83






(m, 2H), 4.11 (s, 3H), 4.14






(m, 2H), 4.79 (t, 1H), 5.93






(s, br, 1H), 7.23 (d, 1H), 7.75






(d, 1H), 10.13 (s, 1H)


4-468
Me
4-Me-pyrazol-1-yl
SO2Me



4-469
Me
3,5-Me2-pyrazol-1-yl
SO2Me
8.20 (d, 1H), 7.98 (d, 1H), 6.12






(s, 1H), 4.13 (s, 3H), 3.06






(s, 3H), 2.32 (s, 3H), 2.11






(s, 3H), 2.05 (s, 3H)


4-470
Me
4-MeO-pyrazol-1-yl
SO2Me



4-471
Me
4-CN-pyrazol-1-yl
SO2Me
8.97 (d, 1H), 8.48 (d, 1H), 8.15






(s, 2H), 4.01 (s, 3H), 3.19






(s, 3H), 1.99 (s, 3H)


4-472
Me
4-Cl-pyrazol-1-yl
SO2Me



4-473
Me
1,2,3-triazol-1-yl
SO2Me
8.31 (d, 1H), 8.20 (d, 1H), 7.99






(d, 1H), 7.91 (d, 1H), 4.16






(s, 3H), 2.97 (s, 3H), 2.01 (s, 3H)


4-474
Me
1,2,4-triazol-1-yl
SO2Me



4-475
Me
5-iPr-1,2,4-triazol-1-yl
SO2Me



4-476
Me
5-EtS-1,2,4-triazol-1-yl
SO2Me



4-477
Me
O(CH2)2SMe
SO2Me
11.20 (bs, 1H), 7.96 (d, 1H),






7.70 (d, 1H), 4.25 (t, 2H), 4.11






(s, 3H), 3.31 (s, 3H), 3.00 (t,






2H), 2.55 (s, 3H), 2.22 (s, 3H)


4-478
Me
O(CH2)3SMe
SO2Me
11.00 (bs, 1H), 7.93 (d, 1H),






7.66 (d, 1H), 4.17 (t, 2H), 4.10






(s, 3H), 3.25 (s, 3H), 2.74 (t,






2H), 2.51 (s, 3H), 2.19 (quin,






2H), 2.15 (s, 3H)


4-479
Me
tetrahydrofuran-2-
SO2Me
7.78 (d, 1H), 7.69 (d, 1H),




ylmethoxy

4.37-4.43 (m, 1H), 4.00-4.12






(m, 2H), 3.91 (s, 3H), 3.85-4.00






(m, 2H), 2.07-2.17 (m, 1H),






1.93-2.05 (m, 2H), 1.78-1.88






(m, 1H)


4-480
Me
F
SMe
7.55 (d, 1H), 7.30 (t, 1H), 3.95






(s, 3H), 2.53 (s, 3H), 2.34 (d, 3H)


4-481
Me
SMe
SO2Et



4-482
Me
SOMe
SO2Et



4-483
Me
SEt
SO2Et



4-484
Me
SOEt
SO2Et



4-485
Me
SO2Et
SO2Et



4-486
Me
SCH2CF3
SO2Me
8.23 (d, 1H), 7.92 (d, 1H), 4.10






(s, 3H), 3.75 (q, 2H), 3.49






(s, 3H), 2.83 (s, 3H)


4-487
Me
SOCH2CF3
SO2Me



4-488
Me
SO2CH2CF3
SO2Me



4-489
Me
S(CH2)2OMe
SO2Et



4-490
Me
SO(CH2)2OMe
SO2Et



4-491
Me
SO2(CH2)2OMe
SO2Et



4-492
Me
S(4-F—Ph)
SO2Me
8.30 (d, 1H), 7.83 (d, 1H), 7.12-






7.08 (m, 2H), 7.00-6.96






(m, 2H), 4.10 (s, 3H), 3.42






(s, 3H), 2.46 (s, 3H)


4-493
Me
SO(4-F—Ph)
SO2Me



4-494
Me
SO2(4-F—Ph)
SO2Me
8.51 (d, 1H), 8.20 (m, 2H), 7.99






(d, 1H), 7.24 (t, 2H), 4.09






(s, 3H), 3.69 (s, 3H), 2.57






(s, 3H)


4-495
Et
SEt
Cl
7.59 (d, 1H), 7.49 (d, 1H), 4.11






(s, 3H), 3.20 (q, 2H), 2.92






(q, 2H), 1.23 (t, 3H), 1.21 (t, 3H)


4-496
Et
SOEt
Cl
7.65 (d, 1H), 7.39 (d, 1H), 4.08






(s, 3H), 3.56 (m, 1H), 3.18






(m, 1H), 3.12-2.96 (m, 2H),






1.39 (t, 3H), 1.19 (t, 3H)


4-497
Et
SO2Et
Cl
7.68 (d, 1H), 7.57 (d, 1H), 4.13






(s, 3H), 3.52 (q, 2H), 3.32






(q, 2H), 1.38 (t, 3H), 1.31 (t, 3H)


4-498
Et
S(CH2)2OMe
Cl



4-499
Et
SO(CH2)2OMe
Cl



4-500
Et
SO2(CH2)2OMe
Cl



4-501
Et
SOMe
Cl
1.25 (t, 3H), 3.12 (s, 3H), 3.12






(m, 1H), 3.29 (m, 1H), 4.12






(s, 3H), 7.42 (d, 1H), 7.62 (d, 1H)


4-502
Et
SMe
Br
1.21 (t, 3H), 2.39 (s, 3H), 3.10






(q, 2H), 3.97 (s, 3H), 7.58






(d, 1H), 7.76 (d, 1H), 11.7






(br, s, 1H)


4-503
Et
SOMe
Br
1.25 (t, 3H), 3.10 (s, 3H), 3.19






(m, 1H), 3.35 (m, 1H), 4.13






(s, 3H), 7.55 (d, 1H), 7.65






(d, 1H),


4-504
Et
SO2Me
Br
1.05 (t, 3H), 3.25 (q, 2H), 3.32






(s, 3H), 3.89 (s, 3H), 7.44






(d, 1H), 7.59 (d, 1H), 8.54 (s, 1H)


4-505
Et
SOMe
CF3
1.26 (t, 3H), 3.03 (s, 3H), 3.45






(m, 1H), 3.62 (m, 1H), 4.11






(s, 3H), 7.71 (d, 1H), 7.79 (d, 1H)


4-506
Et
SEt
CF3



4-507
Et
SOEt
CF3



4-508
Et
SO2Et
CF3



4-509
Et
S(CH2)2OMe
CF3



4-510
Et
SO(CH2)2OMe
CF3



4-511
Et
SO2(CH2)2OMe
CF3



4-512
Et
NHiPr
SO2Me
1.18 (t, 3H), 1.22 (d, 6H), 2.89






(q, 2H), 3.13 (s, 3H), 3.77






(m, 1H), 4.13 (s, 3H), 5.58






(s, br, 1H), 7.15 (d, 1H), 7.83






(d, 1H), 9.91 (s, 1H)


4-513
Et
SMe
SO2Et



4-514
Et
SOMe
SO2Et



4-515
Et
SO2Me
SO2Et



4-516
Et
SEt
SO2Et



4-517
Et
SOEt
SO2Et



4-518
Et
SO2Et
SO2Et



4-519
Et
S(CH2)2OMe
SO2Et



4-520
Et
SO(CH2)2OMe
SO2Et



4-521
Et
SO2(CH2)2OMe
SO2Et



4-522
Et
SEt
SO2Me



4-523
Et
SOEt
SO2Me



4-524
Et
SO2Et
SO2Me



4-525
Et
S(CH2)2OMe
SO2Me



4-526
Et
SO(CH2)2OMe
SO2Me



4-527
Et
SO2(CH2)2OMe
SO2Me



4-528
Et
SMe
SO2Me



4-529
Et
SOMe
SO2Me



4-530
Et
SO2Me
SO2Me



4-531
nPr
SMe
Cl
0.97 (t, 3H), 1.61 (m, 2H), 2.41






(s, 3H), 3.13 (m, 2H), 4.11






(s, 3H), 7.50 (d, 1H), 7.64 (d, 1H)


4-532
nPr
SOMe
Cl
0.99 (t, 3H), 1.50 (m, 1H), 1.65






(m, 1H), 2.97 (m, 1H), 3.13






(s, 3H), 3.17 (m, 1H), 4.11






(s, 3H), 7.43 (d, 1H), 7.65 (d, 1H)


4-533
nPr
SO2Me
Cl
0.93 (t, 3H), 1.68 (m, 2H), 3.22






(m, 2H), 3.35 (s, 3H), 4.12






(s, 3H), 7.55 (d, 1H), 7.68 (d, 1H)


4-534
nPr
SMe
Br
0.98 (t, 3H), 1.61 (m, 2H), 2.42






(s, 3H), 3.15 (m, 2H), 4.13






(s, 3H), 7.52 (d, 1H), 7.69 (d, 1H)


4-535
nPr
SOMe
Br
0.97 (t, 3H), 1.45 (m, 1H), 1.60






(m, 1H), 2.97 (m, 1H), 3.09






(s, 3H), 3.12 (m, 1H), 4.09






(s, 3H), 7.55 (d, 1H), 7.63 (d, 1H)


4-536
nPr
SO2Me
Br
0.93 (t, 3H), 1.65 (m, 2H), 3.22






(m, 2H), 3.38 (s, 3H), 4.12






(s, 3H), 7.56 (d, 1H), 7.81 (d, 1H)


4-537
nPr
SMe
CF3
0.99 (t, 3H), 1.65 (m, 2H), 2.34






(s, 3H), 3.20 (m, 2H), 4.14






(s, 3H), 7.74 (s, 2H), 10.69






(s, 1H)


4-538
nPr
SOMe
CF3
0.96 (t, 3H), 1.56 (m, 1H), 1.70






(m, 1H), 3.06 (s, 3H), 3.37






(m, 1H), 3.57 (m, 1H), 4.1






(s, 3H), 7.68 (d, 1H), 7.79 (d, 1H)


4-539
nPr
SO2Me
CF3
0.98 (t, 3S), 1.67 (m, 2H), 3.25






(m, 2H), 3.30 (s, 3H), 4.16






(s, 3H), 7.91 (s, 2H), 10.6






(br, s, 1H)


4-540
nPr
SMe
SO2Me



4-541
nPr
SOMe
SO2Me



4-542
nPr
SO2Me
SO2Me



4-543
iPr
SOMe
CF3



4-544
iPr
SO2Me
CF3
1.41 (d, 6H), 3.32 (s, 3H), 4.15






(s, 3H), 4.19 (m, 1H), 7.78






(d, 1H), 7.85 (d, 1H), 10.4






(br, s, 1H)


4-545
iPr
SMe
Cl
1.43 (d, 6H), 2.41 (s, 3H), 3.89






(br, s, 1H), 4.12 (s, 3H), 7.42






(br, m, 2H), 10.3 (s, 1H)


4-546
iPr
SOMe
Cl
1.38 (m, 6H), 3.09 (s, 3H), 3.90






(br, s, 1H), 4.11 (s, 3H), 7.38






(d, 1H), 7.51 (d, 1H)


4-547
iPr
SO2Me
Cl
1.21 (d, 6H), 3.30 (s, 3H), 3.88






(s, 3H), 4.27 (m, 1H), 7.31






(d, 1H), 7.45 (d, 1H)


4-548
iPr
SMe
Br



4-549
iPr
SOMe
Br



4-550
iPr
SO2Me
Br



4-551
iPr
SMe
SO2Me



4-552
iPr
SOMe
SO2Me



4-553
iPr
SO2Me
SO2Me



4-554
cPr
SMe
CF3
0.72 (m, 1H), 1.19 (m, 1H), 2.39






(m, 1H), 2.48 (s, 3H), 4.17






(s, 3H), 7.61 (d, 1H), 7.71






(d, 1H), 11.18 (s, 1H)


4-555
cPr
SOMe
CF3



4-556
cPr
SMe
Cl
0.63 (m, 1H), 1.16 (m, 1H), 2.39






(m, 1H), 2.51 (s, 3H), 4.16






(s, 3H), 7.45 (s, 2H), 10.59






(s, 1H)


4-557
cPr
SOMe
Cl



4-558
cPr
SO2Me
Cl



4-559
cPr
SMe
Br



4-560
cPr
SOMe
Br



4-561
cPr
SO2Me
Br



4-562
cPr
SMe
SO2Me



4-563
cPr
SOMe
SO2Me



4-564
cPr
SO2Me
SO2Me
0.73 (m, 2H), 1.05 (m, 2H), 2.69






(m, 1H), 3.57 (s, 3H), 3.67






(s, 3H), 4.03 (s, 3H), 8.08






(d, 1H), 8.24 (d, 1H), 11.8






(br, s, 1H)


4-565
CH2OMe
F
CF3
7.81 (m, 2H), 4.82 (d, 2H), 4.10






(s, 3H), 3.60 (s, 3H)


4-566
CH2OMe
SMe
CF3



4-567
CH2OMe
SOMe
CF3



4-568
CH2OMe
SO2Me
CF3



4-569
CH2OMe
SEt
CF3



4-570
CH2OMe
SOEt
CF3



4-571
CH2OMe
SO2Et
CF3



4-572
CH2OMe
S(CH2)2OMe
CF3



4-573
CH2OMe
SO(CH2)2OMe
CF3



4-574
CH2OMe
SO2(CH2)2OMe
CF3



4-575
CH2OMe
SMe
Cl



4-576
CH2OMe
SOMe
Cl



4-577
CH2OMe
SO2Me
Cl



4-578
CH2OMe
SEt
Cl



4-579
CH2OMe
SOEt
Cl



4-580
CH2OMe
SO2Et
Cl



4-581
CH2OMe
S(CH2)2OMe
Cl



4-582
CH2OMe
SO(CH2)2OMe
Cl



4-583
CH2OMe
SO2(CH2)2OMe
Cl



4-584
CH2OMe
Cl
SO2Me
8.32 (d, 1H), 7.88 (d, 1H), 4.92






(s, 2H), 4.12 (s, 3H), 3.61






(s, 3H), 3.34 (s, 3H)


4-585
CH2OMe
SMe
SO2Me



4-586
CH2OMe
SOMe
SO2Me



4-587
CH2OMe
SO2Me
SO2Me



4-588
CH2OMe
SEt
SO2Me



4-589
CH2OMe
SOEt
SO2Me



4-590
CH2OMe
SO2Et
SO2Me



4-591
CH2OMe
S(CH2)2OMe
SO2Me



4-592
CH2OMe
SO(CH2)2OMe
SO2Me



4-593
CH2OMe
SO2(CH2)2OMe
SO2Me



4-594
CH2OMe
SMe
SO2Et



4-595
CH2OMe
SOMe
SO2Et



4-596
CH2OMe
SO2Me
SO2Et



4-597
CH2OMe
SEt
SO2Et



4-598
CH2OMe
SOEt
SO2Et



4-599
CH2OMe
SO2Et
SO2Et



4-600
CH2OMe
S(CH2)2OMe
SO2Et



4-601
CH2OMe
SO(CH2)2OMe
SO2Et



4-602
CH2OMe
SO2(CH2)2OMe
SO2Et



4-603
CH2O(CH2)2OEt
OEt
SO2Me
8.10 (d, 1H), 7.75 (d, 1H), 4.82






(s, 2H), 4.25 (q, 2H), 4.08 (s,






3H), 3.88-3.90 (m, 2H), 3.59-






3.61 (m, 2H), 3.36 (q, 2H), 3.28






(s, 3H), 1.54 (t, 3H), 0.91 (t,






3H)


4-604
CF3
O(CH2)2OEt
SO2Me
8.31 (d, 1H), 7.87 (d, 1H), 4.35






(t, 2H), 3.99 (s, 3H), 3.80 (t,






2H), 3.55 (q, 2H), 3.48 (s, 3H),






1.16 (t, 3H)


4-605
CF3
O(CH2)2OEt
SO2Et
12.03 (s, 1H), 8.30 (d, 1H),






7.88 (d, 1H), 4.34 (t, 2H), 4.00






(s, 3H), 3.78 (t, 2H), 3.63 (q,






2H), 3.54 (q, 2H), 1.12-1.18 (t,






6H)


4-606
CF3
O(CH2)2SMe
SO2Me
12.04 (s, 1H), 8.31 (d, 1H),






7.88 (d, 1H), 4.34 (t, 2H), 4.00






(s, 3H), 3.48 (s, 3H), 2.97 (t,






2H), 2.15 (s, 3H)


4-607
CF3
O(CH2)2SMe
SO2Et
12.03 (s, 1H), 8.30 (d, 1H),






7.89 (d, 1H), 4.33 (t, 2H), 4.00






(s, 3H), 3.60 (q, 2H), 2.96 (t,






2H), 2.13 (s, 3H), 1.13 (t, 3H)


4-608
CF3
O(CH2)2SEt
SO2Me
12.03 (s, 1H), 8.31 (d, 1H),






7.88 (d, 1H), 4.32 (t, 2H), 4.00






(s, 3H), 3.47 (s, 3H), 3.01 (t,






2H), 2.60 (q, 2H), 1.22 (t, 3H)


4-609
CF3
O(CH2)2SEt
SO2Et
8.30 (d, 1H), 7.89 (d, 1H), 4.31






(t, 2H), 3.97 (s, 3H), 3.61 (q,






2H), 2.99 (t, 2H), 2.60 (q, 2H),






1.22 (t, 3H), 1.13 (t, 3H)


4-610
CF3
O(CH2)3SMe
SO2Me
12.04 (s, 1H), 8.31 (d, 1H),






7.87 (d, 1H), 4.28 (t, 2H), 4.00






(s, 3H), 3.44 (s, 3H), 2.67 (t,






2H), 2.12 (quin, 2H), 2.09 (s,






3H)


4-611
CF3
O(CH2)3SMe
SO2Et
12.05 (s, 1H), 8.30 (d, 1H),






7.89 (d, 1H), 4.27 (t, 2H), 4.00






(s, 3H), 3.54 (q, 2H), 2.65 (t,






2H), 2.09 (quin, 2H), 2.08 (s,






3H), 1.11 (t, 3H)


4-612
CF3
oxetan-3-yloxy
SO2Me
12.09 (bs, 1H), 8.30 (bs, 1H),






7.89 (bs, 1H), 5.10-5.15 (m,






1H), 4.90 (t, 2H), 4.78 (t, 2H),






3.99 (s, 3H), 3.44 (s, 3H)


4-613
CF3
oxetan-3-yloxy
SO2Et
12.09 (bs, 1H), 8.29 (bd, 1H),






7.90 (bd, 1H), 5.12-5.15 (m,






1H), 4.88 (t, 2H), 4.77 (t, 2H),






4.00 (s, 3H), 3.57 (q, 2H), 1.13






(t, 3H)


4-614
CF3
2-(1H-pyrazol-1-
SO2Et
12.06 (bs, 1H), 8.28 (d, 1H),




yl)ethoxy

7.90 (d, 1H), 7.82 (d, 1H), 4.51






(d, 1H), 4.29 (t, 1H), 4.59 (t,






2H), 4.52 (t, 2H), 3.99 (s, 3H),






3.35 (q, 2H), 1.06 (t, 3H)


4-615
CF3
2-(2-thienyl)ethoxy
SO2Me
12.08 (bs, 1H), 8.31 (d, 1H),






7.89 (d, 1H), 7.41 (d, 1H),






7.00-7.01 (m, 2H), 4.41 (t, 2H),






3.99 (s, 3H), 3.40 (t, 2H), 3.32






(s, 3H)


4-616
CF3
2-(2-thienyl)ethoxy
SO2Et
12.03 (bs, 1H), 8.29 (d, 1H),






7.89 (d, 1H), 7.40 (d, 1H),






7.00-7.02 (m, 2H), 4.40 (t, 2H),






4.00 (s, 3H), 3.37-3.42 (m, 4H),






1.08 (t, 3H)


4-617
CF3
1,3-dioxolan-4-
SO2Me
12.11 (bs, 1H), 8.35 (d, 1H),




ylmethoxy

7.86 (bs, 1H), 4.85 (d, 1H),






4.75 (d, 1H), 4.51-4.53 (m,






1H), 4.10-4.13 (m, 2H), 3.99 (s,






3H), 3.97-4.00 (m, 2H), 3.48 (s,






3H)


4-618
CF3
1,3-dioxolan-4-
SO2Et
12.09 (bs, 1H), 8.34 (d, 1H),




ylmethoxy

7.89 (d, 1H), 4.85 (d, 1H), 4.75






(d, 1H), 4.51-4.54 (m, 1H),






4.10-4.12 (m, 2H), 4.00 (s, 3H),






3.96-4.01 (m, 2H), 3.57-3.63






(m, 2H), 1.11 (t, 3H)


4-619
CF3
tetrahydrofuran-3-
SO2Me
12.09 (bs, 1H), 8.32 (bd, 1H),




ylmethoxy

7.89 (bs, 1H), 4.12-4.18 (m,






2H), 4.00 (s, 3H), 3.81-3.84 (m,






1H), 3.77-3.80 (m, 1H), 3.62-






3.69 (m, 2H), 3.42 (s, 3H),






2.78-2.82 (m, 1H), 2.03-2.09






(m, 1H), 1.68-1.72 (m, 1H)


4-620
CF3
tetrahydro-2H-pyran-
SO2Me
12.07 (bs, 1H), 8.31 (bd, 1H),




2-ylmethoxy

7.87 (bs, 1H), 4.26 (dd, 1H),






4.08 (dd, 1H), 3.99 (s, 3H),






3.93-3.95 (m, 1H), 3.75-3.78






(m, 1H), 3.49 (s, 3H), 3.42-3.46






(m, 1H), 1.80-1.85 (m, 1H),






1.60-1.64 (m, 1H), 1.49-1.55






(m, 3H), 1.29-1.35 (m, 1H)


4-621
CF3
tetrahydro-2H-pyran-
SO2Et
12.06 (bs, 1H), 8.30 (bs, 1H),




2-ylmethoxy

7.89 (bs, 1H), 4.24 (dd, 1H),






4.06 (dd, 1H), 4.00 (s, 3H),






3.91-3.95 (m, 1H), 3.72-3.77






(m, 1H), 3.59-3.65 (m, 2H),






3.40-3.45 (m, 1H), 1.80-1.84






(m, 1H), 1.60-1.63 (m, 1H),






1.48-1.55 (m, 3H), 1.25-1.33






(m, 1H), 1.11 (t, 3H)


4-622
CF3
SOMe
SO2Me
12.02 (bs, 1H), 8.49 (d, 1H),






8.15 (d, 1H), 4.01 (s, 3H), 3.62






(s, 3H), 3.31 (s, 3H)


4-623
F
SO2Me
CF3
12.05 (brs, 1H), 8.32 (t, 1H),






8.07 (d, 1H), 4.00 (s, 3H), 3.52






(d, 3H)


4-624
F
SCH2Ph
CF3
8.12 (t, 1H), 7.69 (d, 1H), 7.30-






7.23 (m, 3H), 7.23-7.21






(m, 2H), 4.13 (s, 2H), 4.08






(s, 3H)


4-625
F
SMe
F
8.11 (m, 1H), 7.14 (t, 1H), 4.07






(s, 3H), 2.53 (s, 3H)


4-626
F
SOMe
F
8.24 (m, 1H), 7.27-7.12






(m, 1H), 4.07 (s, 3H), 3.23






(s, 3H)


4-627
F
SO2Me
F
8.38 (m, 1H), 7.32-7.20






(m, 1H), 4.07 (s, 3H), 3.42






(s, 3H)


4-628
Cl
SO2Me
H
8.41 (d, 1H), 7.96 (d, 1H), 7.68






(t, 1H), 4.14 (s, 3H), 3.34 (s, 3H)


4-629
Cl
SCF2CF2H
H
7.98 (d, 1H), 7.84 (d, 1H), 7.48






(t, 1H), 5.91 (tt, 1H), 4.13 (s, 3H)


4-630
Cl
SOCF2CF2H
H
8.20 (d, 1H), 8.06 (dd, 1H), 7.79






(t, 1H), 6.27 (ddt, 1H), 4.14






(s, 3H)


4-631
Cl
SO2CF2CF2H
H
8.37 (d, 1H), 8.07 (dd, 1H), 7.75






(t, 1H), 6.33 (tt, 1H), 4.15 (s, 3H)


4-632
Cl
SMe
Me
9.89 (bs, 1H), 7.59 (d, 1H),






7.32 (d, 1H), 4.12 (s, 3H), 2.66






(s, 3H), 2.38 (s, 3H)


4-633
Cl
SOMe
Me
11.84 (bs, 1H), 7.76 (d, 1H),






7.46 (d, 1H), 3.99 (s, 3H), 3.02






(s, 3H), 2.72 (s, 3H)


4-634
Cl
SO2Me
Me
11.87 (bs, 1H), 7.88 (d, 1H),






7.57 (d, 1H), 4.01 (s, 3H), 3.42






(s, 3H), 2.75 (s, 3H)


4-635
Cl
SEt
Me
9.68 (bs, 1H), 7.59 (d, 1H),






7.33 (d, 1H), 4.12 (s, 3H), 4.88






(q, 2H), 2.65 (s, 3H), 1.22 (t,






3H)


4-636
Cl
SOEt
Me
7.65 (d, 1H), 7.28 (d, 1H), 4.11






(s, 3H), 3.25-3.30 (m, 1H),






3.10-3.15 (m, 1H), 2.70 (s, 3H),






1.40 (t, 3H)


4-637
Cl
SO2Et
Me
7.70 (d, 1H), 7.41 (d, 1H), 4.13






(s, 3H), 3.49 (q, 2H), 2.84 (s,






3H), 1.36 (t, 3H)


4-638
Cl
SMe
CF3
7.78 (d, 1H), 7.69 (d, 1H), 3.78






(s, 3H), 2.40 (s, 3H)


4-639
Cl
SOMe
CF3



4-640
Cl
SO2Me
CF3
12.03 (s, 1H), 8.11 (d, 1H),






8.08 (d, 1H), 4.03 (s, 3H), 3.16






(s, 3H)


4-641
Cl
CF3
Cl
12.24 (s, 1H), 8.06 (d, 1H),






7.90 (d, 1H), 4.03 (s, 3H)


4-642
Cl
CH2(4-methoxy-3-
Cl
11.87 (brs, 1H), 7.75 (d, 1H),




isopropoxy-1,2,4-

7.68 (d, 1H), 5.09 (s, 2H), 4.72




triazolin-5-on-1-yl)

(m, 1H), 4.00 (s, 3H), 2.99






(s, 3H), 1.27 (d, 6H)


4-643
Cl
CH2(4-methyl-3-
Cl
11.88 (brs, 1H), 7.76 (d, 1H),




trifluoroethoxy-1,2,4-

7.68 (d, 1H), 5.12 (s, 2H), 4.83




triazolin-5-on-1-yl)

(q, 2H), 4.00 (s, 3H), 3.07 (s, 3H)


4-644
Cl
CH2(4-methyl-3-
Cl
2.41 (s, 3H), 3.13 (s, 3H), 3.99




(methylsulfanyl)-5-

(s, 3H), 5.16 (s, 2H), 7.69




oxo-4,5-dihydro-1H-

(d, 1H), 7.77 (d, 1H)




1,2,4-triazol-1-yl)




4-645
Cl
CH2(4-isopropylyl-3-
Cl
1.31 (d, 6H), 3.06 (s, 3H), 4.10




(methylsulfanyl)-5-

(s, 3H), 4.85 (m, 1H), 5.14




oxo-4,5-dihydro-1H-

(s, 2H), 7.48 (d, 1H), 7.61




1,2,4-triazol-1-yl)

(d, 1H), 10.70 (br, s, 1H)


6-646
Cl
CH2(3-
Cl
2.73 (s, 6H), 3.24 (s, 3H), 4.08




(dimethoxyamino)-4-

(s, 3H), 5.25 (s, 2H), 7.61




methyl-5-oxo-4,5-

(d, 1H), 7.66 (d, 1H)




dihydro-1H-1,2,4-






triazol-1-yl)




4-647
Cl
CH2(3-oxo-5,6,7,8-
Cl
1.85 (m, 2H), 1.96 (m, 2H), 2.61




tetrahydro[1,2,4]triazolo

(t, 2H), 3.62 (t, 2H), 4.08 (s, 3H),




[4,3-a]pyridin-

5.29 (s, 2H), 7.62 (d, 1H), 7.67




2(3H)-yl)

(d, 1H)


4-648
Cl
CH2(4-cyclopropyl-3-
Cl
0.86 (m, 4H), 1.85 (m, 2H), 2.70




methoxy-5-oxo-4,5-

(m, 1H), 3.78 (s, 3H), 3.99




dihydro-1H-1,2,4-

(s, 3H), 5.05 (s, 2H), 7.68




triazol-1-yl)

(d, 1H), 7.76 (d, 1H), 11.90






(s, 1H)


4-649
Cl
CH3(3-methyl-6-
Cl
3.43 (s, 3H), 3.99 (s, 3H), 5.80




oxopyridazin-1(6H)-

(s, 2H), 6.94 (d, 1H), 7.32




yl)

(d, 1H), 8.02 (d, 1H), 8.19






(d, 1H), 12.04 (s, 1H)


4-650
Cl
CH2(6-oxopyridazin-
Cl
4.11 (s, 3H), 5.58 (s, 2H), 6.95




1(6H)-yl)

(dd, 1H), 7.19 (dd, 1H), 7.49






(d, 1H), 7.65 (d, 1H), 7.67






(dd, 1H), 11.1 (s, 1H)


4-651
Cl
CH2(4-cyclopropyl-5-
Cl
0.85 (m, 2H), 0.91 (m, 2H), 2.78




oxo-3-(2,2,2-

(m, 1H), 3.98 (s, 3H), 4.82




trifluoroethoxy)-4,5-

(q, 2H), 5.07 (s, 2H), 7.66




dihydro-1H-1,2,4-

(d, 1H), 7.73 (d, 1H), 11.85




triazol-1-yl)

(s, 1H)


4-652
Cl
CH2(3-methoxy-4-
Cl
3.02 (s, 3H), 3.80 (s, 3H), 3.98




methyl-5-oxo-4,5-

(s, 3H), 5.09 (s, 2H), 7.67




dihydro-1H-1,2,4-

(d, 1H), 7.73 (d, 1H), 11.9 (s, 1H)




triazol-1-yl)




4-653
Cl
CH2(3,4-
Cl
0.78 (m, 2H), 0.92 (m, 2H), 1.02




dicyclopropyl-5-oxo-

(m, 2H), 1.08 (m, 2H), 1.96




4,5-dihydro-1H-1,2,4-

(m, 1H), 2.89 (m, 1H), 3.95




triazol-1-yl)

(s, 3H), 5.18 (s, 2H), 7.46






(d, 1H), 7.65 (d, 1H)


4-654
Cl
CH2(3-ethoxy-4-
Cl
1.27 (t, 3H), 3.01 (s, 3H), 3.99




methyl-5-oxo-4,5-

(s, 3H), 5.08 (s, 2H), 7.67




dihydro-1H-1,2,4-

(d, 1H), 7.74 (d, 1H), 11.89




triazol-1-yl)

(s, 1H)


4-655
Cl
NHCH2CONHEt
Cl
11.74 (brs, 1H), 8.10 (t, 1H),






7.39 (d, 1H), 7.14 (d, 1H), 5.7






(brs, 1H), 3.98 (d, 2H), 3.94






(s, 3H), 3.14 (m, 2H), 1.03 (t, 3H)


4-656
Cl
NHCH(CH3)CONHEt
Cl
1.15 (t, 3H), 1.44 (d, 3H), 3.33






(m, 2H), 4.10 (s, 3H), 4.10






(m, 1H), 4.51 (d, br, 1H), 6.84






(t, 1H), 7.24 (d, 1H), 7.40 (d, 1H),






11.20 (s, 1H)


4-657
Cl
NHCH2CONHiPr
Cl
1.19 (d, 6H), 3.84 (d, 2H), 4.11






(s, 3H), 4.12 (m, 1H), 4.90






(t, 1H), 6.50 (d, 1H), 7.23 (d, 1H),






7.39 (d, 1H), 10.91 (s, 1H)


4-658
Cl
NHCH(Me)CONH2
Cl
1.74 (d, 3H), 4.11 (s, 3H), 4.30






(d, 1H), 4.73 (m, 1H), 7.41






(d, 1H), 7.49 (d, 1H), 10.7 (s, 1H)


4-659
Cl
NHAc
Cl
7.70 (s, 1H), 7.68 (d, 1H), 7.61






(d, 1H), 4.00 (s, 3H), 2.10 (s, 3H)


4-660
Cl
NHCONMe2
Cl



4-661
Cl
OMe
Cl
11.85 (bs, 1H), 7.69 (d, 1H),






7.56 (d, 1H), 4.00 (s, 3H), 3.88






(s, 3H)


4-662
Cl
OEt
Cl
11.85 (bs, 1H), 7.68 (d, 1H),






7.54 (d, 1H), 4.10 (q, 2H), 3.99






(s, 3H), 1.41 (t, 3H)


4-663
Cl
O(CH2)3SMe
Cl
11.00 (bs, 1H), 7.45 (d, 1H),






7.44 (d, 1H), 4.17 (t, 2H), 4.08






(s, 3H), 2.80 (t, 2H), 2.16 (quin,






2H), 2.16 (s, 3H)


4-664
Cl
O(CH2)2SEt
Cl
7.41 (bs, 2H), 4.21 (t, 2H), 4.06






(s, 3H), 3.01 (t, 2H), 2.65 (q,






2H), 1.30 (t, 3H)


4-665
Cl
O(CH2)2SMe
Cl
11.18 (bs, 1H), 7.47 (d, 1H),






7.46 (d, 1H), 4.26 (t, 2H), 4.10






(s, 3H), 2.99 (t, 2H), 2.22 (s,






3H)


4-666
Cl
O(CH2)3OMe
Cl
11.85 (bs, 1H), 7.68 (d, 1H),






7.54 (d, 1H), 4.08 (t, 2H), 3.99






(s, 3H), 3.56 (t, 2H), 3.27 (s,






3H), 2.03 (quin, 2H)


4-667
Cl
cyclopropylmethoxy
Cl
11.85 (bs, 1H), 7.67 (d, 1H),






7.53 (d, 1H), 3.99 (s, 3H), 3.90






(d, 2H), 1.25-1.33 (m, 1H),






0.58-0.60 (m, 2H), 0.33-0.36






(m, 2H)


4-668
Cl
1,4-dioxan-2-
Cl
10.98 (bs, 1H), 7.45-7.51 (m,




ylmethoxy

2H), 3.99-4.18 (m, 7H), 3.60-






3.90 (m, 5H)


4-669
Cl
tetrahydrofuran-1-
Cl
11.85 (bs, 1H), 7.68 (d, 1H),




ylmethoxy

7.52 (d, 1H), 4.20-4.26 (m,






1H), 4.04 (dd, 1H), 3.99 (s,






3H), 3.97 (dd, 1H), 3.80 (dd,






1H), 3.70 (dd, 1H), 2.00-2.05






(m, 1H), 1.77-1.90 (m, 3H)


4-670
Cl
Br
Cl
11.90 (s, 1H), 7.80 (d, 1H),






7.77 (d, 1H), 3.98 (s, 3H)


4-671
Cl
SO2Me
Cl
7.71 (d, 1H), 7.63 (d, 1H), 4.11






(s, 3H), 3.40 (s, 3H)


4-672
Cl
SOMe
Cl
7.71 (d, 1H), 7.51 (d, 1H), 4.11






(s, 3H), 3.11 (s, 3H)


4-673
Cl
SMe
Cl
7.61 (d, 1H), 7.55 (d, 1H), 4.13






(s, 3H), 2.48 (s, 3H)


4-674
Cl
SEt
Cl
7.60 (d, 1H), 7.55 (d, 1H), 4.12






(s, 3H), 2.98 (q, 2H), 1.25






(t, 3H)


4-675
Cl
SOEt
Cl
7.70 (d, 1H), 7.51 (d, 1H), 4.11






(s, 3H), 3.49 (m, 1H), 3.28






(m, 1H), 1.39 (t, 3H)


4-676
Cl
SO2Et
Cl
8.02 (d, 1H), 7.89 (d, 1H), 4.01






(s, 3H), 3.62 (q, 2H), 1.25






(t, 3H)


4-677
Cl
S(CH2)2OMe
Cl
7.60 (d, 1H), 7.55 (d, 1H), 4.12






(s, 3H), 3.56 (t, 2H), 3.32






(s, 3H), 3.13 (t, 2H)


4-678
Cl
SO(CH2)2OMe
Cl
7.68 (d, 1H), 7.49 (d, 1H), 4.10






(s, 3H), 3.89 (m, 1H), 3.73






(m, 1H), 3.66 (m, 1H), 3.36






(m, 1H), 3.36 (s, 3H)


4-679
Cl
SO2(CH2)2OMe
Cl
7.69 (d, 1H), 7.62 (d, 1H), 4.13






(s, 3H), 3.88 (t, 2H), 3.73






(t, 2H), 3.22 (s, 3H)


4-680
Cl
OMe
Br
11.85 (bs, 1H), 7.81 (d, 1H),






7.47 (d, 1H), 3.99 (s, 3H), 3.86






(s, 3H),


4-681
Cl
OEt
Br
11.85 (bs, 1H), 7.82 (d, 1H),






7.47 (d, 1H), 4.09 (q, 2H), 3.99






(s, 3H), 1.42 (t, 3H)


4-682
Cl
O(CH2)2OMe
Br
11.00 (bs, 1H), 7.63 (d, 1H),






7.41 (d, 1H), 4.26 (t, 2H), 4.10






(s, 3H), 3.84 (t, 2H), 3.27 (s,






3H)


4-683
Cl
O(CH2)3OMe
Br
11.85 (bs, 1H), 7.81 (d, 1H),






7.45 (d, 1H), 4.07 (t, 2H), 3.99






(s, 3H), 3.56 (t, 2H), 3.27 (s,






3H), 2.04 (quin, 2H)


4-684
Cl
OCH2(CO)NMe2
Br
11.90 (bs, 1H), 7.82 (d, 1H),






7.50 (d, 1H), 4.71 (s, 2H), 3.99






(s, 3H), 3.01 (s, 3H), 2.88 (s,






3H)


4-685
Cl
tetrahydrofuran-2-
Br
11.85 (br, 1H), 7.81 (d, 1H),




ylmethoxy

7.46 (d, 1H), 4.22-4.28 (m,






1H), 4.00-4.03 (m, 1H), 3.99 (s,






3H), 3.92 (dd, 1H), 3.79-3.82






(m, 1H), 3.68-3.72 (m, 1H),






2.00-2.05 (m, 1H), 1.80-1.92






(m, 3H)


4-686
Cl
1,4-dioxan-2-
Br
10.80 (bs, 1H), 7.64 (d, 1H),




ylmethoxy

7.43 (d, 1H), 4.00-4.18 (m,






7H), 3.60-3.90 (m, 5H)


4-687
Cl
Me
SMe
11.66 (brs, 1H), 7.56 (d, 1H),






7.31 (d, 1H), 3.99 (s, 3H), 2.56






(s, 3H), 2.39 (s, 3H)


4-688
Cl
Me
SO2Et
8.10 (d, 1H), 7.64 (d, 1H), 4.19






(s, 3H), 3.23 (q, 2H), 2.81






(s, 3H), 1.31 (t, 3H)


4-689
Cl
CH2N(Me)COEt
SO2Me



4-690
Cl
CH2OC2H4OMe
SO2Me
3.31 (s, 3H), 3.34 (s, 3H), 3.58






(m, 2H), 3.79 (m, 2H), 4.13






(s, 3H), 5.19 (s, 2H), 7.78






(d, 1H), 8.14 (d, 1H), 10.65






(s, 1H)


4-691
Cl
CH2OC2H4OEt
SO2Me
1.16 (t, 3H), 3.32 (s, 3H), 3.50






(q, 2H), 3.62 (m, 2H), 3.80






(m, 2H), 4.11 (s, 3H), 5.19






(s, 2H), 7.77 (d, 1H), 8.12






(d, 1H), 10.5 (s, 1H)


4-692
Cl
CH2OCH2iPr
SO2Me
0.92 (d, 6H), 1.90 (m, 1H), 3.29






(s, 3H), 3.43 (d, 2H), 4.15






(s, 3H), 5.12 (s, 2H), 7.80






(d, 1H), 8.18 (d, 1H), 10.42






(s, 1H)


4-693
Cl
CH2OCH2CF3
SMe
11.74 (brs, 1H), 7.71 (d, 1H),






7.45 (d, 1H), 4.92 (s, 2H), 4.18






(q, 2H), 3.99 (s, 3H), 2.57 (s, 3H)


4-694
Cl
CH2OCH2cPr
SO2Me
0.25 (m, 2H), 0.58 (m, 2H), 3.33






(s, 3H), 3.48 (d, 2H), 4.14






(s, 3H), 5.15 (s, 2H), 7.80






(d, 1H), 8.15 (d, 1H), 10.83






(s, 1H)


4-695
Cl
CO2H
SO2Me
12.04 (brs, 1H), 8.01 (d, 1H),






8.07 (d, 1H), 4.02 (s, 3H), 3.35






(s, 3H)


4-696
Cl
NHnPr
SO2Me
1.02 (t, 3H), 1.70 (m, 2H), 3.15






(s, 3H), 3.50 (t, br, 2H), 4.14






(s, 3H), 5.87 (s, br, 1H), 7.11






(d, 1H), 7.87 (d, 1H), 11.11






(s, 1H)


4-697
Cl
NHCH2cPr
SO2Me
0.30 (m, 2H), 0.61 (m, 2H), 1.13






(m, 1H), 3.16 (s, 3H), 3.39






(d, 2H), 4.14 (s, 3H), 5.99 (s, br,






1H), 7.12 (d, 1H), 7.88 (d, 1H),






11.0 (s, br, 1H)


4-698
Cl
NHCH2CH2OMe
SO2Me
3.23 (s, 3H), 3.39 (s, 3H), 3.6






(m, 2H), 3.71 (m, 2H), 4.13 (s,






3H), 6.04 (t, br, 1H), 7.15 (d, 1H),






7.88 (d, 1H), 10.89 (s, br, 1H)


4-699
Cl
NHCH2CH2OEt
SO2Me
1.22 (t, 3H), 3.23 (s, 3H), 3.55






(q, 2H), 3.65 (m, 2H), 3.72






(m, 2H), 4.13 (s, 3H), 6.09






(t, 1H), 7.15 (d, 1H), 7.88 (d, 1H),






10.79 (s, 1H)


4-700
Cl
NHCH2CH2CH2OMe
SO2Me
1.94 (m, 2H), 3.17 (s, 3H), 3.38






(s, 3H), 3.54 (m, 2H), 3.64 (m,






2H), 4.14 (s, 3H), 5.95






(t, br, 1H), 7.15 (d, 1H), 7.90






(d, 1H), 10.3 (s, br, 1H)


4-701
Cl
NHCH2CH2OCOiPr
SO2Me
1.20 (d, 6H), 2.49 (s, 3H), 2.62






(m, 1H), 3.13 (s, 3H), 3.52






(m, 2H), 4.11 (s, 3H), 4.31






(m, 2H), 5.82 (t, br, 1H), 7.34






(d, 1H), 7.84 (d, 1H), 11.01






(s, 1H)


4-702
Cl
NHCH2CH2OCOcPr
SO2Me
0.9 (m, 2H), 1.04 (m, 2H), 1.66






(m, 1H), 2.49 (s, 3H), 3.15






(s, 3H), 3.51 (s, br, 2H), 4.12






(s, 3H), 4.31 (t, 2H), 5.83






(t, br, 1H), 7.33 (d, 1H), 7.84






(d, 1H), 10.82 (s, 1H)


4-703
Cl
pyrazol-1-yl
SO2Me



4-704
Cl
4-Me-pyrazol-1-yl
SO2Me
8.15 (s, 1H), 8.15 (d, 1H),






8.07 (d, 1H), 3.91 (s, 3H), 3.16






(s, 3H), 2.12 (s, 3H)


4-705
Cl
4-MeO-pyrazol-1-yl
SO2Me



4-706
Cl
4-CN-pyrazol-1-yl
SO2Me



4-707
Cl
4-Cl-pyrazol-1-yl
SO2Me



4-708
Cl
3,5-Me2-pyrazol-1-yl
SO2Me
8.12 (b, 1H), 8.05 (b, 1H),






6.59 (s, 1H), 3.68 (s, 3H), 3.21






(s, 3H), 2.18 (s, 6H)


4-709
Cl
1,2,4-triazol-1-yl
SO2Me



4-710
Cl
5-iPR-1,2,4-triazol-1-yl
SO2Me
12.14 (s, 1H), 8.76 (s, 1H),






8.18 (d, 1H), 8.12 (d, 1H),






3.89 (s, 3H), 3.25 (s, 3H), 3.07






(m, 1H), 1.29 (d, 6H)


4-711
Cl
5-EtS-1,2,4-triazol-
SO2Me
12.21 (s, 1H), 8.93 (s, 1H),




1-yl

8.22 (bs, 2H), 3.97 (s, 1H),






3.27 (s, 3H), 3.11 (q, 2H),






1.33 (t, 3H)


4-712
Cl
OPr
SO2Me
11.97 (s, 1H), 7.94 (d, 1H),






7.75 (d, 1H), 4.16 (t, 2H), 4.01






(s, 3H), 3.39 (s, 3H), 1.89 (sex,






2H), 1.05 (t, 3H)


4-713
Cl
OPr
SO2Et
11.00 (bs, 1H), 8.00 (d, 1H),






7.59 (d, 1H), 4.24 (t, 2H), 4.14






(s, 3H), 3.47 (q, 2H), 1.95






(quin, 2H), 1.28 (t, 3H), 1.09 (t,






3H)


4-714
Cl
isobutoxy
SO2Me
10.40 (bs, 1H), 8.04 (d, 1H),






7.61 (d, 1H), 4.28 (d, 2H), 4.14






(s, 3H), 3.30 (s, 3H), 2.28 (sep,






1H), 1.11 (s, 3H), 1.09 (s, 3H)


4-715
Cl
butoxy
SO2Me
10.22 (bs, 1H), 8.04 (d, 1H),






7.61 (d, 1H), 4.30 (t, 2H), 4.14






(s, 3H), 3.29 (s, 3H), 1.89-1.96






(m, 2H), 1.51-1.60 (m, 2H),






0.88 (t, 3H)


4-716
Cl
isohexyloxy
SO2Me
10.09 (bs, 1H), 8.04 (d, 1H),






7.61 (d, 1H), 4.32 (t, 2H), 4.14






(s, 3H), 3.29 (s, 3H), 1.82-1.86






(m, 3H), 1.50-1.60 (m, 2H),






1.02 (s, 3H), 1.00 (s, 3H)


4-717
Cl
allyloxy
SO2Me
12.01 (bs, 1H), 7.96 (d, 1H),






7.79 (d, 1H), 6.20 (m, 1H), 5.51






(d, 1H), 5.37 (d, 1H), 4.70-4.72






(m, 2H), 4.02 (s, 3H), 3.39 (s,






3H)


4-718
Cl
allyloxy
SO2Et
12.01 (bs, 1H), 7.93 (d, 1H),






7.80 (d, 1H), 6.12-6.22 (m,






1H), 5.51 (d, 1H), 5.35 (d, 1H),






4.69-4.72 (m, 2H), 4.02 (s, 3H),






3.50 (q, 2H), 1.12 (t, 3H)


4-719
Cl
propargyloxy
SO2Et
10.65 (bs, 1H), 8.03 (d, 1H),






7.66 (d, 1H), 4.97 (d, 2H), 4.14






(s, 3H), 3.51 (q, 2H), 2.67 (t,






1H), 1.29 (t, 3H)


4-720
Cl
propargyloxy
SO2Me
10.35 (bs, 1H), 8.05 (d, 1H),






7.67 (d, 1H), 4.98 (d, 2H), 4.14






(s, 3H), 3.34 (s, 3H), 2.68 (t,






1H)


4-721
Cl
OCH2CH2F
SO2Me
9.80 (bs, 1H), 8.05 (d, 1H),






7.67 (d, 1H), 4.93 (dd, 1H),






4.81 (dd, 1H), 4.62 (dd, 1H),






4.55 (dd, 1H), 4.14 (s, 3H),






3.33 (s, 3H)


4-722
Cl
OCH2CH2F
SO2Et
10.70 (bs, 1H), 8.05 (d, 1H),






7.66 (d, 1H), 4.90 (bs, 1H),






4.82 (bs, 1H), 4.59 (bs, 1H),






4.54 (bs, 1H), 4.15 (s, 3H),






3.51 (q, 2H), 1.29 (t, 3H)


4-723
Cl
OCH2CF3
SO2Me



4-724
Cl
OCH2CF3
SO2Et
10.90 (bs, 1H), 8.06 (d, 1H),






7.71 (d, 1H), 4.72 (q, 2H), 4.15






(s, 3H), 3.47 (q, 2H), 1.30 (t,






3H)


4-725
Cl
OCH2CN
SO2Me
11.00 (bs, 1H), 8.06 (d, 1H),






7.73 (d, 1H), 5.08 (s, 2H), 5.15






(s, 3H), 3.32 (s, 3H)


4-726
Cl
OCH2CN
SO2Et
11.60 (bs, 1H), 8.03 (d, 1H),






7.71 (d, 1H), 5.08 (s, 2H), 4.16






(s, 3H), 3.46 (q, 2H), 1.33 (t,






3H)


4-727
Cl
O(CH2)2OEt
SO2Me
10.33 (bs, 1H), 8.05 (d, 1H),






7.64 (d, 1H), 4.48 (t, 2H), 4.14






(s, 3H), 3.91 (t, 2H), 3.64 (q,






2H), 3.36 (s, 3H), 1.27 (t, 3H)


4-728
Cl
O(CH2)2OEt
SO2Et
10.36 (bs, 1H), 8.04 (d, 1H),






7.63 (d, 1H), 4.46 (t, 2H), 4.14






(s, 3H), 3.90 (t, 2H), 3.64 (q,






2H), 3.55 (q, 2H), 1.27 (t, 3H),






1.27 (t, 3H)


4-729
Cl
O(CH2)2OCF3
SO2Me
10.81 (bs, 1H), 8.07 (d, 1H),






7.67 (d, 1H), 4.56-4.58 (m,






2H), 4.43-4.45 (m, 2H), 4.15






(s, 3H), 3.32 (s, 3H)


4-730
Cl
O(CH2)2OCF3
SO2Et
10.80 (bs, 1H), 8.05 (d, 1H),






7.66 (d, 1H), 4.54-4.57 (m,






2H), 4.41-4.44 (m, 2H), 4.15






(s, 3H), 3.48 (q, 2H), 1.30 (t,






3H)


4-731
Cl
O(CH2)3OCF3
SO2Me
10.64 (bs, 1H), 8.06 (d, 1H),






7.65 (d, 1H), 4.42 (t, 2H),






4.27 (t, 2H), 4.14 (s, 3H), 3.27






(s, 3H), 2.33 (quin, 2H)


4-732
Cl
O(CH2)3OCF3
SO2Et
10.88 (bs, 1H), 8.03 (d, 1H),






7.63 (d, 1H), 4.41 (t, 2H),






4.26 (t, 2H), 4.14 (s, 3H), 3.42






(q, 2H), 2.31 (quin, 2H), 1.29






(t, 3H)


4-733
Cl
O(CH2)2SMe
SO2Me
12.00 (bs, 1H), 7.96 (d, 1H),






7.78 (d, 1H), 4.32 (t, 2H), 4.02






(s, 3H), 3.45 (s, 3H), 3.01 (t,






2H), 2.16 (s, 3H)


4-734
Cl
O(CH2)2SMe
SO2Et
12.00 (bs, 1H), 7.94 (d, 1H),






7.79 (d, 1H), 4.31 (t, 2H), 4.02






(s, 3H), 3.59 (q, 2H), 3.48 (q,






2H), 3.00 (t, 2H), 2.16 (s, 3H),






1.13 (t, 3H), 1.12 (t, 3H)


4-735
Cl
O(CH2)2SEt
SO2Me
12.00 (bs, 1H), 7.95 (d, 1H),






7.78 (d, 1H), 4.30 (t, 2H), 4.02






(s, 3H), 3.44 (s, 3H), 3.04 (t,






2H), 2.63 (q, 2H), 1.23 (t, 3H)


4-736
Cl
O(CH2)2SEt
SO2Et
12.00 (bs, 1H), 7.93 (d, 1H),






7.79 (d, 1H), 4.29 (t, 2H), 4.02






(s, 3H), 3.58 (q, 2H), 3.03 (t,






2H), 2.62 (q, 2H), 1.22 (t, 3H),






1.13 (t, 3H)


4-737
Cl
O(CH2)3SMe
SO2Me
12.01 (bs, 1H), 7.95 (d, 1H),






7.75 (d, 1H), 4.27 (t, 2H), 4.01






(s, 3H), 3.39 (s, 3H), 2.70 (t,






2H), 2.15 (quin, 2H), 2.10 (s,






3H)


4-738
Cl
O(CH2)3SMe
SO2Et
10.90 (bs, 1H), 7.93 (d, 1H),






7.76 (d, 1H), 4.26 (t, 2H), 4.01






(s, 3H), 3.51 (q, 2H), 2.69 (t,






2H), 2.13 (quin, 2H), 2.09 (s,






3H), 1.13 (t, 3H)


4-739
Cl
O(CH2)3SEt
SO2Me
12.00 (bs, 1H), 7.95 (d, 1H),






7.75 (d, 1H), 4.27 (t, 2H), 4.00






(s, 3H), 3.40 (s, 3H), 2.73 (t,






2H), 2.57 (q, 2H), 2.13 (quin,






2H), 1.20 (t, 3H)


4-740
Cl
OCH2(CO)OEt
SO2Me
12.02 (bs, 1H), 7.96 (d, 1H),






7.82 (d, 1H), 4.80 (s, 2H), 4.25






(q, 2H), 4.01 (s, 3H), 3.48 (s,






3H), 1.26 (t, 3H)


4-741
Cl
OCH2(CO)OEt
SO2Et
12.01 (bs, 1H), 7.94 (d, 1H),






7.83 (d, 1H), 4.78 (s, 2H), 4.23






(q, 2H), 4.01 (s, 3H), 3.62 (q,






2H), 1.25 (t, 3H), 1.13 (t, 3H)


4-742
Cl
Cyclopropylmethoxy
SO2Me
8.04 (d, 1H), 7.61 (d, 1H), 4.14






(s, 3H), 4.03-4.16 (m, 2H), 3.35






(s, 3H), 1.45-1.51 (m, 1H),






0.64-0.72 (m, 2H), 0.42-0.50






(m, 2H)


4-743
Cl
Cyclopropylmethoxy
SO2Et
10.20 (bs, 1H), 8.02 (d, 1H),






7.62 (d, 1H), 4.14 (s, 3H), 4.12






(d, 2H), 3.54 (q, 2H), 1.40-1.50






(m, 1H), 1.28 (t, 3H), 0.68-0.70






(m, 2H), 0.48-0.50 (m, 2H)


4-744
Cl
cyclobutylmethoxy
SO2Me
10.10 (bs, 1H), 8.04 (d, 1H),






7.61 (d, 1H), 4.28 (d, 2H), 4.14






(s, 3H), 3.29 (s, 3H), 2.94-2.97






(m, 1H), 2.16-2.21 (m, 2H),






1.95-2.03 (m, 4H)


4-745
Cl
cyclobutylmethoxy
SO2Et
9.88 (bs, 1H), 8.02 (d, 1H),






7.61 (d, 1H), 4.29 (d, 2H), 4.14






(s, 3H), 3.45 (q, 2H), 2.92-2.97






(m, 1H), 2.14-2.20 (m, 2H),






1.90-2.05 (m, 4H), 1.27 (t, 3H)


4-746
Cl
1,3-dioxolan-2-
SO2Me
8.05 (d, 1H), 7.63 (d, 1H), 5.50




ylmethoxy

(t, 1H), 4.31 (d, 2H), 4.14 (s,






3H), 4.07-4.10 (m, 2H), 3.98-






4.01 (m, 2H), 3.37 (s, 3H)


4-747
Cl
tetrahydro-2H-pyran-
SO2Me
10.20 (bs, 1H), 8.04 (d, 1H),




2-ylmethoxy

7.62 (d, 1H), 4.41 (dd, 1H),






4.14 (s, 3H), 4.07-4.15 (m, 2H),






3.89-3.94 (m, 1H), 3.52-3.57






(m, 2H), 3.35 (s, 3H), 1.91-1.94






(m, 1H), 1.55-1.70 (m, 4H),






1.42-1.45 (m, 1H)


4-748
Cl
tetrahydrofuran-2H-pyran-
SO2Et
10.05 (bs, 1H), 8.02 (d, 1H),




2-ylmethoxy

7.62 (d, 1H), 4.40 (dd, 1H),






4.13 (s, 3H), 4.07-4.13 (m, 2H),






3.88-3.93 (m, 1H), 3.47-3.59






(m, 3H), 1.90-1.93 (m, 1H),






1.55-1.68 (m, 4H), 1.39-1.46






(m, 1H), 1.23 (t, 3H)


4-749
Cl
tetrahydrofuran-3-
SO2Me
10.70 (bs, 1H), 8.05 (d, 1H),




ylmethoxy

7.62 (d, 1H), 4.28 (d, 2H), 4.14






(s, 3H), 3.91-3.98 (m, 2H),






3.79-3.88 (m, 2H), 3.29 (s, 3H),






2.90-2.95 (m, 1H), 2.12-2.18






(m, 1H), 1.82-1.93 (m, 1H)


4-750
Cl
tetrahydrofuran-3-
SO2Et
10.60 (bs, 1H), 8.03 (d, 1H),




ylmethoxy

7.62 (d, 1H), 4.26 (d, 2H), 4.14






(s, 3H), 3.90-3.99 (m, 2H),






3.79-3.86 (m, 2H), 3.40-3.46






(m, 2H), 2.88-2.95 (m, 1H),






2.11-2.16 (m, 1H), 1.80-1.89






(m, 1H), 1.27 (t, 3H)


4-751
Cl
3-(1H-tetrazol-1-
SO2Et
10.90 (bs, 1H), 8.81 (s, 1H),




yl)propoxy

8.01 (d, 1H), 7.63 (d, 1H), 4.76






(t, 2H), 4.35 (t, 2H), 4.14 (s,






3H), 3.35 (q, 2H), 2.59 (quin,






2H), 1.27 (t, 3H)


4-752
Cl
3-(2H-tetrazol-2-
SO2Et
10.53 (bs, 1H), 8.54 (s, 1H),




yl)propoxy

8.03 (d, 1H), 7.63 (d, 1H), 4.97






(t, 2H), 4.38 (t, 2H), 4.14 (s,






3H), 3.42 (q, 2H), 2.68 (quin,






2H), 1.30 (t, 3H)


4-753
Cl
F
SMe
7.71 (dd, 1H), 7.23 (d, 1H),






4.10 (s, 3H), 2.55 (s, 3H)


4-754
Cl
F
SOMe
7.90 (dd, 1H), 7.81 (d, 1H),






4.12 (s, 3H), 2.92 (s, 3H)


4-755
Cl
F
SO2Me
3.25 (s, 3H), 3.98 (s, 3H), 7.68






(d, 1H), 7.82 (d, 1H), 8.60






(s, 1H)


4-756
Cl
SO2Me
SO2Me
12.10 (s, 1H), 8.40 (d, 1H),






8.34 (d, 1H), 4.03 (s, 3H),






3.67 (s, 3H), 3.58 (s, 3H)


4-757
Cl
SEt
SO2Me
8.23 (d, 1H), 7.75 (d, 1H), 4.15






(s, 3H), 3.49 (s, 3H), 3.08






(q, 2H), 1.32 (t, 3H)


4-758
Cl
SOEt
SO2Me
8.15 (d, 1H), 8.11 (d, 1H), 4.01






(s, 3H), 3.70 (m, 1H), 3.54






(s, 3H), 3.22 (m, 1H), 1.36






(t, 3H)


4-759
Cl
SO2Et
SO2Me
8.45 (d, 1H), 7.96 (d, 1H), 4.15






(s, 3H), 3.72 (q, 2H), 3.62






(s, 3H), 1.55 (t, 3H)


4-760
Cl
S(CH2)2OMe
SO2Me
8.22 (d, 1H), 7.75 (d, 1H), 4.14






(s, 3H), 3.66 (t, 2H), 3.51






(s, 3H), 3.32 (s, 3H), 3.26






(t, 2H)


4-761
Cl
SO(CH2)2OMe
SO2Me
8.24 (d, 1H), 7.88 (d, 1H), 4.14






(s, 3H), 4.01 (m, 2H), 3.87






(m, 1H), 3.54-3.39 (m, 1H),






3.47 (s, 3H), 3.44 (s, 3H)


4-762
Cl
SO2(CH2)2OMe
SO2Me
8.45 (d, 1H), 7.95 (d, 1H), 4.15






(s, 3H), 4.01 (t, 2H), 3.96






(t, 2H), 3.62 (s, 3H), 3.33






(s, 3H)


4-763
Br
SMe
Me
9.77 (bs, 1H), 7.46 (d, 1H),






7.34 (d, 1H), 4.15 (s, 3H), 2.69






(s, 3H), 2.37 (s, 3H)


4-764
Br
SOMe
Me
8.88 (bs, 1H), 7.56 (d, 1H),






7.31 (d, 1H), 4.14 (s, 3H), 2.98






(s, 3H), 2.80 (s, 3H)


4-765
Br
SO2Me
Me
9.90 (bs, 1H), 7.59 (d, 1H),






7.45 (d, 1H), 4.17 (s, 3H), 3.34






(s, 3H), 2.83 (s, 3H)


4-766
Br
SEt
Me
9.30 (bs, 1H), 7.46 (d, 1H),






7.36 (d, 1H), 4.15 (s, 3H), 2.88






(q, 2H), 2.68 (s, 3H), 1.23 (t,






3H)


4-767
Br
SOEt
Me
7.52-7.56 (m, 1H), 7.30-7.36






(m, 1H), 4.13 (s, 3H), 3.21-3.26






(m, 1H), 3.08-3.13 (m, 1H),






2.70 (s, 3H), 1.42 (t, 3H)


4-768
Br
SO2Et
Me
7.59 (d, 1H), 7.45 (d, 1H), 4.16






(s, 3H), 3.49 (q, 2H), 2.85 (s,






3H), 1.37 (t, 3H)


4-769
Br
OEt
Br
11.79 (bs, 1H), 7.84 (d, 1H),






7.41 (d, 1H), 4.07 (q, 2H), 4.01






(s, 3H), 1.43 (t, 3H)


4-770
Br
O(CH2)3OMe
Br
9.60 (bs, 1H), 7.67 (d, 1H),






7.31 (d, 1H), 4.15 (t, 2H), 4.13






(s, 3H), 3.67 (t, 2H), 3.39 (s,






3H), 2.17 (quin, 2H)


4-771
Br
O(CH2)2SMe
Br
11.82 (bs, 1H), 7.85 (d, 1H),






7.43 (d, 1H), 4.16 (t, 2H), 4.01






(s, 3H), 2.97 (t, 2H), 2.17 (s,






3H)


4-772
Br
O(CH2)3SMe
Br
11.82 (bs, 1H), 7.84 (d, 1H),






7.42 (d, 1H), 4.09 (t, 2H), 4.01






(s, 3H), 2.73 (t, 2H), 2.09 (s,






3H), 2.08 (quin, 2H)


4-773
Br
O(CH2)2SEt
Br
11.82 (bs, 1H), 7.85 (d, 1H),






7.43 (d, 1H), 4.14 (t, 2H), 4.01






(s, 3H), 3.00 (t, 2H), 2.63 (q,






2H), 1.22 (t, 3H)


4-774
Br
OCH2(CO)NMe2
Br
11.80 (bs, 1H), 7.85 (d, 1H),






7.45 (d, 1H), 4.69 (s, 2H), 4.01






(s, 3H), 3.02 (s, 3H), 2.88 (s,






3H)


4-775
Br
1,4-dioxan-2-
Br
11.85 (bs, 1H), 7.82 (d, 1H),




ylmethoxy

7.40 (d, 1H), 4.00-4.05 (m,






1H), 4.00 (s, 3H), 3.90-4.00 (m,






3H), 3.77-3.80 (m, 1H), 3.62-






3.70 (m, 2H), 3.50-3.55 (m,






2H)


4-776
Br
tetrahydrofuran-2-
Br
11.84 (bs, 1H), 7.84 (d, 1H),




ylmethoxy

7.43 (d, 1H), 4.25-4.30 (m,






1H), 3.98-4.04 (m, 1H), 4.00 (s,






3H), 3.90 (dd, 1H), 3.80-3.84






(m, 1H), 3.69-3.72 (m, 1H),






2.00-2.09 (m, 1H), 1.84-1.89






(m, 3H)


4-777
Br
OMe
I
11.80 (bs, 1H), 8.00 (d, 1H),






7.24 (d, 1H), 4.01 (s, 3H), 3.83






(s, 3H)


4-778
Br
OEt
I
11.77 (bs, 1H), 8.00 (d, 1H),






7.22 (d, 1H), 4.05 (q, 2H), 4.01






(s, 3H), 1.45 (t, 3H)


4-779
Br
O(CH2)2OMe
I
10.20 (bs, 1H), 7.92 (d, 1H),






7.18 (d, 1H), 4.23 (t, 2H), 4.13






(s, 3H), 3.89 (t, 2H), 3.50 (s,






3H)


4-780
Br
O(CH2)3OMe
I
10.00 (bs, 1H), 7.91 (d, 1H),






7.17 (d, 1H), 4.13 (s, 3H), 4.13






(t, 2H), 3.68 (t, 2H), 3.40 (s,






3H), 2.19 (quin, 2H)


4-781
Br
O(CH2)2SMe
I
11.80 (bs, 1H), 8.01 (d, 1H),






7.24 (d, 1H), 4.13 (t, 2H), 4.01






(s, 3H), 2.99 (t, 2H), 2.19 (s,






3H)


4-782
Br
O(CH2)2SEt
I
11.80 (bs, 1H), 8.00 (d, 1H),






7.24 (d, 1H), 4.11 (t, 2H), 4.00






(s, 3H), 3.02 (t, 2H), 2.65 (q,






2H), 1.23 (t, 3H)


4-783
Br
O(CH2)3SMe
I
11.80 (bs, 1H), 8.00 (d, 1H),






7.23 (d, 1H), 4.06 (t, 2H), 4.00






(s, 3H), 2.74 (t, 2H), 2.11 (quin,






2H), 2.09 (s, 3H)


4-784
Br
OCH2(CO)NMe2
I
11.82 (bs, 1H), 8.00 (d, 1H),






7.25 (d, 1H), 4.65 (s, 3H), 3.99






(s, 3H), 3.02 (s, 3H), 2.89 (s,






3H)


4-785
Br
1,4-dioxan-2-
I
11.80 (bs, 1H), 8.00 (d, 1H),




ylmethoxy

7.23 (d, 1H), 4.00-4.02 (m,






2H), 3.99 (s, 3H), 3.90-3.95 (m,






2H), 3.79-3.81 (m, 1H), 3.63-






3.72 (m, 2H), 3.50-3.55 (m,






2H)


4-786
Br
tetrahydrofuran-2-
I
11.79 (bs, 1H), 8.00 (d, 1H),




ylmethoxy

7.23 (d, 1H), 4.29-4.31 (m,






1H), 4.00 (s, 3H), 3.96-4.02 (m,






1H), 3.80-3.90 (m, 2H), 3.68-






3.75 (m, 1H), 3.18 (s, 3H),






2.02-2.07 (m, 1H), 1.86-1.94






(m, 3H)


4-787
Br
OMe
SMe
10.75 (bs, 1H), 7.69 (d, 1H),






7.59 (d, 1H), 4.11 (s, 3H), 3.98






(s, 3H), 2.55 (s, 3H)


4-788
Br
OMe
SO2Me
7.93 (d, 1H), 7.27 (d, 1H), 4.21






(s, 3H), 4.11 (s, 3H), 3.32 (s,






3H)


4-789
I
SMe
Me
9.96 (bs, 1H), 7.37 (d, 1H),






7.36 (d, 1H), 4.20 (s, 3H), 2.73






(s, 3H), 2.34 (s, 3H)


4-790
I
SOMe
Me
11.73 (bs, 1H), 7.57 (d, 1H),






7.48 (d, 1H), 4.04 (s, 3H), 2.94






(s, 3H), 2.70 (s, 3H)


4-791
I
SO2Me
Me



4-792
I
SEt
Me
9.24 (bs, 1H), 7.35 (d, 1H),






7.31 (d, 1H), 4.20 (s, 3H), 2.86






(q, 2H), 2.72 (s, 3H), 1.26 (t,






3H)


4-793
I
SOEt
Me
7.43 (d, 1H), 7.31 (d, 1H), 4.18






(s, 3H), 3.14-3.21 (m, 1H),






3.05-3.10 (m, 1H), 2.68 (s, 3H),






1.45 (t, 3H)


4-794
I
SO2Et
Me
9.65 (bs, 1H), 7.47 (s, 2H),






4.22 (s, 3H), 3.42-3.49 (m, 2H),






2.86 (s, 3H), 1.40 (t, 3H)


4-795
NO2
SMe
Me
11.72 (bs, 1H), 8.11 (d, 1H),






7.63 (d, 1H), 4.05 (s, 3H), 2.71






(s, 3H), 2.36 (s, 3H)


4-796
NO2
SOMe
Me
12.19 (bs, 1H), 8.06 (d, 1H),






7.77 (d, 1H), 3.93 (s, 3H), 3.14






(s, 3H), 2.61 (s, 3H)


4-797
NO2
SO2Me
Me
12.21 (bs, 1H), 8.22 (d, 1H),






7.91 (d, 1H), 3.93 (s, 3H), 3.47






(s, 3H), 2.79 (s, 3H)


4-798
NO2
SEt
Me
11.41 (bs, 1H), 8.06 (d, 1H),






7.63 (d, 1H), 4.05 (s, 3H), 2.82






(q, 2H), 2.70 (s, 3H), 1.22 (t,






3H)


4-799
NO2
SOEt
Me
12.14 (bs, 1H), 8.06 (d, 1H),






7.76 (d, 1H), 3.93 (s, 3H), 3.42-






3.51 (m, 1H), 3.17-3.27 (m,






1H), 2.61 (s, 3H), 1.32 (t, 3H)


4-800
NO2
SO2Et
Me
12.12 (bs, 1H), 8.00 (bs, 1H),






7.62 (d, 1H), 3.98 (s, 3H), 3.46






(q, 2H), 2.84 (s, 3H), 1.48 (t,






3H)


4-801
NO2
CH2OCH2CF3
Cl
3.78 (q, 2H), 3.89 (s, 3H), 4.72






(s, 2H), 7.51 (d, 1H), 8.18 (d, 1H)


4-802
NO2
NMe2
Cl
2.77 (s, 6H), 3.89 (s, 3H), 7.39






(d, 1H), 7.95 (s, br, 1H)


4-803
OH
SMe
CHF2
8.31 (d, 1H), 7.42 (m, 1H), 7.21






(t, 1H), 4.01 (s, 3H), 2.39






(s, 3H)


4-804
OH
SOMe
CHF2
8.45 (d, 1H), 7.34 (d, 1H), 6.80






(t, 1H), 4.08 (s, 3H), 3.17






(s, 3H)


4-805
OH
SO2Me
CHF2
8.24 (d, 1H), 7.74 (t, 1H), 7.10






(d, 1H), 3.96 (s, 3H), 3.42






(s, 3H)


4-806
OH
SMe
CF3
8.09 (d, 1H), 7.42 (d, 1H), 3.98






(s, 3H), 2.37 (s, 3H)


4-807
OH
SO2Me
CF3
8.10 (d, 1H), 6.83 (d, 1H), 3.94






(s, 3H), 3.37 (s, 3H)


4-808
OH
SCH2Ph
CF3
7.92 (d, 1H), 7.24-7.14






(m, 5H), 6.82 (d, 1H), 4.18






(s, 2H), 3.87 (s, 3H)


4-809
OMe
SMe
Me



4-810
OMe
SOMe
Me



4-811
OMe
SO2Me
Me



4-812
OMe
SMe
CHF2
8.23 (d, 1H), 7.66 (d, 1H), 7.23






(t, 1H), 4.19 (s, 3H), 4.10






(s, 3H), 2.47 (s, 3H)


4-813
OMe
SOMe
CHF2
8.27 (d, 1H), 7.93 (t, 1H), 7.88






(d, 1H), 4.12 (s, 6H), 3.08






(s, 3H)


4-814
OMe
SO2Me
CHF2
8.33 (d, 1H), 7.91 (d, 1H), 7.83






(t, 1H), 4.17 (s, 3H), 4.14






(s, 3H), 3.41 (s, 3H)


4-815
OMe
SMe
OMe
8.15 (d, 1H), 6.88 (d, 1H), 4.12






(s, 3H), 4.09 (s, 3H), 4.01






(s, 3H), 2.44 (s, 3H)


4-816
OMe
SOMe
OMe



4-817
OMe
SO2Me
OMe
8.37 (d, 1H), 7.05 (d, 1H), 4.17






(s, 3H), 4.09 (s, 3H), 4.08






(s, 3H), 3.35 (s, 3H)


4-818
OMe
SMe
F
8.12 (dd, 1H), 7.09 (t, 1H), 4.16






(s, 3H), 4.08 (s, 3H), 2.52






(s, 3H)


4-819
OMe
SOMe
F



4-820
OMe
SO2Me
F



4-821
OMe
CH2N(SO2Me)Et
Cl
11.51 (brs, 1H), 7.70 (d, 1H),






7.42 (d, 1H), 4.52 (s, 2H), 3.99






(s, 3H), 3.87 (s, 3H), 3.05






(q, 2H), 3.01 (s, 3H), 0.97 (t, 3H)


4-822
OMe
NHCOMe
Cl
11.36 (brs, 1H), 9.71 (brs, 1H),






7.64 (d, 1H), 7.45 (d, 1H), 3.97






(s, 3H), 3.81 (s, 3H), 2.09 (s, 3H)


4-823
OMe
NHCOEt
Cl
11.36 (brs, 1H), 9.63 (brs, 1H),






7.64 (d, 1H), 7.45 (d, 1H), 3.97






(s, 3H), 3.80 (s, 3H), 2.38






(q, 2H), 1.13 (t, 3H)


4-824
OMe
NHCOiPr
Cl
11.36 (brs, 1H), 9.59 (brs, 1H),






7.65 (d, 1H), 7.45 (d, 1H), 3.97






(s, 3H), 3.79 (s, 3H), 2.70






(m, 1H), 1.15 (d, 6H)


4-825
OMe
NHCOcPr
Cl
11.36 (brs, 1H), 9.81 (brs, 1H),






7.64 (d, 1H), 7.45 (d, 1H), 3.98






(s, 3H), 3.84 (s, 3H)


4-826
OMe
NHCOCHCMe2
Cl
11.35 (brs, 1H), 9.56 (brs, 1H),






7.64 (d, 1H), 7.45 (d, 1H), 5.97






(s, 1H), 3.97 (s, 3H), 3.79






(s, 3H), 2.13 (s, 3H), 1.18 (s, 3H)


4-827
OMe
NHCOPh
Cl
11.42 (brs, 1H), 10.19 (brs, 1H),






8.03 (d, 2H), 7.72 (d, 1H), 7.63






(m, 1H), 7.57 (t, 2H), 7.53






(d, 1H), 3.97 (s, 3H), 3.80






(s, 3H), 2.38 (q, 2H), 1.13 (t, 3H)


4-828
OMe
SO2Me
SO2Me



4-829
OEt
SMe
CF3



4-830
OEt
SOMe
CF3



4-831
OEt
SO2Me
CF3



4-832
OEt
SEt
CF3



4-833
OEt
SOEt
CF3



4-834
OEt
SO2Et
CF3



4-835
OEt
S(CH2)2OMe
CF3



4-836
OEt
SO(CH2)2OMe
CF3



4-837
OEt
SO(CH2)2OMe
CF3



4-838
OEt
SMe
Cl
1.62 (t, 2H), 2.48 (s, 3H), 4.09






(s, 3H), 4.37 (q, 2H), 7.43






(d, 1H), 8.03 (d, 1H), 10.58






(s, 1H)


4-839
OEt
SOMe
Cl



4-840
OEt
SO2Me
Cl



4-841
OEt
SEt
Cl



4-842
OEt
SOEt
Cl



4-843
OEt
SO2Et
Cl



4-844
OEt
S(CH2)2OMe
Cl



4-845
OEt
SO(CH2)2OMe
Cl



4-846
OEt
SO(CH2)2OMe
Cl



8-847
OSO2Me
SMe
CF3
7.97 (s, 2H), 4.02 (s, 3H), 3.63






(s, 3H), 2.51 (s, 3H)


8-848
OSO2Me
SOMe
CF3



8-849
OSO2Me
SO2Me
CF3
8.30 (d, 1H), 8.22 (d, 1H), 4.03






(s, 3H), 3.66 (s, 3H), 3.57






(s, 3H)


8-850
OSO2Et
SMe
CF3
12.01 (brs, 1H), 7.98 (brs, 2H),






4.02 (s, 3H), 3.77 (q, 2H), 2.51






(s, 3H), 1.42 (t, 3H)


8-851
OSO2Et
SOMe
CF3



8-852
OSO2Et
SO2Me
CF3



8-853
OSO2CF3
SMe
CF3
12.29 (brs, 1H), 8.19 (d, 1H),






8.16 (d, 1H), 4.00 (s, 3H), 3.63






(s, 3H), 2.51 (s, 3H)


8-854
OSO2CF3
SOMe
CF3



8-855
OSO2CF3
SO2Me
CF3



8-856
SMe
SMe
H
7.54 (t, 1H), 7.39 (d, 1H), 7.36






(d, 1H), 4.04 (s, 3H), 2.49






(s, 3H), 2.35 (s, 3H)


8-857
SO2Me
SO2Me
H
12.02 (brs, 1H), 8.40 (d, 1H),






8.20-8.14 (m, 2H), 4.04 (s, 3H),






3.58 (s, 6H)


8-858
SO2Me
SO2Me
Me



8-859
SO2Me
NMe2
CF3



8-860
SO2Me
NHMe
CF3



8-861
SO2Me
pyrazol-1-yl
CF3



4-862
SMe
OMe
F
11.60 (s, 1H), 7.39-7.46 (m,






2H), 4.02 (s, 3H), 3.96 (d, 3H),






2.43 (s, 3H)


4-863
SO2Me
OMe
F
10.89 (bs, 1H), 7.47 (t, 1H),






7.35 (bs, 1H), 4.20 (s, 3H),






4.12 (s, 3H), 3.27 (s, 3H)


4-864
SO2Me
NMe2
Cl
7.66 (d, 1H), 7.39 (d, 1H), 4.19






(s, 3H), 3.35 (s, 3H), 2.94






(s, 6H)


4-865
SO2Me
NHMe
Cl



4-866
SO2Me
NH2
Cl
7.58 (d, 1H), 6.92 (d, 1H), 6.05






(brs, 2H), 4.17 (s, 3H), 3.29






(s, 3H)


4-867
SO2Me
NHcHex
Cl
7.55 (d, 1H), 7.00 (d, 1H), 6.27






(brd, 1H), 4.16 (s, 3H), 3.92






(m, 1H), 3.31 (s, 3H), 2.03






(m, 2H), 1.78 (m, 2H), 1.68-






1.53 (m, 2H), 1.38-1.12






(m, 4H)


4-868
SMe
OCH2CHF2
Br
11.68 (s, 1H), 7.83 (d, 1H),






7.39 (d, 1H), 6.48 (tt, 1H), 4.38






(dt, 2H), 4.02 (s, 3H), 2.44 (s,






3H)


4-869
SO2Me
OMe
SO2Me



4-870
SMe
O(CH2)2OMe
SMe
11.53 (s, 1H), 7.38 (d, 1H),






7.28 (d, 1H), 4.09 (t, 2H), 4.01






(s, 3H), 3.56 (t, 2H), 3.26 (s,






3H), 2.46 (s, 3H), 2.40 (s, 3H),






2.03 (quin, 2H)


4-871
SO2Me
F
SO2Me



4-872
SO2Me
SMe
SO2Me



4-873
SO2Me
SO2Me
SO2Me



4-874
Me
NH(CH2)2OMe
SO2Me
2.45 (s, 3H), 3.19 (s, 3H), 3.39






(s, 3H), 3.42 (t, 2H), 3.60 (t, 2H),






4.11 (s, 3H), 5.82 (br, s, 1H),






7.26 (d, 1H), 7.77 (d, 1H), 10.57






(s, 1H)


4-875
CF3
2-(1H-pyrazol-1-
SO2Me
8.05-8.15 (bs, 1H), 7.68 (d,




yl)ethoxy

1H), 7.57 (d, 1H), 7.46 (d, 1H),






6.46 (t, 1H), 4.51-4.57 (m, 4H),






3.76-3.87 (m, 3H), 3.03 (s, 3H)


4-876
CF3
SMe
SO2Me
12.01 (s, 1H), 8.49 (d, 1H),






8.15 (d, 1H), 4.01 (s, 3H), 3.63






(s, 3H), 2.53 (s, 3H)


4-877
CF3
tetrahydrofuran-2-
SO2Et





ylmethoxy




4-878
CF3
tetrahydrofuran-2-
SO2Me





ylmethoxy




4-879
CF3
OEt
SO2Me
12.04 (s, 1H), 8.30 (d, 1H),






7.87 (d, 1H), 4.26 (q, 2H), 3.99






(s, 3H), 3.42 (s, 3H), 1.45 (t,






3H)


4-880
CF3
SMe
SO2Et



4-881
Cl
5-methoxymethyl-
SO2Et
1.26 (t, 3H), 3.23 (dd, 1H), 3.37




4,5-dihydro-1,2-

(q, 2H), 3.45 (s, 3H), 3.48




oxazol-3-yl

(dd, 1H), 3.58 (dd, 1H), 3.71






(dd, 1H), 4.11 (s, 3H), 5.05






(m, 1H), 7.88 (d, 1H), 8.05






(d, 1H), 10.8 (br, s, 1H)


4-882
Cl
5-methoxymethyl-5-
SO2Et
1.26 (t, 3H), 1.53 (s, 3H), 3.09




methyl-4,5-dihydro-

(d, 1H), 3.41 (q, 2H), 3.45




1,2-oxazol-3-yl

(s, 3H), 3.45 (d, 1H), 3.53






(q, 2H), 4.11 (s, 3H), 7.85






(d, 1H), 7.98 (d, 1H), 10.8 (br,






s, 1H)


4-883
CF3
SO2Me
SO2Et
8.44 (d, 1H), 8.08 (d, 1H), 3.98






(s, 3H), 3.51-3.55 (m, 2H), 3.27






(s, 3H), 1.22 (t, 3H)


4-884
CF3
SOMe
SO2Et
8.62 (d, 1H), 8.28 (d, 1H), 4.07






(s, 3H), 3.83 (q, 2H), 3.72 (s,






3H), 1.42 (t, 3H)


4-885
Cl
2,4-dichloro-thiazol-
SO2Et





5-yloxy




4-886
Me
SEt
Br
10.08 (bs, 1H), 7.71 (d, 1H),






7.52 (d, 1H), 4.11 (s, 3H), 2.89






(q, 2H), 2.81 (s, 3H), 1.23 (t,






3H)


4-887
Me
SEt
I
9.88 (bs, 1H), 7.99 (d, 1H),






7.31 (d, 1H), 4.11 (s, 3H), 2.86






(q, 2H), 2.85 (s, 3H), 1.26 (t,






3H)


4-888
SMe
4-MeO-benzyloxy
Br
11.69 (s, 1H), 7.82 (d, 1H),






7.52 (d, 2H), 7.37 (d, 1H), 7.00






(d, 2H), 5.01 (s, 2H), 4.03 (s,






3H), 3.79 (s, 3H), 2.43 (s, 3H)


4-889
Me
NHCH2CH2OCOiPr
SO2Me
1.20 (d, 6H), 2.49 (s, 3H), 2.61






(m, 1H), 3.13 (s, 3H), 3.51






(m, 2H), 4.11 (s, 3H), 4.31






(m, 2H), 4.11 (s, 3H), 4.31






(m, 2H), 5.82 (t, 1H), 7.34






(d, 1H), 7.84 (d, 1H), 11.01






(s, 1H)


4-890
Me
NHCH2CH2OCOcPr
SO2Me
0.91 (m, 2H), 1.04 (m, 2H), 1.62






(m, 1H), 2.49 (s, 3H), 3.15






(s, 3H), 3.51 (m, 2H), 4.12






(s, 3H), 4.31 (m, 2H), 5.83






(t, 1H), 7.33 (d, 1H), 7.84 (d, 1H),






10.82 (s, 1H)


4-891
CF3
O(CH2)3OMe
SO2Me
12.04 (s, 1H), 8.30 (d, 1H),






7.86 (d, 1H), 4.27 (t, 2H), 3.97






(s, 3H), 3.52 (t, 2H), 3.42 (s,






3H), 3.27 (s, 3H), 2.08 (quin,






2H)


4-892
Me
NH(CH2)3OEt
SO2Me
1.21 (t, 3H), 1.94 (m, 2H), 2.47






(s, 3H), 3.13 (s, 3H), 3.32 (t, 2H),






3.51 (q, 2H), 3.58 (t, 2H), 4.12






(s, 3H), 5.63 (br, s, 1H), 7.29






(d, 1H), 7.80 (d, 1H), 10.73






(s, 1H)


4-893
CH2SMe
H
CF3



4-894
CH2SMe
H
Br
11.67 (bs, 1H), 7.71 s, 1H),






7.71-7.67 (m, 2H), 3.99 (s, 3H),






3.95 (s, 2H), 1.95 (s, 3H)


4-895
F
SMe
Cl
2.55 (s, 3H), 4.06 (s, 3H), 7.44






(d, 1H), 7.93 (t, 1H), 9.92 (s, 1H)


4-896
Me
F
SO2Me
2.51 (s, 3H), 3.27 (s, 3H), 4.12






(s, 3H), 7.72 (d, 1H), 7.94






(d, 1H), 10.4 (s, 1H)


4-897
Cl
NH2
SO2Me
3.04 (s, 3H), 3.97 (s, 3H), 6.94






(d, 1H), 7.69 (d, 1H)


4-898
F
SOMe
Cl
3.21 (s, 3H), 4.06 (s, 3H), 7.43






(d, 1H), 8.09 (t, 1H), 10.21






(s, 1H)


4-899
F
SO2Me
Cl



4-900
CH2SO2Me
H
Br
11.67 (brs, 1H), 7.71 (d, 1H),






7.69 (d, 1H), 7.66 (dd, 1H), 3.99






(s, 3H), 3.95 (s, 2H), 1.95 (s, 3H)


4-901
Br
1,4-dioxan-2-
SO2Me





ylmethoxy




4-902
Me
OCH2CONEt2
Br



4-903
Cl
4,6-dimethoxy-
Cl
11.90 (bs, 1H), 7.67 (d, 1H),




pyrimidin-2-

7.54 (d, 1H), 6.24 (s, 1H), 4.09




ylmethoxy

(s, 2H), 3.98 (s, 3H), 3.84 (s,






6H)


4-904
Me
SOMe
imidazol-1-yl



4-905
Et
1,4-dioxan-2-
SO2Me





ylmethoxy




4-906
F
SO2CH2Ph
CF3



4-907
SO2Me
OCH2CHF2
Br
7.96 (bs, 1H), 7.20 (bs, 1H),






6.51 (t, 1H), 4.49 (t, 2H), 4.00






(s, 3H), 3.40 (s, 3H)


4-908
Me
COOMe
SO2Me



4-909
Cl
CH2(4-cyclopropyl-3-
Cl





(methylsulfanyl)-5-






oxo-4,5-dihydro-1H-






1,2,4-triazol-1-yl)




4-910
Cl
Me
SO2Me



4-911
Cl
2-(1H-tetrazol-1-
SO2Et
11.05 (bs, 1H), 8.88 (s, 1H),




yl)ethoxy)

8.01 (d, 1H), 7.64 (d, 1H),






4.98 (t, 2H), 4.77 (t, 2H), 4.14






(s, 3H), 3.22 (q, 2H), 1.25 (t,






3H)


4-912
Cl
2-(2H-tetrazol-2-
SO2Et
10.90 (bs, 1H), 8.60 (s, 1H),




yl)ethoxy

8.01 (d, 1H), 7.63 (d, 1H),






5.19 (t, 2H), 4.81 (t, 2H), 4.12






(s, 3H), 3.36 (q, 2H), 1.26 (t,






3H)


4-913
Cl
OCH2CH2Cl
SO2Me
10.58 (bs, 1H), 8.06 (d, 1H),






7.65 (d, 1H), 4.58 (t, 2H), 4.14






(s, 3H), 3.98 (t, 2H), 3.35 (s,






3H)


4-914
Cl
OCH2CH2Cl
SO2Et
10.86 (bs, 1H), 8.04 (d, 1H),






7.64 (d, 1H), 4.56 (t, 2H), 4.14






(s, 3H), 3.97 (t, 2H), 3.51 (q,






2H), 1.30 (t, 3H)


4-915
Me
OEt
CF3
10.24 (bs, 1H), 7.62 (d, 1H),






7.58 (d, 1H), 4.11 (s, 3H), 3.99






(q, 2H), 2.50 (s, 3H), 1.48 (t,






3H)


4-916
CF3
SO2Me
SO2Me



4-917
F
SOCH2Ph
CF3



4-918
Cl
SCH2c-Pr
Cl
7.61 (d, 1H), 7.56 (d, 1H), 4.12






(s, 3H), 2.87 (d, 2H), 1.00






(m, 1H), 0.52 (m, 2H), 0.16






(m, 2H)


4-919
Cl
SOCH2c-Pr
Cl
7.68 (d, 1H), 7.48 (d, 1H), 4.10






(s, 3H), 3.44 (m, 1H), 3.14






(m, 1H), 1.02 (m, 1H), 0.74






(m, 1H), 0.66 (m, 1H), 0.44






(m, 1H), 0.25 (m, 1H)


4-920
Cl
SO2CH2c-Pr
Cl
8.03 (d, 1H), 7.88 (d, 1H), 4.02






(s, 3H), 3.57 (d, 2H), 1.01






(m, 1H), 0.53 (m, 2H), 0.24






(m, 2H)


4-921
F
SEt
CF3
8.12 (dd, 1H), 7.71 (d, 1H), 4.09






(s, 3H), 3.02 (q, 2H), 1.27 (t, 3H)


4-922
F
SOEt
CF3
8.25 (dd, 1H), 7.74 (d, 1H), 4.07






(s, 3H), 3.61 (m, 1H), 3.29






(m, 1H), 1.41 (t, 3H)


4-923
F
SO2Et
CF3
8.31 (dd, 1H), 7.91 (d, 1H), 4.09






(s, 3H), 3.62 (q, 2H), 1.47 (t, 3H)


4-924
F
SEt
Cl
7.97 (dd, 1H), 7.47 (dd, 1H),






4.07 (s, 3H), 3.01 (q, 2H), 1.27






(t, 3H)


4-925
F
SOEt
Cl
8.05 (dd, 1H), 7.41 (d, 1H), 4.05






(s, 3H), 3.51 (m, 1H), 3.39






(m, 1H), 1.39 (t, 3H)


4-926
F
SO2Et
Cl
8.10 (dd, 1H), 7.75 (d, 1H), 3.98






(s, 3H), 3.57 (q, 2H), 1.25 (t, 3H)


4-927
Me
I
SO2Me
8.03 (d, 1H), 7.80 (d, 1H), 3.95






(s, 3H), 3.43 (s, 3H), 2.60 (s, 3H)


4-928
Me
I
SMe



4-929
Me
CN
SO2Me



4-930
Me
CF3
SO2Me



4-931
Me
pyrazol-1-yl
SMe



4-932
Me
1,2,4-triazol-4-yl
SO2Me



4-933
Me
COOMe
SMe



4-934
Me
COOMe
SO2Me
















TABLE 5







Compounds of the formula (I) according to the invention in which A


represents CY, B represents N and R represents ethyl.








 















Physical data


No.
X
Y
Z
(1H—NMR, DMSO-d6, 400 MHz)














5-1
F
H
Cl



5-2
F
H
Br



5-3
F
H
SO2Me



5-4
F
H
SO2Et



5-5
F
H
CF3



5-6
F
H
NO2



5-7
Cl
H
F



5-8
Cl
H
Cl
11.71 (brs, 1H), 7.82 (d, 1H), 7.78






(d, 1H), 7.62 (dd, 1H), 4.35 (q, 2H), 






1.47 (t, 3H)


5-9
Cl
H
Br



5-10
Cl
H
SMe



5-11
Cl
H
SOMe



5-12
Cl
H
SO2Me



5-13
Cl
H
SO2CH2Cl



5-14
Cl
H
SEt



5-15
Cl
H
SO2Et
11.87 (brs, 1H), 8.12 (s, 1H), 8.04






(d, 1H), 8.01 (d, 1H), 4.38 (q, 2H), 3.47






(q, 2H), 1.48 (t, 3H), 1.14 (t, 3H)


5-16
Cl
H
CF3



5-17
Cl
H
NO2



5-18
Cl
H
pyrazol-1-yl



5-19
Cl
H
1H-1,2,4-triazol-
11.76 (brs, 1H), 9.48 (s, 1H), 8.33





1-yl
(s, 1H), 8.19 (d, 1H), 8.03 (dd, 1H), 






7.95 (d, 1H), 4.37 (q, 2H), 1.48 (t, 3H)


5-20
Br
H
Cl



5-21
Br
H
Br
11.92 (brs, 1H), 7.80 (d, 2H), 7.41






(t, 1H), 4.43 (q, 2H), 1.49 (t, 3H)


5-22
Br
H
SO2Me



5-23
Br
H
SO2Et



5-24
Br
H
CF3
8.20 (s, 1H), 7.94 (s, 2H), 4.39 (q, 2H), 






1.49 (t, 3H)


5-25
SO2Me
H
Cl
8.04 (s, 1H), 8.02 (d, 1H), 7.93 (d, 1H), 






4.39 (q, 2H), 3.42 (s, 3H), 1.44 (t, 3H)


5-26
SO2Me
H
Br
8.16 (s, 1H), 8.15 (d, 1H), 7.88 (d, 1H), 






4.38 (q, 2H), 3.41 (s, 3H), 1.43 (t, 3H)


5-27
SO2Me
H
SMe



5-28
SO2Me
H
SOMe



5-29
SO2Me
H
SO2Me



5-30
SO2Me
H
SO2Et



5-31
SO2Me
H
CF3
8.34 (d, 1H), 8.31 (s, 1H), 8.16 (d, 1H), 






4.42 (q, 2H), 3.45 (s, 3H), 1.47 (t, 3H)


5-32
SO2Et
H
Cl



5-33
SO2Et
H
Br



5-34
SO2Et
H
SMe



5-35
SO2Et
H
SOMe



5-36
SO2Et
H
SO2Me



5-37
SO2Et
H
CF3



5-38
NO2
H
F



5-39
NO2
H
Cl



5-40
NO2
H
Br
11.93 (brs, 1H), 8.44 (d, 1H), 8.17






(dd, 1H), 7.87 (d, 1H), 4.36 (q, 2H), 1.47 (t, 3H)


5-41
NO2
H
I
11.90 (brs, 1H), 8.53 (d, 1H), 8.31






(dd, 1H), 7.68 (d, 1H), 4.35 (q, 2H), 1.47 (t, 3H)


5-42
NO2
H
CN
12.05 (brs, 1H), 8.82 (d, 1H), 8.44






(d, 1H), 8.15 (brs, 1H), 4.38 (q, 2H), 1.48 (t, 3H)


5-43
NO2
H
SO2Me



5-44
NO2
H
SO2Et



5-45
NO2
H
CF3



5-46
Me
H
Cl



5-47
Me
H
Br



5-48
Me
H
SMe



5-49
Me
H
SO2Me



5-50
Me
H
SO2CH2Cl



5-51
Me
H
SEt



5-52
Me
H
SO2Et



5-53
Me
H
CF3



5-54
CH2SO2Me
H
CF3



5-55
Et
H
Cl
11.48 (brs, 1H), 7.67 (d, 1H), 7.49






(d, 1H), 7.44 (dd, 1H), 4.32 (q, 2H), 






2.78 (q, 2H), 1.46 (t, 3H), 1.18 (t, 3H)


5-56
Et
H
Br
7.63 (s, 1H), 7.58 (2s, 2H), 4.32






(q, 2H), 2.77 (q, 2H), 1.46 (t, 3H), 1.18






(t, 3H)


5-57
Et
H
SMe



5-58
Et
H
SO2Me



5-59
Et
H
SO2CH2Cl



5-60
Et
H
SEt



5-61
Et
H
SO2Et



5-62
Et
H
CF3



5-63
CF3
H
Cl
11.81 (brs, 1H), 8.03 (s, 1H), 7.98-






7.79 (m, 2H), 4.33 (q, 2H), 1.46 (t, 3H)


5-64
CF3
H
Br



5-65
CF3
H
SO2Me



5-66
CF3
H
SO2Et



5-67
CF3
H
CF3
7.89 (s, 1H), 7.75 (d, 1H), 7.68 (d, 1H), 






4.31 (q, 2H), 1.49 (t, 3H)


5-68
NO2
NH2
F



5-69
NO2
NHMe
F



5-70
NO2
NMe2
F



5-71
NO2
Me
Cl



5-72
NO2
NH2
Cl



5-73
NO2
NHMe
Cl



5-74
NO2
NMe2
Cl



5-75
NO2
NH2
Br



5-76
NO2
NHMe
Br



5-77
NO2
NMe2
Br



5-78
NO2
NH2
CF3



5-79
NO2
NMe2
CF3



5-80
NO2
NH2
SO2Me



5-81
NO2
NH2
SO2Et



5-82
NO2
NHMe
SO2Me



5-83
NO2
NMe2
SO2Me



5-84
NO2
NMe2
SO2Et



5-85
NO2
NH2
1H-1,2,4-triazol-






1-yl



5-86
NO2
NHMe
1H-1,2,4-triazol-






1-yl



5-87
NO2
NMe2
1H-1,2,4-triazol-






1-yl



5-88
Me
SMe
H



5-89
Me
SOMe
H



5-90
Me
SO2Me
H



5-91
Me
SEt
H



5-92
Me
SOEt
H



5-93
Me
SO2Et
H



5-94
Me
S(CH2)2OMe
H



5-95
Me
SO(CH2)2OMe 
H



5-96
Me
SO2(CH2)2OMe
H



5-97
Me
F
F



5-98
Me
F
Cl



5-99
Me
SEt
F



5-100
Me
SOEt
F



5-101
Me
SO2Et
F



5-102
Me
Me
Cl
7.37 (d, 1H), 7.17 (d, 1H), 4.34 (q, 2H), 






2.31 (s, 3H), 2.30 (s, 3H), 1.46 (t, 3H)


5-103
Me
F
Cl



5-104
Me
Cl
Cl



5-105
Me
NH2
Cl



5-106
Me
NHMe
Cl



5-107
Me
NMe2
Cl



5-108
Me
O(CH2)2OMe
Cl
11.47 (brs, 1H), 7.50 (d, 1H), 7.43






(d, 1H), 4.32 (q, 2H), 4.05 (m, 2H), 






3.68 (m, 2H), 3.30 (s, 3H), 2.38 (s, 3H), 






1.46 (t, 3H)


5-109
Me
O(CH2)3OMe
Cl
11.49 (bs, 1H), 7.50 (d, 1H), 7.43 (d, 






1H), 4.31 (q, 2H), 3.94 (t, 2H), 3.56






(t, 2H), 3.27 (s, 3H), 2.36 (s, 3H), 






2.01 (quin, 2H), 1.46 (t, 3H)


5-110
Me
O(CH2)4OMe
Cl



5-111
Me
OCH2CONMe2
Cl
11.47 (bs, 1H), 7.51 (d, 1H), 7.45 (d, 






1H), 4.65 (s, 2H), 4.32 (q, 2H), 2.99






(s, 3H), 2.88 (s, 3H), 2.33 (s, 3H), 






1.47 (t, 3H)


5-112
Me
O(CH2)2—CO—NMe2
Cl



5-113
Me
O(CH2)2—NH(CO)NMe2
Cl



5-114
Me
O(CH2)2—NH(CO)NHCO2Et
Cl



5-115
Me
O(CH2)2—NHCO2Me
Cl



5-116
Me
O—CH2—NHSO2cPr
Cl



5-117
Me
O(CH2)-5-2,4-
Cl





dimethy1-2,4-dihydro-






3H-1,2,4-triazol-3-






one




5-118
Me
O(CH2)-3,5-dimethyl-
Cl





1,2-oxazol-4-y1




5-119
Me
SMe
Cl
7.61 (d, 1H), 7.50 (d, 1H), 4.47 (q, 2H), 






2.79 (s, 3H), 2.39 (s, 3H), 1.63 (t, 3H)


5-120
Me
SOMe
Cl
7.75 (d, 1H), 7.59 (d, 1H), 4.35 (q, 2H), 






3.04 (s, 3H), 2.73 (s, 3H), 1.47 (t, 3H)


5-121
Me
SO2Me
Cl
7.86 (d, 1H), 7.73 (d, 1H), 4.35 (q, 2H), 






3.46 (s, 3H), 2.72 (s, 3H), 1.47 (t, 3H)


5-122
Me
SEt
Cl
7.55 (m, 1H), 7.45 (m, 1H), 4.45






(q, 2H), 2.87 (q, 2H), 2.75 (s, 3H), 1.61






(t, 3H)


5-123
Me
SOEt
Cl
7.63 (d, 1H), 7.39 (d, 1H), 4.44 (q, 2H), 






3.31 (m, 1H), 3.11 (m, 1H), 2.73






(s, 3H), 1.62 (t, 3H), 1.35 (t, 3H)


5-124
Me
SO2Et
Cl
7.69 (d, 1H), 7.56 (d, 1H), 4.48 (q, 2H), 






3.48 (q, 2H), 2.84 (s, 3H), 1.63 (t, 3H), 






1.37 (t, 3H)


5-125
Me
S(CH2)2OMe
Cl



5-126
Me
SO(CH2)2OMe
Cl



5-127
Me
SO2(CH2)2OMe
Cl



5-128
Me
NH2
Br



5-129
Me
NHMe
Br



5-130
Me
NMe2
Br



5-131
Me
OCH2(CO)NMe2
Br
11.47 (bs, 1H), 7.64 (d, 1H), 7.38 (d, 






1H), 4.62 (s, 2H), 4.32 (q, 2H), 2.99






(s, 3H), 2.88 (s, 3H), 2.38 (s, 3H), 






1.46 (t, 3H)


5-132
Me
O(CH2)-5-pyrrolidin-
Br





2-one




5-133
Me
SMe
Br



5-134
Me
SOMe
Br



5-135
Me
SO2Me
Br



5-136
Me
SEt
Br
9.78 (bs, 1H), 7.68 (d, 1H), 7.49 (d, 






1H), 4.47 (q, 2H), 2.88 (q, 2H), 2.81






(s, 3H), 1.63 (t, 3H), 1.23 (t, 3H)


5-137
Me
SOEt
Br



5-138
Me
SO2Et
Br



5-139
Me
SMe
I
9.94 (bs, 1H), 7.98 (d, 1H), 7.31 (d, 






1H), 4.46 (q, 2H), 2.87 (s, 3H), 2.36






(s, 3H), 1.63 (t, 3H)


5-140
Me
SOMe
I
11.20 (bs, 1H), 7.91 (d, 1H), 7.35 (d, 






1H), 4.45 (q, 2H), 2.91 (s, 3H), 2.76






(s, 3H), 2.17 (s, 3H), 1.62 (t, 3H)


5-141
Me
SO2Me
I
11.72 (bs, 1H), 7.66 (d, 1H), 7.59 (d, 






1H), 4.44 (q, 2H), 3.40 (s, 3H), 2.76






(s, 3H), 1.49 (t, 3H)


5-142
Me
SEt
I
10.17 (bs, 1H), 8.00 (d, 1H), 7.33 (d, 






1H), 4.46 (q, 2H), 2.86 (q, 2H), 2.85






(s, 3H), 1.63 (t, 3H), 1.25 (t, 3H)


5-143
Me
SOEt




5-144
Me
SO2Et
I
9.76 (bs, 1H), 8.24 (d, 1H), 7.32 (d, 






1H), 4.47 (q, 2H), 3.44 (q, 2H), 2.87






(s, 3H), 1.64 (t, 3H), 1.41 (t, 3H)


5-145
Me
Cl
CF3
7.45 (d, 1H), 7.32 (d, 1H), 4.29 (q, 2H), 






2.39 (s, 3H), 1.48 (t, 3H)


5-146
Me
SMe
CF3
7.82 (d, 1H), 7.80 (d, 1H), 4.36 (q, 2H), 






2.71 (s, 3H), 2.32 (s, 3H), 1.48 (t, 3H)


5-147
Me
SOMe
CF3
7.97 (d, 1H), 7.90 (d, 1H), 4.37 (q, 2H), 






3.05 (s, 3H), 2.88 (s, 3H), 1.48 (t, 3H)


5-148
Me
SO2Me
CF3
7.71 (d, 1H), 7.67 (d, 1H), 4.31 (q, 2H), 






3.20 (s, 3H), 2.64 (s, 3H), 1.49 (t, 3H)


5-149
Me
SEt
CF3
7.76 (s, 2H), 4.48 (q, 2H), 2.82 (s, 3H), 






2.79 (q, 2H), 1.64 (t, 3H), 1.23 (t, 3H)


5-150
Me
SOEt
CF3
7.76 (d, 1H), 7.71 (d, 1H), 4.48 (q, 2H), 






3.44 (dd, 1H), 3.01-2.91 (m, 1H), 2.92






(s, 3H), 1.64 (t, 3H), 1.40 (t, 3H)


5-151
Me
SO2Et
CF3
7.93 (d, 1H), 7.88 (d, 1H), 4.48 (q, 2H), 






3.35 (q, 2H), 2.84 (s, 3H), 1.64 (t, 3H), 






1.49 (t, 3H)


5-152
Me
S(CH2)2OMe
CF3



5-153
Me
SO(CH2)2OMe
CF3



5-154
Me
SO2(CH2)2OMe
CF3



5-155
Me
Me
SO2Me



5-156
Me
4,5-dihydro-1,2-
SO2Me
8.12 (d, 1H), 7.91 (d, 1H), 4.60 (t, 2H), 




oxazol-3-yl

4.45 (q, 2H), 3.38 (m, 2H), 3.20






(s, 3H), 2.48 (s, 3H), 1.62 (t, 3H)


5-157
Me
4,5-dihydro-1,2-
SO2Et





oxazol-3-yl




5-158
Me
5-cyanomethyl-4,5- 
SO2Me





dihydro-1,2-oxazol-3-






yl




5-159
Me
5-cyanomethyl-4,5- 
SO2Et





dihydro-1,2-oxazol-3-






yl




5-160
Me
NH2
SO2Me
11.52 (brs, 1H), 7.59 (d, 1H), 6.93






(d, 1H), 6.09 (brs, 2H), 4.33 (q, 2H), 






3.17 (s, 3H), 2.21 (s, 3H), 1.47 (t, 3H)


5-161
Me
NHMe
SO2Me



5-162
Me
NMe2
SO2Me



5-163
Me
NH(CH2)2OMe
SO2Me
1.62 (t, 3H), 2.45 (s, 3H), 3.19 (s, 3H), 






3.39 (s, 3H), 3.42 (m, 2H), 3.60 (m, 






2H), 4.46 (q, 2H), 5.82 (s, br, 1H), 






7.25 (d, 1H), 7.77 (d, 1H), 10.64






(s, 1H)


5-164
Me
pyrrazol-1-yl
SO2Me
8.11 (d, 1H), 8.07 (d, 1H), 7.99 (d, 1H), 






7.87 (d, 1H), 6.59 (dd, 1H), 4.36






(q, 2H), 3.04 (s, 3H), 1.92 (s, 3H), 1.47






(t, 3H)


5-165
Me
OH
SO2Me



5-166
Me
OMe
SO2Me
11.63 (bs, 1H), 7.82 (d, 1H), 7.63 (d, 






1H), 4.35 (q, 2H), 3.90 (s, 3H), 3.33






(s, 3H), 2.41 (s, 3H), 1.48 (t, 3H)


5-167
Me
OMe
SO2Et



5-168
Me
OEt
SO2Me



5-169
Me
OEt
SO2Et



5-170
Me
OiPr
SO2Me



5-171
Me
OiPr
SO2Et



5-172
Me
O(CH2)2OMe
SO2Me
11.65 (brs, 1H), 7.83 (d, 1H), 7.64






(d, 1H), 4.35 (q, 2H), 4.16 (m, 2H), 






3.76 (m, 2H), 3.38 (s, 3H), 3.37 (s, 3H), 






2.41 (s, 3H), 1.47 (t, 3H)


5-173
Me
O(CH2)2OMe
SO2Et



5-174
Me
O(CH2)3OMe
SO2Me
10.00 (bs, 1H), 7.96 (d, 1H), 7.61 (d, 






1H), 4.47 (q, 2H), 4.18 (t, 2H), 3.62






(t, 2H), 3.38 (s, 3H), 3.27 (s, 3H), 






2.50 (s, 3H), 2.16 (quin, 2H), 1.64 (t, 






3H)


5-175
Me
O(CH2)3OMe
SO2Et



5-176
Me
O(CH2)4OMe
SO2Me



5-177
Me
O(CH2)4OMe
SO2Et



5-178
Me
O(CH2)2NHSO2Me
SO2Me



5-179
Me
O(CH2)2NHSO2Me
SO2Et



5-180
Me
OCH2(CO)NMe2
SO2Me
11.63 (bs, 1H), 7.83 (d, 1H), 7.67 (d, 






1H), 4.74 (s, 2H), 4.35 (q, 2H), 3.46






(s, 3H), 2.90 (s, 3H), 2.89 (s, 3H), 






2.40 (s, 3H), 1.48 (t, 3H)


5-181
Me
OCH2(CO)NMe2
SO2Et



5-182
Me
[1,4]dioxan-2-
SO2Me





ylmethoxy




5-183
Me
[1,4]dioxan-2- 
SO2Et





ylmethoxy




5-184
Me
O(CH2)2—O(3,5-
SO2Me





dimethoxypyrimidin-






2-yl




5-185
Me
Cl
SO2Me



5-186
Me
SMe
SO2Me



5-187
Me
SOMe
SO2Me



5-188
Me
SO2Me
SO2Me
8.18 (d, 1H), 7.96 (d, 1H), 4.24 (q, 2H), 






3.57 (s, 3H), 3.55 (s, 3H), 2.73 (s, 3H), 






1.41 (t, 3H)


5-189
Me
SO2Me
SO2Et



5-190
Me
SEt
SO2Me
8.13 (d, 1H), 7.76 (d, 1H), 4.47 (q, 2H), 






3.47 (s, 3H), 2.92 (q, 2H), 2.79 (s, 3H), 






1.64 (t, 3H), 1.29 (t, 3H)


5-191
Me
SOEt
SO2Me
8.14 (d, 1H), 7.86 (d, 1H), 4.50 (q, 2H), 






3.51 (m, 1H), 3.39 (s, 3H), 3.28






(m, 1H), 2.92 (s, 3H), 1.65 (t, 3H), 1.53






(t, 3H)


5-192
Me
SO2Et
SO2Me
8.28 (d, 1H), 8.09 (d, 1H), 4.33 (q, 2H), 






3.72 (q, 2H), 3.59 (s, 3H), 2.73 (s, 3H), 






1.46 (t, 3H), 1.37 (t, 3H)


5-193
Me
S(CH2)2OMe
SO2Me



5-194
Me
SO(CH2)2OMe
SO2Me



5-195
Me
SO2(CH2)2OMe
SO2Me



5-196
CH2SMe
OMe
SO2Me



5-197
CH2OMe
OMe
SO2Me



5-198
CH2O(CH2)2OMe
NH(CH2)2OEt
SO2Me



5-199
CH2O(CH2)2OMe
NH(CH2)3OEt
SO2Me



5-200
CH2O(CH2)3OMe
OMe
SO2Me



5-201
CH2O(CH2)2OMe
NH(CH2)2OMe
SO2Me



5-202
CH2O(CH2)2OMe
NH(CH2)3OMe
SO2Me



5-203
Et
SMe
Cl
1.20 (t, 3H), 1.60 (t, 3H), 2.40 (s, 3H), 






3.12 (q, 2H), 4.43 (q, 2H), 7.33 (d, 1H), 






7.45 (d, 1H)


5-204
Et
SO2Me
Cl
1.02 (t, 3H), 1.45 (t, 3H), 3.25 (q, 2H), 






3.30 (s, 3H), 4.28 (q, 2H), 7.30 (d, 1H), 






7.55 (d, 1H)


5-205
Et
SMe
CF3
1.20 (t, 3H), 1.62 (t, 3H), 3.06 (s, 3H), 






3.12 (m, 1H), 3.20 (m, 1H), 4.43






(q, 2H), 7.53 (d, 1H), 7.63 (d, 1H), 






10.78 (s, 1H)


5-206
Et
SO2Me
CF3
1.26 (t, 3H), 1.35 (t, 3H), 3.31 (s, 3H), 






3.36 (q, 2H), 4.49 (q, 2H), 7.88 (d, 1H), 






7.95 (d, 1H)


5-207
Et
F
SO2Me



5-208
Et
NH(CH2)2OMe
SO2Me



5-209
iPr
SO2Me
CF3



5-210
cPr
SO2Me
CF3



5-211
CF3
O(CH2)2OMe
F



5-212
CF3
O(CH2)3OMe
F



5-213
CF3
OCH2CONMe2
F



5-214
CF3
[1,4]dioxan-2-F






ylmethoxy




5-215
CF3
O(CH2)2OMe
Cl



5-216
CF3
O(CH2)3OMe
Cl



5-217
CF3
OCH2CONMe2
Cl



5-218
CF3
[1,4]dioxan-2- 
Cl





ylmethoxy




5-219
CF3
O(CH2)2OMe
Br



5-220
CF3
O(CH2)3OMe
Br



5-221
CF3
OCH2CONMe2
Br



5-222
CF3
[1,4]dioxan-2- 
Br





ylmethoxy




5-223
CF3
O(CH2)2OMe
I



5-224
CF3
O(CH2)3OMe
I



5-225
CF3
OCH2CONMe2
I



5-226
CF3
[1,4]dioxan-2-
I





ylmethoxy




5-227
CF3
F
SO2Me



5-228
CF3
F
SO2Et



5-229
CF3
O(CH2)2OMe
SO2Me
8.36 (d, 1H), 7.77 (d, 1H), 4.40-4.48






(m, 4H), 3.86 (t, 2H), 3.48 (s, 3H), 






3.42 (s, 3H), 3.40 (s, 3H), 1.60 (t, 3H)


5-230
CF3
O(CH2)2OMe
SO2Et



5-231
CF3
O(CH2)3OMe
SO2Me
11.94 (s, 1H), 8.31 (d, 1H), 7.86 (d, 






1H), 4.34 (q, 2H), 4.27 (t, 2H), 3.52






(t, 2H), 3.42 (s, 3H), 2.08 (quin, 2H), 






1.47 (t, 3H)


5-232
CF3
O(CH2)3OMe
SO2Et
11.93 (s, 1H), 8.29 (d, 1H), 7.87 (d, 






1H), 4.35 (q, 2H), 4.26 (t, 2H), 3.55






(t, 2H), 3.53 (t, 2H), 3.27 (s, 3H), 






2.06 (quin, 2H), 1.47 (t, 3H), 1.13 (t, 






3H)


5-233
CF3
OCH2CONMe2
SO2Me
11.97 (s, 1H), 8.32 (d, 1H), 7.91 (d, 






1H), 4.89 (s, 2H), 4.35 (q, 2H), 3.55






(s, 3H), 2.89 (s, 3H), 2.85 (s, 3H), 






1.47 (t, 3H)


5-234
CF3
OCH2CONMe2
SO2Et
11.95 (s, 1H), 8.31 (d, 1H), 7.91 (d, 






1H), 4.87 (s, 2H), 4.35 (q, 2H), 3.75






(q, 2H), 2.88 (s, 3H), 2.84 (s, 3H), 






1.47 (t, 3H), 1.09 (t, 3H)


5-235
CF3
[1,4]dioxan-2- 
SO2Me





ylmethoxy




5-236
CF3
[1,4]dioxan-2- 
SO2Et





ylmethoxy




5-237
F
SMe
CF3
7.79 (t, 1H), 7.58 (d, 1H), 4.11 (q, 2H), 






2.43 (s, 3H), 1.33 (t, 3H)


5-238
F
SOMe
CF3



5-239
Cl
Me
Cl
7.63 (d, 1H), 7.58 (d, 1H), 4.36 (q, 2H), 






2.51 (s, 3H), 1.47 (t, 3H)


5-240
Cl
OCH2CHCH2
Cl



5-241
Cl
OCH2CHF2
Cl



5-242
Cl
O(CH2)2OMe
Cl
9.51 (bs, 1H), 7.52 (d, 1H), 7.47 (d, 






1H), 4.47 (q, 2H), 4.25-4.27 (m, 2H), 






3.81-3.84 (m, 2H), 3.47 (s, 3H), 1.63






(t, 3H)


5-243
Cl
OCH2(CO)NMe2
Cl



5-244
Cl
O(CH2)-5-pyrrolidin- 
Cl





2-one




5-245
Cl
SMe
Cl
7.60 (d, 1H), 7.54 (d, 1H), 4.48 (q, 2H), 






2.48 (s, 3H), 1.63 (t, 3H)


5-246
Cl
SOMe
Cl
7.72 (d, 1H), 7.54 (d, 1H), 4.46 (q, 2H), 






3.11 (s, 3H), 1.63 (t, 3H)


5-247
Cl
SO2Me
Cl
7.71 (d, 1H), 7.66 (d, 1H), 4.52 (q, 2H), 






3.43 (s, 3H), 1.63 (t, 3H)


5-248
Cl
F
SMe
7.69 (dd, 1H), 7.22 (d, 1H), 4.45






(q, 2H), 2.55 (s, 3H), 1.62 (t, 3H)


5-249
Cl
Cl
SO2Me



5-250
Cl
COOMe
SO2Me



5-251
Cl
CONMe2
SO2Me



5-252
Cl
CONMe(OMe)
SO2Me



5-253
Cl
CH2OMe
SO2Me
1.60 (t, 3H), 3.25 (s, 3H), 3.51 (s, 3H), 






4.44 (q, 2H), 5.10 (s, 2H), 7.78






(d, 1H), 8.16 (d, 1H), 11.02 (s, 1H)


5-254
Cl
CH2OMe
SO2Et



5-255
Cl
CH2OEt
SO2Me
1.26 (t, 3H), 1.60 (t, 3H), 3.30 (s, 3H), 






3.71 (q, 2H), 4.49 (q, 2H), 5.14 (s, 






2H), 7.78 (d, 1H), 8.16 (d, 1H), 10.6






(s, 1H)


5-256
Cl
CH2OEt
SO2Et



5-257
Cl
CH2OCH2CHF2
SO2Me
1.63 (t, 3H), 3.26 (s, 3H), 3.88






(dt, 2H), 4.51 (q, 2H), 5.31 (s, 2H), 






7.81 (d, 1H), 8.19 (d, 1H), 10.82






(s, 1H)


5-258
Cl
CH2OCH2CF3
SO2Me
7.94 (d, 1H), 7.65 (d, 1H), 5.25 (s, 2H), 






4.33 (t, 2H), 4.01(q, 2H), 3.19 (s, 3H), 






1.49 (t, 3H)


5-259
Cl
CH2OCH2CF3
SO2Et



5-260
Cl
CH2OCH2CF2CHF2
SO2Me



5-261
Cl
CH2Ocpentyl
SO2Me



5-262
Cl
CH2PO(OMe)2
SO2Me



5-263
Cl
4,5-dihydro-1,2-
SMe





oxazol-3-yl




5-264
Cl
4,5-dihydro-1,2-
SO2Me





oxazol-3-yl




5-265
Cl
4,5-dihydro-1,2-
SO2Et





oxazol-3-yl




5-266
Cl
5-cyanomethyl-4,5-
SO2Me





dihydro-1,2-oxazol-3-






yl




5-267
Cl
5-cyanomethyl-4,5-
SO2Et





dihydro-1,2-oxazol-3-






yl




5-268
Cl
5-(methoxymethyl)-
SO2Et





4,5-dihydro-1,2-






oxazol-3-yl




5-269
Cl
5-(methoxymethyl)-5- 
SO2Et





methyl-4,5-dihy-dro-






1,2-oxazol-3-yl




5-270
Cl
CH2O-
SO2Me





tetrahydrofuran-3-yl




5-271
Cl
CH2O-
SO2Et





tetrahydrofuran-3-yl




5-272
Cl
CH2OCH2-
SO2Me





tetrahydrofuran-2-yl




5-273
Cl
CH2OCH2-
SO2Et





tetrahydrofuran-2-yl




5-274
Cl
CH2OCH2-
SO2Me





tetrahydrofuran-3-yl




5-275
Cl
CH2OCH2-
SO2Et





tetrahydrofuran-3-yl




5-276
Cl
OMe
SO2Me
11.92 (bs, 1H), 7.93 (d, 1H), 7.78 (d, 






1H), 4.38 (q, 2H), 4.01 (s, 3H), 3.50






(q, 2H), 1.48 (t, 3H), 1.13 (t, 3H)


5-277
Cl
OMe
SO2Et



5-278
Cl
OEt
SO2Me
10.30 (bs, 1H), 8.04 (d, 1H), 7.62 (d, 






1H), 4.51 (q, 2H), 4.36 (q, 2H), 3.31






(s, 3H), 1.64 (t, 3H), 1.55 (t, 3H)


5-279
Cl
OEt
SO2Et
11.91 (bs, 1H), 7.94 (d, 1H), 7.77 (d, 






1H), 4.38 (q, 2H), 4.24 (q, 2H), 3.52






(q, 2H), 1.48 (t, 3H), 1.45 (t, 3H), 






1.12 (t, 3H)


5-280
Cl
OiPr
SO2Me
10.25 (bs, 1H), 8.06 (d, 1H), 7.55 (d, 






1H), 5.30 (sep, 1H), 4.51 (q, 2H), 






3.27 (s, 3H), 1.64 (t, 3H), 1.42 (d, 






6H)


5-281
Cl
OiPr
SO2Et
11.94 (bs, 1H), 7.95 (d, 1H), 7.70 (d, 






1H), 5.15-5.22 (m, 1H), 4.38 (q, 2H), 






3.49 (q, 2H), 1.48 (t, 3H), 1.34 (d, 






6H), 1.09 (t, 3H)


5-282
Cl
O(CH2)2OMe
SO2Me
7.97 (d, 1H), 7.77 (d, 1H), 4.38 (q, 2H), 






4.32 (m, 2H), 3.80 (m, 2H), 3.40






(s, 3H), 3.39 (s, 3H), 1.48 (t, 3H)


5-283
Cl
O(CH2)4OMe
SO2Me



5-284
Cl
O(CH2)4OMe
SO2Et



5-285
Cl
O(CH2)3OMe
SO2Me
10.65 (bs, 1H), 8.03 (d, 1H), 7.61 (d, 






1H), 4.50 (q, 2H), 4.39 (t, 2H), 3.63






(t, 2H), 3.38 (s, 3H), 3.30 (s, 3H), 






2.21 (quin, 2H), 1.64 (t, 3H)


5-286
Cl
O(CH2)3OMe
SO2Et
7.93 (d, 1H), 7.76 (d, 1H), 4.46 (q, 2H), 






4.24 (m, 2H), 3.58-3.52 (m, 4H), 






3.27(s, 3H), 2.09 (m, 2H), 1.48 (t, 3H), 






1.13 (t, 3H)


5-287
Cl
O(CH2)2OEt
SO2Me
10.65 (bs, 1H), 8.05 (d, 1H), 7.62 (d, 






1H), 4.50 (q, 2H), 4.48 (t, 2H), 3.91






(t, 2H), 3.65 (q, 2H), 3.36 (s, 3H), 






1.64 (t, 3H), 1.27 (t, 3H)


5-288
Cl
O(CH2)2OMe
SO2Et
11.91 (bs, 1H), 7.93 (d, 1H), 7.78 (d, 






1H), 4.38 (q, 2H), 4.30-4.34 (m, 2H), 






3.78 (t, 2H), 3.58 (q, 2H), 3.48 (s, 






3H), 1.48 (t, 3H), 1.13 (t, 3H)


5-289
Cl
[1,4]dioxan-2-
SO2Me
11.01 (bs, 1H), 7.95 (d, 1H), 7.78 (d, 




ylmethoxy

1H), 4.38 (q, 2H), 4.20-4.25 (m, 1H), 






4.10-4.15 (m, 1H), 4.00-4.05 (m, 1H), 






3.89 (dd, 1H), 3.80-3.82 (m, 1H), 






3.65-3.70 (m, 2H), 3.45-3.55 (m, 2H), 






1.48 (t, 3H)


5-290
Cl
[1,4]dioxan-2-
SO2Et
8.02 (d, 1H), 7.62 (d, 1H), 4.51 (q, 




ylmethoxy

2H), 4.38 (dd, 1H), 4.21 (dd, 1H), 






4.10-4.17 (m, 1H), 3.66-3.96 (m, 5H), 






3.59 (dd, 1H), 3.49 (q, 2H), 1.63 (t, 






3H), 1.28 (t, 3H)


5-291
Cl
OCH2(CO)NMe2
SO2Me
11.15 (bs, 1H), 8.04 (d, 1H), 7.67 (d, 






1H), 5.02 (s, 2H), 4.49 (q, 2H), 3.45






(s, 3H), 3.04 (s, 3H), 2.96 (s, 3H), 






1.63 (t, 3H)


5-292
Cl
OCH2(CO)NMe2
SO2Et
11.92 (bs, 1H), 7.95 (d, 1H), 7.81 (d, 






1H), 4.89 (s, 2H), 4.38 (q, 2H), 3.70






(q, 2H), 2.89 (s, 3H), 2.88 (s, 3H), 






1.48 (t, 3H), 1.11 (t, 3H)


5-293
Cl
SMe
SO2Me



5-294
Cl
SOMe
SO2Me



5-295
Br
OMe
Br
10.20 (bs, 1H), 7.68 (d, 1H), 7.33 (d, 






1H), 4.50 (q, 2H), 3.95 (s, 3H), 1.64






(t, 3H)


5-296
Br
O(CH2)2OMe
Br
11.72 (brs, 1H), 7.84 (d, 1H), 7.41






(d, 1H), 4.37 (q, 2H), 4.15 (m, 2H), 






3.76 (m, 2H), 3.33 (s, 3H), 1.47 (t, 3H)


5-297
Br
O(CH2)2OMe
SO2Me



5-298
Br
O(CH2)2OMe
SO2Et



5-299
Br
O(CH2)3OMe
SO2Me



5-300
Br
O(CH2)3OMe
SO2Et



5-301
Br
O(CH2)4OMe
SO2Me



5-302
Br
O(CH2)4OMe
SO2Et



5-303
Br
[1,4]dioxan-2-
SO2Me





ylmethoxy




5-304
Br
[1,4]dioxan-2-
SO2Et





ylmethoxy




5-305
I
O(CH2)2OMe
SO2Me



5-306
I
O(CH2)2OMe
SO2Et



5-307
I
O(CH2)3OMe
SO2Me



5-308
I
O(CH2)3OMe
SO2Et



5-309
I
O(CH2)4OMe
SO2Me



5-310
I
O(CH2)4OMe
SO2Et



5-311
I
[1,4]dioxan-2-
SO2Me





ylmethoxy




5-312
I
[1,4]dioxan-2-
SO2Et





ylmethoxy




5-313
OMe
SMe
CF3



5-314
OMe
SOMe
CF3



5-315
OMe
SO2Me
CF3



5-316
OMe
SOEt
CF3



5-317
OMe
SO2Et
CF3



5-318
OMe
S(CH2)2OMe
CF3



5-319
OMe
SO(CH2)2OMe
CF3



5-320
OMe
SO2(CH2)2OMe
CF3



5-321
OMe
SMe
Cl



5-322
OMe
SOMe
Cl



5-323
OMe
SO2Me
Cl



5-324
OMe
SEt
Cl



5-325
OMe
SOEt
Cl



5-326
OMe
SO2Et
Cl



5-327
OMe
S(CH2)2OMe
Cl



5-328
OMe
SO(CH2)2OMe
Cl



5-329
OMe
SO2(CH2)2OMe
Cl



5-330
OCH2c-Pr
SMe
CF3



5-331
OCH2c-Pr
SOMe
CF3



5-332
OCH2c-Pr
SO2Me
CF3



5-333
OCH2c-Pr
SEt
CF3



5-334
OCH2c-Pr
SOEt
CF3



5-335
OCH2c-Pr
SO2Et
CF3



5-336
OCH2c-Pr
S(CH2)2OMe
CF3



5-337
OCH2c-Pr 
SO(CH2)2OMe
CF3



5-338
OCH2c-Pr 
SO2(CH2)2OMe 
CF3



5-339
OCH2c-Pr
SMe
Cl



5-340
OCH2c-Pr
SOMe
Cl



5-341
OCH2c-Pr
SO2Me
Cl



5-342
OCH2c-Pr
SEt
Cl



5-343
OCH2c-Pr
SOEt
Cl



5-344
OCH2c-Pr
SO2Et
Cl



5-345
OCH2c-Pr
S(CH2)2OMe
Cl



5-346
OCH2c-Pr 
SO(CH2)2OMe
Cl



5-347
OCH2c-Pr 
SO2(CH2)2OMe 
Cl



5-348
OCH2c-Pr
SMe
SO2Me



5-349
OCH2c-Pr
SOMe
SO2Me



5-350
OCH2c-Pr
SO2Me
SO2Me



5-351
OCH2c-Pr
SEt
SO2Me



5-352
OCH2c-Pr
SOEt
SO2Me



5-353
OCH2c-Pr
SO2Et
SO2Me



5-354
OCH2c-Pr
S(CH2)2OMe 
SO2Me



5-355
OCH2c-Pr 
SO(CH2)2OMe 
SO2Me



5-356
OCH2c-Pr 
SO2(CH2)2OMe
SO2Me



5-357
SO2Me
F
CF3



5-358
SO2Me
NH2
CF3



5-359
SO2Me
NHEt
Cl



5-360
SMe
SEt
F



5-361
SMe
SMe
F



5-362
Et
H
F
11.40 (brs, 1H), 7.72 (dd, 1H), 7.26






(dd, 1H), 7.19 (ddd, 1H), 4.32 (q, 2H), 






2.80 (q, 2H), 1.46 (t, 3H), 1.19 (t, 3H)


5-363
CH2SMe
H
Br
11.55 (brs, 1H), 7.71 (s, 1H), 7.67






(s, 2H), 4.36 (q, 2H), 3.95 (s, 2H), 1.96






(s, 3H), 1.48 (t, 3H)


5-364
NHSO2Me
H
CF3



5-365
NHSO2Et
H
CF3



5-366
NHSO2CF3
H
CF3



5-367
NHSO2Me
H
SO2Me



5-368
NHSO2Et
H
SO2Me



5-369
NHSO2CF3
H
SO2Me



5-370
NMeSO2Me
H
CF3



5-371
NMeSO2Et
H
CF3



5-372
NMeSO2CF3
H
CF3



5-373
NMeSO2Me
H
SO2Me



5-374
NMeSO2Et
H
SO2Me



5-375
NMeSO2CF3
H
SO2Me



5-376
OMe
H
SO2Me
11.20 (brs, 1H), 7.92 (d, 1H), 7.65






(d, 1H), 7.64 (dd, 1H), 4.33 (q, 2H), 






4.00 (s, 3H), 3.32 (s, 3H), 1.45 (t, 3H)


5-377
OSO2Me
H
CF3



5-378
OSO2Et
H
CF3



5-379
OSO2CF3
H
CF3



5-380
OSO2Me
H
SO2Me



5-381
OSO2Et
H
SO2Me



5-382
OSO2CF3
H
SO2Me



5-383
Cl
H
CN
11.90 (brs, 1H), 8.27 (s, 1H), 8.03






(dd, 1H), 7.96 (d, 1H), 4.35 (q, 2H), 






1.47 (t, 3H)


5-384
Cl
H
morpholin-4-yl
7.60 (d, 1H), 7.06 (d, 1H), 7.00






(dd, 1H), 4.30 (q, 2H), 3.73 (m, 4H), 






3.28 (m, 4H), 1.45 (t, 3H)


5-385
Cl
H
4-methyl-3-
11.75 (brs, 1H), 8.11 (d, 1H), 8.00





trifluoromethyl-
(dd, 1H), 7.91 (d, 1H), 4.36 (q, 2H), 





1,2,4-triazolin-5-
3.38 (s, 3H), 1.47 (t, 3H)





on-1-yl



5-386
Cl
H
I
11.70 (brs, 1H), 8.05 (d, 1H), 7.90






(dd, 1H), 7.51 (d, 1H), 4.34 (q, 2H), 






1.47 (t, 3H)


5-387
SMe
H
Br
11.50 (brs, 1H), 7.67 (d, 1H), 7.57






(d, 1H), 7.52 (dd, 1H), 4.32 (q, 2H), 






2.43 (s, 3H), 1.45 (t, 3H)


5-388
SMe
H
CF3
7.90 (d, 1H), 7.70 (s, 1H), 7.68 (d, 1H), 






4.36 (q, 2H), 2.57 (s, 3H), 1.48 (t, 3H)


5-389
SMe
H
SMe
7.70 (d, 1H), 7.19 (s, 1H), 7.16 (d, 1H), 






4.39 (q, 3H), 2.57 (s, 3H), 2.47 (s, 3H), 






1.45 (t, 3H)


5-390
SO2Me
H
SO2Me
8.50 (s, 1H), 8.46 (d, 1H), 8.19 (d, 1H), 






4.42 (q, 3H), 3.44 (s, 3H), 3.40 (s, 3H), 






1.47 (t, 3H)


5-391
Me
SOMe
Me
9.40 (bs, 1H), 7.68 (d, 1H), 7.45 (d, 






1H), 4.46 (q, 2H), 2.82 (s, 3H), 2.38






(s, 3H), 1.63 (t, 3H)


5-392
Me
SMe
CN
7.76 (d, 1H), 7.72 (d, 1H), 4.50 (q, 2H), 






2.76 (s, 3H), 2.53 (s, 3H), 1.63 (t, 3H)






(600 MHz)


5-393
Me
SOMe
CN
7.95 (d, 1H), 7.78 (d, 1H), 4.32 (q, 2H), 






3.05 (s, 3H), 2.57 (s, 3H), 1.49 (t, 3H)


5-394
Me
SO2Me
CN
7.91 (brs, 2H), 4.48 (q, 2H), 3.31






(s, 3H), 2.89 (s, 3H), 1.64 (t, 3H)


5-395
Me
SMe
NMe2



5-396
Me
SOMe
NMe2



5-397
Me
SO2Me
NMe2



5-398
Me
SMe
imidazol-1-yl



5-399
Me
SMe
1,2,4-triazol-1-yl



5-400
Me
SO2Me
imidazol-1-yl



5-401
Me
SOMe
1,2,4-triazol-1-y1



5-402
Me
SO2Me
1,2,4-triazol-1-yl



5-403
Me
SMe
OMe



5-404
Me
SOMe
OMe



5-405
Me
SO2Me
OMe



5-406
Me
SEt
OMe



5-407
Me
SOEt
OMe



5-408
Me
SO2Et
OMe



5-409
Me
SMe
OEt
7.77 (d, 1H), 6.86 (d, 1H), 4.45 (q, 2H), 






4.20 (q, 2H), 2.74 (s, 3H), 2.35 (s, 3H), 






1.60 (t, 3H), 1.53 (t, 3H)


5-410
Me
SOMe
OEt



5-411
Me
SO2Me
OEt
7.81 (d, 1H), 7.00 (d, 1H), 4.47 (q, 2H), 






4.27 (q, 2H), 3.33 (s, 3H), 2.82 (s, 3H), 






1.62 (t, 3H), 1.55 (t, 3H)


5-412
Me
tetrahydrofuran-2-
Cl
11.48 (bs, 1H), 7.50 (d, 1H), 7.43 (d, 




ylmethoxy

1H), 4.32 (q, 2H), 4.17-4.22 (m, 1H), 






3.87-3.89 (m, 2H), 3.81 (q, 1H), 3.72






(q, 1H), 2.38 (s, 3H), 1.99-2.05 (m, 






1H), 1.80-1.92 (m, 2H), 1.70-1.77 (m, 






1H), 1.46 (t, 3H)


5-413
Me
O(CH2)3SMe
Cl
11.50 (bs, 1H), 7.46 (d, 1H), 7.41 (d, 






1H), 4.28 (q, 2H), 3.97 (t, 2H), 2.71






(t, 2H), 2.37 (s, 3H), 2.09 (s, 3H), 






2.04 (quin, 2H), 1.43 (t, 3H)


5-414
Me
O(CH2)2SEt
Cl
11.60 (bs, 1H), 7.40 (s, 2H), 4.23 (q, 






2H), 4.02 (t, 2H), 2.94 (t, 2H), 2.63






(q, 2H), 2.41 (s, 3H), 1.41 (t, 3H), 






1.21 (t, 3H)


5-415
Me
O(CH2)2SMe
Cl
11.50 (bs, 1H), 7.49 (d, 1H), 7.44 (d, 






1H), 4.30 (q, 2H), 4.06 (t, 2H), 2.92






(t, 2H), 2.40 (s, 3H), 2.16 (s, 3H), 






1.45 (t, 3H)


5-416
Me
OEt
Cl
11.44 (bs, 1H), 7.50 (d, 1H), 7.42 (d, 






1H), 4.32 (q, 2H), 3.97 (q, 2H), 2.37






(s, 3H), 1.46 (t, 3H), 1.39 (t, 3H)


5-417
Me
OMe
Cl
11.50 (bs, 1H), 7.50 (d, 1H), 7.43 (d, 






1H), 4.31 (q, 2H), 3.78 (s, 3H), 2.37






(s, 3H), 1.46 (t, 3H)


5-418
Me
O(CH2)2N(Me)SO2Me
Cl
11.50 (bs, 1H), 7.50 (d, 1H), 7.45 (d, 






1H), 4.32 (q, 2H), 4.04 (t, 2H), 3.54






(t, 2H), 2.96 (s, 3H), 2.94 (s, 3H), 






2.39 (s, 3H), 1.46 (t, 3H)


5-419
Me
tetrahydrofuran-2-
Br
11.45 (bs, 1H), 7.64 (d, 1H), 7.35 (d, 




ylmethoxy

1H), 4.32 (q, 2H), 4.18-4.25 (m, 1H), 






3.87 (d, 2H), 3.79-3.85 (m, 1H), 3.69-






3.75 (m, 1H), 2.40 (s, 3H), 1.98-2.05






(m, 1H), 1.73-1.90 (m, 3H), 1.46 (t, 






3H)


5-420
Me
OEt
Br
11.45 (bs, 1H), 7.64 (d, 1H), 7.34 (d, 






1H), 4.32 (q, 2H), 3.95 (q, 2H), 2.33






(s, 3H), 1.46 (t, 3H), 1.40 (t, 3H)


5-421
Me
O(CH2)2OMe
Br
9.52 (bs, 1H), 7.56 (d, 1H), 7.37 (d, 






1H), 4.45 (q, 2H), 4.10-4.12 (m, 2H), 






3.79-3.81 (m, 2H), 3.47 (s, 3H), 2.53






(s, 3H), 1.62 (t, 3H)


5-422
Me
O(CH2)3OMe
Br
9.50 (bs, 1H), 7.56 (d, 1H), 7.37 (d, 






1H), 4.45 (q, 2H), 4.01 (t, 2H), 3.65






(t, 2H), 3.38 (s, 3H), 2.50 (s, 3H), 






2.13 (quin, 2H), 1.62 (t, 3H)


5-423
Me
O(CH2)3SMe
Br
11.60 (bs, 1H), 7.58 (d, 1H), 7.33 (d, 






1H), 4.26 (q, 2H), 3.94 (t, 2H), 2.72






(t, 2H), 2.39 (s, 3H), 2.09 (s, 3H), 






2.05 (quin, 2H), 1.42 (t, 3H)


5-424
Me
O(CH2)2SEt
Br
11.60 (bs, 1H), 7.52 (d, 1H), 7.31 (d, 






1H), 4.20 (q, 2H), 4.00 (t, 2H), 2.95






(t, 2H), 2.63 (q, 2H), 2.42 (s, 3H), 






1.39 (t, 3H), 1.22 (t, 3H)


5-425
Me
O(CH2)2SMe
Br
11.49 (bs, 1H), 7.65 (d, 1H), 7.37 (d, 






1H), 4.31 (q, 2H), 4.04 (t, 2H), 2.93






(t, 2H), 2.42 (s, 3H), 2.17 (s, 3H), 






1.45 (t, 3H)


5-426
Me
1,4-dioxan-2-
Br
11.50 (bs, 1H), 7.65 (d, 1H), 7.37 (d, 




ylmethoxy

1H), 4.31 (q, 2H), 3.87-3.91 (m, 4H), 






3.79-3.81 (m, 1H), 3.66-3.69 (m, 2H), 






3.48-3.52 (m, 2H), 2.38 (s, 3H), 1.46






(t, 3H)


5-427
Me
OMe
Br
11.49 (bs, 1H), 7.65 (d, 1H), 7.37 (d, 






1H), 4.32 (q, 2H), 3.77 (s, 3H), 3.28






(s, 3H), 1.46 (t, 3H)


5-428
Me
Me
SMe
11.35 (brs, 1H), 7.46 (d, 1H), 7.19






(d, 1H), 4.32 (q, 2H), 2.43 (s, 3H), 2.34






(s, 3H), 2.26 (s, 3H), 1.46 (t, 3H)


5-429
Me
F
SMe
7.68 (d, 1H), 7.31 (t, 1H), 4.31 (q, 2H), 






2.54 (s, 3H), 2.34 (d, 3H), 1.46 (t, 3H)


5-430
Me
NHEt
SO2Me
1.30 (t, 3H), 1.63 (t, 3H), 2.46 (s, 3H), 






3.10 (s, 3H), 3.28 (q, 2H), 4.47 (q, 2H), 






5.56 (s, br, 1H), 7.26 (d, 1H), 7.79






(d, 1H), 10.62 (s, 1H)


5-431
Me
NHnPr
SO2Me
1.03 (t, 3H), 1.63 (t, 3H), 1.71 (m, 2H), 






2.46 (s, 3H), 3.09 (s, 3H), 3.19 (t, 2H), 






4.47 (q, 2H), 5.66 (s, br, 1H), 7.24






(d, 1H), 7.79 (d, 1H), 10.58 (s, 1H)


5-432
Me
N(CH3)CH2cPr
SO2Me
0.12 (m, 1H), 0.22 (m, 1H), 0.47






(m, 1H), 0.63 (m, 1H), 1.09 (m, 1H), 






1.63 (t, 3H), 2.44 (s, 3H), 2.65 (m, 1H), 






2.95 (s, 3H), 3.19 (m, 1H), 3.34 (s, 3H), 






4.46 (q, 2H), 7.59 (d, 1H), 7.92 (d, 1H)


5-433
Me
NH(CH2)2OEt
SO2Me
1.22 (t, 3H), 1.63 (t, 3H), 2.45 (s, 3H), 






3.20 (s, 3H), 3.41 (m, 2H), 3.56






(q, 2H), 3.65 (m, 2H), 4.56 (q, 2H), 






5.85 (s, 1H), 7.25 (d, 1H), 7.77 (d, 1H), 






10.46 (s, 1H)


5-434
Me
NHCH2CH(OMe)2
SO2Me
1.63 (t, 3H), 2.46 (s, 3H), 3.19 (s, 3H), 






3.38 (m, 2H), 3.43 (s, 3H), 4.46






(q, 2H), 4.54 (t, 1H), 5.80 (t, br, 1H), 






7.25 (d, 1H), 7.78 (d, 1H), 10.57






(s, br, 1H)


5-435
Me
NHCH2CH2(1,3-
SO2Me
1.38 (dd, 1H), 1.63 (t, 3H), 1.98




dioxan-2-yl)

(m, 2H), 2.12 (m, 1H), 2.45 (s, 3H), 






3.15 (s, 3H), 3.32 (s, br, 2H), 3.80






(m, 2H), 4.13 (m, 2H), 4.46 (q, 2H), 






4.78 (t, 1H), 5.72 (s, br, 1H), 7.28






(d, 1H), 7.78 (d, 1H), 10.47 (s, 1H)


5-436
Me
NHCH2(4-methyl-
SO2Me
1.29 and 1.37 (d and d, 3H), 1.61




1,3-dioxolan-2-yl)

(t, 3H), 2.46 (s, 3H), 3.18 (s, 3H), 3.48






(m, 1H), 3.52 (m, 2H), 4.03 (t, 1H), 






4.25 and 4.38 (m and m, 1H), 4.47






(q, 2H), 5.14 and 5.23 (t and t, 1H), 






5.97 (t, br, 1H), 7.24 (d, 1H), 






7.75(dd, 1H), 10.70 (s, 1H)


5-437
Me
NHCO2(CH2)2OMe
SO2Me
11.74 (brs, 1H), 9.30 (brs, 1H), 7.95






(d, 1H), 7.82 (d, 1H), 4.35 (q, 2H), 4.21






(m, 2H), 3.57 (m, 2H), 3.31 (s, 1H), 






3.25 (s, 3H), 2.29 (s, 3H), 1.47 (t, 3H)


5-438
Me
NHCONMeCH2iPr
SO2Me
11.65 (brs, 1H), 7.77 (d, 1H), 7.25






(d, 1H), 5.60. 5.57 (2s, 1H), 4.34






(q, 2H), 3.69 (m, 1H), 3.29 (s, 1H), 






3.17-3.0 (m, 2H), 2.32, 2.25 (2s, 3H), 






1.47 (t, 3H), 1.15, 0.88 (2d, 6H)


5-439
Me
NHCH2CONHEt
SO2Me
11.70 (brs, 1H), 8.13 (t, 1H), 7.72






(d, 1H), 7.26 (d, 1H), 6.18 (t, 1H), 4.34






(q, 2H), 3.88 (d, 2H), 3.33 (s, 1H), 3.14






(m, 2H), 2.32 (s, 3H), 1.47 (t, 3H), 1.04






(t, 3H)


5-440
Me
NHCH2-
SO2Me
11.70 (brs, 1H), 7.73 (d, 1H), 7.28




tetrahydrofuran-2-yl

(d, 1H), 5.73 (t, 1H), 4.43 (q, 2H), 4.03






(m, 1H), 3.82 (m, 1H), 3.69 (m, 1H), 






3.36-3.27 (m, 1H), 3.31 (s, 1H), 3.13






(m, 1H), 2.34 (s, 3H), 2.02-1.55






(m, 4H), 1.47 (t, 3H)


5-441
Me
3-methyl-
SO2Me
11.74 (brs, 1H), 7.96 (d, 1H), 7.83




tetrahydropyrimid-2-

(d, 1H), 4.36 (q, 2H), 3.53-3.33




on-1-yl

(m, 4H), 3.19 (s, 3H), 2.90 (s, 3H), 2.28






(s, 3H), 2.18-2.01 (m, 2H), 1.47 (t, 3H)


5-442
Me
pyrrolidin-2-on-1-yl
SO2Me
11.80 (brs, 1H), 8.01 (d, 1H), 7.90






(d, 1H), 4.35 (q, 2H), 3.75-3.61






(m, 2H), 3.20 (s, 3H), 2.59-2.39






(m, 2H), 2.28 (s, 3H), 2.23-2.17






(m, 2H), 1.47 (t, 3H)


5-443
Me
pyrazol-1-yl
SO2Me



5-444
Me
4-methoxypyrazol-1-
SO2Me
11.80 (brs, 1H), 8.10 (d, 1H), 8.05




yl

(d, 1H), 7.76 (s, 1H), 7.67 (s, 1H), 4.36






(q, 2H), 3.75 (s, 3H), 3.12 (s, 3H), 1.97






(s, 3H), 1.47 (t, 3H)


5-445
Me
4-Me-pyrazol-1-yl
SO2Me



5-446
Me
3,5-d imethyl-pyrazol- 
SO2Me
8.09 (d, 1H), 8.05 (d, 1H), 6.13 (s, 1H), 




1-yl

4.35 (q, 2H), 3.17 (s, 3H), 2.22 (s, 3H), 






1.99 (s, 3H), 1.87 (s, 3H), 1.47 (t, 3H)


5-447
Me
4-CN-pyrazol-1-yl
SO2Me



5-448
Me
4-Cl-pyrazol-1-yl
SO2Me



5-449
Me
1,2,3-triazol-1-yl
SO2Me



5-450
Me
1,2,4-triazol-1-yl
SO2Me



5-451
Me
5-iPr-1,2,4-triazol-1-
SO2Me





yl




5-452
Me
5-EtS-1,2,4-triazol-
SO2Me





1-yl




5-453
Me
O(CH2)3SMe
SO2Me
11.62 (bs, 1H), 7.83 (d, 1H), 7.63 (d, 






1H), 4.35 (q, 2H), 4.10 (t, 2H), 3.34






(s, 3H), 2.71 (t, 2H), 2.41 (s, 3H), 






2.12 (quin, 2H), 2.10 (s, 3H), 1.48 (t, 






3H)


5-454
Me
O(CH2)2SEt
SO2Me
11.62 (bs, 1H), 7.83 (d, 1H), 7.64 (d, 






1H), 4.35 (q, 2H), 4.15 (t, 2H), 3.38






(s, 3H), 3.02 (t, 2H), 2.63 (q, 2H), 






2.43 (s, 3H), 1.48 (t, 3H), 1.23 (t, 3H)


5-455
Me
O(CH2)2SMe
SO2Me
11.62 (bs, 1H), 7.83 (d, 1H), 7.64 (d, 






1H), 4.35 (q, 2H), 4.17 (t, 2H), 3.39






(s, 3H), 2.99 (t, 2H), 2.44 (s, 3H), 






2.17 (s, 3H), 1.48 (t, 3H)


5-456
Me
tetrahydrofuran-2-
SO2Me
10.44 (bs, 1H), 7.97 (d, 1H), 7.65 (d, 




ylmethoxy

1H), 4.47 (q, 2H), 4.40-4.43 (m, 1H), 






4.07-4.11 (m, 2H), 3.97 (dd, 1H), 






3.88 (dd, 1H), 3.32 (s, 3H), 2.55 (s, 






3H), 2.00-2.11 (m, 1H), 1.95-1.99 (m, 






2H), 1.67-1.73 (m, 1H), 1.63 (t, 3H)


5-457
Me
SCH2CF3
SO2Me



5-458
Me
SOCH2CF3
SO2Me



5-459
Me
SO2CH2CF3
SO2Me



5-460
Me
SMe
SO2Et



5-461
Me
SOMe
SO2Et



5-462
Me
SEt
SO2Et



5-463
Me
SOEt
SO2Et



5-464
Me
SO2Et
SO2Et



5-465
Me
S(CH2)2OMe
SO2Et



5-466
Me
SO(CH2)2OMe
SO2Et



5-467
Me
SO2(CH2)2OMe
SO2Et



5-468
Me
S(4-F—Ph)
SO2Me



5-469
Me
SO(4-F—Ph) 
SO2Me



5-470
Me
SO2(4-F—Ph) 
SO2Me



5-471
Et
SOMe
CF3
1.25 (t, 3H), 1.65 (t, 3H), 3.04 (s, 3H), 






3.42 (m, 1H), 3.62 (m, 1H), 4.48






(q, 2H), 7.72 (d, 1H), 7.81 (d, 1H)


5-472
Et
SEt
CF3



5-473
Et
SOEt
CF3



5-474
Et
SO2Et
CF3



5-475
Et
S(CH2)2OMe
CF3



5-476
Et
SO(CH2)2OMe
CF3



5-477
Et
SO2(CH2)2OMe 
CF3



5-478
Et
SEt
Cl
7.58 (d, 1H), 7.48 (d, 1H), 4.47 (q, 2H), 






3.20 (q, 2H), 2.91 (q, 2H), 1.62 (t, 3H), 






1.25-1.19 (m, 6H)


5-479
Et
SOEt
Cl
7.64 (d, 1H), 7.38 (d, 1H), 4.43 (q, 2H), 






3.57 (m, 1H), 3.20-2.95 (m, 3H), 1.62






(t, 3H), 1.39 (t, 3H), 1.18 (t, 3H)


5-480
Et
SO2Et
Cl
7.62 (d, 1H), 7.52 (d, 1H), 4.45 (q, 2H), 






3.51 (q, 2H), 3.30 (q, 2H), 1.60 (t, 3H), 






1.37 (t, 3H), 1.27 (t, 3H)


5-481
Et
S(CH2)2OMe
Cl



5-482
Et
SO(CH2)2OMe
Cl



5-483
Et
SO2(CH2)2OMe 
Cl



5-484
Et
SOMe
Cl
1.2 (t, 3H), 1.42 (t, 3H), 3.08 (s, 3H), 






3.18 (m, 1H), 3.23 (m, 1H), 4.28






(q, 2H), 7.52 (d, 1H), 7.70 (d, 1H)


5-485
Et
SMe
Br
1.23 (t, 3H), 1.62 (t, 3H), 2.42 (s, 3H), 






3.20 (q, 2H), 4.46 (q, 3H), 7.52 (d, 1H), 






7.69 (d, 1H), 10.68 (s, 1H)


5-486
Et
SOMe
Br
1.25 (t, 3H), 3.10 (s, 3H), 3.19 (m, 1H), 






3.35 (m, 1H), 4.13 (s, 3H), 7.55






(d, 1H), 7.65 (d, 1H), 


5-487
Et
SO2Me
Br
1.06 (t, 3H), 1.48 (t, 3H), 3.26 (q, 2H), 






3.32 (s, 3H), 4.30 (q, 2H), 7.45 (d, 1H), 






7.59 (d, 1H), 8.55 (s, 1H)


5-488
Et
SEt
SO2Me



5-489
Et
SOEt
SO2Me



5-490
Et
SO2Et
SO2Me



5-491
Et
S(CH2)2OMe
SO2Me



5-492
Et
SO(CH2)2OMe 
SO2Me



5-493
Et
SO2(CH2)2OMe
SO2Me



5-494
Et
SMe
SO2Et



5-495
Et
SOMe
SO2Et



5-496
Et
SO2Me
SO2Et



5-497
Et
SEt
SO2Et



5-498
Et
SOEt
SO2Et



5-499
Et
SO2Et
SO2Et



5-500
Et
S(CH2)2OMe 
SO2Et



5-501
Et
SO(CH2)2OMe 
SO2Et



5-502
Et
SO2(CH2)2OMe
SO2Et



5-503
Et
SMe
SO2Me



5-504
Et
SOMe
SO2Me



5-505
Et
SO2Me
SO2Me



5-506
nPr
SMe
CF3
0.92 (t, 3H), 1.35 (t, 3H), 1.62 (m, 2H), 






2.25 (s, 3H), 3.10 (m, 2H), 4.15






(q, 2H), 7.62 (m, 2H)


5-507
nPr
SOMe
CF3
0.96 (t, 3H), 1.52 (m, 1H), 1.64 (t, 3H), 






1.71 (m, 1H), 3.04 (s, 3H), 3.28






(m, 1H), 3.58 (m, 1H), 4.47 (q, 2H), 






7.73 (d, 1H), 7.81 (d, 1H), 10.90






(br, s, 1H)


5-508
nPr
SO2Me
CF3
0.98 (t, 3H), 1.64 (t, 3H), 1.67 (m, 2H), 






3.25 (m, 2H), 3.30 (s, 3H), 4.47






(q, 2H), 7.91 (s, 2H), 10.6 (br, s, 1H)


5-509
nPr
SMe
Cl
0.96 (t, 3H), 1.60 (m, 2H), 1.62 (t, 3H), 






2.41 (s, 3H), 3.13 (m, 2H), 4.46






(q, 2H), 7.49 (d, 1H), 7.61 (d, 1H), 






10.75 (s, 1H)


5-510
nPr
SOMe
Cl
0.97 (t, 3H), 1.39 (m, 1H), 1.61 (t, 3H), 






1.62 (m, 1H), 2.88 (m, 1H), 3.05






(m, 1H), 3.08 (s, 3H), 4.42 (q, 3H), 






7.40 (d, 1H), 7.65 (d, 1H), 11.0






(br, s, 1H)


5-511
nPr
SO2Me
Cl
0.92 (t, 3H), 1.62 (t, 3H), 1.65 (m, 2H), 






3.22 (m, 2H), 3.37 (s, 3H), 4.46






(q, 2H), 7.52 (d, 1H), 7.63 (d, 1H), 






10.65 (s, 1H)


5-512
nPr
SMe
Br
0.96 (t, 3H), 1.60 (t, 3H), 1.61 (m, 2H), 






2.41 (s, 3H), 3.15 (m, 2H), 4.46






(q, 3H), 7.51 (d, 1H), 7.69 (d, 1H)


5-513
nPr
SOMe
Br
0.97 (t, 3H), 1.47 (m, 1H), 1.58






(m, 1H), 1.62 (t, 3H), 2.99 (m, 1H), 






3.06 (s, 3H), 3.13 (m, 1H), 4.43






(q, 2H), 7.53 (d, 1H), 7.61 (d, 1H), 






10.78 (s, 1H)


5-514
nPr
SO2Me
Br
0.92 (t, 3H), 1.62 (t, 3H), 1.65 (m, 2H), 






3.23 (m, 2H), 3.38 (s, 3H), 4.45






(q, 2H), 7.52 (d, 1H), 7.75 (d, 1H), 






10.60 (s, 1H)


5-515
nPr
SMe
SO2Me



5-516
nPr
SOMe
SO2Me



5-517
nPr
SO2Me
SO2Me



5-518
iPr
SMe
CF3



5-519
iPr
SOMe
CF3



5-520
iPr
SMe
Cl
1.43 (d, 6H), 1.62 (t, 3H), 2.41 (s, 3H), 






3.88 (br, s, 1H), 4.48 (q, 2H), 7.43






(br, m, 2H), 10.28 (s, 1H)


5-521
iPr
SOMe
Cl
1.38 (m, 6H), 1.60 (t, 3H), 3.09 (s, 3H),






3.88 (br, s, 1H), 4.42 (q, 2H), 7.38 






(d, 1H), 7.51 (d, 1H)


5-522
iPr
SO2Me
Cl
1.21 (d, 6H), 1.45 (t, 3H), 3.30 (s, 3H),






4.02 (m, 1H), 4.28 (q, 2H), 7.31






(d, 1H), 7.45 (d, 1H)


5-523
iPr
SMe
Br



5-524
iPr
SOMe
Br



5-525
iPr
SO2Me
Br



5-526
iPr
SMe
SO2Me



5-527
iPr
SOMe
SO2Me



5-528
iPr
SO2Me
SO2Me



5-529
cPr
SMe
CF3



5-530
cPr
SOMe
CF3



5-531
cPr
SO2Me
CF3
0.75 (d, 2H), 1.05 (d, 2H), 1.48 (t, 3H),






2.68 (m, 1H), 3.58 (s, 3H), 4.38






(q, 2H), 8.0 (m, 2H), 11.7 (br, s, 1H)


5-532
cPr
SMe
Cl
0.61 (m, 1H), 1.12 (m, 1H), 1.64






(t, 3H), 2.41 (m, 1H), 2.50 (s, 3H), 4.49






(q, 2H), 7.44 (s, 2H), 11.13 (s, 1H)


5-533
cPr
SOMe
Cl



5-534
cPr
SO2Me
Cl



5-535
cPr
SMe
Br



5-536
cPr
SOMe
Br



5-537
cPr
SO2Me
Br



5-538
cPr
SMe
SO2Me



5-539
cPr
SOMe
SO2Me



5-540
cPr
SO2Me
SO2Me



5-541
CH2OMe
F
CF3



5-542
CH2OMe
SMe
CF3



5-543
CH2OMe
SOMe
CF3



5-544
CH2OMe
SO2Me
CF3



5-545
CH2OMe
SEt
CF3



5-546
CH2OMe
SOEt
CF3



5-547
CH2OMe
SO2Et
CF3



5-548
CH2OMe
S(CH2)2OMe
CF3



5-549
CH2OMe
SO(CH2)2OMe
CF3



5-550
CH2OMe
SO2(CH2)2OMe 
CF3



5-551
CH2OMe
SMe
Cl



5-552
CH2OMe
SOMe
Cl



5-553
CH2OMe
SO2Me
Cl



5-554
CH2OMe
SEt
Cl



5-555
CH2OMe
SOEt
Cl



5-556
CH2OMe
SO2Et
Cl



5-557
CH2OMe
S(CH2)2OMe
Cl



5-558
CH2OMe
SO(CH2)2OMe
Cl



5-559
CH2OMe
SO2(CH2)2OMe
Cl



5-560
CH2OMe
Cl
SO2Me
8.33 (d, 1H), 7.90 (d, 1H), 4.92 (s, 2H),






4.45 (q, 2H), 3.65 (s, 3H), 3.34 (s, 3H),






1.64 (t, 3H)


5-561
CH2OMe
SMe
SO2Me



5-562
CH2OMe
SOMe
SO2Me



5-563
CH2OMe
SO2Me
SO2Me



5-564
CH2OMe
SEt
SO2Me



5-565
CH2OMe
SOEt
SO2Me



5-566
CH2OMe
SO2Et
SO2Me



5-567
CH2OMe
S(CH2)2OMe
SO2Me



5-568
CH2OMe
SO(CH2)2OMe
SO2Me



5-569
CH2OMe
SO2(CH2)2OMe 
SO2Me



5-570
CH2OMe
SMe
SO2Et



5-571
CH2OMe
SOMe
SO2Et



5-572
CH2OMe
SO2Me
SO2Et



5-573
CH2OMe
SEt
SO2Et



5-574
CH2OMe
SOEt
SO2Et



5-575
CH2OMe
SO2Et
SO2Et



5-576
CH2OMe
S(CH2)2OMe
SO2Et



5-577
CH2OMe
SO(CH2)2OMe
SO2Et



5-578
CH2OMe
SO2(CH2)2OMe 
SO2Et



5-579
CF3
OEt
SO2Me
12.04 (s, 1H), 8.30 (d, 1H), 7.87 (d,






1H), 4.26 (q, 2H), 3.99 (s, 3H), 3.42






(s, 3H), 1.45 (t, 3H)


5-580
CF3
O(CH2)2SMe
SO2Me
11.92 (s, 1H), 8.31 (d, 1H), 7.87 (d,






1H), 4.32-4.37 (m, 4H), 3.47 (s, 3H),






2.99 (t, 2H), 2.15 (s, 3H), 1.45 (t, 3H)


5-581
CF3
O(CH2)2SMe
SO2Et
11.91 (s, 1H), 8.30 (d, 1H), 7.88 (d,






1H), 4.32-4.37 (m, 4H), 3.62 (q, 2H),






2.96 (t, 2H), 2.14 (s, 3H), 1.47 (t, 






3H), 1.14 (t, 3H)


5-582
CF3
O(CH2)3SEt
SO2Me
11.92 (s, 1H), 8.31 (d, 1H), 7.86 (d,






1H), 4.35 (q, 2H), 4.28 (t, 2H), 3.41






(s, 3H), 2.69 (t, 2H), 2.55 (q, 2H),






2.11 (quin, 2H), 1.47 (t, 3H), 1.20 (t,






3H)


5-583
CF3
O(CH2)3SEt
SO2Et
11.91 (bs, 1H), 8.29 (d, 1H), 7.87 (d,






1H), 4.35 (q, 2H), 4.27 (t, 2H), 3.53






(q, 2H), 2.68 (t, 2H), 2.52 (t, 2H),






2.09 (quin, 2H), 1.47 (t, 3H), 1.20 (t, 






3H), 1.13 (t, 3H)


5-584
CF3
OCH2(CO)N(Me)Et
SO2Me
11.96 (s, 1H), 8.32 (d, 1H), 7.90 (d,






1H), 4.91 (s, 1H), 4.85 (s, 1H), 4.30-






4.37 (m, 2H), 3.55 (s, 3H), 2.87-3.18






(m, 2H), 2.87 (s, 1.5H), 2.82 (s,






1.5H), 1.47 (t, 3H), 1.03-1.07 (m, 3H)


5-585
CF3
OCH2(CO)N(Me)Et
SO2Et
11.95 (s, 1H), 8.31 (d, 1H), 7.91 (d,






1H), 4.89 (s, 1H), 4.84 (s, 1H), 4.35






(q, 2H), 3.75 (q, 2H), 3.17 (q, 2H),






2.86 (s, 1.5H), 2.82 (s, 1.5H), 1.47 (t, 






3H), 1.03-1.16 (m, 6H)


5-586
CF3
2-(1H-pyrazol-1-
SO2Me
11.93 (s, 1H), 8.29 (d, 1H), 7.90 (d,




yl)ethoxy

1H), 7.84 (d, 1H), 7.51 (d, 1H), 6.29






(t, 1H), 4.60-4.62 (m, 2H), 4.53-4.55






(m, 2H), 4.33 (q, 2H), 3.29 (s, 3H),






1.46 (t, 3H)


5-587
CF3
2-(1H-pyrazol-1-
SO2Et
11.92 (s, 1H), 8.28 (d, 1H), 7.88 (d, 




yl)ethoxy

1H), 7.82 (d, 1H), 7.51 (d, 1H), 6.29






(t, 1H), 4.58-4.65 (m, 2H), 4.50-4.54






(m, 2H), 4.34 (q, 2H), 3.28-3.36 (m,






2H), 1.46 (t, 3H), 1.05 (t, 3H)


5-588
CF3
tetrahydrofuran-2-
SO2Me
11.94 (s, 1H), 8.32 (d, 1H), 7.87 (d,




ylmethoxy

1H), 4.34 (q, 2H), 4.27-4.31 (m, 1H),






4.23 (t, 1H), 4.13 (dd, 1H), 3.72-3.84






(m, 2H), 3.49 (s, 3H), 1.98-2.05 (m,






1H), 1.83-1.91 (m, 2H), 1.69-1.74 (m,






1H), 1.47 (t, 3H)


5-589
CF3
tetrahydrofuran-2-
SO2Et
11.93 (s, 1H), 8.31 (d, 1H), 7.88 (d,




ylmethoxy

1H), 4.32 (q, 2H), 4.25-4.30 (m, 1H),






4.22 (t, 1H), 4.10 (dd, 1H), 3.70-3.83






(m, 2H), 3.64 (q, 2H), 1-95-2.05 (m,






1H), 1.80-1.90 (m, 2H), 1.65-1.73 (m,






1H), 1.47 (t, 3H), 1.13 (t, 3H)


5-590
CF3
2-(2-thienyl)ethoxy
SO2Me
11.96 (bs, 1H), 8.31 (d, 1H), 7.88 (d,






1H), 7.41 (d, 1H), 7.00-7.02 (m, 2H),






4.41 (t, 2H), 4.34 (q, 2H), 3.40 (t, 






2H), 3.29 (s, 3H), 1.46 (t, 3H)


5-591
CF3
2-(2-thienyl)ethoxy
SO2Et
11.95 (bs, 1H), 8.30 (d, 1H), 7.89 8d,






1H), 7.41 (d, 1H), 7.00-7.02 (m, 2H),






4.40 (t, 2H), 4.35 (q, 2H), 3.40 (q,






2H), 1.47 (t, 3H), 1.08 (t, 3H) 


5-592
CF3
2-(1H-1,2,3-triazol-
SO2Et
11.05 (bs, 1H), 8.29 (d, 1H), 8.25 (s,




1-yl)ethoxy

1H), 7.91 (d, 1H), 7.80 (s, 1H), 4.89






(t, 2H), 4.55 (t, 2H), 4.34 (q, 2H),






1.46 (t, 3H), 1.06 (t, 3H)


5-593
CF3
1,3-dioxolan-4-
SO2Me
12.00 (bs, 1H), 8.30 (bs, 1H), 7.97




ylmethoxy

(bs, 1H), 4.85 (d, 1H), 4.76 (d, 1H),






4.50-4.55 (m, 1H), 4.33- 4.37 (m,






4H), 4.10-4.12 (m, 2H), 3.97-4.00 (m,






2H), 3.50 (s, 3H), 1.47 (t, 3H)


5-594
CF3
1,3-d ioxolan-4-
SO2Et
11.98 (bs, 1H), 8.34 (d, 1H), 7.88 (d, 




ylmethoxy

1H), 4.85 (d, 1H), 4.75 (d, 1H), 4.50-






4.54 (m, 1H), 4.33-4.38 (m, 3H), 4.10






(dd, 2H), 3.96-4.00 (m, 2H), 1.47 (t, 






3H), 1.11 (t, 3H)


5-595
CF3
tetrahydro-2H-
SO2Me
11.96 (bs, 1H), 8.31 (d, 1H), 7.87 (d, 




pyran-2-ylmethoxy

1H), 4.35 (q, 2H), 4.26 (t, 1H), 4.08






(dd, 1H), 3.94 (dd, 1H), 3.75-3.79 (m, 






1H), 3.49 (s, 3H), 3.41-3.46 (m, 1H), 






1.80-1.85 (m, 1H), 1.60-1.64 (m, 1H), 






1.45-1.59 (m, 3H), 1.48 (t, 3H), 1.31-






1.35 (m, 1H)


5-596
CF3
tetrahydro-2H-
SO2Et
11.95 (bs, 1H), 8.30 (d, 1H), 7.88 (d, 




pyran-2-ylmethoxy

1H), 4.35 (q, 2H), 4.24 (dd, 1H), 4.06






(dd, 1H), 3.93 (dd, 1H), 3.73-3.79 (m, 






1H), 3.61-3.66 (m, 2H), 3.40-3.45 (m, 






1H), 1.80-1.85 (m, 1H), 1.59-1.63 (m, 






1H), 1.48-1.56 (m, 3H), 1.31 (t, 3H), 






1.29-1.33 (m, 1H), 1.12 (t, 3H)


5-597
CF3
SMe
SO2Me
11.93 (s, 1H), 8.49 (d, 1H), 8.14 (d, 






1H), 4.35 (q, 2H), 3.63 (s, 3H), 2.54






(s, 3H), 1.48 (t, 3H)


5-598
CF3
SMe
SO2Et
11.97 (s, 1H), 8.48 (d, 1H), 8.15 (d, 






1H), 4.35 (q, 2H), 3.81 (q, 2H), 2.52






(s, 3H), 1.48 (t, 3H), 1.16 (t, 3H)


5-599
NO2
SO2Me
Me
12.08 (bs, 1H), 8.22 (d, 1H), 7.91 (d, 






1H), 4.29 (q, 2H), 3.47 (s, 3H), 2.79






(s, 3H), 1.45 (t, 3H)


5-600
NO2
SO2Et
Me
11.40 (bs, 1H), 8.08 (d, 1H), 7.62 (d, 






1H), 4.37 (q, 2H), 3.45 (q, 2H), 2.84






(s, 3H), 1.59 (t, 3H), 1.48 (t, 3H)


5-601
NO2
SOMe
Me
12.02 (bs, 1H), 8.06 (d, 1H), 7.77 (d, 






1H), 4.28 (m, 1H), 3.42-3.53 (m, 1H), 






3.18-3.28 (m, 1H), 3.61 (s, 3H), 1.44






(t, 3H), 1.32 (t, 3H)


5-602
NO2
SOMe
Me
12.02 (bs, 1H), 8.04 (d, 1H), 7.76 (d, 






1H), 4.27 (q, 2H), 3.14 (s, 3H), 2.61






(s, 3H), 1.44 (t, 3H)


5-603
NO2
SEt
Me
7.95 (d, 1H), 7.34 (d, 1H), 4.30 (q, 






2H), 2.76 (q, 2H), 2.58 (s, 3H), 1.49






(t, 2H), 1.18 (t, 3H)


5-604
NO2
SMe
Me
7.94 (bs, 1H), 7.33 (d, 1H), 4.31 (q, 






2H), 2.58 (s, 3H), 2.30 (s, 3H), 1.50






(t, 3H)


5-605
F
SMe
Br
11.58 (bs, 1H), 7.74 (d, 1H), 7.67






(dd, 1H), 4.32 (q, 2H), 2.48 (s, 3H), 






1.46 (t, 3H)


5-606
F
SCH2Ph
CF3



5-607
F
SMe
F



5-608
F
SOMe
F



5-609
F
SO2Me
F



5-610
Cl
SO2Me
H



5-611
Cl
SCF2CF2H
H



5-612
Cl
SOCF2CF2H
H



5-613
Cl
SO2CF2CF2H
H



5-614
Cl
SMe
Me
10.10 (bs, 1H), 7.58 (d, 1H), 7.32 (d, 






1H), 4.49 (q, 2H), 2.65 (s, 3H), 2.38






(s, 3H), 1.63 (t, 3H)


5-615
Cl
SO2Me
Me
11.78 (bs, 1H), 7.87 (d, 1H), 7.58 (d, 






1H), 4.37 (q, 2H), 3.43 (s, 3H), 2.75






(s, 3H), 1.48 (t, 3H)


5-616
Cl
SO2Et
Me
7.70 (d, 1H), 7.41 (d, 1H), 4.50 (q, 






2H), 3.48 (q, 2H), 2.84 (s, 3H), 1.61






(t, 3H), 1.36 (t, 3H)


5-617
Cl
SOEt
Me
7.65 (d, 1H), 7.27 (d, 1H), 4.46 (q, 






2H), 3.22-3.29 (m, 1H), 3.08-3.17 (m, 






1H), 2.70 (s, 3H), 1.62 (t, 3H), 1.39






(t, 3H)


5-618
Cl
SOMe
Me
11.69 (bs, 1H), 7.74 (d, 1H), 7.45 (d, 






1H), 4.35 (q, 2H), 3.02 (s, 3H), 2.72






(s, 3H), 1.47 (t, 3H)


5-619
Cl
SEt
Me
10.00 (bs, 1H), 7.58 (d, 1H), 7.32 (d, 






1H), 5.30 (s, 3H), 4.49 (q, 2H), 2.87






(q, 2H), 2.64 (s, 3H), 1.63 (t, 3H), 






1.21 (t, 3H)


5-620
Cl
SMe
CF3



5-621
Cl
SMe
CF3



5-622
Cl
SOMe
CF3



5-623
Cl
SO2Me
CF3
11.97 (s, 1H), 8.26 (d, 1H), 8.21 (d, 






1H), 4.39 (q, 2H), 3.54 (s, 3H), 1.49






(t, 3H)


5-624
Cl
CF3
Cl



5-625
Cl
CH2(4-methyl-1,2,4- 
Cl
11.77 (brs, 1H), 7.86 (s, 1H), 7.74




triazolin-5-on-1-yl)

(d, 1H), 7.68 (d, 1H), 5.14 (s, 2H), 4.35






(q, 2H), 3.18 (s, 3H), 1.46 (t, 3H)


5-626
Cl
CH2(4-methyl-3-
Cl
11.80 (brs, 1H), 7.74 (d, 1H), 7.68




isopropoxy-1,2,4-

(d, 1H), 5.09 (s, 2H), 4.73 (m, 1H), 




triazolin-5-on-1-yl)

4.35 (q, 2H), 2.99 (s, 3H), 1.47 (t, 3H), 






1.27 (d, 6H)


5-627
Cl
CH2(4-methyl-3-
Cl
11.80 (brs, 1H), 7.75 (d, 1H), 7.68




trifluoroethoxy-1,2,4-

(d, 1H), 5.12 (s, 2H), 4.85 (q, 2H), 4.36




triazolin-5-on-1-yl)

(q, 2H), 3.07 (s, 3H), 1.51 (t, 3H)


5-628
Cl
NHAc
Cl
11.80 (brs, 1H), 9.99 (brs, 1H), 7.71






(d, 1H), 7.68 (d, 1H), 4.36 (q, 2H), 2.10






(s, 3H), 1.46 (t, 3H)


5-629
Cl
OMe
Cl
11.71 (bs, 1H), 7.68 (d, 1H), 7.54 (d, 






1H), 4.36 (q, 2H), 3.88 (s, 3H), 1.47






(t, 3H)


5-630
Cl
OEt
Cl
11.72 (bs, 1H), 7.67 (d, 1H), 7.51 (d, 






1H), 4.35 (q, 2H), 4.11 (q, 2H), 1.47






(t, 3H), 1.39 (t, 3H)


5-631
Cl
O(CH2)3OMe
Cl
9.57 (bs, 1H), 7.52 (d, 1H), 7.47 (d, 






1H), 4.47 (q, 2H), 4.16 (t, 2H), 3.66






(t, 2H), 3.39 (s, 3H), 2.15 (quin, 2H), 






1.63 (t, 3H)


5-632
Cl
O(CH2)2SMe
Cl
11.75 (bs, 1H), 7.68 (d, 1H), 7.54 (d, 






1H), 4.35 (q, 2H), 4.18 (t, 2H), 2.94






(t, 2H), 2.16 (s, 3H), 1.46 (t, 3H)


5-633
Cl
O(CH2)3SMe
Cl
11.80 (bs, 1H), 7.59 (d, 1H), 7.44 (d, 






1H), 4.27 (q, 2H), 4.09 (t, 2H), 2.71






(t, 2H), 2.08 (s, 3H), 2.06 (quin, 2H), 






1.41 (t, 3H)


5-634
Cl
O(CH2)2SEt
Cl
11.77 (bs, 1H), 7.63 (d, 1H), 7.49 (d, 






1H), 4.31 (q, 2H), 4.15 (t, 2H), 2.97






(t, 2H), 2.62 (q, 2H), 1.44 (t, 3H), 






1.21 (t, 3H)


5-635
Cl
cyclopropylmethoxy 
Cl
11.74 (bs, 1H), 7.65 (d, 1H), 7.50 (d, 






1H), 4.33 (q, 2H), 3.89 (d, 2H), 1.45






(t, 3H), 1.25-1.33 (m, 1H), 0.57-0.62






(m, 2H), 0.32-0.35 (m, 2H)


5-636
Cl
tetrahydrofuran-2-
Cl
11.71 (bs, 1H), 7.67 (d, 1H), 7.52 (d, 




ylmethoxy

1H), 4.35 (q, 2H), 4.20-4.26 (m, 1H), 






4.00-4.05 (m, 1H), 3.94-3.99 (m, 1H), 






3.75-3.82 (m, 1H), 3.65-3.72 (m, 1H), 






1.98-2.08 (m, 1H), 1.75-1.90 (m, 3H), 






1.47 (t, 3H)


5-637
Cl
1,4-dioxan-2-
Cl
11.75 (bs, 1H), 7.67 (d, 1H), 7.53 (d, 




ylmethoxy

1H), 4.35 (q, 2H), 3.97-4.06 (m, 2H), 






3.90-3.95 (m, 1H), 3.98 (dd, 1H), 






3.77 (dd, 1H), 3.60-3.70 (m, 2H), 






3.47-3.55 (m, 2H), 1.46 (t, 3H)


5-638
Cl
Cl
Cl
7.48 (d, 1H), 7.44 (d, 1H), 4.40 (q, 2H), 






1.58 (t, 3H)


5-639
Cl
Br
Cl
11.79 (s, 1H), 7.81 (d, 1H), 7.78 (d, 






1H), 4.35 (q, 2H), 1.47 (t, 3H)


5-640
Cl
I
Cl
13.75 (brs, 1H), 7.76 (d, 1H), 7.72






(d, 1H), 4.36 (q, 2H), 1.47 (t, 3H)


5-641
Cl
SEt
Cl



5-642
Cl
SOEt
Cl



5-643
Cl
SO2Et
Cl



5-644
Cl
S(CH2)2OMe
Cl
7.59 (d, 1H), 7.55 (d, 1H), 4.49 (q, 2H), 






3.56 (t, 2H), 3.32 (s, 3H), 3.13 (t, 2H), 






1.63 (t, 3H)


5-645
Cl
SO(CH2)2OMe
Cl
7.69 (d, 1H), 7.49 (d, 1H), 4.46 (q, 2H), 






3.90 (m, 1H), 3.74 (m, 1H), 3.65






(m, 1H), 3.41-3.31 (m, 1H) 3.37






(s, 3H), 1.61 (t, 3H)


5-646
Cl
SO2(CH2)2OMe
Cl
7.69 (d, 1H), 7.61 (d, 1H), 4.50 (q, 2H), 






3.88 (t, 2H), 3.73 (t, 2H), 3.22 (s, 3H), 






1.62 (t, 3H)


5-647
Cl
OMe
Br
11.70 (bs, 1H), 7.81 (d, 1H), 7.46 (d, 






1H), 4.36 (q, 2H), 3.87 (s, 3H), 1.47






(t, 3H), 


5-648
Cl
OEt
Br
11.73 (bs, 1H), 7.79 (d, 1H), 7.43 (d, 






1H), 4.33 (q, 2H), 4.08 (q, 2H), 1.46






(t, 3H), 1.42 (t, 3H)


5-649
Cl
O(CH2)2OMe
Br
9.00 (bs, 1H), 7.64 (d, 1H), 7.45 (d, 






1H), 4.46 (q, 2H), 4.25 (t, 2H), 3.84






(t, 2H), 3.49 (s, 3H), 1.63 (t, 3H)


5-650
Cl
tetrahydrofuran-2-
Br
11.70 (bs, 1H), 7.80 (d, 1H), 7.45 (d, 




ylmethoxy

1H), 4.35 (q, 2H), 4.20-4.30 (m, 1H), 






4.00-4.05 (m, 1H), 3.90-3.95 (m, 1H), 






3.77-3.82 (m, 1H), 3.68-3.72 (m, 1H), 






2.00-2.08 (m, 1H), 1.79-1.90 (m, 3H), 






1.45 (t, 3H)


5-651
Cl
1,4-dioxan-2-
Br
11.71 (bs, 1H), 7.81 (d, 1H), 7.46 (d, 




ylmethoxy

1H), 4.35 (q, 2H), 3.88-4.08 (m, 4H), 






3.75-3.81 (m, 1H), 3.60-3.70 (m, 2H), 






3.45-3.55 (m, 2H), 1.47 (t, 3H)


5-652
Cl
OCH2(CO)NMe2
Br
11.73 (bs, 1H), 7.82 (d, 1H), 7.48 (d, 






1H), 4.72 (s, 2H), 4.35 (q, 2H), 3.02






(s, 3H), 2.88 (s, 3H), 1.47 (t, 3H)


5-653
Cl
CH2OCH2iPr
SO2Me
0.92 (d, 6H), 1.64 (t, 3H), 1.90 (m, 1H), 






3.28 (s, 3H), 3.43 (d, 2H), 4.50 (q, 2H), 






5.12 (s, 2H), 7.78 (d, 1H), 8.16 (d, 1H), 






10.42 (s, 1H)


5-654
Cl
CH2OCH2cPr
SO2Me
0.25 (m, 2H), 0.58 (m, 2H), 1.10






(m, 1H), 1.64 (t, 3H), 3.32 (s, 3H), 3.49






(d, 2H), 4.50 (q, 2H), 5.16 (s, 2H), 7.79






(d, 1H), 8.16 (d, 1H), 10.7 (s, 1H)


5-655
Cl
CH2OC2H4OMe
SO2Me
1.62 (t, 3H), 3.32 (s, 3H), 3.35 (s, 3H), 






3.58 (m, 2H), 3.79 (m, 2H), 4.48






(q, 2H), 5.16 (s, 2H), 7.78 (d, 1H), 8.11






(d, 1H), 10.85 (s, 1H)


5-656
Cl
CH2OCH2CF3
SMe
7.65 (d, 1H), 7.23 (d, 1H), 4.77 (s, 2H), 






4.49 (q, 2H), 4.14 (q, 2H), 2.5 (s, 3H), 






1.49 (t, 3H)


5-657
Cl
pyrazol-1-yl
SO2Me



5-658
Cl
4-Me-pyrazol-1-yl
SO2Me
12.00 (bs, 1H), 8.14 (s, 1H), 8.08 (d, 






1H), 7.78 (s, 1H), 7.69 (s, 1H), 4.30






(q, 2H), 3.16 (s, 3H), 2.12 (s, 3H), 






1.41 (t, 3H)


5-659
Cl
4-MeO-pyrazol-1-yl
SO2Me



5-660
Cl
4-CN-pyrazol-1-yl
SO2Me



5-661
Cl
4-Cl-pyrazol-1-yl
SO2Me



5-662
Cl
3,5-Me2-pyrazol-1-y1
SO2Me



5-663
Cl
1,2,4-triazol-1-yl
SO2Me



5-664
Cl
5-iPr-1,2,4-triazol-1-
SO2Me
12.02 (s, 1H), 8.78 (s, 1H), 8.25 (bs, 




yl

2H), 4.37 (q, 2H), 3.28 (s, 3H), 3.09






(m, 1H), 1.47 (t, 3H), 1.30 (d, 6H)


5-665
Cl
5-EtS-1,2,4-triazol- 
SO2Me
12.04 (s, 1H), 8.95 (s, 1H), 8.28 (d, 




1-yl

1H), 8.26 (d, 1H), 4.37 (q, 2H), 3.29






(s, 3H), 3.12 (q, 2H), 1.47 (t, 3H), 






1.34 (t, 3H)


5-666
Cl
OPr
SO2Me
10.10 (bs, 1H), 8.04 (d, 1H), 7.60 (d, 






1H), 4.50 (q, 2H), 4.26 (t, 2H), 3.30






(s, 3H), 1.97 (quin, 2H), 1.64 (t, 2H), 






1.10 (t, 3H)


5-667
Cl
OPr
SO2Et
9.77 (bs, 1H), 8.02 (d, 1H), 7.61 (d, 






1H), 4.50 (q, 2H), 4.24 (t, 2H), 3.46






(q, 2H), 1.96 (quin, 2H), 1.64 (t, 3H), 






1.29 (t, 3H), 1.09 (t, 3H)


5-668
Cl
isobutoxy
SO2Me
10.35 (bs, 1H), 8.03 (d, 1H), 7.60 (d, 






1H), 4.50 (q, 2H), 4.08 (d, 2H), 3.30






(s, 3H), 2.28 (sep, 1H), 1.62 (t, 3H), 






1.11 (s, 3H), 1.09 (s, 3H), 


5-669
Cl
butoxy
SO2Me
10.40 (bs, 1H), 8.03 (d, 1H), 7.60 (d, 






1H), 4.50 (q, 2H), 4.29 (t, 2H), 3.29






(s, 3H), 1.89-1.96 (m, 2H), 1.64 (t, 






3H), 1.51-1.60 (m, 2H), 1.02 (t, 3H)


5-670
Cl
cyclopropylmethoxy
SO2Me
10.60 (bs, 1H), 8.03 (d, 1H), 7.60 (d, 






1H), 4.51 (q, 2H), 4.13 (d, 2H), 3.35






(s, 3H), 1.64 (t, 3H), 1.43-1.49 (m, 






1H), 0.68-0.71 (m, 2H), 0.47-0.50 (m, 






2H)


5-671
Cl
cyclopropylmethoxy
SO2Et
10.25 (bs, 1H), 8.02 (d, 1H), 7.61 (d, 






1H), 4.51 (q, 2H), 4.12 (d, 2H), 3.54






(q, 2H), 1.64 (t, 3H), 1.45-1.47 (m, 






1H), 1.28 (t, 3H), 0.67-0.70 (m, 2H), 






0.46-0.49 (m, 2H)


5-672
Cl
cyclobutylmethoxy
SO2Me
10.15 (bs, 1H), 8.03 (d, 1H), 7.60 (d, 






1H), 4.50 (q, 2H), 4.28 (d, 2H), 3.29






(s, 3H), 3.93-3.98 (m, 1H), 2.16-2.21






(m, 2H), 1.95-2.03 (m, 4H), 1.64 (t, 






3H)


5-673
Cl
cyclobutylmethoxy
SO2Et
10.37 (bs, 1H), 8.01 (d, 1H), 7.59 (d, 






1H), 4.50 (q, 2H), 4.26 (d, 2H), 3.45






(q, 2H), 2.92-2.96 (m, 1H), 2.14-2.21






(m, 2H), 1.95-2.04 (m, 4H), 1.63 (t, 






3H), 1.27 (t, 3H)


5-674
Cl
allyloxy
SO2Me
11.92 (bs, 1H), 7.96 (d, 1H), 7.79 (d, 






1H), 6.19 (m, 1H), 5.02 (d, 1H), 5.37






(d, 1H), 4.60-4.62 (m, 2H), 4.38 (q, 






2H), 3.39 (s, 3H), 1.48 (t, 3H)


5-675
Cl
allyloxy
SO2Et
11.92 (bs, 1H), 7.95 (d, 1H), 7.79 (d, 






1H), 6.19 (m, 1H), 5.51 (d, 1H), 5.35






(d, 1H), 4.69-4.72 (m, 2H), 4.38 (q, 






2H), 3.52 (q, 2H), 1.48 (t, 3H), 1.12






(t, 3H)


5-676
Cl
propargyloxy
SO2Me
10.70 (bs, 1H), 8.04 (d, 1H), 7.65 (d, 






1H), 4.99 (d, 2H), 4.51 (q, 2H), 3.34






(s, 3H), 2.68 (t, 1H), 1.63 (t, 3H)


5-677
Cl
propargyloxy
SO2Et
10.70 (bs, 1H), 8.02 (d, 1H), 7.65 (d, 






1H), 4.97 (d, 2H), 4.51 (q, 2H), 3.50






(q, 2H), 2.67 (t, 1H), 1.63 (t, 3H), 






1.29 (t, 3H)


5-678
Cl
OCH2CN
SO2Et
11.30 (bs, 1H), 8.02 (d, 1H), 7.71 (d, 






1H), 5.08 (s, 2H), 5.52 (q, 2H), 3.45






(q, 2H), 1.58 (t, 3H), 1.33 (t, 3H)


5-679
Cl
OCH2CH2F
SO2Me
11.15 (bs, 1H), 8.06 (d, 1H), 7.65 (d, 






1H), 4.91 (bs, 1H), 4.83 (bs, 1H), 






4.62 (bs, 1H), 4.57 (bs, 1H), 4.52 (q, 






2H), 3.34 (s, 3H), 1.63 (t, 3H)


5-680
Cl
OCH2CH2F
SO2Et
8.04 (d, 1H), 7.71 (d, 1H), 4.91-4.93






(m, 1H), 4.79-4.82 (m, 1H), 4.58-4.59






(m, 1H), 4.50-4.52 (m, 1H), 4.46 (q, 






2H), 3.55 (q, 2H), 1.61 (t, 3H), 1.25






(t, 3H)


5-681
Cl
OCH2CF3
SO2Me



5-682
Cl
OCH2CF3
SO2Et
11.00 (bs, 1H), 8.05 (d, 1H), 7.70 (d, 






1H), 4.72 (q, 2H), 4.52 (q, 2H), 3.48






(q, 2H), 1.63 (t, 3H), 1.30 (t, 3H)


5-683
Cl
O(CH2)2OEt
SO2Et
10.56 (bs, 1H), 8.03 (d, 1H), 7.62 (d, 






1H), 4.50 (q, 2H), 4.47 (t, 2H), 3.90






(t, 2H), 3.64 (q, 2H), 3.55 (q, 2H), 






1.64 (t, 3H), 1.27 (t, 3H), 1.27 (t, 3H)


5-684
Cl
O(CH2)2SMe
SO2Me
10.70 (bs, 1H), 8.05 (d, 1H), 7.64 (d, 






1H), 4.51 (q, 2H), 4.45 (t, 2H), 3.35






(s, 3H), 3.04 (t, 2H), 2.23 (s, 3H), 






1.64 (t, 3H)


5-685
Cl
O(CH2)2SMe
SO2Et
10.60 (bs, 1H), 8.03 (d, 1H), 7.63 (d, 






1H), 4.51 (q, 2H), 4.44 (t, 2H), 3.53






(q, 2H), 3.02 (t, 2H), 2.22 (s, 3H), 






1.64 (t, 3H), 1.28 (t, 3H)


5-686
Cl
O(CH2)3SMe
SO2Me
10.56 (bs, 1H), 8.04 (d, 1H), 7.62 (d, 






1H), 4.51 (q, 2H), 4.39 (t, 2H), 3.29






(s, 3H), 2.75 (t, 2H), 2.23 (quin, 2H), 






2.16 (s, 3H), 1.64 (t, 3H)


5-687
Cl
O(CH2)3SMe
SO2Et
10.55 (bs, 1H), 8.02 (d, 1H), 7.61 (d, 






1H), 4.51 (q, 2H), 4.37 (t, 2H), 3.45






(q, 2H), 2.75 (t, 2H), 2.22 (quin, 2H), 






2.16 (s, 3H), 1.64 (t, 3H), 1.28 (t, 3H)


5-688
Cl
O(CH2)2SEt
SO2Me
10.66 (bs, 1H), 8.05 (d, 1H), 7.63 (d, 






1H), 4.51 (q, 2H), 4.43 (t, 2H), 3.35






(s, 3H), 3.07 (t, 2H), 2.67 (q, 2H), 






1.64 (t, 3H), 1.31 (t, 3H)


5-689
Cl
O(CH2)2SEt
SO2Et
10.60 (bs, 1H), 8.03 (d, 1H), 7.62 (d, 






1H), 4.51 (q, 2H), 4.42 (t, 2H), 3.52






(q, 2H), 3.06 (t, 2H), 2.66 (q, 2H), 






1.64 (t, 3H), 1.31 (t, 3H), 1.30 (t, 3H)


5-690
Cl
1,3-dioxolan-2-
SO2Me
9.90 (bs, 1H), 8.05 (d, 1H), 7.65 (d, 




ylmethoxy

1H), 5.50 (t, 1H), 4.49 (q, 2H), 4.31






(d, 2H), 4.07-4.10 (m, 2H), 3.98-4.02






(m, 2H), 3.37 (s, 3H), 1.64 (t, 3H)


5-691
Cl
3-(1H-tetrazol-1-
SO2Et
11.00 (bs, 1H), 8.81 (s, 1H), 8.00 (d, 




yl)propoxy

1H), 7.62 (d, 1H), 4.76 (t, 2H), 4.50






(q, 2H), 4.36 (t, 2H), 3.35 (q, 2H), 






2.59 (quin, 2H), 1.63 (t, 3H), 1.27 (t, 






3H)


5-692
Cl
3-(2H-tetrazol-2-
SO2Et
10.50 (bs, 1H), 8.53 (s, 1H), 8.02 (d, 




yl)propoxy

1H), 7.63 (d, 1H), 4.97 (t, 2H), 4.50






(q, 2H), 4.39 (t, 2H), 3.42 (q, 2H), 






2.68 (quin, 2H), 1.63 (t, 3H), 1.30 (t, 






3H)


5-693
Cl
tetrahydro-2H-
SO2Et
10.50 (bs, 1H), 8.01 (d, 1H), 7.60 (d, 




pyran-2-ylmethoxy

1H), 4.50 (q, 2H), 4.40 (dd, 1H), 






4.06-4.13 (m, 2H), 3.87-3.93 (m, 1H), 






3.47-3.59 (m, 3H), 1.89-1.93 (m, 1H), 






1.61-1.68 (m, 4H), 1.61 (t, 3H), 1.26






(t, 3H)


5-694
Cl
tetrahydro-2H-
SO2Me
10.05 (bs, 1H), 8.04 (d, 1H), 7.61 (d, 




pyran-2-ylmethoxy

1H), 4.49 (q, 2H), 4.41 (dd, 1H), 4.14






(dd, 1H), 4.09 (dt, 1H), 3.89-3.94 (m, 






1H), 3.51-3.57 (m, 1H), 3.35 (s, 3H), 






1.91-1.94 (m, 1H), 1.61 (t, 3H), 1.55-






1.68 (m, 4H), 1.42-1.45 (m, 1H)


5-695
Cl
tetrahydrofuran-3-
SO2Me
10.70 (bs, 1H), 8.04 (d, 1H), 7.61 (d, 




ylmethoxy

1H), 4.51 (q, 2H), 4.28 (d, 2H), 3.91-






4.00 (m, 2H), 3.79-3.88 (m, 2H), 3.29






(s, 3H), 2.88-2.94 (m, 1H), 2.11-2.17






(m, 1H), 1.80-1.90 (m, 1H), 1.63 (t, 






3H)


5-696
Cl
tetrahydrofuran-3-
SO2Et
10.70 (bs, 1H), 8.02 (d, 1H), 7.60 (d, 




ylmethoxy

1H), 4.51 (q, 2H), 4.26 (d, 2H), 3.90-






3.99 (m, 2H), 3.78-3.86 (m, 2H), 3.43






(q, 2H), 2.86-2.93 (m, 1H), 2.10-2.18






(m, 1H), 1.80-1.89 (m, 1H), 1.65 (t, 






3H), 1.29 (t, 3H)


5-697
Cl
F
SOMe
7.82 (dd, 1H), 7.73 (d, 1H), 4.48






(q, 2H), 2.91 (s, 3H), 1.62 (t, 3H)


5-698
Cl
F
SO2Me
8.02 (dd, 1H), 7.71 (d, 1H), 4.50






(q, 2H), 3.31 (s, 3H), 1.63 (t, 3H)


5-699
Cl
SO2Me
SO2Me
11.99 (s, 1H), 8.38 (d, 1H), 8.31 (d, 






1H), 4.39 (q, 2H), 3.67 (s, 3H), 3.58






(s, 3H), 1.48 (t, 3H)


5-700
Cl
S(CH2)2OMe
SO2Me



5-701
Cl
SO(CH2)2OMe
SO2Me



5-702
Cl
SO2(CH2)2OMe
SO2Me



5-703
Cl
SEt
SO2Me



5-704
Cl
SOEt
SO2Me



5-705
Cl
SO2Et
SO2Me



5-706
Br
SO2Me
Me
9.69 (bs, 1H), 7.59 (d, 1H), 7.43 (d, 






1H), 4.53 (q, 2H), 3.34 (s, 3H), 2.86






(s, 3H), 1.65 (t, 3H)


5-707
Br
SOMe
Me
7.55 (d, 1H), 7.32 (d, 1H), 4.48 (q, 






2H), 2.96 (s, 3H), 2.73 (s, 3H), 1.64






(t, 3H)


5-708
Br
SO2Et
Me
9.29 (bs, 1H), 7.59 (d, 1H), 7.47 (d, 






1H), 4.52 (q, 2H), 3.49 (q, 2H), 2.85






(s, 3H), 1.65 (t, 3H), 1.37 (t, 3H)


5-709
Br
SOEt
Me
10.19 (bs, 1H), 7.52-7.56 (m, 1H), 






7.29-7.33 (m, 1H), 4.46 (q, 2H), 3.18-






3.25 (m, 1H), 3.05-3.15 (m, 1H), 2.70






(s, 3H), 1.64 (t, 3H), 1.41 (t, 3H)


5-710
Br
SEt
Me
10.00 (bs, 1H), 7.46 (d, 1H), 7.35 (d, 






1H), 4.52 (q, 2H), 2.87 (q, 2H), 2.67






(s, 3H), 1.64 (t, 3H), 1.24 (t, 3H)


5-711
Br
SMe
Me
10.30 (bs, 1H), 7.46 (d, 1H), 7.34 (d, 






1H), 4.52 (q, 2H), 2.68 (s, 3H), 2.37






(s, 3H), 1.64 (t, 3H)


5-712
Br
OEt
Br
11.74 (bs, 1H), 7.81 (d, 1H), 7.38 (d, 






1H), 4.36 (q, 2H), 4.06 (q, 2H), 1.46






(t, 3H), 1.43 (t, 3H)


5-713
Br
OCH2(CO)NMe2
Br
11.72 (bs, 1H), 7.85 (d, 1H), 7.44 (d, 






1H), 4.69 (s, 2H), 4.37 (q, 2H), 3.20






(s, 3H), 2.88 (s, 3H), 1.48 (t, 3H)


5-714
Br
O(CH2)3OMe
Br
7.65 (d, 1H), 7.20 (d, 1H), 4.34 (q, 






2H), 4.05 (t, 2H), 3.58 (t, 2H), 3.27






(s, 3H), 2.04 (quin, 2H), 1.48 (t, 3H)


5-715
Br
O(CH2)3SMe
Br
11.79 (bs, 1H), 7.77 (d, 1H), 7.34 (d, 






1H), 4.31 (q, 2H), 4.07 (t, 2H), 2.73






(t, 2H), 2.09 (s, 3H), 2.08 (quin, 2H), 






1.43 (t, 3H)


5-716
Br
O(CH2)2SEt
Br
11.76 (bs, 1H), 7.78 (d, 1H), 7.45 (d, 






1H), 4.31 (q, 2H), 4.12 (t, 2H), 2.99






(t, 2H), 2.64 (q, 2H), 1.43 (t, 3H), 






1.22 (t, 3H)


5-717
Br
O(CH2)2SMe
Br
11.73 (bs, 1H), 7.80 (d, 1H), 7.37 (d, 






1H), 4.32 (q, 2H), 4.15 (t, 2H), 2.96






(t, 2H), 2.17 (s, 3H), 1.44 (t, 3H)


5-718
Br
1,4-dioxan-2-
Br
11.70 (bs, 1H), 7.84 (d, 1H), 7.42 (d, 




ylmethoxy

1H), 4.37 (q, 2H), 3.90-4.06 (m, 4H), 






3.77-3.82 (m, 1H), 3.60-3.70 (m, 2H), 






3.50-3.56 (m, 2H), 1.47 (t, 3H)


5-719
Br
tetrahydrofuran-2-
Br
11.69 (bs, 1H), 7.84 (d, 1H), 7.41 (d, 




ylmethoxy

1H), 4.37 (q, 2H), 4.25-4.32 (m, 1H), 






4.00-4.05 (m, 1H), 4.89-4.93 (m, 1H), 






4.79-4.85 (m, 1H), 4.67-4.73 (m, 1H), 






2.00-2.10 (m, 1H), 1.80-1.95 (m, 3H), 






1.47 (t, 3H)


5-720
Br
OMe
I
11.67 (bs, 1H), 8.00 (d, 1H), 7.23 (d, 






1H), 4.37 (q, 2H), 3.83 (s, 3H), 1.47






(t, 3H)


5-721
Br
OEt
I
11.70 (bs, 1H), 7.90 (d, 1H), 7.12 (d, 






1H), 4.28 (q, 2H), 4.01 (q, 2H), 1.44






(t, 3H), 1.41 (t, 3H)


5-722
Br
O(CH2)2OMe
1
10.21 (bs, 1H), 7.91 (d, 1H), 7.17 (d, 






1H), 4.50 (q, 2H), 4.23 (t, 2H), 3.89






(t, 2H), 3.50 (s, 3H), 1.63 (t, 3H)


5-723
Br
O(CH2)3OMe
I
11.10 (bs, 1H), 7.88 (d, 1H), 7.14 (d, 






1H), 4.49 (q, 2H), 4.12 (t, 2H), 3.67






(t, 2H), 3.39 (s, 3H), 2.17 (quin, 2H), 






1.62 (t, 3H)


5-724
Br
O(CH2)2SMe
I
11.70 (bs, 1H), 7.93 (d, 1H), 7.15 (d, 






1H), 4.29 (q, 2H), 4.11 (t, 2H), 2.98






(t, 2H), 2.19 (s, 3H), 1.42 (t, 3H)


5-725
Br
O(CH2)2SEt
I
11.80 (bs, 1H), 7.89 (d, 1H), 7.12 (d, 






1H), 4.26 (q, 2H), 4.08 (t, 2H), 3.01






(t, 2H), 2.65 (q, 2H), 1.40 (t, 3H), 






1.23 (t, 3H)


5-726
Br
O(CH2)3SMe
I
11.80 (bs, 1H), 7.92 (d, 1H), 7.14 (d, 






1H), 4.29 (q, 2H), 4.04 (t, 2H), 2.74






(t, 2H), 2.10 (s, 3H), 2.09 (quin, 2H), 






1.42 (t, 3H)


5-727
Br
1,4-dioxan-2-
I
11.67 (bs, 1H), 8.00 (d, 1H), 7.23 (d, 




ylmethoxy

1H), 4.36 (q, 2H), 3.96-4.03 (m, 2H), 






3.88-3.95 (m, 2H), 3.77-3.82 (m, 1H), 






3.60-3.70 (m, 2H), 3.49-3.58 (m, 2H), 






1.47 (t, 3H)


5-728
Br
tetrahydrofuran-2-
I
11.67 (bs, 1H), 8.00 (d, 1H), 7.22 (d, 




ylmethoxy

1H), 4.36 (q, 2H), 4.25-4.35 (m, 1H), 






3.95-4.01 (m, 1H), 3.80-3.90 (m, 2H), 






3.68-3.75 (m, 1H), 2.00-2.10 (m, 1H), 






1.80-1.95 (m, 3H), 1.47 (t, 3H)


5-729
Br
OMe
SMe
11.55 (bs, 1H), 7.79 (d, 1H), 7.32 (d, 






1H), 4.40 (q, 2H), 3.90 (s, 3H), 2.41






(s, 3H), 1.48 (t, 3H)


5-730
Br
OMe
SO2Me
10.70 (bs, 1H), 7.93 (d, 1H), 7.29 (d, 






1H), 4.57 (q, 2H), 4.10 (s, 3H), 3.30






(s, 3H), 1.64 (t, 3H)


5-731
I
SMe
Me
9.31 (bs, 1H), 7.37 (d, 1H), 7.35 (d, 






1H), 4.57 (q, 2H), 2.73 (s, 3H), 2.34






(s, 3H), 1.67 (t, 3H)


5-732
I
SOMe
Me
11.62 (bs, 1H), 7.56 (d, 1H), 7.48 (d, 






1H), 4.41 (q, 2H), 2.94 (s, 3H), 2.73






(s, 3H), 1.48 (t, 3H)


5-733
I
SO2Et
Me
9.20 (bs, 1H), 7.47 (s, 2H), 4.57 (q, 






2H), 3.43-3.49 (m, 2H), 2.86 (s, 3H), 






1.67 (t, 3H), 1.45 (t, 3H)


5-734
I
SOEt
Me
7.44 (d, 1H), 7.32 (d, 1H), 4.52 (q, 






2H), 3.12-3.19 (m, 1H), 3.02-3.09 (m, 






1H), 2.66 (s, 3H), 1.65 (t, 3H), 1.44






(t, 3H)


5-735
I
SEt
Me
10.04 (bs, 1H), 7.35 (s, 2H), 4.56 (q, 






2H), 2.85 (q, 2H), 2.71 (s, 3H), 1.65






(t, 3H), 1.25 (t, 3H)


5-736
I
O(CH2)3OMe
SO2Et
10.20 (bs, 1H), 8.10 (d, 1H), 7.48 (d, 






1H), 4.56 (q, 2H), 4.35 (t, 2H), 3.64






(t, 2H), 3.45 (q, 2H), 3.39 (s, 3H), 






2.23 (quin, 2H), 1.67 (t, 3H), 1.27 (t, 






3H)


5-737
OH
SMe
CHF2
8.28 (d, 1H), 7.38 (m, 1H), 7.22 (t, 1H), 






4.43 (q, 2H), 2.39 (s, 3H), 1.63 (t, 3H)


5-738
OH
SO2Me
CHF2



5-739
OH
SOMe
CHF2



5-740
OH
SO2Me
CF3
8.10 (d, 1H), 6.83 (d, 1H), 4.31 (q, 2H), 






3.41 (s, 3H), 1.44 (t, 3H)


5-741
OH
SCH2Ph
CF3



5-742
OMe
SMe
CHF2
8.22 (d, 1H), 7.65 (d, 1H), 7.23 (t, 1H), 






4.45 (q, 2H), 4.18 (s, 3H), 2.47 (s, 3H), 






1.62 (t, 3H)


5-743
OMe
SO2Me
CHF2



5-744
OMe
SOMe
CHF2



5-745
OMe
SEt
CF3



5-746
OMe
SMe
OMe



5-747
OMe
SOMe
OMe



5-748
OMe
SO2Me
OMe



5-749
OMe
SMe
F



5-750
OMe
SOMe
F



5-751
OMe
SO2Me
F



5-752
OEt
SMe
CF3



5-753
OEt
SOMe
CF3



5-754
OEt
SO2Me
CF3



5-755
OEt
SEt
CF3



5-756
OEt
SOEt
CF3



5-757
OEt
SO2Et
CF3



5-758
OEt
S(CH2)2OMe
CF3



5-759
OEt
SO(CH2)2OMe
CF3



5-760
OEt
SO2(CH2)2OMe
CF3



5-761
OEt
SMe
Cl
1.60 (t, 3H), 1.62 (t, 3H), 2.51 (s, 3H), 






4.37 (q, 2H), 4.44 (q, 2H), 7.43






(d, 1H), 8.03 (d, 1H), 10.50 (s, 1H)


5-762
OEt
SOMe
Cl



5-763
OEt
SO2Me
Cl



5-764
OEt
SEt
Cl



5-765
OEt
SOEt
Cl



5-766
OEt
SO2Et
Cl



5-767
OEt
S(CH2)2OMe
Cl



5-768
OEt
SO(CH2)2OMe
Cl



5-769
OEt
SO2(CH2)2OMe
Cl



5-770
OSO2Me
SMe
CF3



5-771
OSO2Me
SOMe
CF3



5-772
OSO2Me
SO2Me
CF3



5-773
OSO2Et
SMe
CF3



5-774
OSO2Et
SOMe
CF3



5-775
OSO2Et
SO2Me
CF3



5-776
OSO2CF3
SMe
CF3



5-777
OSO2CF3
SOMe
CF3



5-778
OSO2CF3
SO2Me
CF3



5-779
SMe
SMe
H
7.53 (t, 1H), 7.38 (d, 1H), 7.34 (d, 1H), 






4.42 (q, 3H), 2.49 (s, 3H), 2.36 (s, 3H), 






1.48 (t, 3H)


5-780
SO2Me
SO2Me
H
8.41 (d, 1H), 8.17-8.12 (m, 2H), 4.43






(q, 3H), 3.58 (s, 6H), 1.48 (t, 3H)


5-781
SO2Me
NMe2
CF3



5-782
SO2Me
NHMe
CF3



5-783
SMe
OMe
F
11.50 (s, 1H), 7.35-7.47 (m, 2H), 






4.40 (q, 2H), 3.96 (d, 3H), 2.33 (s, 






3H), 1.47 (t, 3H)


5-784
SO2Me
NMe2
Cl



5-785
SO2Me
NHMe
Cl



5-786
SO2Me
NH2
Cl



5-787
SO2Me
NHc-Hex
Cl



5-788
SMe
4-
Br
10.60 (bs, 1H), 7.71 (d, 1H), 7.63 (d, 




(methoxybenzyl)oxy

1H), 7.54 (d, 2H), 6.96 (d, 2H), 5.05






(s, 2H), 4.47 (q, 2H), 3.85 (s, 3H), 






2.52 (s, 3H), 1.63 (t, 3H)


5-789
SMe
OCH2CHF2
Br
10.75 (s, 1H), 7.70 (d, 1H), 7.55 (d, 






1H), 6.26 (tt, 1H), 4.48 (q, 2H), 4.35






(td, 2H), 2.54 (s, 3H), 1.62 (t, 3H)


5-790
SO2Me
OMe
SO2Me



5-791
SMe
O(CH2)3OMe
SMe
11.44 (s, 1H), 7.37 (d, 1H), 7.29 (d, 






1H), 4.39 (q, 2H), 4.09 (t, 2H), 3.57






(t, 2H), 3.27 (s, 3H), 2.37 (s, 3H), 






2.03 (quin, 2H), 1.47 (t, 3H)


5-792
SO2Me
F
SO2Me



5-793
SO2Me
SMe
SO2Me



5-794
SO2Me
SO2Me
SO2Me



5-795
Cl
Me
SMe



5-796
Cl
Me
SO2Et
11.86 (bs, 1H), 8.03 (d, 1H), 7.84 (d, 






1H), 4.38 (q, 2H), 3.44 (q, 2H), 2.75






(s, 3H), 1.48 (t, 3H), 1.14 (t, 3H)


5-797
Me
NH(CH2)2OCOEt
SO2Me
10.6 (bs, 1H), 7.77 (d, 1H), 7.34 (d, 






1H), 5.61 (t, 1H), 4.34 (q, 2H), 4.25 (t, 






2H), 3.41 (td, 2H), 3.31 (s, 3H), 3.37






(s, 3H), 2.34 (q, 2H), 1.47 (t, 3H), 






1.04 (t, 3H)


5-798
Cl
propargyloxy
SO2Me



5-799
Cl
propargyloxy
SO2Et



5-800
Me
OCH2(CO)NMe2
Br



5-801
F
SMe
Br



5-802
Br
OCH2(CO)NMe2
I
11.70 (bs, 1H), 8.01 (d, 1H), 7.24 (d, 






1H), 4.65 (s, 3H), 4.36 (q, 2H), 3.02






(s, 3H), 2.89 (s, 3H), 1.47 (t, 3H)


5-803
Cl
3-methylbutoxy
SO2Me
10.20 (bs, 1H), 8.03 (d, 1H), 7.60 (d, 






1H), 4.50 (q, 2H), 4.32 (t, 2H), 3.29






(s, 3H), 1.83-1.87 (m, 2H), 1.64 (t, 






3H), 1.02 (s, 3H), 1.00 (s, 3H)


5-804
Cl
OCH2CH2Cl
SO2Me
11.05 (bs, 1H), 8.05 (d, 1H), 7.64 (d, 






1H), 4.58 (t, 2H), 4.51 (q, 2H), 3.99






(t, 2H), 3.35 (s, 3H), 1.63 (t, 3H)


5-805
Cl
OCH2CH2Cl
SO2Et
10.79 (bs, 1H), 8.03 (d, 1H), 7.64 (d, 






1H), 4.57 (t, 2H), 4.51 (q, 2H), 3.97






(t, 2H), 3.50 (q, 2H), 1.63 (t, 3H), 






1.30 (t, 3H)


5-806
Br
2-(2-oxopyrrolidin-1-
Br
11.71 (bs, 1H), 7.85 (d, 1H), 7.43 (d, 




yl)ethoxy

1H), 4.37 (q, 2H), 4.08 (t, 2H), 3.65






(t, 2H), 3.58 (t, 2H), 2.27 (t, 2H), 1.97






(quin, 2H), 1.48 (t, 3H)


5-807
Br
2-(2-oxo-1,3-
Br
11.72 (bs, 1H), 7.86 (d, 1H), 7.43 (d, 




oxazolidin-3-

1H), 4.37 (q, 2H), 4.32 (t, 2H), 4.12




yl)ethoxy

(t, 2H), 3.79 (t, 2H), 3.64 (t, 2H), 1.47






(t, 3H)


5-808
F
SMe
Cl



5-809
F
SOMe
Cl



5-810
F
SO2Me
Cl



5-811
F
SEt
Cl



5-812
F
SOEt
Cl



5-813
F
SO2Et
Cl



5-814
F
SEt
CF3



5-815
F
SOEt
CF3



5-816
F
SO2Et
CF3



5-817
Cl
SCH2c-Pr
Cl



5-818
Cl
SOCH2c-Pr
Cl



5-819
Cl
SO2CH2c-Pr
Cl



5-820
Me
I
SO2Me



5-821
Me
I
SMe



5-822
Me
CN
SO2Me



5-823
Me
CF3
SO2Me



5-824
Me
pyrazol-1-yl
SMe



5-825
Me
1,2,4-triazol-4-yl
SO2Me



5-826
Me
COOMe
SMe



5-827
Me
COOMe
SO2Me
















TABLE 6







Compounds of the formula (I) according to the invention in which A


represents CY, B represents N and R represents phenyl








 















Physical data


No.
X
Y
Z
(1H-NMR, DMSO-d6, 400 MHz)





6-1
F
H
Cl



6-2
F
H
Br



6-3
F
H
SO2Me



6-4
F
H
SO2Et



6-5
F
H
CF3



6-6
F
H
NO2



6-7
Cl
H
F



6-8
Cl
H
Cl



6-9
Cl
H
Br



6-10
Cl
H
SMe



6-11
Cl
H
SOMe



6-12
Cl
H
SO2Me
7.62-7.52 (m, 8H), 3.27 (s, 3H)


6-13
Cl
H
SO2CH2Cl



6-14
Cl
H
SEt



6-15
Cl
H
SO2Et



6-16
Cl
H
CF3



6-17
Cl
H
NO2



6-18
Cl
H
pyrazol-1-yl



6-19
Cl
H
1H-1,2,4-






triazol-1-yl



6-20
Br
H
Cl



6-21
Br
H
Br



6-22
Br
H
SO2Me



6-23
Br
H
SO2Et



6-24
Br
H
CF3



6-25
SO2Me
H
Cl



6-26
SO2Me
H
Br



6-27
SO2Me
H
SMe



6-28
SO2Me
H
SOMe



6-29
SO2Me
H
SO2Me



6-30
SO2Me
H
SO2Et



6-31
SMe
H
CF3
11.86 (s, 1H), 7.77 (d, 1H), 7.70






(d, 2H), 7.75 (d, 2H), 7.64-7.56






(m, 5H), 2.52 (s, 3H)


6-32
SO2Me
H
CF3
12.26 (s, 1H), 8.27 (m, 2H), 7.94






(d, 1H), 7.75 (d, 2H), 7.70-7.56






(m, 3H), 3.75 (s, 3H)


6-33
SO2Et
H
Cl



6-34
SO2Et
H
Br



6-35
SO2Et
H
SMe



6-36
SO2Et
H
SOMe



6-37
SO2Et
H
SO2Me



6-38
SO2Et
H
CF3



6-39
NO2
H
F



6-40
NO2
H
Cl



6-41
NO2
H
Br



6-42
NO2
H
I



6-43
NO2
H
CN



6-44
NO2
H
SO2Me
12.20 (s, 1H), 8.62 (s, 1H), 8.41






(dd, 1H), 7.96 (d, 1H), 7.72-7.61






(m, 5H), 3.40 (s, 3H)


6-45
NO2
H
SO2Et



6-46
NO2
H
CF3



6-47
Me
H
Cl



6-48
Me
H
Br



6-49
Me
H
SMe



6-50
Me
H
SO2Me



6-51
Me
H
SO2CH2Cl



6-52
Me
H
SEt



6-53
Me
H
SO2Et



6-54
Me
H
CF3



6-55
CH2SO2Me
H
CF3



6-56
Et
H
Cl



6-57
Et
H
Br



6-58
Et
H
SMe



6-59
Et
H
SO2Me



6-60
Et
H
SO2CH2Cl



6-61
Et
H
SEt



6-62
Et
H
SO2Et



6-63
Et
H
CF3



6-64
CF3
H
Cl



6-65
CF3
H
Br



6-66
CF3
H
SO2Me



6-67
CF3
H
SO2Et



6-68
CF3
H
CF3



6-69
NO2
NH2
F



6-70
NO2
NHMe
F



6-71
NO2
NME2
F



6-72
NO2
Me
Cl



6-73
NO2
NH2
Cl



6-74
NO2
NHMe
Cl



6-75
NO2
NME2
Cl



6-76
NO2
NH2
Br



6-77
NO2
NHMe
Br



6-78
NO2
NME2
Br



6-79
NO2
NH2
CF3



6-80
NO2
NME2
CF3



6-81
NO2
NH2
SO2Me



6-82
NO2
NH2
SO2Et



6-83
NO2
NHMe
SO2Me



6-84
NO2
NME2
SO2Me



6-85
NO2
NME2
SO2Et



6-86
NO2
NH2
1H-1,2,4-






triazol-1-yl



6-87
NO2
NHMe
1H-1,2,4-






triazol-1-yl



6-88
NO2
NME2
1H-1,2,4-






triazol-1-yl



6-89
Me
SMe
H



6-90
Me
SOMe
H



6-91
Me
SO2Me
H



6-92
Me
SEt
H



6-93
Me
SOEt
H



6-94
Me
SO2Et
H



6-95
Me
S(CH2)2OMe
H



6-96
Me
SO(CH2)2OMe 
H



6-97
Me
SO2(CH2)2OMe
H



6-98
Me
F
F



6-99
Me
F
Cl



6-100
Me
SEt
F



6-101
Me
SOEt
F



6-102
Me
SO2Et
F



6-103
Me
Me
Cl



6-104
Me
F
Cl



6-105
Me
Cl
Cl



6-106
Me
NH2
Cl



6-107
Me
NHMe
Cl



6-108
Me
NME2
Cl



6-109
Me
O(CH2)2OMe
Cl



6-110
Me
O(CH2)3OMe
Cl



6-111
Me
O(CH2)4OMe
Cl



6-112
Me
OCH2CONME2
Cl



6-113
Me
O(CH2)2—CO—NME2
Cl



6-114
Me
O(CH2)2—NH(CO)NME2
Cl



6-115
Me
O(CH2)2—NH(CO)NHCO2Et
Cl



6-116
Me
O(CH2)2—NHCO2Me
Cl



6-117
Me
O—CH2—NHSO2cPr
Cl



6-118
Me
O(CH2)-5-2,4-dimethyl-2,4-
Cl





dihydro-3H-1,2,4-triazol-3-






one




6-119
Me
O(CH2)-3,5-dimethyl-1,2-
Cl





oxazol-4-yl




6-120
Me
SMe
Cl



6-121
Me
SOMe
Cl



6-122
Me
SO2Me
Cl



6-123
Me
SEt
Cl



6-124
Me
SOEt
Cl



6-125
Me
SO2Et
Cl



6-126
Me
S(CH2)2OMe
Cl



6-127
Me
SO(CH2)2OMe
Cl



6-128
Me
SO2(CH2)2OMe
Cl



6-129
Me
NH2
Br



6-130
Me
NHMe
Br



6-131
Me
NME2
Br



6-132
Me
O(CH2)-(CO)NEt2
Br



6-133
Me
O(CH2)-5-pyrrolidin-2-one
Br



6-134
Me
SMe
Br



6-135
Me
SOMe
Br



6-136
Me
SO2Me
Br



6-137
Me
SEt
Br



6-138
Me
SOEt
Br



6-139
Me
SO2Et
Br



6-140
Me
SMe
I



6-141
Me
SOMe
I



6-142
Me
SO2Me
I



6-143
Me
SEt
I



6-144
Me
SOEt
I



6-145
Me
SO2Et
I



6-146
Me
Cl
CF3



6-147
Me
SMe
CF3
11.84 (s, 1H), 7.77 (d, 1H), 7.70-






7.60 (m, 7H), 2.45 (s, 3H), 






2.27 (s, 3H)


6-148
Me
SOMe
CF3
11.94 (s, 1H), 7.85 (d, 1H), 7.75






(d, 1H), 7.71-7.63 (m, 5H), 3.00






(s, 3H), 2.62 (s, 3H)


6-149
Me
SO2Me
CF3
11.96 (s, 1H), 8.02 (d, 1H), 7.87






(d, 1H), 7.71-7.61 (m, 5H), 3.53






(s, 3H), 2.46 (s, 3H)


6-150
Me
SEt
CF3



6-151
Me
SOEt
CF3



6-152
Me
SO2Et
CF3



6-153
Me
S(CH2)2OMe
CF3



6-154
Me
SO(CH2)2OMe
CF3



6-155
Me
SO2(CH2)2OMe
CF3



6-156
Me
Me
SO2Me



6-157
Me
4,5-dihydro-1,2-oxazol-3-yl
SO2Me



6-158
Me
4,5-dihydro-1,2-oxazol-3-yl
SO2Et



6-159
Me
5-cyanomethyl-4,5-dihydro-
SO2Me





1,2-oxazol-3-yl




6-160
Me
5-cyanomethyl-4,5-dihydro-
SO2Et





1,2-oxazol-3-yl




6-161
Me
NH2
SO2Me



6-162
Me
NHMe
SO2Me



6-163
Me
NME2
SO2Me
11.81 (s, 1H), 7.83 (d, 1H), 






7.69-7.,60 (m, 5H), 7.50 (d, 1H),






3.31 (s, 3H), 2.78 (s, 6H), 






2.14 (s, 3H)


6-164
Me
NH(CH2)2OMe
SO2Me



6-165
Me
pyrazol-1-yl
SO2Me



6-166
Me
OH
SO2Me



6-167
Me
OMe
SO2Me



6-168
Me
OMe
SO2Et



6-169
Me
OEt
SO2Me



6-170
Me
OEt
SO2Et



6-171
Me
OiPr
SO2Me



6-172
Me
OiPr
SO2Et



6-173
Me
O(CH2)2OMe
SO2Me



6-174
Me
O(CH2)2OMe
SO2Et



6-175
Me
O(CH2)3OMe
SO2Me



6-176
Me
O(CH2)3OMe
SO2Et



6-177
Me
O(CH2)4OMe
SO2Me



6-178
Me
O(CH2)4OMe
SO2Et



6-179
Me
O(CH2)2NHSO2Me
SO2Me



6-180
Me
O(CH2)2NHSO2Me
SO2Et



6-181
Me
OCH2(CO)NME2
SO2Me



6-182
Me
OCH2(CO)NME2
SO2Et



6-183
Me
[1,4]dioxan-2-ylmethoxy
SO2Me



6-184
Me
[1,4]dioxan-2-ylmethoxy
SO2Et



6-185
Me
O(CH2)2—O(3,5-dimethoxy-
SO2Me





pyrimidin-2-yl)




6-186
Me
Cl
SO2Me
11.94 (s, 1H), 8.02 (d, 1H), 7.71-






7.62 (m, 5H), 3.38 (s, 3H)


6-187
Me
SMe
SO2Me



6-188
Me
SOMe
SO2Me



6-189
Me
SO2Me
SO2Me
12.01 (s, 1H), 8.24 (d, 1H), 7.93






(d, 1H), 7.71-7.60 (m, 5H), 3.58






(s, 3H), 3.53 (s, 3H), 2.46 (s, 3H)


6-190
Me
SO2Me
SO2Et



6-191
Me
SEt
SO2Me



6-192
Me
SOEt
SO2Me



6-193
Me
SO2Et
SO2Me



6-194
Me
S(CH2)2OMe
SO2Me



6-195
Me
SO(CH2)2OMe
SO2Me



6-196
Me
SO2(CH2)2OMe
SO2Me



6-197
CH2SMe
OMe
SO2Me



6-198
CH2OMe
OMe
SO2Me



6-199
CH2O(CH2)2OMe
NH(CH2)2OEt
SO2Me



6-200
CH2O(CH2)2OMe
NH(CH2)3OEt
SO2Me



6-201
CH2O(CH2)3OMe
OMe
SO2Me



6-202
CH2O(CH2)2OMe
NH(CH2)2OMe
SO2Me



6-203
CH2O(CH2)2OMe
NH(CH2)3OMe
SO2Me



6-204
Et
SMe
Cl



6-205
Et
SO2Me
Cl



6-206
Et
SMe
CF3



6-207
Et
SO2Me
CF3



6-208
Et
F
SO2Me



6-209
Et
NH(CH2)2OMe
SO2Me



6-210
iPr
SO2Me
CF3



6-211
cPr
SO2Me
CF3



6-212
CF3
O(CH2)2OMe
F



6-213
CF3
O(CH2)3OMe
F



6-214
CF3
OCH2CONME2
F



6-215
CF3
[1,4]dioxan-2-ylmethoxy
F



6-216
CF3
O(CH2)2OMe
Cl



6-217
CF3
O(CH2)3OMe
Cl



6-218
CF3
OCH2CONME2
Cl



6-219
CF3
[1,4]dioxan-2-ylmethoxy
Cl



6-220
CF3
O(CH2)2OMe
Br



6-221
CF3
O(CH2)3OMe
Br



6-222
CF3
OCH2CONME2
Br



6-223
CF3
[1,4]dioxan-2-ylmethoxy
Br



6-224
CF3
O(CH2)2OMe
I



6-225
CF3
O(CH2)3OMe
I



6-226
CF3
OCH2CONMe2
I



6-227
CF3
[1,4]dioxan-2-ylmethoxy
I



6-228
CF3
F
SO2Me



6-229
CF3
F
SO2Et



6-230
CF3
O(CH2)2OMe
SO2Me



6-231
CF3
O(CH2)2OMe
SO2Et



6-232
CF3
O(CH2)3OMe
SO2Me



6-233
CF3
O(CH2)3OMe
SO2Et



6-234
CF3
OCH2CONMe2
SO2Me



6-235
CF3
OCH2CONMe2
SO2Et



6-236
CF3
[1,4]dioxan-2-ylmethoxy
SO2Me



6-237
CF3
[1,4]dioxan-2-ylmethoxy
SO2Et



6-238
F
SMe
CF3
12.00 (s, 1H), 7.79-7.74 (m,






21H), 7.75 (d, 1H), 7.70-7.58 (m,






5H), 2.22 (s, 3H)


6-239
F
SOMe
CF3



6-240
Cl
Me
Cl



6-241
Cl
OCH2CHCH2
Cl



6-242
Cl
OCH2CHF2
Cl



6-243
Cl
O(CH2)2OMe
Cl



6-244
Cl
OCH2(CO)NME2
Cl



6-245
Cl
O(CH2)-5-pyrrolidin-2-one
Cl



6-246
Cl
SMe
Cl



6-247
Cl
SOMe
Cl



6-248
Cl
SO2Me
Cl



6-249
Cl
F
SMe



6-250
Cl
Cl
SO2Me
12.12 (s, 1H), 8.12 (d, 1H), 7.80






(d, 1H), 7.71-7.62 (m, 5H),






3.45 (s, 3H)


6-251
Cl
COOMe
SO2Me



6-252
Cl
CONME2
SO2Me



6-253
Cl
CONMe(OMe)
SO2Me



6-254
Cl
CH2OMe
SO2Me



6-255
Cl
CH2OMe
SO2Et



6-256
Cl
CH2OEt
SO2Me



6-257
Cl
CH2OEt
SO2Et



6-258
Cl
CH2OCH2CHF2
SO2Me



6-259
Cl
CH2OCH2CF3
SO2Me
8.00 (d, 1H), 7.78 (d, 2H), 7.71






(d, 1H), 7.61-7.65 (m, 3H), 5.21






(s, 2H), 4.25 (q, 2H), 3.09 (q, 2H)


6-260
Cl
CH2OCH2CF3
SO2Et



6-261
Cl
CH2OCH2CF2CHF2
SO2Me



6-262
Cl
CH2Ocpentyl
SO2Me



6-263
Cl
CH2PO(OMe)2
SO2Me



6-264
Cl
4,5-dihydro-1,2-oxazol-3-yl
SMe



6-265
Cl
4,5-dihydro-1,2-oxazol-3-yl
SO2Me



6-266
Cl
4,5-dihydro-1,2-oxazol-3-yl
SO2Et



6-267
Cl
5-cyanomethyl-4,5-dihydro- 
SO2Me





1,2-oxazol-3-yl




6-268
Cl
5-cyanomethyl-4,5-dihydro-
SO2Et
12.12 (s, 1H), 8.09 (d, 1H), 7.96




1,2-oxazol-3-yl

(d, 1H), 7.71-7.60 (m, 5H), 5.17






(m, 1H), 3.56 (dd, 1H), 3.41






(q, 2H), 3.11 (dd, 1H), 3.02-2.95






(m, 2H), 1.14 (t, 3H)


6-269
Cl
5-(methoxymethyl)-4,5-
SO2Et





dihydro-1,2-oxazol-3-yl




6-270
Cl
5-(methoxymethyl)-5-methyl-
SO2Et





4,5-dihydro-1,2-oxazol-3-yl




6-271
Cl
CH2O-tetrahydrofuran-3-yl
SO2Me



6-272
Cl
CH2O-tetrahydrofuran-3-yl
SO2Et



6-273
Cl
CH2OCH2-tetrahydrofuran-2-yl
SO2Me
12.06 (s, 1H), 8.07 (d, 1H), 7.78






(d, 1H), 7.71-7.60 (m, 5H), 5.04






(dd, 2H), 3.97-3.95 (m, 1H), 3.74-






3.50 (m, 4H), 3.37 (s, 3H), 1.88-






1.75 (m,H), 1.55-1.49 (m, 1H)


6-274
Cl
CH2OCH2-tetrahydrofuran-2-yl
SO2Et



6-275
Cl
CH2OCH2-tetrahydrofuran-3-yl
SO2Me



6-276
Cl
CH2OCH2-tetrahydrofuran-3-yl
SO2Et



6-277
Cl
OMe
SO2Me



6-278
Cl
OMe
SO2Et



6-279
Cl
OEt
SO2Me



6-280
Cl
OEt
SO2Et



6-281
Cl
OiPr
SO2Me



6-282
Cl
OiPr
SO2Et



6-283
Cl
O(CH2)2OMe
SO2Me



6-284
Cl
O(CH2)4OMe
SO2Me



6-285
Cl
O(CH2)4OMe
SO2Et



6-286
Cl
O(CH2)3OMe
SO2Me



6-287
Cl
O(CH2)3OMe
SO2Et



6-288
Cl
O(CH2)2OMe
SO2Me



6-289
Cl
O(CH2)2OMe
SO2Et



6-290
Cl
[1,4]dioxan-2-ylmethoxy
SO2Me



6-291
Cl
[1,4]dioxan-2-ylmethoxy
SO2Et



6-292
Cl
OCH2(CO)NME2
SO2Me



6-293
Cl
OCH2(CO)NME2
SO2Et



6-294
Cl
SMe
SO2Me
12.07 (s, 1H), 8.10 (d, 1H), 7.79






(d, 1H), 7.71-7.62 (m, 5H),






3.56 (s, 3H), 2.33 (s, 3H)


6-295
Cl
SOMe
SO2Me



6-296
Br
OMe
Br



6-297
Br
O(CH2)2OMe
Br



6-298
Br
O(CH2)2OMe
SO2Me



6-299
Br
O(CH2)2OMe
SO2Et



6-300
Br
O(CH2)3OMe
SO2Me



6-301
Br
O(CH2)3OMe
SO2Et



6-302
Br
O(CH2)4OMe
SO2Me



6-303
Br
O(CH2)4OMe
SO2Et



6-304
Br
[1 ,4]dioxan-2-ylmethoxy
SO2Me



6-305
Br
[1 ,4]dioxan-2-ylmethoxy
SO2Et



6-306
I
O(CH2)2OMe
SO2Me



6-307
I
O(CH2)2OMe
SO2Et



6-308
I
O(CH2)3OMe
SO2Me



6-309
I
O(CH2)3OMe
SO2Et



6-310
I
O(CH2)4OMe
SO2Me



6-311
I
O(CH2)4OMe
SO2Et



6-312
I
[1,4]dioxan-2-ylmethoxy
SO2Me



6-313
I
[1,4]dioxan-2-ylmethoxy
SO2Et



6-314
OMe
SMe
CF3



6-315
OMe
SOMe
CF3



6-316
OMe
SO2Me
CF3



6-317
OMe
SOEt
CF3



6-318
OMe
SO2Et
CF3



6-319
OMe
S(CH2)2OMe
CF3



6-320
OMe
SO(CH2)2OMe
CF3



6-321
OMe
SO2(CH2)2OMe
CF3



6-322
OMe
SMe
Cl



6-323
OMe
SOMe
Cl



6-324
OMe
SO2Me
Cl



6-325
OMe
SEt
Cl



6-326
OMe
SOEt
Cl



6-327
OMe
SO2Et
Cl



6-328
OMe
S(CH2)2OMe
Cl



6-329
OMe
SO(CH2)2OMe
Cl



6-330
OMe
SO2(CH2)2OMe
Cl



6-331
OCH2c-Pr
SMe
CF3



6-332
OCH2c-Pr
SOMe
CF3



6-333
OCH2c-Pr
SO2Me
CF3



6-334
OCH2c-Pr
SEt
CF3



6-335
OCH2c-Pr
SOEt
CF3



6-336
OCH2c-Pr
SO2Et
CF3



6-337
OCH2c-Pr
S(CH2)2OMe
CF3



6-338
OCH2c-Pr
SO(CH2)2OMe
CF3



6-339
OCH2c-Pr
SO2(CH2)2OMe
CF3



6-340
OCH2c-Pr
SMe
Cl



6-341
OCH2c-Pr
SOMe
Cl



6-342
OCH2c-Pr
SO2Me
Cl



6-343
OCH2c-Pr
SEt
Cl



6-344
OCH2c-Pr
SOEt
Cl



6-345
OCH2c-Pr
SO2Et
Cl



6-346
OCH2c-Pr
S(CH2)2OMe
Cl



6-347
OCH2c-Pr
SO(CH2)2OMe
Cl



6-348
OCH2c-Pr
SO2(CH2)2OMe
Cl



6-349
OCH2c-Pr
SMe
SO2Me



6-350
OCH2c-Pr
SOMe
SO2Me



6-351
OCH2c-Pr
SO2Me
SO2Me



6-352
OCH2c-Pr
SEt
SO2Me



6-353
OCH2c-Pr
SOEt
SO2Me



6-354
OCH2c-Pr
SO2Et
SO2Me



6-355
OCH2c-Pr
S(CH2)2OMe
SO2Me



6-356
OCH2c-Pr
SO(CH2)2OMe
SO2Me



6-357
OCH2c-Pr
SO2(CH2)2OMe
SO2Me



6-358
SO2Me
F
CF3



6-359
SO2Me
NH2
CF3



6-360
SO2Me
NHEt
Cl



6-361
SMe
SEt
F



6-362
SMe
SMe
F



6-363
Me
H
F



6-364
Me
H
OCF3



6-365
Et
H
F



6-366
CH2SO2Me
H
Br



6-367
Cl
H
I



6-368
Cl
H
CN



6-369
Cl
H
NME2



6-370
Cl
H
NHAc



6-371
Cl
H
pyrrol-1-yl



6-372
Cl
H
pyrrolidin-1-yl



6-373
Cl
H
pyrazol-1-yl



6-374
Cl
H
1,2,4-triazol-






1-yl



6-375
Cl
H
4-methyl-3-






trifluoromethyl-






1,2,4-triazolin-






5-on-1-yl



6-376
Cl
H
SOMe



6-377
Br
H
F



6-378
Br
H
SMe



6-379
NHSO2Me
H
CF3



6-380
NHSO2Et
H
CF3



6-381
NHSO2CF3
H
CF3



6-382
NHSO2Me
H
SO2Me



6-383
NHSO2Et
H
SO2Me



6-384
NHSO2CF3
H
SO2Me



6-385
NMeSO2Me
H
CF3



6-386
NMeSO2Et
H
CF3



6-387
NMeSO2CF3
H
CF3



6-388
NMeSO2Me
H
SO2Me



6-389
NMeSO2Et
H
SO2Me



6-390
NMeSO2CF3
H
SO2Me



6-391
OMe
H
SO2Me



6-392
OSO2Me
H
CF3



6-393
OSO2Et
H
CF3



6-394
OSO2CF3
H
CF3



6-395
OSO2Me
H
SO2Me



6-396
OSO2Et
H
SO2Me



6-397
OSO2CF3
H
SO2Me



6-398
SMe
H
CF3



6-399
SOMe
H
CF3



6-400
SMe
H
F



6-401
SMe
H
Cl



6-402
SMe
H
Br



6-403
SMe
H
SMe



6-404
SO2Me
H
SO2Me



6-405
SO2NMePh
H
Cl



6-406
SO2NME2
H
CF3



6-407
Me
OMe
CF3



6-408
Me
SMe
CN



6-409
Me
SOMe
CN



6-410
Me
SO2Me
CN



6-411
Me
Me
Cl



6-412
Me
O(CH2)2N(Me)SO2Me
Cl



6-413
Me
O(CH2)3SMe
Br



6-414
Me
O(CH2)2SEt
Br



6-415
Me
O(CH2)2SMe
Br



6-416
Me
O(CH2)3SMe
Cl



6-417
Me
O(CH2)2SEt
Cl



6-418
Me
O(CH2)2SMe
Cl



6-419
Me
OEt
Cl



6-420
Me
OMe
Cl



6-421
Me
tetrahydrofuran-2-ylmethoxy
Cl



6-422
Me
1,4-dioxan-2-ylmethoxy
Cl



6-423
Me
OEt
Cl



6-424
Me
OMe
Cl



6-425
Me
OMe
Br



6-426
Me
OEt
Br



6-427
Me
O(CH2)2OMe
Br



6-428
Me
O(CH2)3OMe
Br



6-429
Me
tetrahydrofuran-2-ylmethoxy
Br



6-430
Me
1,4-dioxan-2-ylmethoxy
Br



6-431
Me
SMe
NME2



6-432
Me
SOMe
NME2



6-433
Me
SO2Me
NME2



6-434
Me
SMe
imidazol-1-yl



6-435
Me
SMe
1,2,4-triazol-






1-yl



6-436
Me
SO2Me
imidazol-1-yl



6-437
Me
SOMe
1,2,4-triazol-






1-yl



6-438
Me
SO2Me
1,2 ,4-triazol-






1-yl



6-439
Me
SMe
OMe



6-440
Me
SOMe
OMe



6-441
Me
SO2Me
OMe



6-442
Me
SEt
OMe



6-443
Me
SOEt
OMe



6-444
Me
SO2Et
OMe



6-445
Me
SMe
OEt



6-446
Me
SOMe
OEt



6-447
Me
SO2Me
OEt



6-448
Me
Me
SMe



6-449
Me
Me
SO2Me



6-450
Me
Me
SEt



6-451
Me
Me
SO2Et



6-452
Me
NHiPr
SO2Me



6-453
Me
NHCH2-tetrahydrofuran-2-yl
SO2Me



6-454
Me
NHCH2CONHEt
SO2Me



6-455
Me
NH(CH2)2OEt
SO2Me



6-456
Me
NHEt
SO2Me



6-457
Me
NHnPr
SO2Me



6-458
Me
NHCH2iPr
SO2Me



6-459
Me
NHCH2cPr
SO2Me



6-460
Me
NHCH2CH(OMe)CH2OMe
SO2Me



6-461
Me
NHCH2CH2CH2OCOMe
SO2Me



6-462
Me
NHCH2CH2(1,3-dioxan-2-yl)
SO2Me



6-463
Me
NHCH2Ph
SO2Me



6-464
Me
N(CH3)CH2cPr
SO2Me



6-465
Me
NHCH(CH3)CH2OMe
SO2Me



6-466
Me
NHCH(CH3)CH2OEt
SO2Me



6-467
Me
NHCH2CH(OMe)2
SO2Me



6-468
Me
NHCH2CH(Me)(OMe)
SO2Me



6-469
Me
NHCH2(1,3-dioxan-2-yl)
SO2Me



6-470
Me
4-Me-pyrazol-1-yl
SO2Me



6-471
Me
3,5-Me2-pyrazol-1-yl
SO2Me



6-472
Me
4-MeO-pyrazol-1-yl
SO2Me



6-473
Me
4-CN-pyrazol-1-yl
SO2Me



6-474
Me
4-Cl-pyrazol-1-yl
SO2Me



6-475
Me
1,2,3-triazol-1-yl
SO2Me
12.12 (s, 1H), 8.51 (s, 1H), 8.14






(d, 1H), 8.04 (/s, 1H), 8.03 (d,






1H), 7.70-7.57 (m, 5H), 3,12 (s,






3H), 1.69 (s, 3H)


6-476
Me
1,2,4-triazol-1-yl
SO2Me



6-477
Me
5-iPr-1,2,4-triazol-1-yl
SO2Me



6-478
Me
5-EtS-1,2,4-triazol-1-yl
SO2Me



6-479
Me
O(CH2)2SMe
SO2Me



6-480
Me
O(CH2)3SMe
SO2Me



6-481
Me
tetrahydrofuran-2-ylmethoxy
SO2Me



6-482
Me
F
SMe



6-483
Me
SMe
SO2Et



6-484
Me
SOMe
SO2Et



6-485
Me
SEt
SO2Et



6-486
Me
SOEt
SO2Et



6-487
Me
SO2Et
SO2Et



6-488
Me
SCH2CF3
SO2Me



6-489
Me
SOCH2CF3
SO2Me



6-490
Me
SO2CH2CF3
SO2Me



6-491
Me
S(CH2)2OMe 
SO2Et



6-492
Me
SO(CH2)2OMe 
SO2Et



6-493
Me
SO2(CH2)2OMe
SO2Et



6-494
Me
S(4-F—Ph)
SO2Me



6-495
Me
SO(4-F—Ph) 
SO2Me



6-496
Me
SO2(4-F—Ph)
SO2Me



6-497
Et
SEt
Cl



6-498
Et
SOEt
Cl



6-499
Et
SO2Et
Cl



6-500
Et
S(CH2)2OMe
Cl



6-501
Et
SO(CH2)2OMe 
Cl



6-502
Et
SO2(CH2)2OMe
Cl



6-503
Et
SOMe
Cl



6-504
Et
SMe
Br



6-505
Et
SOMe
Br



6-506
Et
SO2Me
Br



6-507
Et
SOMe
CF3



6-508
Et
SEt
CF3



6-509
Et
SOEt
CF3



6-510
Et
SO2Et
CF3



6-511
Et
S(CH2)2OMe 
CF3



6-512
Et
SO(CH2)2OMe 
CF3



6-513
Et
SO2(CH2)2OMe
CF3



6-514
Et
NHiPr
SO2Me



6-515
Et
SMe
SO2Et



6-516
Et
SOMe
SO2Et



6-517
Et
SO2Me
SO2Et



6-518
Et
SEt
SO2Et



6-519
Et
SOEt
SO2Et



6-520
Et
SO2Et
SO2Et



6-521
Et
S(CH2)2OMe 
SO2Et



6-522
Et
SO(CH2)2OMe
SO2Et



6-523
Et
SO2(CH2)2OMe
SO2Et



6-524
Et
SEt
SO2Me



6-525
Et
SOEt
SO2Me



6-526
Et
SO2Et
SO2Me



6-527
Et
S(CH2)2OMe
SO2Me



6-528
Et
SO(CH2)2OMe 
SO2Me



6-529
Et
SO2(CH2)2OMe
SO2Me



6-530
Et
SMe
SO2Me



6-531
Et
SOMe
SO2Me



6-532
Et
SO2Me
SO2Me



6-533
nPr
SMe
Cl



6-534
nPr
SOMe
Cl



6-535
nPr
SO2Me
Cl



6-536
nPr
SMe
Br



6-537
nPr
SOMe
Br



6-538
nPr
SO2Me
Br



6-539
nPr
SMe
CF3



6-540
nPr
SOMe
CF3



6-541
nPr
SO2Me
CF3



6-542
nPr
SMe
SO2Me



6-543
nPr
SOMe
SO2Me



6-544
nPr
SO2Me
SO2Me



6-545
iPr
SOMe
CF3



6-546
iPr
SO2Me
CF3



6-547
iPr
SMe
Cl



6-548
iPr
SOMe
Cl



6-549
iPr
SO2Me
Cl



6-550
iPr
SMe
Br



6-551
iPr
SOMe
Br



6-552
iPr
SO2Me
Br



6-553
iPr
SMe
SO2Me



6-554
iPr
SOMe
SO2Me



6-555
iPr
SO2Me
SO2Me



6-556
cPr
SMe
CF3



6-557
cPr
SOMe
CF3



6-558
cPr
SMe
Cl



6-559
cPr
SOMe
Cl



6-560
cPr
SO2Me
Cl



6-561
cPr
SMe
Br



6-562
cPr
SOMe
Br



6-563
cPr
SO2Me
Br



6-564
cPr
SMe
SO2Me



6-565
cPr
SOMe
SO2Me



6-566
cPr
SO2Me
SO2Me



6-567
CH2OMe
F
CF3



6-568
CH2OMe
SMe
CF3



6-569
CH2OMe
SOMe
CF3



6-570
CH2OMe
SO2Me
CF3



6-571
CH2OMe
SEt
CF3



6-572
CH2OMe
SOEt
CF3



6-573
CH2OMe
SO2Et
CF3



6-574
CH2OMe
S(CH2)2OMe
CF3



6-575
CH2OMe
SO(CH2)2OMe
CF3



6-576
CH2OMe
SO2(CH2)2OMe 
CF3



6-577
CH2OMe
SMe
Cl



6-578
CH2OMe
SOMe
Cl



6-579
CH2OMe
SO2Me
Cl



6-580
CH2OMe
SEt
Cl



6-581
CH2OMe
SOEt
Cl



6-582
CH2OMe
SO2Et
Cl



6-583
CH2OMe
S(CH2)2OMe
Cl



6-584
CH2OMe
SO(CH2)2OMe
Cl



6-585
CH2OMe
SO2(CH2)2OMe 
Cl



6-586
CH2OMe
SMe
SO2Me



6-587
CH2OMe
SOMe
SO2Me



6-588
CH2OMe
SO2Me
SO2Me



6-589
CH2OMe
SEt
SO2Me



6-590
CH2OMe
SOEt
SO2Me



6-591
CH2OMe
SO2Et
SO2Me



6-592
CH2OMe
S(CH2)2OMe 
SO2Me



6-593
CH2OMe
SO(CH2)2OMe 
SO2Me



6-594
CH2OMe
SO2(CH2)2OMe
SO2Me



6-595
CH2OMe
SMe
SO2Et



6-596
CH2OMe
SOMe
SO2Et



6-597
CH2OMe
SO2Me
SO2Et



6-598
CH2OMe
SEt
SO2Et



6-599
CH2OMe
SOEt
SO2Et



6-600
CH2OMe
SO2Et
SO2Et



6-601
CH2OMe
S(CH2)2OMe 
SO2Et



6-602
CH2OMe
SO(CH2)2OMe
SO2Et



6-603
CH2OMe
SO2(CH2)2OMe
SO2Et



6-604
CH2OMe
Cl
SO2Me



6-605
CH2O(CH2)2OEt
OEt
SO2Me



6-606
CF3
SOMe
SO2Me



6-607
CF3
O(CH2)3SMe
SO2Et



6-608
CF3
O(CH2)2OEt
SO2Et



6-609
CF3
O(CH2)2SEt
SO2Et



6-610
CF3
O(CH2)2SMe
SO2Et



6-611
CF3
O(CH2)2OEt
SO2Me



6-612
CF3
O(CH2)2SEt
SO2Me



6-613
CF3
O(CH2)2SMe
SO2Me



6-614
CF3
O(CH2)3SMe
SO2Me



6-615
CF3
oxetan-3-yloxy
SO2Et



6-616
CF3
2-(2-thienyl)ethoxy
SO2Et



6-617
CF3
2-(1H-pyrazol-1-yl)ethoxy
SO2Et



6-618
CF3
1,3-dioxolan-4-ylmethoxy
SO2Et



6-619
CF3
tetrahydro-2H-pyran-2-
SO2Et





ylmethoxy




6-620
CF3
oxetan-3-yloxy
SO2Me



6-621
CF3
2-(2-thienyl)ethoxy
SO2Me



6-622
CF3
1,3-dioxolan-4-ylmethoxy
SO2Me



6-623
CF3
tetrahydrofuran-3-ylmethoxy
SO2Me



6-624
CF3
tetrahydro-2H-pyran-2-
SO2Me





ylmethoxy




6-625
F
SO2Me
CF3



6-626
F
SCH2Ph
CF3



6-627
F
SMe
F



6-628
F
SOMe
F



6-629
F
SO2Me
F



6-630
Cl
SO2Me
H



6-631
Cl
SCF2CF2H
H



6-632
Cl
SOCF2CF2H
H



6-633
Cl
SO2CF2CF2H
H



6-634
Cl
SMe
Me



6-635
Cl
SOMe
Me



6-636
Cl
SO2Me
Me



6-637
Cl
SEt
Me



6-638
Cl
SOEt
Me



6-639
Cl
SO2Et
Me



6-640
Cl
SMe
CF3



6-641
Cl
SOMe
CF3



6-642
Cl
SO2Me
CF3



6-643
Cl
CF3
Cl



6-644
Cl
CH2(4-methyl-3-isopropoxy-
Cl





1,2,4-triazolin-5-on-1-yl)




6-645
Cl
CH2(4-methyl-3-trifluoro-
Cl





ethoxy-1,2,4-triazolin-5-on-1-






yl)




6-646
Cl
CH2(4-methyl-3-(methyl-
Cl





sulfanyl)-5-oxo-4,5-dihydro-






1H-1,2,4-triazol-1-yl)




6-647
Cl
CH2(4-methyl-3-(methyl-
Cl





sulfanyl)-5-oxo-4,5-dihydro-






1H-1,2,4-triazol-1-yl)




6-648
Cl
CH2(3-(dimethylamino)-4-
Cl





methyl-5-oxo-4 ,5-dihydro-






1H-1,2,4-triazol-1-yl)




6-649
Cl
CH2(pyridin-2-yl)
Cl



6-650
Cl
CH2(4-cyclopropyl-3-
Cl





methoxy-5-oxo-4,5-dihydro-






1H-1,2,4-triazol-1-yl)




6-651
Cl
CH2(3-methyl-6-oxopyridazin-
Cl





1(6H)-yl)




6-652
Cl
CH2(6-oxopyridazin-1(6H)-yl)
Cl



6-653
Cl
CH2(4-cyclopropyl-5-oxo-3-
Cl





(2,2,2-trifluoroethoxy)-4,5-






dihydro-1H-1,2,4-triazol-1-yl)




6-654
Cl
CH2(3-methoxy-4-methyl-5-
Cl





oxo-4,5-dihydro-1H-1,2,4-






triazol-1-yl)




6-655
Cl
CH2(3,4-dicyclopropyl-5-oxo-
Cl





4,5-dihydro-1H-1,2,4-triazol-






1-yl)




6-656
Cl
CH2(3-ethoxy-4-methyl-5-oxo-
Cl





4,5-dihydro-1H-1,2,4-triazol-






1-yl)




6-657
Cl
NHCH2CONHEt
Cl



6-658
Cl
NHCH(CH3)CONHEt
Cl



6-659
Cl
NHCH2CONHiPr
Cl



6-660
Cl
NHCH(Me)CONH2
Cl



6-661
Cl
NHAc
Cl



6-662
Cl
NHCON(Me)OMe
Cl



6-663
Cl
OMe
Cl



6-664
Cl
OEt
Cl



6-665
Cl
O(CH2)3OMe
Cl



6-666
Cl
O(CH2)3SMe
Cl



6-667
Cl
O(CH2)2SEt
Cl



6-668
Cl
O(CH2)2SMe
Cl



6-669
Cl
cyclopropylmethoxy
Cl



6-670
Cl
1,4-dioxan-2-ylmethoxy
Cl



6-671
Cl
tetrahydrofuran-2-ylmethoxy
Cl



6-672
Cl
Br
Cl



6-673
Cl
SO2Me
Cl



6-674
Cl
SOMe
Cl



6-675
Cl
SMe
Cl



6-676
Cl
SEt
Cl



6-677
Cl
SOEt
Cl



6-678
Cl
SO2Et
Cl



6-679
Cl
S(CH2)2OMe
Cl



6-680
Cl
SO(CH2)2OMe
Cl



6-681
Cl
SO2(CH2)2OMe
Cl



6-682
Cl
1,4-dioxan-2-ylmethoxy
Br



6-683
Cl
O(CH2)2OMe
Br



6-684
Cl
tetrahydrofuran-2-ylmethoxy
Br



6-685
Cl
OCH2(CO)NME2
Br



6-686
Cl
O(CH2)3OMe
Br



6-687
Cl
OMe
Br



6-688
Cl
OEt
Br



6-689
Cl
Me
SMe



6-690
Cl
Me
SO2Et
12.00 (s, 1H), 7.97 (d, 1H), 7.70-






7.60 (m, 7H), 3.39 (q, 2H), 2.69






(s, 3H), 1.11 (t, 3H)


6-691
Cl
CH2N(OMe)Et
SO2Me



6-692
Cl
CH2OC2H4OMe
SO2Me



6-693
Cl
CH2OC2H4OEt
SO2Me



6-694
Cl
CH2OCH2iPr
SO2Me



6-695
Cl
CH2OCH2CF3
SMe



6-696
Cl
CH2OCH2cPr
SO2Me



6-697
Cl
CH2-(4-methyl-1,2,4-triazolin-
SO2Me
11.99 (s, 1H), 7.84 (s, 1H),. 7.69-




5-on-1-yl)

7.60 (m, 5H), 7.55 (d, 1H), 5.08






(s, 2H), 3.17 (s, 3H)


6-698
Cl
CO2H
SO2Me



6-699
Cl
NHnPr
SO2Me



6-700
Cl
NHCH2cPr
SO2Me



6-701
Cl
NHCH2CH2OMe
SO2Me



6-702
Cl
NHCH2CH2OEt
SO2Me



6-703
Cl
NHCH2CH2CH2OMe
SO2Me



6-704
Cl
NHCH2CH2OCOiPr
SO2Me



6-705
Cl
NHCH2CH2OCOcPr
SO2Me



6-706
Cl
pyrazol-1-yl
SO2Me



6-707
Cl
4-Me-pyrazol-1-yl
SO2Me



6-708
Cl
4-MeO-pyrazol-1-yl
SO2Me



6-709
Cl
4-CN-pyrazol-1-yl
SO2Me



6-710
Cl
4-Cl-pyrazol-1-yl
SO2Me



6-711
Cl
3,5-Me2-pyrazol-1-yl
SO2Me



6-712
Cl
1,2,4-triazol-1-yl
SO2Me



6-713
Cl
5-iPr-1,2,4-triazol-1-yl
SO2Me



6-714
Cl
5-EtS-1,2,4-triazol-1-yl
SO2Me



6-715
Cl
OPr
SO2Me



6-716
Cl
OPr
SO2Et



6-717
Cl
isobutoxy
SO2Me



6-718
Cl
butoxy
SO2Me



6-719
Cl
isohexyloxy
SO2Me



6-720
Cl
allyloxy
SO2Me



6-721
Cl
allyloxy
SO2Et



6-722
Cl
propargyloxy
SO2Et



6-723
Cl
propargyloxy
SO2Me



6-724
Cl
OCH2CH2F
SO2Me



6-725
Cl
OCH2CH2F
SO2Et



6-726
Cl
OCH2CF3
SO2Me



6-727
Cl
OCH2CF3
SO2Et



6-728
Cl
OCH2CN
SO2Me



6-729
Cl
OCH2CN
SO2Et



6-730
Cl
O(CH2)2OEt
SO2Et



6-731
Cl
O(CH2)2OEt
SO2Me



6-732
Cl
O(CH2)3OCF3
SO2Me



6-733
Cl
O(CH2)2OCF3
SO2Me



6-734
Cl
O(CH2)3OCF3
SO2Et



6-735
Cl
O(CH2)2OCF3
SO2Et



6-736
Cl
O(CH2)3SEt
SO2Me



6-737
Cl
O(CH2)3SMe
SO2Et



6-738
Cl
O(CH2)3SMe
SO2Me



6-739
Cl
O(CH2)2SEt
SO2Et



6-740
Cl
O(CH2)2SMe
SO2Et



6-741
Cl
O(CH2)2SEt
SO2Me



6-742
Cl
O(CH2)2SMe
SO2Me



6-743
Cl
OCH2(CO)OEt
SO2Et



6-744
Cl
OCH2(CO)OEt
SO2Me



6-745
Cl
cyclopropylmethoxy 
SO2Et



6-746
Cl
cyclopropylmethoxy 
SO2Me



6-747
Cl
cyclobutylmethoxy
SO2Me



6-748
Cl
cyclobutylmethoxy
SO2Et



6-749
Cl
1,3-dioxolan-2-ylmethoxy
SO2Me



6-750
Cl
tetrahydro-2H-pyran-2-
SO2Et





ylmethoxy




6-751
Cl
tetrahydro-2H-pyran-2-
SO2Me





ylmethoxy




6-752
Cl
tetrahydrofuran-3-ylmethoxy
SO2Me



6-753
Cl
tetrahydrofuran-3-ylmethoxy
SO2Et



6-754
Cl
3-(1H-tetrazol-1-yl)propoxy
SO2Et



6-755
Cl
3-(2H-tetrazol-2-yl)propoxy
SO2Et



6-756
Cl
F
SMe



6-757
Cl
F
SOMe



6-758
Cl
F
SO2Me



6-759
Cl
SO2Me
SO2Me



6-760
Cl
SEt
SO2Me



6-761
Cl
SOEt
SO2Me



6-762
Cl
SO2Et
SO2Me



6-763
Cl
S(CH2)2OMe
SO2Me



6-764
Cl
SO(CH2)2OMe
SO2Me



6-765
Cl
SO2(CH2)2OMe
SO2Me



6-766
Br
SMe
Me



6-767
Br
SOMe
Me



6-768
Br
SO2Me
Me



6-769
Br
SEt
Me



6-770
Br
SOEt
Me



6-771
Br
SO2Et
Me



6-772
Br
OEt
Br



6-773
Br
O(CH2)3OMe
Br



6-774
Br
O(CH2)2SMe
Br



6-775
Br
O(CH2)3SMe
Br



6-776
Br
O(CH2)2SEt
Br



6-777
Br
OCH2(CO)NME2
Br



6-778
Br
1,4-dioxan-2-ylmethoxy
Br



6-779
Br
tetrahydrofuran-2-ylmethoxy
Br



6-780
Br
OMe
I



6-781
Br
OEt
I



6-782
Br
O(CH2)2OMe
I



6-783
Br
O(CH2)3OMe
I



6-784
Br
1,4-dioxan-2-ylmethoxy
I



6-785
Br
tetrahydrofuran-2-ylmethoxy
I



6-786
Br
OCH2(CO)NME2
I



6-787
Br
O(CH2)3SMe
I



6-788
Br
O(CH2)2SEt
I



6-789
Br
O(CH2)2SMe
I



6-790
Br
OMe
SO2Me



6-791
Br
OMe
SMe



6-792
I
SMe
Me



6-793
I
SOMe
Me



6-794
I
SO2Me
Me



6-795
I
SEt
Me



6-796
I
SOEt
Me



6-797
I
SO2Et
Me



6-798
NO2
SMe
Me



6-799
NO2
SOMe
Me



6-800
NO2
SO2Me
Me



6-801
NO2
SEt
Me



6-802
NO2
SOEt
Me



6-803
NO2
SO2Et
Me



6-804
NO2
CH2OCH2CF3
Cl



6-805
NO2
NME2
Cl



6-806
OH
SMe
CHF2



6-807
OH
SOMe
CHF2



6-808
OH
SO2Me
CHF2



6-809
OH
SMe
CF3



6-810
OH
SO2Me
CF3



6-811
OH
SCH2Ph
CF3



6-812
OMe
SMe
Me



6-813
OMe
SOMe
Me



6-814
OMe
SO2Me
Me



6-815
OMe
SMe
CHF2



6-816
OMe
SOMe
CHF2



6-817
OMe
SO2Me
CHF2



6-818
OMe
SMe
OMe



6-819
OMe
SOMe
OMe



6-820
OMe
SO2Me
OMe



6-821
OMe
SMe
F



6-822
OMe
SOMe
F



6-823
OMe
SO2Me
F



6-824
OMe
CH2N(SO2Me)Et
Cl



6-825
OMe
NHCOMe
Cl



6-826
OMe
NHCOEt
Cl



6-827
OMe
NHCOiPr
Cl



6-828
OMe
NHCOcycPr
Cl



6-829
OMe
NHCOCHCMe2
Cl



6-830
OMe
NHCOPh
Cl



6-831
OMe
SO2Me
SO2Me



6-832
OEt
SMe
CF3



6-833
OEt
SOMe
CF3



6-834
OEt
SO2Me
CF3



6-835
OEt
SEt
CF3



6-836
OEt
SOEt
CF3



6-837
OEt
SO2Et
CF3



6-838
OEt
S(CH2)2OMe
CF3



6-839
OEt
SO(CH2)2OMe 
CF3



6-840
OEt
SO2(CH2)2OMe 
CF3



6-841
OEt
SMe
Cl



6-842
OEt
SOMe
Cl



6-843
OEt
SO2Me
Cl



6-844
OEt
SEt
Cl



6-845
OEt
SOEt
Cl



6-846
OEt
SO2Et
Cl



6-847
OEt
S(CH2)2OMe
Cl



6-848
OEt
SO(CH2)2OMe
Cl



6-849
OEt
SO2(CH2)2OMe
Cl



6-850
OSO2Me
SMe
CF3



6-851
OSO2Me
SOMe
CF3



6-852
OSO2Me
SO2Me
CF3



6-853
OSO2Et
SMe
CF3



6-854
OSO2Et
SOMe
CF3



6-855
OSO2Et
SO2Me
CF3



6-856
OSO2CF3
SMe
CF3



6-857
OSO2CF3
SOMe
CF3



6-858
OSO2CF3
SO2Me
CF3



6-859
SMe
SMe
H



6-860
SO2Me
SO2Me
H



6-861
SO2Me
SO2Me
Me



6-862
SO2Me
NME2
CF3



6-863
SO2Me
NHMe
CF3



6-864
SO2Me
pyrazol-1-yl
CF3



6-865
SMe
OMe
F



6-866
SO2Me
OMe
F



6-867
SO2Me
NME2
Cl



6-868
SO2Me
NHMe
Cl



6-869
SO2Me
NH2
Cl



6-870
SO2Me
NHc-Hex
Cl



6-871
SO2Me
F
Cl
12.00 (s, 1H), 8.11 (t, 1H), 7.73-






7.71 (d, 2H), 7.65-7.58 (m,






3H), 7.42 (d, 1H), 3.41 (s, 3H)


6-872
SMe
OCH2CHF2
Br



6-873
SO2Me
OMe
SO2Me



6-874
SMe
O(CH2)3OMe
SMe



6-875
SO2Me
F
SO2Me



6-876
SO2Me
SMe
SO2Me



6-877
SO2Me
SO2Me
SO2Me
















TABLE 7







Compounds of the formula (I) according to the invention in which A


represents CY








 



















Physical data


No.
B
R
X
Y
Z
(1H-NMR, DMSO-d6, 400 MHz)





7-1
CH
nPr
Cl
H
SO2Me



7-2
CH
iPr
Cl
H
SO2Me



7-3
N
nPr
Cl
H
SO2Me



7-4
N
iPr
Cl
H
SO2Me



7-5
N
cPr
Cl
H
SO2Me



7-6
N
allyl
Cl
H
SO2Me



7-7
N
CH2OMe
Cl
H
SO2Me



7-8
CH
nPr
NO2
H
SO2Me



7-9
CH
iPr
NO2
H
SO2Me



7-10
N
nPr
NO2
H
SO2Me



7-11
N
iPr
NO2
H
SO2Me



7-12
N
cPr
NO2
H
SO2Me



7-13
N
allyl
NO2
H
SO2Me



7-14
N
CH2OMe
NO2
H
SO2Me



7-15
CH
nPr
SO2Me
H
CF3



7-16
CH
iPr
SO2Me
H
CF3



7-17
N
nPr
SO2Me
H
CF3
8.35 (d, 1H), 8.31 (s, 1H),








8.14 (d, 1H), 4.36 (t, 2H),








3.46 (s, 3H), 1.89 (m, 2H),








0.90 (t, 3H)


7-18
N
iPr
SO2Me
H
CF3



7-19
N
cPr
SO2Me
H
CF3



7-20
N
allyl
SO2Me
H
CF3



7-21
N
CH2OMe
SO2Me
H
CF3



7-22
CH
nPr
Cl
CH2OCH2CF3
SO2Me



7-23
CH
iPr
Cl
CH2OCH2CF3
SO2Me



7-24
N
nPr
Cl
CH2OCH2CF3
SO2Me
8.08 (d, 1H), 7.72 (d, 1H),








5.32 (s, 2H), 4.33 (t, 2H),








4.04 (q, 2H), 3.22 (s, 3H),








1.97 (m, 2H), 0.97 (t, 3H)


7-25
N
iPr
Cl
CH2OCH2CF3
SO2Me



7-26
N
cPr
Cl
CH2OCH2CF3
SO2Me



7-27
N
allyl
Cl
CH2OCH2CF3
SO2Me
11.98 (s, 1H), 8.14 (d, 1H),








7.99 (d, 1H), 6.10-6.00 








(m, 1H), 5.34 (dd, 1H), 5.26








(s, 2H), 5.23 (dd, 1H), 5.06








(d, 2H), 4.30 (q, 2H), 3.39








(s, 3H)


7-28
N
CH2OMe
Cl
CH2OCH2CF3
SO2Me



7-29
CH
nPr
Me
SO2Me
CF3



7-30
CH
iPr
Me
SO2Me
CF3
7.80 (s, 2H), 7.78 (s, 1H),








4.77 (m, 1H), 3.22 (s, 3H),








2.82 (s, 3H), 1.48 (d, 6H)


7-31
CH
pyrid-2-yl
Me
SO2Me
CF3
12.43 (brs), 8.37








(d, 1H),8.05 (d, 1H), 7.98-








7.82 (m, 4H), 7.31 (dd, 1H),








3.29 (s, 3H), 2.92 (s, 3H)


7-32
N
nPr
Me
SO2Me
CF3
7.89 (m, 2H), 4.41 (t, 2H),








3.27 (s, 3H), 2.83 (s, 3H),








2.03 (m, 2H), 1.00 (t, 3H)


7-33
N
iPr
Me
SO2Me
CF3
8.08 (d, 1H), 8.06 (d, 1H),








4.78 (m, 1H), 3.44 (s, 3H),








2.76 (s, 3H), 1.53 (d,6H)


7-34
N
cPr
Me
SO2Me
CF3
7.80 (s, 2H), 3.75 (m, 3H),








3.23 (s, 3H), 2.76 (s, 3H),








1.28-1.18 (m, 4H)


7-35
N
allyl
Me
SO2Me
CF3
7.88-7.78 (m, 2H), 6.02-








5.92 (m, 1H), 5.24-5.19 (m,








1H), 5.08-4.99 (m, 1H),








4.76-4.53 (m, 2H), 3.39 (s,








3H), 2.75 (s 3H)


7-36
N
CH2OMe
Me
SO2Me
CF3
11.89 (s, 1H), 8.09 (d, 1H),








7.97 (d, 1H), 5.60 (s, 2H),








3.41 (s, 3H), 2.69 (s, 3H),








2.22 (s, 3H)


7-37
N
CH2(CO)Me
Me
SO2Me
CF3
11.89 (s, 1H), 8.09 (d, 1H),








7.97 (d, 1H), 5.60 (s, 2H),








3.41 (s, 3H), 2.69 (s, 3H),








2.22 (s, 3H)


7-38
N
CH2COOEt
Me
SO2Me
CF3
12.02 (s, 1H), 8.06 (d, 1H),








8.02 (d, 1H), 5.49 (s, 2H),








4.20 (q, 2H), 3.43 (s, 3H),








2.71 (s, 3H), 1.12 (t, 3H)


7-39
N
4-Cl-benzyl
Me
SO2Me
CF3
11.87 (s, 1H), 8.05 (d,1 H),








7.96 (d, 1H), 7.48 (d, 2H),








7.32 (d, 2H), 5.67 (s, 2H),








3.42 (s, 3H), 2.67 (s, 3H)


7-40
CH
nPr
Me
SO2Me
SO2Me



7-41
CH
iPr
Me
SO2Me
SO2Me



7-42
N
nPr
Me
SO2Me
SO2Me
8.37 (d, 1H), 7.89 (d, 1H),








4.39 (t, 2H), 3.58 (s, 3H),








3.49 (s, 3H), 2.86 (s, 3H),








2.03 (m, 2H), 1.01 (t, 3H)


7-43
N
iPr
Me
SO2Me
SO2Me



7-44
N
cPr
Me
SO2Me
SO2Me



7-45
N
CH2OMe
Me
SO2Me
SO2Me



7-46
N
CH2(CO)Me
Me
SO2Me
SO2Me
11.89 (s, 1H), 8.26 (d, 1H),








8.05 (d, 1H), 5.59 (s, 2H),








3.57 (s, 3H), 3.40 (s, 3H),








2.66 (s, 3H), 2.25 (s, 3H)


7-47
N
CH2COOEt
Me
SO2Me
SO2Me
12.03 (s, 1H), 8.27 (d, 1H),








8.06 (d, 1H), 5.47 (s, 2H),








4.20 (q, 2H), 3.60 (s, 3H),








3.41 (s, 3H), 2.63 (s, 3H),








1.12 (t, 3H)


7-48
N
4-Cl-benzyl
Me
SO2Me
SO2Me
11.89 (s, 1H), 8.27 (d, 1H),








8.00 (d, 1H), 7.48 (d, 2H),








7.32 (d, 2H), 5.67 (s, 2H),








3.60 (s, 3H), 3.57 (s, 3H),








2.64 (s, 3H)


7-49
N
allyl
SMe
H
CF3
8.10 (d, 1H), 7.46 (d, 1H),








0 6,05-5.98 (m, 1H), 5.22 (d,








0 1H), 5.16-5.08 (m, 1H),








4.93 (d, 2H), 2.42 (s, 3H),








2.08 (s 3H)


7-50
N
nBu
SO2Me
H
CF3
8.35 (d, 1H), 8.31 (s, 1H),








8.13 (d, 1H), 4.39 (t, 2H),








3.45 (s, 3H), 1.85 (m, 2H),








1.32 (m, 2H), 0.91 (t, 3H)


7-51
N
nBu
Me
Cl
SO2Me
8.18 (d, 1H), 7.67 (d, 1H),








4.43 (t, 2H), 3.33 (s, 3H),








2.62 (s, 3H), 1.99 (m, 2H),








1.42 (m, 2H), 0.99 (t, 3H)


7-52
N
allyl
F
SMe
CF3
11.84 (s, 1H), 7.92 (t, 1H),








7.81 (d, 1H), 6.07-5.97 (m,








1H), 5.34 (d, 1H), 5.25 (d,








1H), 5.04 (d, 2H)


7-53
N
allyl
F
SO2Me
CF3
11.98 (s, 1H), 8.28 (t, 1H),








8.05 (d, 1H), 6.07-5.97 (m,








1H), 5.33 (d, 1H), 5.26 (d,








1H), 5.04 (d, 2H), 3.51 (s,








3H)


7-54
N
allyl
Cl
Me
SMe
11.61 (s, 1H), 7.50 (d, 1H),








7.31 (d, 1H), 6,06-5.97 (m,








1H), 5.32 (d, 1H), 5.21 (d,








1H), 5.02 (d, 2H), 3.25 (s,








3H), 2.66 (s, 3H)


7-55
N
allyl
Cl
5-cyanomethyl-
SO2Et
11.80 (s, 1H), 7.98 (d, 1H),






4,5-dihydro-1,2-

7.88 (d, 1H), 6.04-5.94 (m,






oxazol-3-yl

1H), 5.21 (d, 1H), 5.13 (d,








1H), 4.84 (d, 2H), 3.59 (m,








1H), 3.38 (q, 2H), 3.13 (dd,








1H), 3.06-2.95 (m, 4H),








1.15 (t, 3H)


7-56
N
allyl
Cl
CH2OCH2-
SO2Me
11.96 (s, 1H), 8.12 (d, 1H),






tetrahydrofuran-

7.95 (d, 1H), 6.08-6,00 (m,






2-yl

1H), 5.34 (d, 1H), 5.25 (d,








1H), 5.07 (s, 2H), 5.07 (d,








2H), 4.00-3.95 (m, 1H),








3.72 (q, 1H), 3.62-3.53 (m,








3H), 3.40 (s, 3H), 3.30 (s,








3H), 1.93-1.75 (m, 3H),








1.58-1.51 (m, 1H)


7-57
N
allyl
Me
SO2Me
SO2Me
11.83 (s, 1H), 8.28 (d, 1H),








8.09 (d, 1H), 6.11-5.97 (m,








1H), 5.34 (d, 1H), 5.21 (d,








1H), 5.06 (d, 2H), 3.61 (s,








3H), 3.58 (s, 3H), 2.71 (s








3H)


7-58
N
nBu
Me
SO2Me
SO2Me
8.37 (d, 1H), 7.92 (d, 1H),








4.44 (t, 2H), 3.58 (s, 3H),








3.50 (s, 3H), 2.86 (s, 3H),








1.98 (m, 2H), 1.41 (m, 2H),








0.99 (t, 3H)


7-59
N
n-Pr
Me
SMe
CN
7.72 (d, 1H), 7.71 (d, 1H),








4.42 (t, 2H), 2.75 (s, 3H),








2.52 (s, 3H), 2.02 (sex, 2H),








0.99 (t, 3H)


7-60
N
n-Pr
Me
SOMe
CN



7-61
N
n-Pr
Me
SO2Me
CN



7-62
N
allyl
Me
SOMe
CF3
11.80 (s, 1H), 7.89 (2d, 2H),








6.10-6.00 (m, 1H), 5.34 (d,








1H), 5.22 (d, 1H), 5.07 (d,








2H), 3.06 (s, 3H), 2.87 (s








3H)


7-63
N
2-methyl-
Me
SMe
CF3
7.62 (d, 1H), 7.54 (d, 1H),




prop-1-yl



4.24 (d, 2H), 2.73 (s, 3H),








2.29 (s, 3H), 2.3-2.18








(m, 1H), 0.97 (d, 3H), 0.94








(d, 3H)


7-64
N
2-methyl-
Me
SO2Me
CF3
8.03 (d, 1H), 8.00 (d, 1H),




prop-1-yl



4.18 (d, 2H), 3.42 (s, 3H),








2.76 (s, 3H), 2.25-2.15








(m, 1H), 0.88 (d,6H)


7-65
N
2,2-dimethyl-
Me
SO2Me
CF3
11.7 (brs, 1H), 8.07 (d, 1H),




prop-1-yl



8.00 (d, 1H), 4.24 (s, 2H),








3.44 (s, 3H), 2.75 (s, 3H),








0.95 (s,9H)


7-66
N
cyclopropyl-
Me
SMe
CF3
7.77 (d, 1H), 7.73 (d, 1H),




methyl



4.19 (d, 2H), 2.70 (s, 3H),








2.31 (s, 3H), 1.35 (m, 1H),








0.60-0.55 (m, 2H), 0.47-0.40








(m, 2H)


7-67
N
cyclopropyl-
Me
SO2Me
CF3
7.95 (d, 1H), 7.90 (d, 1H),




methyl



4.12 (d, 2H), 3.40 (s, 3H),








2.75 (s, 3H), 1.31 (m, 1H),








0.56-0.51 (m, 2H), 0.44-0.38








(m, 2H)


7-68
N
CH2(CO)Me
CH2SO2Me
H
CF3
11.95 (s, 1H), 7.97 (2d, 2H),








5.54 (s, 2H), 4.97 (s, 2H),








3.03 (s, 3H), 2.21 (s, 3H)


7-69
N
CH2(CO)Me
Me
SMe
CF3
11.76 (s, 1H), 7.80 (d, 1H),








7.70 (d, 1H), 5.58 (s, 2H),








2.64 (s, 3H), 2.31 (s, 3H),








2.07 (s, 3H)


7-70
N
CH2(CO)Me
Me
NMe2
SO2Me
7.85 (d, 1H), 7.56 (d, 1H),








5.56 (s, 2H), 2.82 (s, 3H),








2.24 (s, 3H)


7-71
N
CH2(CO)Me
F
SMe
CF3
11.90 (s, 1H), 7.87 (t, 1H),








7.80 (d, 1H), 5.56 (s, 2H),








2.24 (s, 3H)


7-72
N
CH2(CO)Me
Cl
5-cyanomethyl-
SO2Et
12.07 (s, 1H), 8.14 (d, 1H),






4,5-dihydro-1,2-

8.08 (d, 1H), 5.58 (s, 2H),






oxazol-3-yl

5.18 (m, 1H), 3.64-3.57








(m, 1H), 3.42 (q, 2H), 3.15








(dd, 1H), 3.03-2.98 (m,








2H), 2.23 (s, 3H), 1.16 (t,








3H)


7-73
N
CH2(CO)Me
Cl
Cl
SO2Me
12.08 (s, 1H), 8.16 (d, 1H),








7.94 (d, 1H), 5.59 (s, 2H),








3.60 (s, 3H), 2.25 (s, 3H)


7-74
N
CH2COOEt
F
SMe
CF3
12.04 (s, 1H), 7.89 (t, 1H),








7.81 (d, 1H), 546 (s, 2H),








4.19 (q, 2H), 1.21 (t, 3H)


7-75
N
CH2COOEt
Cl
CH2-(4-methyl-
Cl
7.65 (d, 1H), 7.59 (d, 1H),






1,2,4-triazolin-

7.46 (d, 2H), 7.31 (d, 2H),






5-on-1-yl)

5.63 (s, 2H), 5.05 (s, 2H),








3.40 (s, 3H)


7-76
N
CH2COOEt
Cl
H
SO2Me
12.14 (s, 1H), 8.16 (s, 1H),








8.06 (dd, 1H), 7.96 (d, 1H),








5.47 (s, 2H), 4.19 (q, 2H),








3.44 (s, 3H), 1.21 (t, 3H)


7-77
N
CH2COOEt
Cl
CH2OCH2CF3
SO2Me
12.17 (s, 1H), 8.14 (d, 1H),








7.98 (d, 1H), 5.48 (s, 2H),








5.66 (s, 2H), 5.25 (s, 2H),








4.29 (q, 2H), 4.19 (q, 2H),








3.36 (s, 3H), 1.21 (t, 3H)


7-78
N
CH2COOEt
Cl
Cl
SO2Me
12.20 (s, 1H), 8.17 (d, 1H),








7.95 (d, 1H), 5.48 (s, 2H),








4.20 (q, 2H), 3.48 (s, 3H),








1.21 (t, 3H)


7-79
N
CH2COOEt
Cl
CH2OCH2-
SO2Me
12.18 (s, 1H), 8.12 (d, 1H),






tetrahydrofuran-

7.94 (d, 1H), 5.48 (s, 2H),






2-yl

5.08 (s, 2H), 4.19 (q, 2H),








4.00-3.95 (m, 1H), 3.75-








3.69 (q, 1H), 3.64-3.53 (m,








3H), 3.40 (s, 3H), 1.93-








1.76 (m, 3H), 1.58-1.51








(m, 1H), 1.21 (t, 3H)


7-80
N
CH2COOEt
SO2Me
F
CF3
12.24 (s, 1H), 8.33 (t, 1H),








8.17 (t, 1H), 7.81 (bs, 1H),








7.46 (d, 1H), 5.46 (s, 2H),








4.19 (q, 2H), 3.44 (s, 3H),








1.22 (t, 3H)


7-81
N
tetrahydro-
Me
SO2Me
CF3
11.85 (brs, 1H), 8.07 (d, 1H),




furan-2-yl-



8.00 (d, 1H), 4.59 (dd, 1H),




methyl



4.45 (dd, 1H), 4.23 (m, 1H),








3.70-3.60 (m, 2H), 3.44








(s, 3H), 2.76 (s, 3H), 2.05-








1.99 (m, 1H), (m, 1H), 1.83-








1.61 (m, 3H),


7-82
N
tetrahydro-
Me
SO2Me
CF3
7.97 (s, 2H), 5.17 (m, 1H),




furan-3-yl



4.12-4.00 (m, 2H), 3.92-3.84








(m, 2H), 3.40 (s, 3H), 2.76








(s, 3H), 2.46-2.28 (m, 2H),








(m, 1H), 1.83-1.61 (m, 3H),


7-83
N
nBu
Me
SO2Me
CF3
8.06 (s, 2H), 4.35 (t, 2H),








3.44 (s, 3H), 2.76 (s, 3H),








1.85 (m, 2H), 1.31 (m, 2H),








0.91 (t, 3H)


7-84
N
nHexyl
Me
SO2Me
CF3
7.93 (d, 2H), 7.88 (d, 2H),








4.20 (t, 2H), 3.39 (s, 3H),








2.75 (s, 3H), 1.79 (m, 1H),








1.68 (m, 1H), 1.30-1.20








(m,10H), 0.86 (m, 3H)


7-85
N
propargyl
Me
SO2Me
CF3
7.97 (d, 1H), 7.85 (d, 1H),








4.96 (s 2H), 3.37 (s, 3H),








2.89 (s, 3H), 2.57 (t, 1H)


7-86
N
CH2CHF2
Me
SO2Me
CF3
7.84 (d, 1H), 7.77 (d, 1H),








6,43 (tt, 1H), 4.66 (m, 2H),








3.36 (s, 3H), 2.73 (s, 3H)


7-87
N
CH2CF3
Me
SO2Me
CF3
8.09 (d, 1H), 8.08 (d, 1H),








5.62 (q, 2H), 3.45 (s, 3H),








2.72 (s, 3H)


7-88
N
CH2OMe
Me
SO2Me
CF3
8.05 (d, 1H), 8.00 (d, 1H),








5.80 (s, 2H), 3.43 (s, 3H),








3.30 (s, 3H), 2.74 (s, 3H)


7-89
N
CH2CO(mor-
Me
SO2Me
CF3
8.05 (d, 1H), 7.97 (d, 1H),




pholin-4-yl)



5.63 (s, 2H), 3.67-3.45








(m,8H), 3.44 (s, 3H), 2.68








(s, 3H)


7-90
N
2-methyl-
Me
SO2Me
CF3
7.94 (d, 1H), 7.85 (d, 1H),




prop-2-en-1-



4.95 (s, 1H), 4.90 (s, 2H),




yl



4.62 (s, 1H), 3.39 (s, 3H),








2.73 (s, 3H), 1.65 (s, 3H)


7-91
N
3-methylbut-
Me
SO2Me
CF3
7.97 (d, 1H), 7.89 (d, 1H),




2-en-1-yl



5.35 (t, 1H), 4.88 (d, 2H),








3.40 (s, 3H), 2.75 (s, 3H),








1.73 (s, 6H)


7-92
N
4-MeO-
Me
SO2Me
CF3
11.84 (brs, 1H), 8.05 (d, 1H),




benzyl



7.92 (d, 1H), 7.24 (dd, 2H),








6.96 (dd, 2H), 5.58 (s, 2H),








3.75 (s, 3H), 3.43 (s, 3H),








2.68 (s, 3H)


7-93
N
4-Cl-benzyl
Cl
H
SO2Me
11.96 (s, 1H), 8.14 (s, 1H),








7.03 (dd, 1H), 7.89 (d, 1H),








7.48 (d, 2H), ), 7.32 (d, 2H),








5.65 (s, 2H)


7-94
N
4-Cl-benzyl
Me
NMe2
SO2Me
7.81 (d, 1H), 7.45-7.42 (m,








3H), 7.26 (d, 2H), 7.33 (d,








2H), 5.60 (s, 2H), 3.29 (s,








3H), 2.78 (s, 6H), 2.26 (s,








3H)


7-95
N
4-Cl-benzyl
Me
F
SO2Me
7.81 (t, 1H), 7.50-7.44 (m,








3H), 7.28 (d, 2H), 5.61 (s,








2H), 3.32 (s, 3H), 2.26 (s,








3H)


7-96
N
4-Cl-benzyl
CF3
F
SO2Me
12.15 (s, 1H), 8.31 (bs, 1H),








7.83 (bs, 1H), 7.49 (d, 2H),








7.33 (d, 2H), 5.63 (s, 2H),








3.49 (s, 3H)


7-97
N
4-Cl-benzyl
F
SMe
CF3
7.97 (d, 1H), 7.93 (d, 1H),








7.59 (d, 2H), 7.44 (d, 2H),








5.76 (s, 2H), 3.61 (s, 3H)


7-98
N
4-Cl-benzyl
Cl
CH2OCH2CF3
SO2Me
12.03 (s, 1H), 8.13 (d, 1H),








7.92 (d, 1H), 7.49 (d, 2H),








7.33 (d, 2H), 5.66 (s, 2H),








5.24 (s, 2H), 4.28 (q, 2H),








3.37 (s, 3H)


7-99
N
4-Cl-benzyl
Cl
CH2OCH2-
SO2Me
12.04 (s, 1H), 8.11 (d, 1H),






tetrahydrofuran-

7.88 (d, 1H), 7.49 (d, 2H),






2-yl

7.32 (d, 2H), 5.66 (s, 2H),








5.07 (dd, 2H), 3.99-3.94








(m, 1H), 3.73 (q, 2H), 3.69-








3.52 (m, 2H), 3.40 (s, 3H),








1.93-1.76 (m, 3H), 1.58-








1.51 (m, 1H)


7-100
N
4-Cl-benzyl
Cl
Cl
SO2Me
12.05 (s, 1H), 8.16 (d, 1H),








7.89 (d, 1H), 7.49 (d, 2H),








7.32 (d, 2H), 5.66 (s, 2H),








3.53 (s, 3H)


7-101
N
4-Cl-benzyl
Cl
SMe
SO2Me
11.98 (s, 1H), 8.14 (d, 1H),








7.87 (d, 1H), 7.49 (d, 2H),








7.33 (d, 2H), 5.66 (s, 2H),








3.63 (s, 3H)


7-102
N
4-Cl-benzyl
SO2Me
F
CF3
12.07 (s, 1H), 8.31 (t, 1H),








7.72 (bs, 1H), 7.48 (d, 2H),








7.38 (d, 2H), 5.65 (s, 2H),








3.55 (s, 3H)


7-103
N
nPr
Et
H
Br
8.95 (brs, 1H), 7.53 (s, 1H),








7.53 (s, 1H), 7.50 (s, 1H),








4.38 (t, 2H), 2.86 (q, 2H),








2.03 (m, 2H), 1.26 (t, 2H),








0.99 (t, 3H)


7-104
N
nPr
CF3
H
CF3
9.70 (brs, 1H), 8.08 (s, 1H),








7.98 (d, 1H), 7.91 (d, 1H),








4.38 (t, 2H), 2.03 (m, 2H),








1.00 (t, 3H)


7-105
N
nPr
Br
H
CF3
8.61 (brs, 1H), 7.98 (s, 1H),








7.83 (d, 1H), 7.77 (d, 1H),








4.40 (t, 2H), 2.06 (m, 2H),








1.01 (t, 3H)


7-106
N
nPr
SO2Me
H
Cl
8.05 (d, 1H), 8.02 (d, 1H),








7.92 (d, 1H), 4.34 (t, 2H),








3.42 (s, 3H), 1.88 (m, 2H),








0.89 (t, 3H)


7-107
N
nPr
SO2Me
H
Br
8.17 (s, 1H), 8.15 (d, 1H),








7.83 (d, 1H), 4.34 (t, 2H),








3.42 (s, 3H), 1.88 (m, 2H),








0.89 (t, 3H)


7-108
N
nPr
Me
Cl
CF3
7.37 (d, 1H), 7.27 (d, 1H),








4.19 (t, 2H), 2.33 (s, 3H),








1.84 (m, 2H), 0.90 (t, 3H)


7-109
N
nPr
Me
SMe
CF3
7.82 (d, 1H), 7.78 (d, 1H),








4.31 (t, 2H), 2.71 (s, 3H),








2.32 (s, 3H), 1.90 (m, 2H),








0.89 (t, 3H)


7-110
N
n-Pr
Me
SEt
CF3
7.74 (s, 2H), 4.42 (t, 2H),








2.81 (s, 3H), 2.78 (q, 2H),








2.04 (sex, 2H), 1.23 (t, 3H),








1.00 (t, 3H)


7-111
N
n-Pr
Me
SO2Et
CF3
7.90 (d, 1H), 7.87 (d, 1H),








4.40 (t, 2H), 3.34 (q, 2H),








2.82 (s, 3H), 2.03 (sex, 2H),








1.48 (t, 3H), 1.00 (t, 3H)


7-112
N
n-Pr
Me
SOEt
CF3
7.77 (d, 1H), 7.69 (d, 1H),








4.38 (t, 2H), 3.42 (m, 1H),








2.92 (m, 1H), 2.87 (s, 3H),








2.02 (sex, 2H), 1.37 (t, 3H),








1.00 (t, 3H)


7-113
N
n-Pr
Me
S(CH2)2OMe
CF3



7-114
N
n-Pr
Me
SO(CH2)2OMe
CF3



7-115
N
n-Pr
Me
SO2(CH2)2OMe
CF3



7-116
N
n-Pr
Me
SMe
NMe2



7-117
N
n-Pr
Me
SOMe
NMe2



7-118
N
n-Pr
Me
SO2Me
NMe2



7-119
N
n-Pr
Me
SMe
imidazol-








1-yl



7-120
N
n-Pr
Me
SO2Me
imidazol-








1-yl



7-121
N
n-Pr
Me
SMe
1,2,4-








triazol-1-








yl



7-122
N
n-Pr
Me
SOMe
1,2,4-








triazol-1-








yl



7-123
N
n-Pr
Me
SO2Me
1,2,4-








triazol-1-








yl



7-124
N
nPr
Me
O(CH2)2OMe
Cl
11.45 (brs, 1H), 7.50 (d, 1H),








7.41 (d, 1H), 4.28 (t, 2H),








4.05 (m, 2H), 3.68 (m, 2H),








3.34 (s, 3H), 2.37 (s, 3H),








1.88 (m, 2H), 0.88 (t, 3H)


7-125
N
n-Pr
Me
SMe
Cl
7.58 (d, 1H), 7.49 (d, 1H),








4.40 (t, 2H), 2.79 (s, 3H),








2.38 (s, 3H), 2.03 (sex, 2H),








0.99 (t, 3H)


7-126
N
n-Pr
Me
SOMe
Cl
7.73 (d, 1H), 7.57 (d, 1H),








4.30 (t, 2H), 3.04 (s, 3H),








2.72 (s, 3H), 1.88 (sex, 2H),








0.88 (t, 3H)


7-127
N
n-Pr
Me
SO2Me
Cl
7.86 (d, 1H), 7.75 (d, 1H),








4.30 (t, 2H), 3.46 (s, 3H),








2.72 (s, 3H), 1.88 (sex, 2H),








0.88 (t, 3H)


7-128
N
n-Pr
Me
SEt
Cl
7.57 (d, 1H), 7.47 (d, 1H),








4.40 (t, 2H), 2.88 (q, 2H),








2.77 (s, 3H), 2.02 (sex, 2H),








1.22 (t, 3H), 0.99 (t, 3H)


7-129
N
n-Pr
Me
SOEt
Cl
7.73 (d, 1H), 7.59 (d, 1H),








4.30 (t, 2H), 3.40-3.24








(m, 1H), 3.19 (m, 1H), 2.71








(s, 3H), 1.89 (sex, 2H), 1.25








(t, 3H), 0.89 (t, 3H)


7-130
N
n-Pr
Me
SO2Et
Cl
7.85 (d, 1H), 7.75 (d, 1H),








4.30 (t, 2H), 3.55 (q, 2H),








2.71 (s, 3H), 1.88 (sex, 2H),








1.23 (t, 3H), 0.89 (t, 3H)


7-131
N
n-Pr
Me
S(CH2)2OMe
Cl



7-132
N
n-Pr
Me
SO(CH2)2OMe
Cl



7-133
N
n-Pr
Me
SO2(CH2)2OMe
Cl



7-134
N
n-Pr
Me
SMe
OMe



7-135
N
n-Pr
Me
SOMe
OMe



7-136
N
n-Pr
Me
SO2Me
OMe



7-137
N
n-Pr
Me
SEt
OMe



7-138
N
n-Pr
Me
SOEt
OMe



7-139
N
n-Pr
Me
SO2Et
OMe



7-140
N
n-Pr
Me
SMe
OEt
7.76 (d, 1H), 6.86 (d, 1H),








4.38 (t, 2H), 4.20 (q, 2H),








2.73 (s, 3H), 2.35 (s, 3H),








2.00 (sex, 2H), 1.53 (t, 3H),








0.97 (t, 3H)


7-141
N
n-Pr
Me
SOMe
OEt



7-142
N
n-Pr
Me
SO2Me
OEt



7-143
N
nPr
Me
4,5-dihydro-1,2-
SO2Me
8.16 (d, 1H), 7.86 (d, 1H),






oxazol-3-yl

4.62 (t, 2H), 4.40 (t, 2H), 3.31








(m, 2H), 3.25 (s, 3H), 2.49








(s, 3H), 2.06 (m, 2H), 1.00








(t, 3H)


7-144
N
nPr
Me
F
SMe
7.52 (d, 1H), 7.31 (t, 1H),








4.26 (t, 2H), 2.53 (s, 3H),








2.33 (d, 3H), 1.87 (m, 2H),








0.87 (t, 3H)


7-145
N
nPr
Me
Cl
SO2Me
8.17 (d, 1H), 7.70 (d, 1H),








4.39 (t, 2H), 3.32 (s, 3H),








2.62 (s, 3H), 2.06 (m, 2H),








1.01 (t, 3H)


7-146
N
nPr
Me
NH(CH2)2OEt
SO2Me
0.99 (t, 3H), 1.22 (t, 3H),








2.03 (m, 2H), 2.45 (s, 3H),








3.19 (s, 3H), 3.41 (m, 2H),








3.56 (q, 2H), 3.65 (m, 2H),








4.39 (t, 2H), 5.85 (s,br, 1H),








7.24 (d, 1H), 7.76 (d, 1H),








10.47 (s, 1H)


7-147
N
nPr
Me
NHCH2(1,3-
SO2Me







dioxolan-2-yl)




7-148
N
nPr
Me
pyrazol-1-yl
SO2Me
8.12 (d, 1H), 7.92 (d, 1H),








7.79 (d, 1H), 7.74 (d, 1H),








6.56 (dd, 1H), 4.35 (t, 2H),








2.87 (s, 3H), 2.03-1.95








(m, 5H), 0.98 (t, 3H)


7-149
N
nPr
Me
O(CH2)2OMe
SO2Me
11.63 (brs, 1H), 7.83 (d, 1H),








7.62 (d, 1H), 4.30 (t, 2H),








4.16 (m, 2H), 3.76 (m, 2H),








3.38 (s, 3H), 3.37 (s, 3H),








2.41 (s, 3H), 1.89 (m, 2H),








0.89 (t, 3H)


7-150
N
nPr
Me
tetrahydrofuran-
SO2Me
10.19 (bs, 1H), 7.97 (d, 1H),






2-ylmethoxy

7.63 (d, 1H), 4.39-4.43 (m,








3H), 4.07-4.10 (m, 2H), 3.96








(dd, 1H), 3.89 (dd, 1H), 3.32








(s, 3H), 2.55 (s, 3H), 2.06-








2.15 (m, 1H), 1.90-2.05 (m,








4H), 1.69-1.75 (m, 1H), 1.00








(t, 3H)


7-151
N
n-Pr
Me
SEt
SO2Me



7-152
N
n-Pr
Me
SOEt
SO2Me



7-153
N
n-Pr
Me
SO2Et
SO2Me



7-154
N
nPr
Me
SMe
SO2Et



7-155
N
nPr
Me
SOMe
SO2Et



7-156
N
nPr
Me
SO2Me
SO2Et



7-157
N
nPr
Me
SEt
SO2Et



7-158
N
nPr
Me
SOEt
SO2Et



7-159
N
nPr
Me
SO2Et
SO2Et



7-160
N
n-Pr
Me
S(4-F-Ph)
SO2Me



7-161
N
n-Pr
Me
SO(4-F-Ph)
SO2Me



7-162
N
n-Pr
Me
SO2(4-F-Ph)
SO2Me



7-163
N
n-Pr
Me
SCH2CF3
SO2Me



7-164
N
n-Pr
Me
SOCH2CF3
SO2Me



7-165
N
n-Pr
Me
SO2CH2CF3
SO2Me



7-166
N
n-Pr
Me
S(CH2)2OMe
SO2Me



7-167
N
n-Pr
Me
SO(CH2)2OMe
SO2Me



7-168
N
n-Pr
Me
SO2(CH2)2OMe
SO2Me



7-169
N
nPr
Me
S(CH2)2OMe
SO2Et



7-170
N
n-Pr
Me
SO(CH2)2OMe
SO2Et



7-171
N
n-Pr
Me
SO2(CH2)2OMe
SO2Et



7-172
N
nPr
Et
SMe
CF3
0.99 (t, 3H), 1.26 (t, 3H), 2.03








(m, 2H), 2.34 (s, 3H), 3.22








(q, 2H), 4.41 (t, 2H), 7.53








(d, 1H), 7.63 (d, 1H), 10.78








(s, 1H)


7-173
N
nPr
Et
SOMe
CF3
1.00 (t, 3H), 1.25 (t, 3H), 2.03








(m, 2H), 3.03 (s, 3H), 3.42








(m, 1H), 3.62 (m, 1H), 4.41








(t, 2H), 7.72 (d, 1H), 7.79








(d, 1H), 10.85 (br,s, 1H)


7-174
N
nPr
Et
SO2Me
CF3
1.00 (t, 3H), 1.36 (t, 3H), 2.05








(m, 2H), 3.31 (s, 3H), 3.36








(q, 2H), 4.42 (t, 2H), 7.88








(d, 1H), 7.92 (d, 1H), 9.60








(s, 1H)


7-175
N
nPr
Et
SMe
Cl
0.98 (t, 3H), 1.23 (t, 3H), 2.02








(m, 2H), 2.42 (s, 3H), 3.17








(q, 2H), 4.41 (t, 2H), 7.49








(d, 1H), 7.59 (d, 1H), 10.69








(s, 1H)


7-176
N
nPr
Et
SOMe
Cl
1.00 (t, 3H), 1.18 (t, 3H), 2.03








(m, 2H), 3.01 (m, 1H), 3.08








(s, 3H), 3.14 (m, 1H), 4.34








(t, 2H), 7.40 (d, 1H), 7.64








(d, 1H), 11.02 (s, 1H)


7-177
N
nPr
Et
SO2Me
Cl



7-178
N
nPr
Et
SMe
Br
1.23 (t, 3H), 1.62 (t, 3H), 2.42








(s, 3H), 3.20 (q, 2H), 4.46








(q, 3H), 7.52 (d, 1H), 7.69








(d, 1H), 10.68 (s, 1H)


7-179
N
nPr
Et
SOMe
Br
1.00 (t, 3H), 1.18 (t, 3H), 2.02








(m, 2H), 3.06 (s, 3H), 3.11








(m, 1H), 3.17 (m, 1H), 4.37








(t, 2H), 7.53 (d, 1H), 7.62








(d, 1H), 11.02 (s, 1H)


7-180
N
nPr
Et
SO2Me
Br
0.99 (t, 3H), 1.25 (t, 3H), 2.02








(m, 2H), 2.42 (s, 3H), 3.20








(q, 2H), 4.40 (t, 2H), 7.49








(d, 1H), 7.68 (d, 1H), 10.61








(s, 1H)


7-181
N
n-Pr
Et
SEt
CF3



7-182
N
n-Pr
Et
SOEt
CF3



7-183
N
n-Pr
Et
SO2Et
CF3



7-184
N
n-Pr
Et
S(CH2)2OMe
CF3



7-185
N
n-Pr
Et
SO(CH2)2OMe
CF3



7-186
N
n-Pr
Et
SO2(CH2)2OMe
CF3



7-187
N
n-Pr
Et
SEt
Cl



7-188
N
n-Pr
Et
SOEt
Cl



7-189
N
n-Pr
Et
SO2Et
Cl



7-190
N
n-Pr
Et
S(CH2)2OMe
Cl



7-191
N
n-Pr
Et
SO(CH2)2OMe
Cl



7-192
N
n-Pr
Et
SO2(CH2)2OMe
Cl



7-193
N
nPr
Et
SMe
SO2Me



7-194
N
nPr
Et
SOMe
SO2Me



7-195
N
nPr
Et
SO2Me
SO2Me



7-196
N
n-Pr
Et
SMe
SO2Et



7-197
N
n-Pr
Et
SOMe
SO2Et



7-198
N
n-Pr
Et
SO2Me
SO2Et



7-199
N
n-Pr
Et
SEt
SO2Me



7-200
N
n-Pr
Et
SOEt
SO2Me



7-201
N
n-Pr
Et
SO2Et
SO2Me



7-202
N
n-Pr
Et
SEt
SO2Et



7-203
N
n-Pr
Et
SOEt
SO2Et



7-204
N
n-Pr
Et
SO2Et
SO2Et



7-205
N
n-Pr
Et
S(CH2)2OMe
SO2Me



7-206
N
n-Pr
Et
SO(CH2)2OMe
SO2Me



7-207
N
n-Pr
Et
SO2(CH2)2OMe
SO2Me



7-208
N
n-Pr
Et
S(CH2)2OMe
SO2Et



7-209
N
n-Pr
Et
SO(CH2)2OMe
SO2Et



7-210
N
n-Pr
Et
SO2(CH2)2OMe
SO2Et



7-211
N
nPr
nPr
SMe
Cl
0.99 (m,6H), 1.60 (m, 2H),








2.01 (m, 2H), 2.41 (s, 3H),








3.13 (m, 2H), 4.40 (t, 2H),








7.48 (d, 1H), 7.59 (d, 1H),








10.67 (s, 1H)


7-212
N
nPr
nPr
SOMe
Cl
0.98 (t, 3H), 1.01 (t, 3H), 1.43








(m, 1H), 1.68 (m, 1H), 2.02








(m, 2H), 2.91 (m, 1H), 3.09








(s, 3H), 3.25 (m, 1H), 4.37








(t, 2H), 7.40 (d, 1H), 7.63








(d, 1H), 10.65 (s, 1H)


7-213
N
nPr
nPr
SO2Me
Cl
0.94 (t, 3H), 0.99 (t, 3H), 1.68








(m, 2H), 2.02 (m, 2H), 3.24








(m, 2H), 3.38 (s, 3H), 4.42








(t, 2H), 7.52 (d, 1H), 7.65








(d, 1H), 10.68 (s, 1H)


7-214
N
nPr
nPr
SMe
Br
0.99 (m,6H), 1.62 (m, 2H),








2.01 (m, 2H), 2.41 (s, 3H),








3.15 (m, 2H), 4.40 (t, 2H),








7.49 (d, 1H), 7.68 (d, 1H),








10.58 (s, 1H)


7-215
N
nPr
nPr
SOMe
Br
0.98 (t, 3H), 1.02 (t, 3H), 1.50








(m, 1H), 1.68 (m, 1H), 2.03








(m, 2H), 3.05 (s, 3H), 3.16








(m, 1H), 3.25 (m, 1H), 4.47








(t, 2H), 7.52 (d, 1H), 7.62








(d, 1H), 10.56 (s, 1H)


7-216
N
nPr
nPr
SO2Me
Br
0.94 (t, 3H), 0.99 (t, 3H), 1.68








(m, 2H), 2.03 (m, 2H), 3.25








(m, 2H), 3.37 (s, 3H), 4.43








(t, 2H), 7.52 (d, 1H), 7.80








(d, 1H), 10.68 (s, 1H)


7-217
N
nPr
nPr
SMe
CF3
0.99 (m,6H), 1.62 (m, 2H),








2.02 (m, 2H), 2.35 (s, 3H),








3.20 (m, 2H), 4.42 (t, 2H),








7.74 (s, 2H), 10.87 (s, 1H)


7-218
N
nPr
nPr
SOMe
CF3



7-219
N
nPr
nPr
SO2Me
CF3
0.98 (t, 3H), 0.99 (t, 3H), 1.67








(m, 2H), 2.02 (m, 2H), 3.25








(m, 2H), 3.30 (s, 3H), 4.47








(t, 2H), 7.91 (s, 2H), 10.58








(s, 1H)


7-220
N
nPr
nPr
SMe
SO2Me



7-221
N
nPr
nPr
SOMe
SO2Me



7-222
N
nPr
nPr
SO2Me
SO2Me



7-223
N
nPr
iPr
SMe
Cl
0.99 (t, 3H), 1.43 (d,6H),








2.01 (m, 2H), 2.41 (s, 3H),








3.88 (br,s, 1H), 4.42 (t, 2H),








7.40 (d, 1H), 7.46 (d, 1H),








10.41 (s, 1H)


7-224
N
nPr
iPr
SOMe
Cl



7-225
N
nPr
iPr
SO2Me
Cl



7-226
N
nPr
iPr
SMe
Br



7-227
N
nPr
iPr
SOMe
Br



7-228
N
nPr
iPr
SO2Me
Br



7-229
N
nPr
iPr
SMe
CF3



7-230
N
nPr
iPr
SOMe
CF3



7-231
N
nPr
iPr
SO2Me
CF3



7-232
N
nPr
iPr
SMe
SO2Me



7-233
N
nPr
iPr
SOMe
SO2Me



7-234
N
nPr
iPr
SO2Me
SO2Me



7-235
N
nPr
cPr
SMe
Cl



7-236
N
nPr
cPr
SOMe
Cl



7-237
N
nPr
cPr
SO2Me
Cl



7-238
N
nPr
cPr
SMe
Br



7-239
N
nPr
cPr
SOMe
Br



7-240
N
nPr
cPr
SO2Me
Br



7-241
N
nPr
cPr
SMe
CF3



7-242
N
nPr
cPr
SOMe
CF3



7-243
N
nPr
cPr
SO2Me
CF3



7-244
N
nPr
cPr
SMe
SO2Me



7-245
N
nPr
cPr
SOMe
SO2Me



7-246
N
nPr
cPr
SO2Me
SO2Me



7-247
N
n-Pr
CH2OMe
F
CF3



7-248
N
n-Pr
CH2OMe
SMe
CF3



7-249
N
n-Pr
CH2OMe
SOMe
CF3



7-250
N
n-Pr
CH2OMe
SO2Me
CF3



7-251
N
n-Pr
CH2OMe
SEt
CF3



7-252
N
n-Pr
CH2OMe
SOEt
CF3



7-253
N
n-Pr
CH2OMe
SO2Et
CF3



7-254
N
n-Pr
CH2OMe
S(CH2)2OMe
CF3



7-255
N
n-Pr
CH2OMe
SO(CH2)2OMe
CF3



7-256
N
n-Pr
CH2OMe
SO2(CH2)2OMe
CF3



7-257
N
n-Pr
CH2OMe
SMe
Cl



7-258
N
n-Pr
CH2OMe
SOMe
Cl



7-259
N
n-Pr
CH2OMe
SO2Me
Cl



7-260
N
n-Pr
CH2OMe
SEt
Cl



7-261
N
n-Pr
CH2OMe
SOEt
Cl



7-262
N
n-Pr
CH2OMe
SO2Et
Cl



7-263
N
n-Pr
CH2OMe
S(CH2)2OMe
Cl



7-264
N
n-Pr
CH2OMe
SO(CH2)2OMe
Cl



7-265
N
n-Pr
CH2OMe
SO2(CH2)2OMe
Cl



7-266
N
n-Pr
CH2OMe
Cl
SO2Me
8.31 (d, 1H), 7.87 (d, 1H),








4.91 (s, 2H), 4.38 (t, 2H),








3.60 (s, 3H), 3.33 (s, 3H),








2.03 (sex, 2H), 1.00 (t, 3H)


7-267
N
n-Pr
CH2OMe
SMe
SO2Me



7-268
N
n-Pr
CH2OMe
SOMe
SO2Me



7-269
N
n-Pr
CH2OMe
SO2Me
SO2Me



7-270
N
n-Pr
CH2OMe
SMe
SO2Et



7-271
N
n-Pr
CH2OMe
SOMe
SO2Et



7-272
N
n-Pr
CH2OMe
SO2Me
SO2Et



7-273
N
n-Pr
CH2OMe
SEt
SO2Me



7-274
N
n-Pr
CH2OMe
SOEt
SO2Me



7-275
N
n-Pr
CH2OMe
SO2Et
SO2Me



7-276
N
n-Pr
CH2OMe
SEt
SO2Et



7-277
N
n-Pr
CH2OMe
SOEt
SO2Et



7-278
N
n-Pr
CH2OMe
SO2Et
SO2Et



7-279
N
n-Pr
CH2OMe
S(CH2)2OMe
SO2Me



7-280
N
n-Pr
CH2OMe
SO(CH2)2OMe
SO2Me



7-281
N
n-Pr
CH2OMe
SO2(CH2)2OMe
SO2Me



7-282
N
n-Pr
CH2OMe
S(CH2)2OMe
SO2Et



7-283
N
n-Pr
CH2OMe
SO(CH2)2OMe
SO2Et



7-284
N
n-Pr
CH2OMe
SO2(CH2)2OMe
SO2Et



7-285
N
n-Pr
F
SCH2Ph
CF3



7-286
N
n-Pr
F
SMe
F



7-287
N
n-Pr
F
SOMe
F



7-288
N
n-Pr
F
SO2Me
F



7-289
N
n-Pr
F
SEt
Cl
7.97 (t, 1H), 7.46 (d, 1H),








4.32 (t, 2H), 3.01 (q, 2H),








2.01 (sex, 2H), 1.27 (t, 3H),








0.97 (t, 3H)


7-290
N
n-Pr
Cl
SMe
H



7-291
N
n-Pr
Cl
SOMe
H



7-292
N
n-Pr
Cl
SO2Me
H



7-293
N
n-Pr
Cl
SCF2CF2H
H



7-294
N
n-Pr
Cl
SOCF2CF2H
H



7-295
N
n-Pr
Cl
SO2CF2CF2H
H



7-296
N
nPr
Cl
Me
Cl
7.63 (d, 1H), 7.57 (d, 1H),








4.31 (q, 2H), 2.51 (s, 3H),








1.88 (m, 2H), 0.86 (t, 3H)


7-297
N
nPr
Cl
Cl
Cl
7.49 (d, 1H), 7.46 (d, 1H),








4.36 (q, 2H), 1.99 (m, 2H),








0.97 (t, 3H)


7-298
N
n-Pr
Cl
SMe
Cl
7.60 (d, 1H), 7.54 (d, 1H),








4.41 (t, 2H), 2.48 (s, 3H),








2.04 (sex, 2H), 0.99 (t, 3H)


7-299
N
n-Pr
Cl
SOMe
Cl
7.70 (d, 1H), 7.52 (d, 1H),








4.39 (t, 2H), 3.11 (s, 3H),








2.03 (sex, 2H), 0.99 (t, 3H)


7-300
N
n-Pr
Cl
SO2Me
Cl
7.71 (d, 1H), 7.65 (d, 1H),








4.43 (t, 2H), 3.42 (s, 3H),








2.03 (sex, 2H), 0.99 (t, 3H)


7-301
N
n-Pr
Cl
SEt
Cl



7-302
N
n-Pr
Cl
SOEt
Cl



7-303
N
n-Pr
Cl
SO2Et
Cl



7-304
N
n-Pr
Cl
S(CH2)2OMe
Cl



7-305
N
n-Pr
Cl
SO(CH2)2OMe
Cl



7-306
N
n-Pr
Cl
SO2(CH2)2OMe
Cl



7-307
N
nPr
Cl
CH2OMe
SO2Me
1.00 (t, 3H), 2.02 (m, 2H),








3.27 (s, 3H), 3.52 (s, 3H),








4.44 (t, 2H), 5.10 (s, 2H),








7.77 (d, 1H), 8.16 (d, 1H),








10.75 (s, 1H)


7-308
N
nPr
Cl
CH2OEt
SO2Me
1.00 (t, 3H), 1.25 (t, 3H), 2.02








(m, 2H), 3.30 (s, 3H), 3.71








(q, 2H), 4.43 (t, 2H), 5.14 (s,








2H), 7.77 (d, 1H), 8.15








(d, 1H), 10.6 (s, 1H)


7-309
N
nPr
Cl
CH2OCH2iPr
SO2Me
0.92 (d,6H), 1.00 (t, 3H),








1.90 (m, 1H), 2.04 (m, 2H),








3.28 (s, 3H), 3.43 (d, 2H),








4.43 (t, 2H), 5.11 (s, 2H),








7.77 (d, 1H), 8.15 (d, 1H),








10.49 (s, 1H)


7-310
N
nPr
Cl
CH2OCH2cPr
SO2Me
0.25 (m, 2H), 0.25 (m, 2H),








1.00 (t, 3H), 1.11 (m, 1H),








2.04 (m, 2H), 3.33 (s, 3H),








3.49 (d, 2H), 4.43 (t, 2H),








5.16 (s, 2H), 7.78 (d, 1H),








8.16 (d, 1H), 10.6 (s, 1H)


7-311
N
nPr
Cl
CH2OC2H4OMe
SO2Me
0.99 (t, 3H), 2.03 (m, 1H),








3.32 (s, 3H), 3.35 (s, 3H),








3.58 (m, 2H), 3.79 (m, 2H),








4.42 (t, 2H), 5.19 (s, 2H),








7.78 (d, 1H), 8.12 (d, 1H),








10.89 (s, 1H)


7-312
N
nPr
Cl
CH2OC2H4OEt
SO2Me
1.00 (t, 3H), 1.16 (t, 3H), 2.03








(m, 1H), 3.35 (s, 3H), 3.48








(q, 2H), 3.62 (m, 2H), 3.80








(m, 2H), 4.42 (t, 2H), 5.21








(s, 2H), 7.77 (d, 1H), 8.15








(d, 1H), 10.32 (s, 1H)


7-313
N
nPr
Cl
CH2(2-
SO2Me
0.98 (t, 3H), 1.98 (m,4H),






oxopyrrolidin-1-

2.35 (m, 2H), 3.21 (s, 3H),






yl)

3.28 (m, 2H), 4.40 (t, 2H),








5.02 (s, 2H), 7.73 (d, 1H),








8.16 (d, 1H)


7-314
N
n-Pr
Cl
F
SMe
7.66 (d, 1H), 7.31-7.13








(m, 1H), 4.37 (t, 2H), 2.54








(s, 3H), 2.03 (m, 2H), 0.98








(t, 3H)


7-315
N
n-Pr
Cl
F
SOMe
7.86 (dd, 1H), 7.76 (d, 1H),








4.43 (t, 2H), 2.92 (s, 3H),








2.04 (q, 2H), 1.00 (t, 3H)


7-316
N
n-Pr
Cl
F
SO2Me
8.02 (t, 1H), 7.72 (d, 1H),








4.41 (t, 2H), 3.30 (s, 3H),








2.04 (q, 2H), 1.00 (t, 3H)


7-317
N
nPr
Cl
OMe
SO2Me
10.00 (bs, 1H), 8.03 (d, 1H),








7.62 (d, 1H), 4.43 (t, 2H),








4.14 (s, 3H), 3.29 (s, 3H),








2.04 (sex, 2H), 1.00 (t, 3H)


7-318
N
nPr
Cl
OMe
SO2Et
11.90 (s, 1H), 7.92 (d, 1H),








7.76 (d, 1H), 4.32 (t, 2H),








4.01 (s, 3H), 3.50 (q, 2H),








1.89 (quin, 2H), 1.12 (t, 3H),








0.88 (t, 3H)


7-319
N
nPr
Cl
OEt
SO2Et
11.90 (s, 1H), 7.93 (d, 1H),








7.74 (d, 1H), 4.32 (t, 2H),








4.22 (q, 2H), 3.52 (q, 2H),








1.89 (quin, 2H), 1.45 (t, 3H),








1.12 (t, 3H), 0.88 (t, 3H)


7-320
N
nPr
Cl
OEt
SO2Me
10.02 (bs, 1H), 8.03 (d, 1H),








7.60 (d, 1H), 4.43 (t, 2H),








4.35 (q, 2H), 3.30 (s, 3H),








2.04 (sex, 2H), 1.54 (t, 3H),








1.00 (t, 3H)


7-321
N
nPr
Cl
OPr
SO2Et
11.84 (bs, 1H), 7.93 (d, 1H),








7.74 (d, 1H), 4.32 (t, 2H),








4.15 (t, 2H), 3.50 (q, 2H),








1.88 (sep, 4H), 1.13 (t, 3H),








1.05 (t, 3H), 0.89 (t, 3H)


7-322
N
nPr
Cl
OPr
SO2Me
10.55 (bs, 1H), 8.02 (d, 1H),








7.58 (d, 1H), 4.44 (t, 2H),








4.25 (t, 2H), 3.30 (s, 3H),








2.04 (quin, 2H), 1.96 (quin,








2H), 1.10 (t, 3H), 1.00 (t,








3H)


7-323
N
nPr
Cl
OiPr
SO2Et
11.93 (s, 1H), 7.95 (d, 1H),








7.70 (d, 1H), 4.15-4.25 (m,








1H), 4.32 (t, 2H), 3.48 (q,








2H), 1.88 (quin, 2H), 1.34








(d, 6H), 1.09 (t, 3H), 0.88 (t,








3H)


7-324
N
nPr
Cl
allyloxy
SO2Et
11.90 (bs, 1H), 7.95 (d, 1H),








7.79 (d, 1H), 6.19 (m, 1H),








5.51 (d, 1H), 5.35 (d, 1H),








4.69-4.72 (m, 2H), 4.32 (q,








2H), 3.51 (q, 2H), 1.89 (sex,








2H), 1.12 (t, 3H), 0.88 (t,








3H)


7-325
N
nPr
Cl
allyloxy
SO2Me
11.91 (bs, 1H), 7.97 (d, 1H),








7.78 (d, 1H), 6.20 (m, 1H),








5.51 (d, 1H), 5.37 (d, 1H),








4.70-4.73 (m, 2H), 4.32 (t,








2H), 3.39 (s, 3H), 1.89 (sex,








2H), 0.88 (t, 3H)


7-326
N
nPr
Cl
propargyloxy
SO2Et
10.10 (bs, 1H), 8.02 (d, 1H),








7.65 (d, 1H), 4.97 (d, 2H),








4.43 (t, 2H), 3.51 (q, 2H),








2.67 (t, 1H), 2.04 (quin, 2H),








1.29 (t, 3H), 1.00 (t, 3H)


7-327
N
nPr
Cl
propargyloxy
SO2Me
10 95 (bs, 1H), 8.03 (d, 1H),








7.64 (d, 1H), 4.99 (d, 2H),








4.44 (t, 2H), 3.34 (s, 3H),








2.68 (t, 1H), 2.03 (quin, 2H),








1.00 (t, 3H)


7-328
N
nPr
Cl
OCH2CH2F
SO2Me
11.10 (bs, 1H), 8.05 (d, 1H),








7.64 (d, 1H), 4.91 (bs, 1H),








4.83 (bs, 1H), 4.61 (bs, 1H),








4.56 (bs, 1H), 4.45 (t, 2H),








3.34 (s, 3H), 2.04 (quin,








2H), 0.99 (t, 3H)


7-329
N
nPr
Cl
OCH2CH2F
SO2Et
10.90 (bs, 1H), 8.04 (d, 1H),








7.64 (d, 1H), 4.90 (bs, 1H),








4.82 (bs, 1H), 4.60 (bs, 1H),








4.55 (bs, 1H), 4.45 (t, 2H),








3.51 (q, 2H), 2.03 (quin,








2H), 1.29 (t, 3H), 0.99 (t,








3H)


7-330
N
nPr
Cl
OCH2CN
SO2Et
11.60 (bs, 1H), 8.02 (d, 1H),








7.70 (d, 1H), 5.09 (s, 2H),








4.46 (t, 2H), 3.45 (q, 2H),








2.01 (quin, 2H), 1.32 (t, 3H),








1.00 (t, 3H)


7-331
N
nPr
Cl
OCH2(CO)NMe2
SO2Et
11.91 (s, 1H), 7.94 (d, 1H),








7.71 (d, 1H), 4.89 (s, 2H),








4.32 (t, 2H), 3.71 (q, 2H),








2.89 (s, 3H), 2.99 (s, 3H),








1.89 (quin, 2H), 1.11 (t, 3H),








0.89 (t, 3H)


7-332
N
nPr
Cl
O(CH2)2OMe
SO2Me
11.86 (brs, 1H), 7.96 (d, 1H),








7.74 (d, 1H), 4.32 (t, 2H),








4.32 (m, 2H), 3.76 (m, 2H),








3.40 (s, 3H), 3.37 (s, 3H),








1.89 (m, 2H), 0.89 (t, 3H)


7-333
N
nPr
Cl
O(CH2)2OMe
SO2Et
11.90 (s, 1H), 7.93 (d, 1H),








7.77 (d, 1H), 4.33 (t, 2H),








4.32 (t, 2H), 3.78 (t, 2H),








3.57 (q, 2H), 1.89 (quin,








2H), 1.13 (t, 3H), 0.88 (t,








3H)


7-334
N
nPr
Cl
O(CH2)3OMe
SO2Me
9.90 (bs, 1H), 8.03 (d, 1H),








7.61 (d, 1H), 4.42 (t, 2H),








4.38 (t, 2H), 3.63 (t, 2H),








3.38 (s, 3H), 3.29 (s, 3H),








2.21 (quin, 2H), 2.04 (sex,








2H), 1.00 (t, 3H)


7-335
N
nPr
Cl
O(CH2)3OMe
SO2Et
7.93 (d, 1H), 7.74 (d, 1H),








4.34 (t, 2H), 4.23 (m, 2H),








3.58-3.51 (m,4H),








3.27(s, 3H), 2.09 (m, 2H),








1.88 (m, 2H), 1.12 (t, 3H),








0.89 (t, 3H)


7-336
N
nPr
Cl
O(CH2)2OEt
SO2Me
10.21 (bs, 1H), 8.04 (d, 1H),








7.61 (d, 1H), 4.47 (t, 2H),








4.42 (t, 2H), 3.90-3.92 (m,








2H), 3.64 (q, 2H), 3.35 (s,








3H), 2.04 (sex, 2H), 1.26 (t,








3H), 1.00 (t, 3H)


7-337
N
nPr
Cl
O(CH2)2OEt
SO2Et
10.10 (bs, 1H), 8.02 (d, 1H),








7.61 (d, 1H), 4.46 (t, 2H),








4.43 (t, 2H), 3.89-3.91 (m,








2H), 3.63 (q, 2H), 3.52 (q,








2H), 2.03 (sex, 2H), 1.27 (t,








3H), 1.26 (t, 3H), 1.00 (t,








3H)


7-338
N
nPr
Cl
O(CH2)2OCF3
SO2Et
10.76 (bs, 1H), 8.03 (d, 1H),








7.64 (d, 1H), 4.54-4.56 (m,








2H), 4.41-4.46 (m, 4H), 3.47








(q, 2H), 2.03 (sex, 2H), 1.30








(t, 3H), 1.00 (t, 3H)


7-339
N
nPr
Cl
O(CH2)3OCF3
SO2Et
10.70 (bs, 1H), 8.02 (d, 1H),








7.61 (d, 1H), 4.39-4.46 (m,








4H), 4.26 (t, 2H), 3.41 (q,








2H), 2.31 (quin, 2H), 2.03








(sex, 2H), 1.29 (t, 3H), 1.00








(t, 3H)


7-340
N
nPr
Cl
O(CH2)3OCF3
SO2Me
10.33 (bs, 1H), 8.04 (d, 1H),








7.62 (d, 1H), 4.40-4.45 (m,








4H), 4.26 (t, 2H), 3.26 (s,








3H), 2.33 (quin, 2H), 2.04








(sex, 2H), 1.00 (t, 3H)


7-341
N
nPr
Cl
O(CH2)2OCF3
SO2Me
10.75 (bs, 1H), 8.03 (d, 1H),








7.64 (d, 1H), 4.57 (t, 2H),








4.42-4.46 (m, 4H), 3.31 (s,








3H), 2.03 (sex, 2H), 1.00 (t,








3H)


7-342
N
nPr
Cl
O(CH2)2SMe
SO2Et
10.29 (bs, 1H), 8.02 (d, 1H),








7.61 (d, 1H), 4.43 (t, 2H),








3.51 (q, 2H), 3.02 (t, 2H),








2.22 (s, 3H), 2.03 (quin,








2H), 1.28 (t, 3H), 1.00 (t,








3H)


7-343
N
nPr
Cl
O(CH2)2SMe
SO2Me
10.40 (bs, 1H), 8.04 (d, 1H),








7.62 (d, 1H), 4.45 (t, 2H),








4.43 (t, 2H), 3.34 (s, 3H),








3.03 (t, 2H), 2.22 (s, 3H),








2.04 (sex, 2H), 1.00 (t, 3H)


7-344
N
nPr
Cl
O(CH2)3SMe
SO2Me
10.32 (bs, 1H), 8.03 (d, 1H),








7.60 (d, 1H), 4.43 (t, 2H),








4.39 (t, 2H), 3.29 (s, 3H),








2.75 (t, 2H), 2.23 (t, 2H),








2.16 (s, 3H), 2.04 (sex, 2H),








1.00 (t, 3H)


7-345
N
nPr
Cl
O(CH2)3SMe
SO2Et
10.62 (bs, 1H), 8.02 (d, 1H),








7.61 (d, 1H), 4.44 (bt, 2H),








4.37 (bt, 2H), 3.45 (q, 2H),








2.75 (bt, 2H), 2.20-2.23 (m,








2H), 2.16 (s, 3H), 2.01-2.05








(m, 2H), 1.28 (t, 3H), 1.00 (t,








3H)


7-346
N
nPr
Cl
O(CH2)2SEt
SO2Me
10.30 (bs, 1H), 8.04 (d, 1H),








7.62 (d, 1H), 4.43 (t, 2H),








3.34 (s, 3H), 3.07 (t, 2H),








2.66 (q, 2H), 2.04 (sex, 2H),








1.31 (t, 3H), 1.00 (t, 3H)


7-347
N
nPr
Cl
O(CH2)2SEt
SO2Et
10.38 (bs, 1H), 8.02 (d, 1H),








7.61 (d, 1H), 4.40-4.50 (m,








4H), 3.51 (q, 2H), 3.05 (t,








2H), 3.64 (q, 2H), 2.04 (sex,








2H), 1.31 (t, 3H), 1.28 (t,








3H), 1.00 (t, 3H)


7-348
N
nPr
Cl
OCH2(CO)NMe2
SO2Me
7.94 (d, 1H), 7.72 (d, 1H),








4.87 (s, 2H), 4.29 (t, 2H),








3.46 (s, 3H), 2.88 (s, 3H),








2.86 (s, 3H), 1.85 (quin,








2H), 0.84 (t, 3H)


7-349
N
nPr
Cl
1,4-dioxan-2-
SO2Et
10.70 (bs, 1H), 8.02 (d, 1H),






ylmethoxy

7.61 (d, 1H), 4.44 (t, 2H),








4.38 (dd, 1H), 4.21 (dd, 1H),








4.10-4.17 (m, 1H), 3.65-








3.96 (m, 5H), 3.58 (dd, 1H),








3.48 (q, 2H), 2.02 (quin,








2H), 1.28 (t, 3H), 0.99 (t,








3H)


7-350
N
n-Pr
Cl
SMe
SO2Me



7-351
N
n-Pr
Cl
SOMe
SO2Me



7-352
N
n-Pr
Cl
SO2Me
SO2Me



7-353
N
n-Pr
Cl
SEt
SO2Me



7-354
N
n-Pr
Cl
SOEt
SO2Me



7-355
N
n-Pr
Cl
SO2Et
SO2Me



7-356
N
n-Pr
Cl
S(CH2)2OMe
SO2Me



7-357
N
n-Pr
Cl
SO(CH2)2OMe
SO2Me



7-358
N
n-Pr
Cl
SO2(CH2)2OMe
SO2Me



7-359
N
n-Pr
OH
SMe
CHF2



7-360
N
n-Pr
OH
SO2Me
CHF2



7-361
N
n-Pr
OH
SOMe
CHF2



7-362
N
n-Pr
OH
SCH2Ph
CF3



7-363
N
n-Pr
OMe
SMe
CHF2



7-364
N
n-Pr
OMe
SO2Me
CHF2



7-365
N
n-Pr
OMe
SOMe
CHF2



7-366
N
n-Pr
OMe
SEt
CF3



7-367
N
n-Pr
OMe
SOEt
CF3



7-368
N
n-Pr
OMe
SO2Et
CF3



7-369
N
n-Pr
OMe
S(CH2)2OMe
CF3



7-370
N
n-Pr
OMe
SO(CH2)2OMe
CF3



7-371
N
n-Pr
OMe
SO2(CH2)2Me
CF3



7-372
N
n-Pr
OMe
SMe
F



7-373
N
n-Pr
OMe
SOMe
F



7-374
N
n-Pr
OMe
SO2Me
F



7-375
N
n-Pr
OMe
SMe
Cl



7-376
N
n-Pr
OMe
SOMe
Cl



7-377
N
n-Pr
OMe
SO2Me
Cl



7-378
N
n-Pr
OMe
SEt
Cl



7-379
N
n-Pr
OMe
SOEt
Cl



7-380
N
n-Pr
OMe
SO2Et
Cl



7-381
N
n-Pr
OMe
S(CH2)2OMe
Cl



7-382
N
n-Pr
OMe
SO(CH2)2OMe
Cl



7-383
N
n-Pr
OMe
SO2(CH2)2OMe
Cl



7-384
N
n-Pr
OMe
SMe
OMe



7-385
N
n-Pr
OMe
SOMe
OMe



7-386
N
n-Pr
OMe
SO2Me
OMe



7-387
N
n-Pr
OEt
SMe
CF3



7-388
N
n-Pr
OEt
SOMe
CF3



7-389
N
n-Pr
OEt
SO2Me
CF3



7-390
N
n-Pr
OEt
SEt
CF3



7-391
N
n-Pr
OEt
SOEt
CF3



7-392
N
n-Pr
OEt
SO2Et
CF3



7-393
N
n-Pr
OEt
S(CH2)2OMe
CF3



7-394
N
n-Pr
OEt
SO(CH2)2OMe
CF3



7-395
N
n-Pr
OEt
SO2(CH2)2OMe
CF3



7-396
N
n-Pr
OEt
SMe
Cl



7-397
N
n-Pr
OEt
SOMe
Cl



7-398
N
n-Pr
OEt
SO2Me
Cl



7-399
N
n-Pr
OEt
SEt
Cl



7-400
N
n-Pr
OEt
SOEt
Cl



7-401
N
n-Pr
OEt
SO2Et
Cl



7-402
N
n-Pr
OEt
S(CH2)2OMe
Cl



7-403
N
n-Pr
OEt
SO(CH2)2OMe
Cl



7-404
N
n-Pr
OEt
SO2(CH2)2Me
Cl



7-405
N
n-Pr
SO2Me
NMe2
Cl



7-406
N
n-Pr
SO2Me
NHMe
Cl



7-407
N
n-Pr
SO2Me
NH2
Cl



7-408
N
n-Pr
SO2Me
NHc-Hex
Cl



7-409
N
n-Pr
SO2Me
NMe2
CF3



7-410
N
n-Pr
SO2Me
NHMe
CF3



7-411
N
nPr
Me
SOMe
CF3
7.78 (s, 2H), 4.20 (t, 2H),








3.06 (s, 3H), 2.88 (s, 3H),








1.83 (m, 2H), 0.88 (t, 3H)


7-412
N
nPr
Cl
5-
SO2Et
0.99 (t, 3H), 1.28 (t, 3H), 2.02






methoxymethyl-

(m, 2H), 3.28 (dd, 1H), 3.41






4,5-dihydro-1,2-

(q, 2H), 3.46 (s, 3H), 3.51






oxazol-3-yl

(dd, 1H), 3.60 (dd, 1H), 3.71








(dd, 1H), 4.42 (t, 2H), 5.06








(m, 1H), 7.92 (d, 1H), 8.14








(d, 1H), 11.1 (br, s, 1H)


7-413
N
nPr
Cl
5-
SO2Et
0.99 (t, 3H), 1.30 (t, 3H), 1.55






methoxymethyl-

(s, 3H), 2.02 (m, 1H), 3.12






5-meth)-4,5-

(d, 1H), 3.43 (q, 2H), 3.46






dihydro-1,2-

(s, 3H), 3.48 (d, 1H), 3.55






oxazol-3-yl

(q, 2H), 4.44 (t, 2H), 7.90








(d, 1H), 8.13 (d, 1H), 11.2








(br, s, 1H)


7-414
N
nPr
Cl
SMe
Me
10.08 (bs, 1H), 7.57 (d, 1H),








7.31 (d, 1H), 4.42 (t, 2H),








2.65 (s, 3H), 2.38 (s, 3H),








2.02 (sex, 2H), 0.99 (t, 3H)


7-415
N
nPr
Cl
OCH2cPr
SO2Me
9.80 (bs, 1H), 8.03 (d, 1H),








7.60 (d, 1H), 4.42 (t, 2H),








4.13 (d, 2H), 3.34 (s, 3H),








2.03 (quin, 2H), 1.44-1.52








(m, 1H), 1.00 (t, 3H), 0.67-








0.70 (m, 2H), 0.48-0.50 (m,








2H)


7-416
N
nPr
Cl
OCH2cPr
SO2Et
10.30 (bs, 1H), 8.01 (d, 1H),








7.58 (d, 1H), 4.43 (t, 2H),








4.11 (d, 2H), 3.53 (q, 2H),








2.04 (q, 2H), 1.44-1.70 (m,








1H), 1.28 (t, 3H), 1.00 (t,








3H), 0.66-0.71 (m, 2H),








0.46-0.50 (m, 2H)


7-417
N
nPr
Cl
OCH2cBu
SO2Me
10.20 (bs, 1H), 8.03 (d, 1H),








7.59 (d, 1H), 4.43 (t, 2H),








4.27 (d, 2H), 3.29 (s, 3H),








2.90-3.00 (m, 1H), 2.13-








2.22 (m, 2H), 1.96-2.07 (m,








6H), 1.00 (t, 3H)


7-418
N
nPr
Cl
OCH2cBu
SO2Et
10.00 (bs, 1H), 8.01 (d, 1H),








7.59 (d, 1H), 4.43 (t, 2H),








4.26 (d, 2H), 3.45 (q, 2H),








2.88-3.00 (m, 1H), 2.10-








2.22 (m, 2H), 1.96-2.07 (m,








6H), 1.27 (t, 3H), 1.00 (t,








3H)


7-419
N
nPr
Me
O(CH2)2SMe
Cl
11.43 (bs, 1H), 7.51 (d, 1H),








7.42 (d, 1H), 4.28 (t, 2H),








4.07 (t, 2H), 2.92 (t, 2H),








2.40 (s, 3H), 2.16 (s, 3H),








1.88 (sex, 2H), 0.88 (t, 3H)


7-420
N
nPr
Me
O(CH2)2SEt
Cl
11.43 (bs, 1H), 7.51 (d, 1H),








7.42 (d, 1H), 4.28 (t, 2H),








4.05 (t, 2H), 2.95 (t, 2H),








2.63 (q, 2H), 2.40 (s, 3H),








1.88 (sex, 2H), 1.21 (t, 3H),








0.88 (t, 3H)


7-421
N
nPr
Me
O(CH2)3SMe
Cl
11.44 (bs, 1H), 7.51 (d, 1H),








7.41 (d, 1H), 4.28 (t, 2H),








3.98 (t, 2H), 2.71 (t, 2H),








2.37 (s, 3H), 2.09 (s, 3H),








2.05 (quin, 2H), 1.88 (sex,








2H), 0.88 (t, 3H)


7-422
N
nPr
Me
O(CH2)2SMe
Br
11.42 (bs, 1H), 7.66 (d, 1H),








7.35 (d, 1H), 4.28 (t, 2H),








4.05 (t, 2H), 2.93 (t, 2H),








2.41 (s, 3H), 2.17 (s, 3H),








1.88 (sex, 2H), 0.88 (t, 3H)


7-423
N
nPr
Me
O(CH2)2SEt
Br
11.43 (bs, 1H), 7.66 (d, 1H),








7.35 (d, 1H), 4.28 (t, 2H),








4.03 (t, 2H), 2.97 (t, 2H),








2.63 (q, 2H), 2.41 (s, 3H),








1.88 (sex, 2H), 1.22 (t, 3H),








0.88 (t, 3H)


7-424
N
nPr
Me
O(CH2)3SMe
Br
11.43 (bs, 1H), 7.65 (d, 1H),








7.34 (d, 1H), 4.28 (t, 2H),








3.96 (t, 2H), 2.72 (t, 2H),








2.38 (s, 3H), 2.09 (s, 3H),








2.08 (quin, 2H), 1.88 (sex,








2H), 0.88 (t, 3H)


7-425
N
n-Pr
Me
SEt
Br
10.44 (bs, 1H), 7.69 (d, 1H),








7.51 (d, 1H), 4.40 (t, 2H),








2.88 (q, 2H), 2.81 (s, 3H),








2.03 (sex, 2H), 2.03 (s, 3H),








1.21 (t, 3H), 0.99 (t, 3H)


7-426
N
nPr
Cl
OMe
Cl
11.70 (bs, 1H), 7.68 (d, 1H),








7.53 (d, 1H), 4.31 (t, 2H),








3.88 (s, 3H), 3.31 (s, 3H),








1.89 (sex, 2H), 0.88 (t, 3H)


7-427
N
nPr
Cl
O(CH2)2OMe
Cl
11.70 (bs, 1H), 7.67 (d, 1H),








7.51 (d, 1H), 4.30 (t, 2H),








4.16-4.19 (m, 2H), 3.71-








3.73 (m, 2H), 3.31 (s, 3H),








1.88 (sex, 2H), 0.88 (t, 3H)


7-428
N
nPr
Cl
O(CH2)2SMe
Cl
11.70 (bs, 1H), 7.68 (d, 1H),








7.52 (d, 1H), 4.31 (t, 2H),








4.19 (t, 2H), 2.94 (t, 2H),








2.16 (s, 3H), 1.89 (sex, 2H),








0.88 (t, 3H)


7-429
N
nPr
Cl
O(CH2)2SEt
Cl
11.60 (bs, 1H), 7.68 (d, 1H),








7.52 (d, 1H), 4.30 (t, 2H),








4.17 (t, 2H), 3.97 (t, 2H),








2.62 (q, 2H), 1.88 (sex, 2H),








1.21 (t, 3H), 0.88 (t, 3H)


7-430
N
nPr
Cl
O(CH2)3SMe
Cl
11.70 (bs, 1H), 7.68 (d, 1H),








7.51 (d, 1H), 4.30 (t, 2H),








4.12 (t, 2H), 2.72 (t, 2H),








2.09 (s, 3H), 2.07 (quin,








2H), 1.88 (sex, 2H), 0.88 (t,








3H)


7-431
N
nPr
Cl
OMe
Br
11.70 (bs, 1H), 7.82 (d, 1H),








7.45 (d, 1H), 4.30 (t, 2H),








3.87 (s, 3H), 1.88 (sex, 2H),








0.88 (t, 3H)


7-432
N
nPr
Cl
OEt
Br
11.69 (bs, 1H), 7.81 (d, 1H),








7.43 (d, 1H), 4.30 (t, 2H),








4.09 (q, 2H), 1.89 (sex, 2H),








1.42 (t, 3H), 0.88 (t, 3H)


7-433
N
nPr
Cl
O(CH2)2OMe
Br
11.70 (bs, 1H), 7.81 (d, 1H),








7.43 (d, 1H), 4.30 (t, 2H),








4.15-4.17 (m, 2H), 3.73-








3.75 (m, 2H), 3.34 (s, 3H),








1.88 (sex, 2H), 0.88 (t, 3H)


7-434
N
nPr
Cl
O(CH2)3OMe
Br
11.70 (bs, 1H), 7.81 (d, 1H),








7.44 (d, 1H), 4.30 (t, 2H),








4.08 (t, 2H), 3.56 (t, 2H),








3.27 (s, 3H), 2.04 (quin,








2H), 1.88 (sex, 2H), 0.88 (t,








3H)


7-435
N
nPr
Cl
OCH2(CO)NMe2
Br
11.72 (bs, 1H), 7.82 (d, 1H),








7.47 (d, 1H), 4.72 (s, 3H),








4.30 (t, 2H), 3.02 (s, 3H),








2.88 (s, 3H), 1.88 (sex, 2H),








0.88 (t, 3H)


7-436
N
nPr
Cl
1,4-dioxan-2- 
Br
11.70 (bs, 1H), 7.81 (d, 1H),






ylmethoxy

7.45 (d, 1H), 4.30 (t, 2H),








3.89-4.07 (m, 4H), 3.77-








3.80 (m, 1H), 3.60-3.70 (m,








2H), 3.48-3.56 (m, 2H), 1.88








(sex, 2H), 0.88 (t, 3H)


7-437
N
nPr
Br
O(CH2)3OMe
Br
11.68 (bs, 1H), 7.84 (d, 1H),








7.39 (d, 1H), 4.32 (t, 2H),








4.06 (t, 2H), 3.57 (t, 2H),








3.28 (s, 3H), 2.06 (quin,








2H), 1.89 (sex, 2H), 0.88 (t,








3H)


7-438
N
nPr
Br
O(CH2)2SMe
Br
11.69 (bs, 1H), 7.85 (d, 1H),








7.40 (d, 1H), 4.32 (t, 2H),








4.17 (t, 2H), 2.97 (t, 2H),








2.18 (s, 3H), 1.89 (sex, 2H),








0.89 (t, 3H)


7-439
N
nPr
Br
O(CH2)2SEt
Br
11.68 (bs, 1H), 7.85 (d, 1H),








7.40 (d, 1H), 4.32 (t, 2H),








4.14 (t, 2H), 3.00 (t, 2H),








2.64 (q, 2H), 1.89 (sex, 2H),








1.22 (t, 3H), 0.88 (t, 3H)


7-440
N
nPr
Br
O(CH2)3SMe
Br
11.70 (bs, 1H), 7.84 (d, 1H),








7.40 (d, 1H), 4.32 (t, 2H),








4.09 (t, 2H), 2.73 (t, 2H),








2.09 (s, 3H), 2.09 (quin,








2H), 1.89 (sex, 2H), 0.88 (t,








3H)


7-441
N
n-Pr
F
SOEt
Cl



7-442
N
n-Pr
F
SO2Et
Cl



7-443
N
n-Pr
F
SEt
CF3



7-444
N
n-Pr
F
SOEt
CF3



7-445
N
n-Pr
F
SO2Et
CF3



7-446
N
n-Pr
Cl
SCH2c-Pr
Cl



7-447
N
n-Pr
Cl
SOCH2c-Pr
Cl



7-448
N
n-Pr
Cl
SO2CH2c-Pr
Cl



7-449
N
nPr
Cl
O(CH2)2Cl
SO2Me
11.40 (bs, 1H), 8.03 (d, 1H),








7.61 (d, 1H), 4.58 (t, 2H),








4.45 (t, 2H), 3.98 (t, 2H),








2.02 (sex, 2H), 0.99 (t, 3H)


7-450
N
nPr
Cl
O(CH2)2Cl
SO2Et
11.45 (bs, 1H), 8.01 (d, 1H),








7.61 (d, 1H), 4.57 (t, 2H),








4.45 (t, 2H), 3.96 (t, 2H),








3.51 (q, 2H), 2.01 (sex, 2H),








1.29 (t, 3H), 0.99 (t, 3H)


7-451
N
n-Pr
Cl
SO2Et
Me
10.15 (bs, 1H), 7.18 (d, 1H),








7.56 (d, 1H), 4.40 (t, 2H),








3.49 (q, 2H), 2.85 (s, 3H),








2.02 (sex, 2H), 1.38 (t, 3H),








1.00 (t, 3H)


7-452
N
n-Pr
Cl
SOEt
Me
7.61 (d, 1H), 7.52 (d, 1H),








4.39 (t, 2H), 3.26-3.33 (m,








1H), 3.08-3.17 (m, 1H), 2.75








(s, 3H), 2.01 (sex, 2H), 1.39








(t, 3H), 1.00 (t, 3H)


7-453
N
n-Pr
Cl
SO2Me
Me
10.10 (bs, 1H), 7.69 (d, 1H),








7.40 (d, 1H), 4.42 (t, 2H),








3.36 (s, 3H), 2.84 (s, 3H),








2.05 (sex, 2H), 0.99 (t, 3H)


7-454
N
n-Pr
Cl
SOMe
Me
10.60 (bs, 1H), 7.64 (d, 1H),








7.28 (d, 1H), 4.39 (t, 2H),








2.99 (s, 3H), 2.73 (s, 3H),








2.01 (sex, 2H), 0.99 (t, 3H)
















TABLE 8







Compounds of the formula (I) according to the invention in which A


represents N








 

















Physical data


No.
B
R
X
Z
(1H-NMR, DMSO-d6, 400 MHz)





8-1
CH
Me
Cl
Cl



8-2
N
Me
Cl
Cl



8-3
CH
Me
Me
Cl



8-4
N
Me
Me
Cl
8.09 (d, 1H), 7.37 (d, 1H), 4.10







(s, 3H), 2.79 (s, 3H)


8-5
CH
Me
Cl
SMe



8-6
N
Me
Cl
SMe
11.83 (brs, 1H), 8.05 (d, 1H), 7.51







(d, 1H), 3.98 (s, 3H), 2.57 (s, 3H)


8-7
CH
Me
Me
SO2Me



8-8
N
Me
Me
SO2Me



8-9
CH
Me
Cl
CF3
8.33 (d, 1H), 7.83 (s, 1H), 7.70







d, 1H), 3.84 (s, 3H)


8-10
N
Me
Cl
CF3
8.41 (d, 1H), 7.83 (d, 1H), 4.13







(s, 3H)


8-11
CH
Ph
Cl
CF3



8-12
N
Ph
Cl
CF3
8.38 (d, 1H), 8.12 (d, 1H), 7.73-







7.49 (m, 5H)


8-13
N
CH2(CO)Me
Cl
CF3



8-14
N
benzoyl
Cl
CF3



8-15
N
allyl
Cl
CF3



8-16
N
4-Cl-benzyl
Cl
CF3



8-17
N
CH2CO2Et
Cl
CF3



8-18
CH
Me
Me
CF3



8-19
N
Me
Me
CF3
8.33 (d, 1H), 7.73 (d, 1H), 4.13







(s, 3H), 2.86 (s, 3H)


8-20
CH
Me
CH2OMe
CF3



8-21
N
Me
CH2OMe
CF3
8.50 (d, 1H), 7.86 (d, 1H), 4.93







(s, 2H), 4.10 (s, 3H), 3.60 (s, 3H)


8-22
CH
Me
CH2OC2H4OMe
CF3
3.12 (s, 3H), 3.52 (m, 2H), 3.82







(m, 2H), 3.88 (s, 3H), 4.98 (s, 2H),







7.82 (s, 1H), 7.83 (d, 1H), 8.45







(d, 1H)


8-23
N
Me
CH2OC2H4OMe
CF3
3.12 (s, 3H), 3.52 (m, 2H), 3.80







(m, 2H), 4.08 (s, 3H), 5.0 (s, 2H),







7.85 (d, 1H), 8.43 (d, 1H)


8-24
N
Me
CH2OEt
CF3
1.31 (t, 3H), 3.83 (q, 2H), 4.11







(s, 3H), 4.97 (s, 2H), 7.86 (d, 1H),







8.52 (d, 1H), 11.47 (s, 1H)


8-25
N
Me
CH2OiPr
CF3
1.32 (d, 6H), 4.00 (m, 1H), 4.08







(s, 3H), 4.98 (s, 2H), 7.85 (d, 1H),







8.54 (d, 1H), 11.64 (s, 1H)


8-26
N
Me
CH2OCH2cPr
CF3
0.24 (m, 2H), 0.53 (m, 2H), 1.09







(m, 1H), 3.55 (d, 2H), 4.10 (s, 3H),







5.00 (s, 2H), 7.84 (d, 1H), 8.50







(d, 1H), 11.52 (s, 1H)


8-27
N
Me
CH2OCH2CF3
CF3
3.96 (q, 2H), 4.11 (s, 3H), 5.14







(s, 2H), 7.88 (d, 1H), 8.44 (d, 1H),







11.11 (s, 1H)


8-28
N
Me
CH2OCH2CH═CH2
CF3
4.10 (s, 3H), 4.24 (d, 2H), 4.99







(s, 2H), 5.3 (dd, 2H), 5.93 (m, 1H),







7.85 (d, 1H), 8.48 (d, 1H), 11.23







(s, 1H)


8-29
N
Me
CH2OCH2CCH
CF3
2.38 (t, 1H), 4.12 (s, 3H), 4.33







(d, 2H), 5.06 (s, 2H), 7.85 (d, 1H),







8.41 (d, 1H), 10.93 (s, 1H)


8-30
N
Me
CH2SMe
CF3
2.00 (s, 3H), 4.15 (s, 3H), 4.19







(s, 2H), 7.78 (d, 1H), 8.41 (d, 1H),







11.60 (s, 1H)


8-31
N
Me
CH2SO2Me
CF3
2.96 (s, 3H), 3.87 (s, 3H), 5.45







(s, 2H), 7.72 (d, 1H), 8.91 (d, 1H)


8-32
N
Me
CH2SEt
CF3
1.40 (t, 3H), 2.40 (q, 2H), 3.97







(s, 3H), 4.19 (s, 2H), 7.71 (d, 1H),







8.41 (d, 1H)


8-33
N
Me
CH2SO2Et
CF3
1.37 (t, 3H), 3.03 (q, 2H), 3.95







(s, 3H), 5.36 (s, 2H), 7.70 (d, 1H),







8.92 (d, 1H)


8-34
N
Me
Br
CF3
12.07 (brs, 1H), 8.49 (d, 1H), 8.20







(d, 1H), 4.05 (s, 3H)


8-35
N
Me
SMe
CF3
8.39 (d, 1H), 7.65 (d, 1H), 3.82







(s, 3H), 2.40 (s, 3H)


8-36
N
Me
SOMe
CF3
8.67 (d, 1H), 8.24 (d, 1H), 3.99







(s, 3H), 2.89 (s, 3H)


8-37
N
Me
SO2Me
CF3
8.73 (d, 1H), 8.49 (d, 1H), 4.06







(s, 3H), 3.42 (s, 3H)


8-38
N
Me
F
F
11.72 (brs, 1H), 8.59 (q, 1H), 7.71







(dd, 1H), 3.97 (s, 3H)


8-39
N
Me
SMe
Cl
11.79 (brs, 1H), 8.22 (d, 1H), 7.46







(d, 1H), 3.95 (s, 3H), 2.47 (s, 3H)


8-40
N
Me
SO2Me
Cl
8.44 (d, 1H), 8.07 (d, 1H), 4.02







(s, 3H), 3.38 (s, 3H)


8-41
N
Me
Cl
SO2Me
12.09 (brs, 1H), 8.59 (d, 1H), 8.24







(d, 1H), 4.02 (s, 3H), 3.38 (s, 3H)


8-42
N
Me
SMe
SMe



8-43
N
Me
SO2Me
SO2Me
12.11 (brs, 1H), 8.75 (d, 1H), 8.51







(d, 1H), 4.05 (s, 3H), 3.47 (s, 6H)


8-44
N
Et
Me
CF3
8.35 (d, 1H), 7.73 (d, 1H), 4.47







(q, 2H), 2.86 (s, 3H), 1.64 (t, 3H)


8-45
N
Et
CH2OMe
CF3
1.63 (t, 3H), 3.58 (s, 3H), 4.44







(q, 2H), 4.94 (s, 2H), 7.86 (d, 1H),







8.49 (d, 1H), 11.09 (s, 1H)


8-46
N
Et
CH2OEt
CF3
1.31 (t, 3H), 3.83 (q, 2H), 4.11







(s, 3H), 4.97 (s, 2H), 7.85 (d, 1H),







8.50 (d, 1H), 11.37 (s, 1H)


8-47
N
Et
CH2OCH2cPr
CF3
0.24 (m, 2H), 0.54 (m, 2H), 1.11







(m, 1H), 1.62 (t, 3H), 3.59 (d, 2H),







4.44 (q, 2H), 5.00 (s, 2H), 7.85







(d, 1H), 8.53 (d, 1H), 11.41 (s, 1H)


8-48
N
Et
CH2OCH2CF3
CF3
1.51 (t, 3H), 3.89 (q, 2H), 4.32







(q, 2H), 5.18 (s, 2H), 7.66 (d, 1H),







8.44 (d, 1H)


8-49
N
Et
CH2OC3H6OMe
CF3
1.63 (t, 3H), 1.91 (m, 2H), 3.12







(s, 3H), 3.42 (m, 2H), 3.84 (m, 2H),







4.43 (q, 2H), 4.95 (s, 2H), 7.85







(d, 1H), 8.48 (d, 1H), 11.12 (s, 1H)


8-50
N
Et
CH2OCH2CH═CH2
CF3
1.62 (t, 3H), 4.24 (d, 2H), 4.43







(q, 2H), 4.99 (s, 2H), 5.3 (dd, 2H),







5.93 (m, 1H), 7.85 (d, 1H), 8.48







(d, 1H), 11.13 (s, 1H)


8-51
N
Et
CH2OCH2CCH
CF3
1.63 (t, 3H), 2.39 (t, 1H), 4.35







(d, 2H), 4.44 (q, 2H), 5.06 (s, 2H),







7.85 (d, 1H), 8.43 (d, 1H), 10.75







(s, 1H)


8-52
N
CH2(CO)Me
Cl
CF3
12.11 (s, 1H), 8.47 (d, 1H), 8.18







(d, 1H), 5.59 (s, 2H), 2.26 (s, 3H)


8-53
N
4-Cl-benzyl
Cl
CF3
12.08 (s, 1H), 8.48 (d, 1H), 8.18







(d, 1H), 7.48 (d, 2H), 7.34 (d, 2H),







5.65 (s, 2H)


8-54
N
CH2CO2Et
Cl
CF3
12.23 (s, 1H), 8.50 (d, 1H), 8.19







(d, 1H), 5.48 (s, 2H), 4.20 (q, 2H),







1.21 (t, 3H)


8-55
N
Et
Cl
CF3
8.36 (d, 1H), 7.82 (d, 1H), 4.48







(q, 2H), 1.64 (t, 3H)


8-56
N
Et
Br
CF3
11.97 (brs, 1H), 8.50 (d, 1H), 8.20







(d, 1H), 4.41 (q, 2H), 1.50 (t, 3H)


8-57
N
Et
F
F
11.61 (brs, 1H), 8.60 (q, 1H), 7.40







(dd, 1H), 4.33 (q, 2H), 1.45 (t, 3H)


8-58
N
Et
Me
Cl
8.10 (d, 1H), 7.42 (d, 1H), 4.22







(q, 2H), 2.63 (s, 3H), 1.39 (t, 3H)


8-59
N
nPr
Me
CF3
8.26 (d, 1H), 7.72 (d, 1H), 4.40







(t, 2H), 2.85 (s, 3H), 2.04 (m, 2H),







1.01 (t, 3H)


8-60
N
nPr
Cl
CF3
8.38 (d, 1H), 7.81 (d, 1H), 4.39







(t, 2H), 2.04 (m, 2H), 1.01 (t, 3H)


8-61
N
nPr
Me
Cl
7.60 (d, 1H), 7.26 (d, 1H), 4.39







(t, 2H), 2.52 (s, 3H), 1.98 (m, 2H),







0.98 (t, 3H)


8-62
N
nPr
CH2OMe
CF3
0.99 (t, 3H), 2.03 (q, 2H), 3.56







(s, 3H), 4.36 (t, 2H), 4.94 (s, 2H),







7.86 (d, 1H), 8.48 (d, 1H), 11.17







(s, 1H)


8-63
N
nPr
CH2OEt
CF3
1.00 (t, 3H), 1.29 (t, 3H), 2.03







(m, 2H), 3.80 (q, 2H), 4.37 (q, 2H),







4.97 (s, 2H), 7.85 (d, 1H), 8.50







(d, 1H), 11.36 (s, 1H)


8-64
N
nPr
CH2OCH2CF3
CF3
0.99 (t, 3H), 2.03 (m, 2H), 3.94







(q, 2H), 4.37 (t, 2H), 5.12 (s, 2H),







7.86 (d, 1H), 8.43 (d, 1H), 11.30







(s, 1H)


8-65
N
nPr
CH2OCH2CCH
CF3
0.96 (t, 3H), 1.92 (m, 2H), 2.32







(t, 1H), 4.16 (d, 2H), 4.25 (t, 2H),







5.14 (s, 2H), 7.65 (d, 1H), 8.40







(d, 1H)


8-66
N
nPr
CH2OCH2CH═CH2
CF3
0.99 (t, 3H), 2.03 (m, 2H), 4.24







(d, 2H), 4.35 (t, 2H), 4.98 (s, 2H),







5.3 (dd, 2H), 5.93 (m, 1H), 7.85







(d, 1H), 8.49 (d, 1H), 11.11 (s, 1H)


8-67
N
nPr
CH2(3-methyl-2-
CF3
2.55 (s, 3H), 3.19 (m, 4H), 3.87





oxoimidazolidin-1-

(s, 3H), 4.64 (s, 2H), 7.62 (d, 1H),





yl)

8.01 (d, 1H), 13.3 (s, 1H)


8-68
N
Me
iPr
CF3



8-69
N
Me
CH2 (3-methyl-2-
CF3
2.55 (s, 3H), 3.19 (m, 4H), 3.87





oxoimidazolidin-1-

(s, 3H), 4.64 (s, 2H), 7.62 (d, 1H),





yl)

8.01 (d, 1H), 13.3 (br, s, 1H)


8-70
CH
Me
CH2(3-methyl-2-
CF3






oxoimidazolidin-1-







yl)




8-71
CH
M e
CH2OC3H6OMe
CF3
1.89 (m, 2H), 3.14 (s, 3H), 3.40







(t, 2H), 3.78 (t, 2H), 3.88 (s, 3H),







3.95 (s, 2H), 7.80 (s, 1H), 7.80







(d, 1H), 8.45 (d, 1H), 10.7 (br,







s, 1H)


8-72
N
Me
CH2OC3H6OMe
CF3



8-73
CH
Me
CH2SMe
CF3
2.06 (s, 3H), 3.89 (s, 3H), 4.25







(s, 2H), 7.63 (s, 1H), 7.63 (d, 1H),







8.32 (d, 1H), 10.5 (br, s, 1H


8-74
CH
Me
CH2CO2Me
CF3



8-75
N
Et
CH2OC2H4OMe
CF3



8-76
N
Me
Me
3-me-







1,2,4-







triazol-1-







yl



8-77
N
allyl
CH2OMe
CF3



8-78
N
Ph
Me
CF3
12.00 (s, 1H), 8.22 (d, 1H), 7.89







(d, 1H), 7.72-7.69 (m, 2H), 7.66-







7.59 (m, 3H), 2.44 (s, 3H)


8-79
N
nPr
CH2OC2H4OMe
CF3



8-80
N
allyl
CH2(1,1-
CF3
11.90 (s, 1H), 8.37 (d, 1H), 8.09





dioxoisothiazolidin-

(d, 1H), 6.08-6.02 (m, 1H), 5.33





2-yl)

(d, 1H), 5.27 (d, 1H), 4.51 (s, 2H),







3.26-3.21 (m, 4 H), 2.25-2.20







(m, 2H)


8-81
N
Me
CH2OMe
SO2Me



8-82
N
Me
CH2OC2H4OMe
SO2Me









B. Formulation Examples


    a) A dust is obtained by mixing 10 parts by weight of a compound of the formula (I) and/or a salt thereof and 90 parts by weight of talc as inert substance and comminuting the mixture in a hammer mill.
    b) A wettable powder which is readily dispersible in water is obtained by mixing 25 parts by weight of a compound of the formula (I) and/or a salt thereof, 64 parts by weight of kaolin-containing quartz as inert substance, 10 parts by weight of potassium lignosulfonate and 1 part by weight of sodium oleoylmethyltaurinate as wetting agent and dispersant, and grinding the mixture in a pinned-disk mill.
    c) A readily water-dispersible dispersion concentrate is obtained by mixing 20 parts by weight of a compound of the formula (I) and/or a salt thereof with 6 parts by weight of alkylphenol polyglycol ether (®Triton X 207), 3 parts by weight of isotridecanol polyglycol ether (8 EO) and 71 parts by weight of paraffinic mineral oil (boiling range for example about 255 to above 277° C.) and grinding the mixture in a ball mill to a fineness of below 5 microns.
    d) An emulsifiable concentrate is obtained from 15 parts by weight of a compound of the formula (I) and/or a salt thereof, 75 parts by weight of cyclohexanone as solvent and 10 parts by weight of oxethylated nonylphenol as emulsifier.
    e) Water-dispersible granules are obtained by mixing
    
        75 parts by weight of a compound of the formula (I) and/or a salt thereof,
        10 parts by weight of calcium lignosulfonate,
        5 parts by weight of sodium lauryl sulfate,
        3 parts by weight of polyvinyl alcohol and
        7 parts by weight of kaolin,
        grinding the mixture in a pinned-disk mill, and granulating the powder in a fluidized bed by spraying on water as granulating liquid.
    
    
    f) Water-dispersible granules are also obtained by homogenizing and precomminuting, in a colloid mill,
    
        25 parts by weight of a compound of the formula (I) and/or a salt thereof,
        5 parts by weight of sodium 2,2′-dinaphthylmethane-6,6′-disulfonate,
        2 parts by weight of sodium oleoylmethyltaurinate,
        1 part by weight of polyvinyl alcohol,
        17 parts by weight of calcium carbonate and
        50 parts by weight of water,
        subsequently grinding the mixture in a bead mill and atomizing and drying the resulting suspension in a spray tower by means of a single-substance nozzle.
    
    


C. Biological Examples
1. Pre-Emergence Herbicidal Action Against Harmful Plants
Seeds of monocotyledonous or dicotyledonous weed plants or crop plants are planted in wood-fiber pots in sandy loam and covered with soil. The compounds according to the invention, formulated in the form of wettable powders (WP) or emulsion concentrates (EC), are then applied as aqueous suspension or emulsion at a water application rate of 600 to 800 l/ha (converted) with the addition of 0.2% of wetting agent to the surface of the covering soil. After the treatment, the pots are placed in a greenhouse and kept under good growth conditions for the test plants. The visual assessment of the damage to the test plants is carried out after a trial period of 3 weeks by comparison with untreated controls (herbicidal activity in percent (%): 100% activity=the plants have died, 0% activity=like control plants). Here, for example, the compounds Nos. 1-124, 1-148, 1-149, 1-205, 1-229, 1-247, 1-249, 1-258, 1-279, 1-286, 1-503, 1-556, 2-148, 4-8, 4-9, 4-10, 4-26, 4-124, 4-138, 4-144, 4-221, 4-260, 4-410, 4-450, 4-501, 4-652, 4-686, 4-718, 5-122, 5-156, 5-164, 5-210, 5-276, 5-432, 5-510, 5-597, 5-676, 7-17, 7-30, 7-37, 7-124, 7-180, 7-218, 7-318, 7-732, 8-2, 8-10, 8-34 and 8-79 each show, at an application rate of 80 g/ha, an activity of at least 80% against Echinocloa crus galli and Veronica persica. The compounds Nos. 1-124, 1-148, 1-149, 1-205, 1-249, 1-258, 1-260, 1-536, 1-549, 1-550, 1-556, 2-148, 4-9, 4-10, 4-13, 4-80, 4-125, 4-144, 4-193, 4-219, 4-260, 4-287, 4-411, 4-460, 4-532, 4-632, 4-664, 4-769, 4-874, 4-902, 5-119, 5-121, 5-166, 5-231, 5-281, 5-423, 5-456, 5-636, 5-636, 5-636, 5-713, 5-800, 6-148, 6-149, 6-189, 6-475, 7-24, 7-30, 7-37, 7-55, 7-106, 7-173, 7-299, 7-329, 7-413, 8-4, 8-10, 8-34, 8-66, 8-77 and 8-79 each show, at an application rate of 80 g/ha, an activity of at least 80% against Abutilon theophrasti and Amaranthus retroflexus. The compounds Nos. 1-124, 1-148, 1-205, 1-249, 1-258, 1-267, 1-286, 1-536, 1-555, 2-148, 4-8, 4-25, 4-108, 4-125, 4-144, 4-148, 4-198, 4-260, 4-314, 4-411, 4-467, 4-538, 4-718, 4-892, 5-124, 5-166, 5-242, 5-392, 5-414, 5-598, 5-614, 5-728, 6-148, 6-149, 6-189, 7-24, 7-30, 7-37, 7-179, 7-213, 7-310, 7-411, 8-10, 8-24, 8-75, 8-79 and 8-80 each show, at an application rate of 80 g/ha, an activity of at least 80% against Matricaria inodora and Veronica persica.
2. Post-Emergence Herbicidal Action Against Harmful Plants
Seeds of monocotyledonous and dicotyledonous weed and crop plants are placed in sandy loam in wood-fiber pots, covered with soil and cultivated in a greenhouse under good growth conditions. 2 to 3 weeks after sowing, the test plants are treated at the one-leaf stage. The compounds according to the invention, formulated in the form of wettable powders (WP) or emulsion concentrates (EC), are then sprayed as aqueous suspension or emulsion at a water application rate of 600 to 800 l/ha (converted) with the addition of 0.2% of wetting agent onto the green parts of the plants. After the test plants have been kept in the greenhouse under optimum growth conditions for about 3 weeks, the activity of the preparations is rated visually in comparison to untreated controls (herbicidal activity in percent (%): 100% activity=the plants have died, 0% activity=like control plants). Here, for example, the compounds Nos. 1-16, 1-148, 1-188, 1-205, 1-249, 1-258, 1-267, 1-313, 1-315, 1-468, 1-504, 1-602, 2-148, 4-10, 4-96, 4-119, 4-144, 4-148, 4-260, 4-315, 4-414, 4-504, 4-604, 4-712, 4-839, 4-900, 5-67, 5-150, 5-203, 5-383, 5-413, 5-532, 5-653, 5-712, 5-802, 6-149, 6-238, 6-475, 7-30, 7-100, 7-216, 7-325, 7-411, 8-9, 8-10, 8-55, 8-64, 8-79 and 8-79 each show, at an application rate of 80 g/ha, an activity of at least 80% against Amaranthus retroflexus and Viola tricolor. The compounds Nos. 1-16, 1-148, 1-188, 1-249, 1-258, 1-267, 1-272, 1-313, 1-468, 1-537, 1-605, 2-148, 4-10, 4-96, 4-119, 4-144, 4-148, 4-260, 4-365, 4-414, 4-534, 4-623, 4-719, 4-839, 4-900, 5-31, 5-122, 5-206, 5-386, 5-437, 5-586, 5-629, 5-716, 5-802, 6-148, 6-149, 6-189, 6-238, 6-294, 6-475, 7-30, 7-37, 7-127, 7-215, 7-321, 7-412, 8-9, 8-10, 8-22, 8-46, 8-59, 8-69, 8-77 and 8-79 each show, at an application rate of 80 g/ha, an activity of at least 80% against Abutilon theophrasti and Veronica persica.

## Claims

1. A herbicidal compound comprising an N-(tetrazol-4-yl)- or N-(triazol-3-yl)arylcarboxamide of formula (I) and/or a salt thereof



in which
A represents N or CY,
B represents N or CH,
X represents nitro, halogen, cyano, formyl, thiocyanato, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C2-C6)-alkenyl, halo-(C2-C6)-alkenyl, (C2-C6)-alkynyl, halo-(C3-C6)-alkynyl, (C3-C6)-cycloalkyl, halo-(C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, halo-(C3-C6)-cycloalkyl-(C1-C6)-alkyl, COR1, COOR1, OCOOR1, NR1COOR1, C(O)N(R1)2, NR1C(O)N(R1)2, OC(O)N(R1)2, C(O)NR1OR1, OR1, OCOR1, OSO2R2, S(O)nR2, SO2OR1, SO2N(R1)2, NR1SO2R2, NR1COR1, (C1-C6)-alkyl-S(O)nR2, (C1-C6)-alkyl-OR1, (C1-C6)-alkyl-OCOR1, (C1-C6)-alkyl-OSO2R2, (C1-C6)-alkyl-CO2R1, (C1-C6)-alkyl-SO2OR1, (C1-C6)-alkyl-CON(R1)2, (C1-C6)-alkyl-SO2N(R1)2, (C1-C6)-alkyl-NR1COR1, (C1-C6)-alkyl-NR1SO2R2, NR1R2, P(O)(OR5)2, CH2P(O)(OR5)2, (C1-C6)-alkyl-heteroaryl or, (C1-C6)-alkyl-heterocyclyl, where the two last-mentioned radicals are each substituted by s radicals halogen, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, S(O)n—(C1-C6)-alkyl, (C1-C6)-alkoxy, halo-(C1-C6)-alkoxy, and where heterocyclyl carries 0 to 2 oxo groups,
Y represents hydrogen, nitro, halogen, cyano, thiocyanato, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C2-C6)-alkenyl, halo-(C2-C6)-alkenyl, (C2-C6)-alkenyl, halo-(C2-C6)-alkenyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, halo-(C3-C6)-cycloalkyl, (C3-C6)cycloalkyl-(C1-C6)-alkyl, halo-(C3-C6)-alkyl, COR1, COOR1, OCOOR1, NR1COOR1, C(O)N(R1)2, NR1C(O)N(R1)2, OC(O)N(R1)2, CO(NOR1)R1, NR1SO2R2, NR1COR1, OR1, OSO2R2, SO2OR1, (C1-C6)-alkyl-S(O)nR2, (C1-C6)-alkyl-OR1, (C1-C6)-alkyl-OCOR1, (C1-C6)-alkyl-OSO2R2, (C1-C6)-alkyl-CO2R1, (C1-C6)-alkyl-CN, (C1-C6)-alkyl-SO2OR1, (C1-C6)-alkyl-CON(R1)2, (C1-C6)-alkyl-SO2N(R1)2, (C1-C6)-alkyl-NR1COR1, (C1-C6)-alkyl-NR1SO2R2, N(R1)2, P(O)(OR5)2, CH2P(O)(OR5)2, (C1-C6)-alkyl-phenyl, (C1-C6)-alkyl-heteroaryl, (C1-C6)-alkyl-heterocyclyl, phenyl, heteroaryl or heterocyclyl, where the 6 last-mentioned radicals are each substituted radicals from the group consisting of halogen, nitro, cyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, S(O)n—(C1-C6)-alkyl, (C1-C6)-alkoxy, halo-(C1-C6)-alkoxy, (C1-C6)-alkoxy-(C1-C4)-alkyl and cyanomethyl, and where heterocyclyl carries 0 to 2 oxo groups,
Z represents halogen, cyano, thiocyanato, halo-(C1-C6)-alkyl, (C2-C6)-alkenyl, halo-(C2-C6)-alkenyl, (C2-C6)-alkynyl, halo-(C2-C6)-alkynyl, (C3-C6)-cycloalkyl, halo-(C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, halo-(C3-C6)-cycloalkyl-(C1-C6)-alkyl, COR1, COOR1, OCOOR1, NR1COOR1, C(O)N(R1)2, NR1C(O)N(R1)2, OC(O)N(R1)2, C(O)NR1OR1, OSO2R2, S(O)nR2, SO2OR1, SO2N(R1)2, NR1SO2R2, NR1COR1, (C1-C6)-alkyl-S(O)nR2, (C1-C6)-alkyl-OR1, (C1-C6)-alkyl-OCOR1, (C1-C6)-alkyl-OSO2R2, (C1-C6)-alkyl-CO2R1, (C1-C6)-alkyl-SO2OR1, (C1-C6)-alkyl-CON(R1)2, (C1-C6)-alkyl-SO2N(R1)2, (C1-C6)-alkyl-NR1COR1, (C1-C6)-alkyl-NR1SO2R2, N(R1)2, P(O)(OR5)2, heteroaryl, heterocyclyl or phenyl, where the three last-mentioned radicals are each substituted by s radicals from the group consisting of halogen, nitro, cyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, S(O)n—(C1-C6)-alkyl or, (C1-C6)-alkoxy and halo-(C1-C6)-alkoxy, and where heterocyclyl carries 0 to 2 oxo groups,
R represents (C1-C6)-alkyl, (C3-C7)-cycloalkyl, halo-(C1-C6)-alkyl, (C2-C6)-alkenyl, halo-(C2-C6)-alkenyl, (C2-C6)-alkynyl, halo-(C2-C6)-alkynyl, CH2R6, heteroaryl, heterocyclyl or phenyl, where the three last-mentioned radicals are each substituted by s radicals from the group consisting of halogen, nitro, cyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, S(O)n—(C1-C6)-alkyl, (C1-C6)-alkoxy, halo-(C1-C6)-alkoxy, (C1-C6)-alkoxy-(C1-C4)-alkyl,
R1 represents hydrogen, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, (C3-C6)-halocycloalkyl, (C1-C6)-alkyl-O—(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, phenyl, phenyl-(C1-C6)-alkyl, heteroaryl, (C1-C6)-alkyl-heteroaryl, heterocycl, (C1-C6)-alkyl-heterocyclyl, (C1-C6)-alkyl-O-heteroaryl, (C1-C6)-alkyl-O-heterocyclyl, (C1-C6)-alkyl-NR3-heteroaryl or, (C1-C6)-alkyl-NR3-heterocyclyl, where the 21 last-mentioned radicals are substituted by s radicals from the group consisting of cyano, halogen, nitro, thiocyanato, OR3, S(O)nR4, N(R3)2, NR3OR3, COR3, OCOR3, SCOR4, NR3COR3, NR3SO2R4, CO2R3, COSR4, CON(R3)2 and (C1-C4)-alkoxy-(C2-C6)-alkoxycarbonyl, and where heterocyclyl carries 0 to 2 oxo groups,
R2 represents (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, (C3-C6)-halocycloalkyl, (C1-C6)-alkyl-O—(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, phenyl, phenyl-(C1-C6)-alkyl, heteroaryl, (C1-C6)-alkyl-heteroaryl, heterocyclyl, (C1-C6)-alkyl-heterocyclyl, (C1-C6)-alkyl-O-heteroaryl, (C1-C6)-alkyl-O-heterocyclyl, (C1-C6)-alkyl-NR3-heteroaryl or, (C1-C6)-alkyl-NR3-heterocyclyl, where the 21 last-mentioned radicals are substituted by s radicals from the group consisting of cyano, halogen, nitro, thiocyanato, OR3, S(O)nR4, N(R3)2, NR3OR3, COR3, OCOR3, SCOR4, NR3COR3, NR3SO2R4, CO2R3, COSR4, CON(R3)2 and (C1-C4)-alkoxy-(C2-C6)-alkoxycarbonyl, and where heterocyclyl carries 0 to 2 oxo groups,
R3 represents hydrogen, (C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C3-C6)-cycloalkyl or (C3-C6)-cycloalkyl-(C1-C6)-alkyl,
R4 represents (C1-C6)-alkyl, (C2-C6)-alkenyl or (C2-C6)-alkynyl,
R5 represents methyl or ethyl,
R6 represents acetoxy, acetamido, N-methylacetamido, benzoyloxy, benzamido, N-methylbenzamido, methoxycarbonyl, ethoxycarbonyl, benzoyl, methylcarbonyl, piperidinylcarbonyl, morpholinylcarbonyl, trifluoromethylcarbonyl, aminocarbonyl, methylaminocarbonyl, dimethylaminocarbonyl, (C1-C6)-alkoxy or, (C3-C6)-cycloalkyl or represents heteroaryl, heterocyclyl or phenyl, each of which is substituted by s radicals from the group consisting of methyl, ethyl, methoxy, trifluoromethyl and halogen,
n represents 0, 1 or 2,
s represents 0, 1, 2 or 3,
with the proviso that X and Z both do not represent chlorine and B does not represent nitrogen if R represents n-propyl.

2. The herbicidal compound as claimed in claim 1 in which
A represents N or CY,
B represents N or CH,
X represents nitro, halogen, cyano, thiocyanato, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C2-C6)-alkenyl, halo-(C2-C6)-alkenyl, (C2-C6)-alkynyl, halo-(C3-C6)-alkynyl, (C3-C6)-cycloalkyl, halo-(C3-C6)-cycloalkyl, C1-C6)-alkyl-O—(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, halo-(C3-C6)-cycloalkyl-(C1-C6)-alkyl, COR1, OR1, OCOR1, OSO2R2, S(O)nR2, SO2OR1, SO2N(R1)2, NR1SO2R2, NR1COR1, (C1-C6)-alkyl-S(O)nR2, (C1-C6)-alkyl-OR1, (C1-C6)-alkyl-OCOR1, (C1-C6)-alkyl-OSO2R2, (C1-C6)-alkyl-CO2R1, (C1-C6)-alkyl-SO2OR1, (C1-C6)-alkyl-CON(R1)2, (C1-C6)-alkyl-SO2N(R1)2, (C1-C6)-alkyl-NR1COR1 or (C1-C6)-alkyl-NR1SO2R2, (C1-C6)-alkyl-heteroaryl or, (C1-C6)-alkyl-heterocyclyl, where the two last-mentioned radicals are each substituted by s radicals halogen, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, S(O)n—(C1-C6)-alkyl, (C1-C6)-alkoxy, halo-(C1-C6)-alkoxy, and where heterocyclyl carries 0 to 2 oxo groups,
Y represents hydrogen, nitro, halogen, cyano, thiocyanato, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C2-C6)-alkenyl, halo-(C2-C6)-alkenyl, (C2-C6)-alkynyl, halo-(C3-C6)-alkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, halo-(C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, halo-(C3-C6)-cycloalkyl-(C1-C6)-alkyl, COR1, OR1, COOR1, OSO2R2, SO2OR1, N(R1)2, NR1SO2R2, NR1COR1, (C1-C6)-alkyl-S(O)nR2, (C1-C6)-alkyl-OR1, (C1-C6)-alkyl-OCOR1, (C1-C6)-alkyl-OSO2R2, (C1-C6)-alkyl-CO2R1, (C1-C6)-alkyl-SO2OR1, (C1-C6)-alkyl-CON(R1)2, (C1-C6)-alkyl-SO2N(R1)2, (C1-C6)-alkyl-NR1COR1, (C1-C6)-alkyl-NR1SO2R2, (C1-C6)-alkyl-phenyl, (C1-C6)-alkyl-heteroaryl, (C1-C6)-alkyl-heterocyclyl, phenyl, heteroaryl or heterocyclyl, where the 6 last-mentioned radicals are each substituted by s radicals from the group consisting of halogen, nitro, cyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, S(O)n—(C1-C6)-alkyl, (C1-C6)-alkoxy, halo-(C1-C6)-alkoxy, (C1-C6)-alkoxy-(C1-C4)-alkyl and cyanomethyl, and where heterocyclyl carries 0 to 2 oxo groups,
Z represents halogen, cyano, thiocyanato, halo-(C1-C6)-alkyl, (C2-C6)-alkenyl, halo-(C2-C6)-alkenyl, (C2-C6)-alkynyl, halo-(C3-C6)-alkynyl, (C3-C6)-cycloalkyl, halo-(C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, halo-(C3-C6)-cycloalkyl-(C1-C6)-alkyl, COR1, COOR1, C(O)N(R1)2, C(O)NR1OR1, OSO2R2, S(O)nR2, SO2OR1, SO2N(R1)2, NR1SO2R2, NR1COR1, (C1-C6)-alkyl-S(O)nR2, (C1-C6)-alkyl-OR1, (C1-C6)-alkyl-OCOR1, (C1-C6)-alkyl-OSO2R2, (C1-C6)-alkyl-CO2R1, (C1-C6)-alkyl-SO2OR1, (C1-C6)-alkyl-CON(R1)2, (C1-C6)-alkyl-SO2N(R1)2, (C1-C6)-alkyl-NR1COR1, (C1-C6)-alkyl-NR1SO2R2, or 1,2,4-triazol-1-yl,
R represents (C1-C6)-alkyl, (C3-C7)-cycloalkyl, halo-(C1-C6)-alkyl, (C3-C7)-cycloalkylmethyl, methoxycarbonylmethyl, ethoxycarbonylmethyl, acetylmethyl, or methoxymethyl, or represents phenyl or benzyl which are substituted by s radicals from the group consisting of methyl, methoxy, trifluoromethyl and halogen,
R1 represents hydrogen, (C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C1-C6)-alkyl-O—(C1-C6)-alkyl, phenyl, phenyl-(C1-C6)-alkyl, heteroaryl, (C1-C6)-alkyl-heteroaryl, heterocyclyl, (C1-C6)-alkyl-heterocyclyl, (C1-C6)-alkyl-O-heteroaryl, (C1-C6)-alkyl-O-heterocyclyl, (C1-C6)-alkyl-NR3-heteroaryl or (C1-C6)-alkyl-NR3-heterocyclyl, where the 16 last-mentioned radicals are substituted by s radicals from the group consisting of cyano, halogen, nitro, OR3, S(O)nR4, N(R3)2, NR3OR3, COR3, OCOR3, NR3COR3, NR3SO2R4, CO2R3, CON(R3)2 and (C1-C4)-alkoxy-(C2-C6)-alkoxycarbonyl, and where heterocyclyl carries 0 to 2 oxo groups,
R2 represents (C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C1-C6)-alkyl-O—(C1-C6)-alkyl, phenyl, phenyl-(C1-C6)-alkyl, heteroaryl, (C1-C6)-alkyl-heteroaryl, heterocyclyl, (C1-C6)-alkyl-heterocyclyl, (C1-C6)-alkyl-O-heteroaryl, (C1-C6)-alkyl-O-heterocyclyl, (C1-C6)-alkyl-NR3-heteroaryl or (C1-C6)-alkyl-NR3-heterocyclyl, where these radicals are substituted by s radicals from the group consisting of cyano, halogen, nitro, OR3, S(O)nR4, N(R3)2, NR3OR3, NR3SO2R4, COR3, OCOR3, NR3COR3, CO2R3, CON(R3)2 and (C1-C4)-alkoxy-(C2-C6)-alkoxycarbonyl, and where heterocyclyl carries 0 to 2 oxo groups,
R3 represents hydrogen, (C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C3-C6)-cycloalkyl or (C3-C6)-cycloalkyl-(C1-C6)-alkyl,
R4 represents (C1-C6)-alkyl, (C2-C6)-alkenyl or (C2-C6)-alkynyl,
n represents 0, 1 or 2,
s represents 0, 1, 2 or 3.

3. The herbicidal compound as claimed in claim 1 in which
A represents N or CY,
B represents N or CH,
X represents nitro, halogen, cyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, OR1, S(O)nR2, (C1-C6)-alkyl-S(O)nR2, (C1-C6)-alkyl-OR1, (C1-C6)-alkyl-CON(R1)2, (C1-C6)-alkyl-SO2N(R1)2, (C1-C6)-alkyl-NR1COR1, (C1-C1)-alkyl-NR1SO2R2 or, (C1-C6)-alkyl-heteroaryl, (C1-C6)-alkyl-heterocyclyl, where the two last-mentioned radicals are each substituted by s radicals halogen, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, S(O)n—(C1-C6)-alkyl, (C1-C6)-alkoxy, halo-(C1-C6)-alkoxy, and where heterocyclyl carries 0 to 2 oxo groups,
Y represents hydrogen, nitro, halogen, cyano, (C1-C6)-alkyl, (C1-C6)-haloalkyl, OR1, N(R1)2, NR1SO2R2, NR1COR1, (C1-C6)-alkyl-S(O)nR2, (C1-C6)-alkyl-OR1, (C1-C6)-alkyl-CON(R1)2, (C1-C6)-alkyl-SO2N(R1)2, (C1-C6)-alkyl-NR1COR1, (C1-C6)-alkyl-NR1SO2R2, (C1-C6)-alkyl-phenyl, (C1-C6)-alkyl-heteroaryl, (C1-C6)-alkyl-heterocyclyl, phenyl, heteroaryl or heterocyclyl, where the 6 last-mentioned radicals are each substituted by s radicals from the group consisting of halogen, nitro, cyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, S(O)n—(C1-C6)-alkyl, (C1-C6)-alkoxy, halo-(C1-C6)-alkoxy, (C1-C6)-alkoxy-(C1-C4)-alkyl and cyanomethyl, and where heterocyclyl carries 0 to 2 oxo groups,
Z represents halogen, cyano, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, S(O)nR2, or 1,2,4-triazol-1-yl,
R represents (C1-C6)-alkyl, (C3-C7)-cycloalkyl, halo-(C1-C6)-alkyl, (C3-C7)-cycloalkylmethyl, methoxycarbonylmethyl, ethoxycarbonylmethyl, acetylmethyl or methoxymethyl, or represents phenyl which is substituted by s radicals from the group consisting of methyl, methoxy, trifluoromethyl and halogen;
R1 represents hydrogen, (C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C1-C6)-alkyl-O—(C1-C6)-alkyl, phenyl, phenyl-(C1-C6)-alkyl, heteroaryl, (C1-C6)-alkyl-heteroaryl, heterocyclyl, (C1-C6)-alkyl-heterocyclyl, (C1-C6)-alkyl-O-heteroaryl, (C1-C6)-alkyl-O-heterocyclyl, (C1-C6)-alkyl-NR3-heteroaryl or (C1-C6)-alkyl-NR3-heterocyclyl, where the 16 last-mentioned radicals are substituted by s radicals from the group consisting of cyano, halogen, nitro, OR3, S(O)nR4, N(R3)2, NR3OR3, COR3, OCOR3, NR3COR3, NR3SO2R4, CO2R3, CON(R3)2 and (C1-C4)-alkoxy-(C2-C6)-alkoxycarbonyl, and where heterocyclyl carries 0 to 2 oxo groups,
R2 represents (C1-C6)-alkyl, (C3-C6)-cycloalkyl or (C3-C6)-cycloalkyl-(C1-C6)-alkyl, where the three radicals mentioned above are each substituted by s radicals from the group consisting of halogen and OR3,
R3 represents hydrogen or (C1-C6)-alkyl,
R4 represents (C1-C6)-alkyl,
n represents 0, 1 or 2,
s represents 0, 1, 2 or 3.

4. The herbicidal compound as claimed in claim 1, in which
Z represents cyano, thiocyanato, halo-(C1-C6)-alkyl, (C2-C6)-alkenyl, halo-(C2-C6)-alkenyl, (C2-C6)-alkynyl, halo-(C2-C6)-alkynyl, (C3-C6)-cycloalkyl, halo-(C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, halo-(C3-C6)-cycloalkyl-(C1-C6)-alkyl, COR1, COOR1, OCOOR1, NR1COOR1, C(O)N(R1)2, NR1C(O)N(R1)2, OC(O)N(R1)2, C(O)NR1OR1, OSO2R2, S(O)nR2, SO2OR1, SO2N(R1)2, NR1SO2R2, NR1COR1, (C1-C6)-alkyl-S(O)nR2, (C1-C6)-alkyl-OR1, (C1-C6)-alkyl-OCOR1, (C1-C6)-alkyl-OSO2R2, (C1-C6)-alkyl-CO2R1, (C1-C6)-alkyl-SO2OR1, (C1-C6)-alkyl-CON(R1)2, (C1-C6)-alkyl-SO2N(R1)2, (C1-C6)-alkyl-NR1COR1, (C1-C6)-alkyl-NR1SO2R2, N(R1)2, P(O)(OR5)2, heteroaryl, heterocyclyl or phenyl, where the three last-mentioned radicals are each substituted by s radicals from the group consisting of halogen, nitro, cyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, S(O)n—(C1-C6)-alkyl, or (C1-C6)-alkoxy and halo-(C1-C6)-alkoxy, and where heterocyclyl carries 0 to 2 oxo groups.

5. A herbicidal compound comprising
an N-(tetrazol-4-yl)- or N-(triazol-3-yl)arylcarboxamide of formula (I) and/or a salt thereof




in which
A represents N or CY,
B represents N or CH,
X represents nitro, halogen, cyano, formyl, thiocyanato, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C2-C6)-alkenyl, halo-(C2-C6)-alkenyl, (C2-C6)-alkenyl, halo-(C3-C6)-alkenyl, (C3-C6)-cycloalkyl, halo-(C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, halo-(C3-C6)-cycloalkyl-(C1-C6)-alkyl, COR1, COOR1, OCOOR1, NR1COOR1, C(O)N(R1)2, NR1C(O)N(R1)2, OC(O)N(R1)2, C(O)NR1OR1, OR1, OCOR1, OSO2R2, S(O)nR2, SO2OR1, SO2N(R1)2, NR1SO2R2, NR1COR1, (C1-C6)-alkyl-S(O)nR2, (C1-C6)-alkyl-OR1, (C1-C6)-alkyl-OCOR1, (C1-C6)-alkyl-OSO2R2, (C1-C6)-alkyl-CO2R1, (C1-C6)-alkyl-SO2OR1, (C1-C6)-alkyl-CON(R1)2, (C1-C6)-alkyl-SO2N(R1)2, (C1-C6)-alkyl-NR1COR1, (C1-C6)-alkyl-NR1SO2R2, NR1R2, P(O)(OR5)2, CH2P(O)(OR5)2, (C1-C6)-alkyl-heteroaryl or, (C1-C6)-alkyl-heterocyclyl, where the two last-mentioned radicals are each substituted by s radicals halogen, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, S(O)n—(C1-C6)-alkyl, (C1-C6)-alkoxy, halo-(C1-C6)-alkoxy, and where heterocyclyl carries 0 to 2 oxo groups,
Y represents hydrogen, nitro, halogen, cyano, thiocyanato, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C2-C6)-alkenyl, halo-(C2-C6)-alkenyl, (C2-C6)-alkenyl, halo-(C2-C6)-alkenyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, halo-(C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, halo-(C3-C6)-cycloalkyl-(C1-C6)-alkyl, COR1, COOR1, OCOOR1, NR1COOR1, C(O)N(R1)2, NR1C(O)N(R1)2, OC(O)N(R1)2, CO(NOR1)R1, NR1SO2R2, NR1COR1, OR1, OSO2R2, S(O)nR2, SO2OR1, SO2N(R1)2(C1-C6)-alkyl-S(O)nR2, (C1-C6)-alkyl-OR1, (C1-C6)-alkyl-OCOR1, (C1-C6)-alkyl-OSO2R2, (C1-C6)-alkyl-CO2R1, (C1-C6)—CN, (C1-C6)-alkyl-SO2OR1, (C1-C6)-alkyl-CON(R1)2, (C1-C6)-alkyl-SO2N(R1)2, (C1-C6)-alkyl-NR1COR1, (C1-C6)-alkyl-NR1SO2R2, N(R1)2, P(O)(OR5)2, CH2P(O)(OR5)2, (C1-C6)-alkyl-phenyl, (C1-C6)-alkyl-heteroaryl, (C1-C6)-alkyl-heterocyclyl, phenyl, heteroaryl or heterocyclyl, where the 6 last-mentioned radicals are each substituted by s radicals from the group consisting of halogen, nitro, cyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, S(O)n—(C1-C6)-alkyl, (C1-C6)-alkoxy, halo-(C1-C6)-alkoxy, (C1-C6)-alkoxy-(C1-C4)-alkyl and cyanomethyl, and where heterocyclyl carries 0 to 2 oxo groups,
Z represents halogen, cyano, thiocyanato, halo-(C1-C6)-alkyl, (C2-C6)-alkenyl, halo-(C2-C6)-alkenyl, (C2-C6)-alkynyl, halo-(C2-C6)-alkynyl, (C3-C6)-cycloalkyl, halo-(C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, halo-(C3-C6)-cycloalkyl-(C1-C6)-alkyl, COR1, COOR1, OCOOR1, NR1COOR1, C(O)N(R1)2, NR1C(O)N(R1)2, OC(O)N(R1)2, C(O)NR1OR1, OSO2R2, S(O)nR2, SO2OR1, SO2N(R1)2, NR1SO2R2, NR1COR1, (C1-C6)-alkyl-S(O)nR2, (C1-C6)-alkyl-OR1, (C1-C6)-alkyl-OCOR1, (C1-C6)-alkyl-OSO2R2, (C1-C6)-alkyl-CO2R1, (C1-C6)-alkyl-SO2OR1, (C1-C6)-alkyl-CON(R1)2, (C1-C6)-alkyl-SO2N(R1)2, (C1-C6)-alkyl-NR1COR1, (C1-C6)-alkyl-NR1SO2R2, N(R1)2, P(O)(OR5)2, heteroaryl, heterocyclyl or phenyl, where the three last-mentioned radicals are each substituted by s radicals from the group consisting of halogen, nitro, cyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, S(O)n—(C1-C6)-alkyl, (C1-C6)-alkoxy and halo-(C1-C6)-alkoxy, and where heterocyclyl carries 0 to 2 oxo groups, or Z may also represent hydrogen, (C1-C6)-alkyl or (C1-C6)-alkoxy if Y represents the radical S(O)nR2,
R represents (C3-C7)-cycloalkyl, halo-(C1-C6)-alkyl, (C2-C6)-alkenyl, halo-(C2-C6)-alkenyl, (C2-C6)-alkynyl, halo-(C2-C6)-alkynyl, CH2R6, heteroaryl, heterocyclyl or phenyl, where the three last-mentioned radicals are each substituted by s radicals from the group consisting of halogen, nitro, cyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, S(O)n—(C1-C6)-alkyl, (C1-C6)-alkoxy, halo-(C1-C6)-alkoxy, (C1-C6)-alkoxy-(C1-C4)-alkyl,
R1 represents hydrogen, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, (C3-C6)-halocycloalkyl, (C1-C6)-alkyl-O—(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, phenyl, phenyl-(C1-C6)-alkyl, heteroaryl, (C1-C6)-alkyl-heteroaryl, heterocycl, (C1-C6)-alkyl-heterocyclyl, (C1-C6)-alkyl-O-heteroaryl, (C1-C6)-alkyl-O-heterocyclyl, (C1-C6)-alkyl-NR3-heteroaryl or, (C1-C6)-alkyl-NR3-heterocyclyl, where the 21 last-mentioned radicals are substituted by s radicals from the group consisting of cyano, halogen, nitro, thiocyanato, OR3, S(O)nR4, N(R3)2, NR3OR3, COR3, OCOR3, SCOR4, NR3COR3, NR3SO2R4, CO2R3, COSR4, CON(R3)2 and (C1-C4)-alkoxy-(C2-C6)-alkoxycarbonyl, and where heterocyclyl carries 0 to 2 oxo groups,
R2 represents (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, (C3-C6)-halocycloalkyl, (C1-C6)-alkyl-O—(C1-C6)-alkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, phenyl, phenyl-(C1-C6)-alkyl, heteroaryl, (C1-C6)-alkyl-heteroaryl, heterocyclyl, (C1-C6)-alkyl-heterocyclyl, (C1-C6)-alkyl-O-heteroaryl, (C1-C6)-alkyl-O-heterocyclyl, (C1-C6)-alkyl-NR3-heteroaryl or, (C1-C6)-alkyl-NR3-heterocyclyl, where the 21 last-mentioned radicals are substituted by s radicals from the group consisting of cyano, halogen, nitro, thiocyanato, OR3, S(O)R4, N(R3)2, NR3OR3, COR3, OCOR3, SCOR4, NR3COR3, NR3SO2R4, CO2R3, COSR4, CON(R3)2 and (C1-C4)-alkoxy-(C2-C6)-alkoxycarbonyl, and where heterocyclyl carries 0 to 2 oxo groups,
R3 represents hydrogen, (C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkenyl, (C3-C6)-cycloalkyl or (C3-C6)-cycloalkyl-(C1-C6-alkyl,
R4 represents (C1-C6)-alkyl, (C2-C6)-alkenyl or (C7-C6)-alkynyl,
R5 represents methyl or ethyl,
R6 represents acetoxy, acetamido, N-methylacetamido, benzoyloxy, benzamido, N-methylbenzamido, methoxycarbonyl, ethoxycarbonyl, benzoyl, methylcarbonyl, piperidinylcarbonyl, morpholinylcarbonyl, trifluoromethylcarbonyl, aminocarbonyl, methylaminocarbonyl, dimethylaminocarbonyl, (C1-C6)-alkoxy or, (C3-C6)-cycloalkyl or represents heteroaryl, heterocyclyl or phenyl, each of which is substituted by s radicals from the group consisting of methyl, ethyl, methoxy, trifluoromethyl and halogen,
n represents 0, 1 or 2,
s represents 0, 1, 2 or 3,
with the proviso that X and Z both do not represent chlorine and B does not represent nitrogen if R represents n-propyl.

6. The herbicidal compound as claimed in claim 5, in which
Y represents hydrogen, nitro, halogen, cyano, thiocyanato, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C2-C6)-alkenyl, halo-(C2-C6)-alkenyl, (C2-C6)-alkynyl, halo-(C2-C6)-alkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, halo-(C3-C6)-cycloalkyl, (C3-C6)-cycloalkyl-(C1-C6)-alkyl, halo-(C3-C6)-cycloalkyl-(C1-C6)-alkyl, COR1, COOR1, OCOOR1, NR1COOR1, C(O)N(R1)2, NR1C(O)N(R1)2, OC(O)N(R1)2, CO(NOR1)R1, NR1SO2R2, NR1COR1, OR1, OSO2R2, SO2OR1, (C1-C6)-alkyl-S(O)nR2, (C1-C6)-alkyl-OR1, (C1-C6)-alkyl-OCOR1, (C1-C6)-alkyl-OSO2R2, (C1-C6)-alkyl-CO2R1, (C1-C6)-alkyl-CN, (C1-C6)-alkyl-SO2OR1, (C1-C6)-alkyl-CON(R1)2, (C1-C6)-alkyl-SO2N(R1)2, (C1-C6)-alkyl-NR1COR1, (C1-C6)-alkyl-NR1SO2R2, N(R1)2, P(O)(OR5)2, CH2P(O)(OR5)2, (C1-C6)-alkyl-phenyl, (C1-C6)-alkyl-heteroaryl, (C1-C6)-alkyl-heterocyclyl, phenyl, heteroaryl or heterocyclyl, where the 6 last-mentioned radicals are each substituted by s radicals from the group consisting of halogen, nitro, cyano, (C1-C6)-alkyl, halo-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, S(O)n—(C1-C6)-alkyl, (C1-C6)-alkoxy, halo-(C1-C6)-alkoxy, (C1-C6)-alkoxy-(C1-C4)-alkyl and cyanomethyl, and where heterocyclyl carries 0 to 2 oxo groups.

7. A herbicidal compound comprising an N-(tetrazol-4-yl)- or N-(triazol-3-yl)arylcarboxamide of formula (I) and/or a salt thereof



in which
A represents CY,
B represents CH,
R represents methyl,
X represents methyl,
Y represents SO2Me, and
Z represents CF3.

8. A herbicidal composition which comprises a herbicidally effective amount of at least one compound as claimed in claim 1.

9. The herbicidal composition as claimed in claim 8 in a mixture with one or more formulation auxiliaries.

10. The herbicidal composition as claimed in claim 8, comprising at least one further pesticidally active compound selected from the group consisting of insecticides, acaricides, herbicides, fungicides, safeners, and growth regulators.

11. The herbicidal composition as claimed in claim 8, comprising a safener.

12. The herbicidal composition as claimed in claim 8, comprising at least one of cyprosulfamid, cloquintocet-mexyl, mefenpyr-diethyl or isoxadifen-ethyl.

13. The herbicidal composition as claimed in claim 8, comprising a further herbicide.

14. A method for controlling unwanted plants comprising applying an effective amount of at least one compound as claimed in claim 1 to plants and/or a site of unwanted vegetation.

15. The method according to claim 14, wherein the compound is applied at a rate of 0.001 to 1.0 kg/ha.

16. The method according to claim 14, wherein the compound is applied at a rate of 0.005 to 750 g/ha.

17. A method of using a compound as claimed in claim 1 comprising using said compound for controlling unwanted plants.

18. The method as claimed in claim 17 wherein the compound is used for controlling unwanted plants in crops of useful plants.

19. The method as claimed in claim 18 wherein the useful plants are transgenic useful plants.