# Patent

## Title
Cyclic diones and their use as insecticides, acaricides and/or fungicides

## Abstract

The present invention relates to the use of compounds of Formula (I)




wherein

    R1, R2, R3, R4, R5, R6, R7, R8, X, n and G have the meanings given above
    as insecticides and/or acaricides and/or fungicides.

## Background
The present invention relates to the use of cyclic diones and derivatives thereof as insecticides and/or acaricides and/or fungicides.
Cyclic diones having herbicidal action are described, for example, in WO 01/74770. WO 2008/110308.
Novel cyclohexanedione compounds, and derivatives thereof, having insecticidal and/or acaricidal and/or fungicidal properties have now been found.
The present invention accordingly relates to the use of compounds of formula (I)




wherein

    R1 is methyl, ethyl, n-propyl, iso-propyl, cyclopropyl, halomethyl, haloethyl, halogen, vinyl, ethynyl, methoxy, ethoxy, halomethoxy or haloethoxy,
    R2 and R3 are, independently of each other hydrogen, halogen, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C2-C6alkenyl, C2-C6haloalkenyl, C2-C6alkynyl, C3-C6alkenyloxy, C3-C6haloalkenyloxy, C3-C6alkynyloxy, C3-C6cycloalkyl, C1-C6alkylthio, C1-C6alkylsulfinyl, C1-C6alkylsulfonyl, C1-C6alkylsulfonyloxy, C1-C6haloalkylsulfonyloxy, cyano, nitro, phenyl, phenyl substituted by C1-C4alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, cyano, nitro, halogen, C1-C3alkylthio C1-C3alkylsulfinyl or C1-C3alkylsulfonyl, or heteroaryl or heteroaryl substituted by C1-C4alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, cyano, nitro, halogen, C1-C3alkylthio, C1-C3alkylsulfinyl or C1-C3alkylsulfonyl,
    R4 is hydrogen, methyl, ethyl, n-propyl, iso-propyl, halomethyl, haloethyl, halogen, vinyl, ethynyl, methoxy, ethoxy, halomethoxy or haloethoxy,
    n is 0, 1, 2 or 3,
    X is O, S, S(O) or S(0)2.
    R5 is hydrogen or methyl,
    R6 and R7 are independently of each other hydrogen, methyl or ethyl, where, when n is 2 or 3, the meanings of the 4 or 6 substituents R6 and R7 do not have to be the same,
    R8 is C1-C18alkyl, C1-C18haloalkyl, C3-C7cycloalkyl, C3-C7cycloalkyl substituted by methyl or ethyl, C1-C6alkoxyC1-C12alkyl, C3-C18 alkenyl or C3-C18 alkenyl substituted by halogen, C3-C18alkynyl or C3-C18alkynyl substituted by halogen, or
    R5 when n denotes 1 or 2, and R8 together form a C2-C5 alkylene chain, which is unsubstituted or substituted by methyl or ethyl, or an C2-C5alkenylene chain, which is unsubstituted or substituted by methyl or ethyl, where, when n is 2, the meanings of the 4 substituents R6 and R7 do not have to be the same, or
    R6 when n denotes 1, and one of R5, R7 and R8 together form a C2-C5alkylene chain, which is unsubstituted or substituted by methyl or ethyl, or an C2-C5alkenylene chain, which is unsubstituted or substituted by methyl or ethyl, and
    G represents hydrogen (a) or represents one of the groups






in which

    E represents a metal ion or an ammonium ion,
    L represents oxygen or sulphur and
    M represents oxygen or sulphur,
    R11 represents in each case optionally halogen- or cyano-substituted C1-C20-alkyl, C2-C20-alkenyl, C1-C8-alkoxy-C1-C8-alkyl, C1-C8-alkylthio-C1-C8-alkyl or poly-C1-C8-alkoxy-C1-C8-alkyl or represents optionally halogen-, C1-C6-alkyl- or C1-C6-alkoxy-substituted C3-C8-cycloalkyl in which optionally one or two not directly adjacent methylene groups are replaced by oxygen and/or sulphur,
    
        represents optionally halogen-, cyano-, nitro-, C1-C6-alkyl-, C1-C6-alkoxy-, C1-C6-haloalkyl-, C1-C6-haloalkoxy-, C1-C6-alkylthio- or C1-C6-alkylsulphonyl-substituted phenyl,
        represents optionally halogen-, nitro-, cyano-, C1-C6-alkyl-, C1-C6-alkoxy-, C1-C6-haloalkyl- or C1-C6-haloalkoxy-substituted phenyl-C1-C6-alkyl,
        represents optionally halogen- or C1-C6-alkyl-substituted 5- or 6-membered hetaryl having one or two heteroatoms from the group consisting of oxygen, sulphur and nitrogen,
        represents optionally halogen- or C1-C6-alkyl-substituted phenoxy-C1-C6-alkyl or
        represents optionally halogen-, amino- or C1-C6-alkyl-substituted 5- or 6-membered hetaryloxy-C1-C6-alkyl having one or two heteroatoms from the group consisting of oxygen, sulphur and nitrogen,
    
    
    R22 represents in each case optionally halogen- or cyano-substituted C1-C20-alkyl, C2-C20-alkenyl, C1-C8-alkoxy-C2-C8-alkyl or poly-C1-C8-alkoxy-C2-C8-alkyl,
    
        represents optionally halogen-, C1-C6-alkyl- or C1-C6-alkoxy-substituted C3-C8-cycloalkyl or
        represents in each case optionally halogen-, cyano-, nitro-, C1-C6-alkyl-, C1-C6-alkoxy-C1-C6-haloalkyl- or C1-C6-haloalkoxy-substituted phenyl or benzyl,
    
    
    R33 represents optionally halogen-substituted C1-C8-alkyl or in each case optionally halogen-, C1-C6-alkyl-, C1-C6-alkoxy-, C1-C4-haloalkyl-, C1-C4-haloalkoxy-, cyano- or nitro-substituted phenyl or benzyl,
    R44 and R55 independently of one another represent in each case optionally halogen-substituted C1-C8-alkyl, C1-C8-alkoxy, C1-C8-alkylamino, di(C1-C8-alkyl)amino, C1-C8-alkylthio or C3-C8-alkenylthio or represent in each case optionally halogen-, nitro-, cyano-, C1-C4-alkoxy-, C1-C4-haloalkoxy-, C1-C4-alkylthio-, C1-C4-haloalkylthio-, C1-C4-alkyl- or C1-C4-haloalkyl-substituted phenyl, phenoxy or phenylthio,
    R66 and R77 independently of one another represent hydrogen, represent in each case optionally halogen- or cyano-substituted C1-C8-alkyl, C3-C8-cycloalkyl, C1-C8-alkoxy, C3-C8-alkenyl or C1-C8-alkoxy-C2-C8-alkyl, represent in each case optionally halogen-, C1-C8-alkyl-, C1-C8-haloalkyl- or C1-C8-alkoxy-substituted phenyl or benzyl or together represent an optionally C1-C6-alkyl-substituted C3-C6-alkylene radical in which optionally one methylene group is replaced by oxygen or sulphur

as insecticides and/or acaricides and/or fungicides.



In the substituent definitions of the compounds of the formula (I), the alkyl substituents and alkyl moieties of alkoxy, alkylamino etc. having 1 to 6 carbon atoms are preferably methyl, ethyl, propyl, butyl, pentyl and hexyl as well as straight and branched isomers thereof. Higher alkyl groups of up to 18 carbon atoms comprise preferably octyl, nonyl, decyl, undecyl and dodecyl. The alkenyl and alkynyl radicals having 2 to 6 carbon atoms as well as up to 18 carbon atoms can be straight or branched and can contain more than 1 double or triple bond, respectively. Examples are vinyl, allyl, propargyl, butenyl, butynyl, pentenyl and pentynyl suitable cycloalkyl groups contain 3 to 6 carbon atoms and are for example cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and cycloheptyl. Cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl are preferred. Preferred examples of heteroaryls are thienyl, furyl, pyrrolyl, oxazolyl, thiazolyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, pyridyl, pyrimidinyl, pyrazinyl, triazinyl, benzofuryl, benzothienyl, benzothiazolyl, benzoxazolyl, indolyl, quinolinyl and quinoxalinyl groups, and, where appropriate, N-oxides and salts thereof. The group G is hydrogen or an alkali metal, alkaline earth metal, sulfonium (—S(C1-C6alkyl3)+), ammonium (—NH4+ or —N(C1-C6alkyl)4+), a C(O)—C1-C4-alkyl group or a leaving group. This latentiating group G is selected to allow its removal by one or a combination of biochemical, chemical or physical processes to afford compounds of Formula (I) where G is H before, during or following application to the treated area or plants. Examples of these processes include enzymatic cleavage, chemical hydrolysis and photoloysis. Compounds bearing latentiating groups G may offer certain advantages, such as improved penetration of the cuticula of the plants treated, increased tolerance of crops, improved compatibility or stability in formulated mixtures containing other herbicides, herbicide safeners, plant growth regulators, fungicides or insecticides, or reduced leaching in soils. A large number of latentiating groups, which are known in the art, can be used in the new compounds.
In a preferred group of compounds of the formula I, R1 is methyl, ethyl, vinyl, ethynyl, methoxy or halogen. More preferably, R1 is methyl, ethyl, methoxy or halogen. Most preferably, R1 is methyl or ethyl.
In a preferred group of compounds of the formula I, R2 is hydrogen, halogen, methyl, ethyl, phenyl or phenyl substituted by C1-C3alkyl, C1-C3haloalkyl, C1-C3haloalkoxy, cyano, nitro, halogen, C1-C3alkylthio, C1-C3alkylsulfinyl or C1-C3alkylsulfonyl.
Preferably. R2 is methyl.
In a preferred group of compounds of the formula I, R3 is hydrogen, halogen, methyl, ethyl, phenyl or phenyl substituted by C1-C3alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, cyano, nitro, halogen, C1-C3alkylthio, C1-C3alkylsulfinyl or C1-C3alkylsulfonyl.
Preferably, R2 and R3 are independently hydrogen, methyl, ethyl, halogen, optionally substituted phenyl or optionally substituted heteroaryl.
Preferably, R4 is hydrogen, methyl, ethyl, vinyl or ethynyl and, more preferably, R4 is hydrogen, methyl or ethyl.
Preferably, R5 denotes hydrogen.
Another suitable group of compounds of the formula (I) is characterized by R6 and R7 each being hydrogen.
Preferably, R6 and R7 are methyl or ethyl, or R6 is hydrogen and R7 is methyl or ethyl.
In a preferred group of compounds of the formula (I), R8, when X denotes S(O) or S(O)2, is C7-C18alkyl, C3-C7cycloalkyl, C3-C7cycloalkyl substituted by methyl or ethyl, C1-C6alkoxy C1-C12alkyl. C1-C6alkylthioC1-C12alkyl, C3-C18alkenyl, C3-C18alkynyl or C3-C18alkynyl substituted by halogen.
More preferably, R8 is C1-C6alkyl or C3-C7cycloalkyl, and, in particular, R8 is methyl, ethyl or propyl.
In another preferred group of compounds of the formula (I), R8, when X denotes O or S, is methyl, ethyl, propyl, butyl, pentyl or hexyl, C7-C18alkyl, C3-C7cycloalkyl, C3-C7cycloalkyl substituted by methyl or ethyl. C1-C6alkoxyd C1-C12alkyl, C1-C6alkylthio C1-C12 alkyl, C3-C18 alkenyl, C3-C18alkynyl or C3-C18alkynyl substituted by halogen.
It is particularly preferred, that in the compounds of the formula (I), R8, when X denotes O or S, is methyl, ethyl or propyl, and in particular ethyl or propyl.
Another group of preferred compounds of the formula (I) R8, when X denotes S(O) or S(0)2, is C1-C18alkyl, C3-C7cycloalkyl, C3-C7cycloalkyl substituted by methyl or ethyl, C1-C6alkoxyC1-C12alkyl, C1-C6alkylthio C1-C12alkyl, C3-C18alkenyl, C3-C18alkynyl or C3-C18alkynyl substituted by halogen, and R6 and R7 are methyl or ethyl, or R6 is hydrogen and R7 is methyl or ethyl.
Preferably, in the compounds of formula (I), the substituent R8—X—[CR6R7]n is different from CH3OCH2— and CH3SCH2—.
It is preferred that G is hydrogen, an alkali metal or alkaline earth metal, where hydrogen is especially preferred.
Preferably in the compounds of the formula (I), n is 1 or 2.
In the case that in the compounds of the formula (I) n denotes 2 or 3, the meanings of the 4 or 6 substituents R6 and R7 do not have to be the same. For example, the partial structure [CR6R7]2 comprises also groups such as CH(CH3)CH2, C(CH3)2CH2, CH2CH(CH3) and CH2C(CH3)2.
In another preferred group of compounds of the formula (I) R5, when n denotes 1 or 2, and R8 together form a C2-C5 alkylene chain.
In another preferred group of compounds of the formula (I), R5, when n denotes 1, and R8 together form a propylene chain and R6 and R7 are each hydrogen.
Preferably, R5, when n denotes 1 or 2 and in particular 2, and R8 together form an ethylene chain and R6 and R7 are each hydrogen. These meanings of R5 apply especially when X is O or when X is S(O) or S(0)2.
In another preferred group of compounds of the formula (I) R1, R2 and R4 are independently of each other methyl or ethyl and R3 is hydrogen.
In another preferred group of compounds of the formula (I) R1 is methyl or ethyl, R2 is hydrogen, R3 is phenyl or phenyl substituted by C1-C4alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, cyano, nitro or halogen, or heteroaryl or heteroaryl substituted by C1-C4alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, cyano, nitro or halogen.
In another preferred group of compounds of the formula (I) R1 is methyl or ethyl, R2 is phenyl or phenyl substituted by C1-C4alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, cyano, nitro or halogen, or heteroaryl or heteroaryl substituted by C1-C4alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, cyano, nitro or halogen. R3 is hydrogen and R4 is hydrogen, methyl or ethyl.
The invention relates also to the salts which the compounds of formula I are able to form with amines, alkali metal and alkaline earth metal bases or quaternary ammonium bases. Among the alkali metal and alkaline earth metal hydroxides as salt formers, special mention should be made of the hydroxides of lithium, sodium, potassium, magnesium and calcium, but especially the hydroxides of sodium and potassium. The compounds of formula I according to the invention also include hydrates which may be formed during the salt formation.
Examples of amines suitable for ammonium salt formation include ammonia as well as primary, secondary and tertiary C1-C8alkylamines, C1-C4hydroalkylamines and C2-C4-alkoxyalkylamines, for example methylamine, ethylamine, n-propylamine, isopropylamine, the four butylamine isomers, n-amylamine, isoamylamine, hexylamine, heptylamine, octylamine, nonylamine, decylamine, pentadecylamine, hexadecylamine, heptadecylamine, octadecylamine, methylethylamine, methylisopropylamine, methylhexylamine, methylnonylamine, methylpentadecylamine, methyloctadecylamine, ethylbutylamine, ethylheptylamine, ethyloctylamine, hexylheptylamine, hexyloctylamine, dimethylainine, diethylamine, di-n-propylamine, diisopropylamine, di-n-butylamine, di-n-amylamine, diisoamylamine, dihexylamine, diheptylamine, dioctylamine, ethanolamine, n-propanolamine, isopropanolamine, N,N-diethanolamine, N-ethylpropanolamine, N-butylethanolamine, allylamine, n-but-2-enylamine, n-pent-2-enylamine, 2,3-dimethylbut-2-enylamine, dibut-2-enylamine, n-hex-2-enylamine, propylenediamine, trimethylamine, triethylamine, tri-n-propylamine, triisopropylamine, tri-n-butylamine, triisobutylamine, tri-sec-butylamine, tri-n-amylamine, methoxyethylamine and ethoxyethylamine; heterocyclic amines, for example pyridine, quinoline, isoquinoline, morpholine, piperidine, pyrrolidine, indoline, quinuclidine and azepine; primary arylamines, for example anilines, methoxyanilines, ethoxyanilines, o-, m- and p-toluidines, phenylenediamines, benzidines, naphthylamines and o-, m- and p-chloroanilines; but especially triethylamine, isbpropylamine and diisopropylamine.
Preferred quaternary ammonium bases suitable for salt formation correspond, for example, to the formula [N(RaRbRcRd)]OH wherein Ra, Rb, Rc and Rd are each independently of the others C1-C4alkyl. Further suitable tetraalkylammonium bases with other anions can be obtained, for example, by anion exchange reactions.
Depending on the nature of the substituents G, R2, R3, R6, R7 and R8, compounds of Formula (I) may exist in different isomeric forms. When G is hydrogen, for example, compounds of Formula (I) may exist in different tautomeric forms. This invention covers all such isomers and tautomers and mixtures thereof in all proportions. Also, when substituents contain double bonds, cis- and trans-isomers can exist. These isomers, too, are within the scope of the claimed compounds of the Formula (I).
The compounds of the formula (I) are known compounds (WO 2008/110308).
The following compounds are preferred compounds:









TABLE T1







Compound




Number
Structure
1H NMR-CDCl3 unless stated





T1




δ 6.96 (d, 2H), 5.54 (br s, 1H), 2.88 (m, 1H), 2.19-2.76 (m, 9H), 2.30 (s, 3H), 2.06, 2.02 (2 × S, 3H), 1.58-1.78 (m, 2H), 1.34 (d, 3H), 1.27 (t, 3H), 1.08 (q, 3H)


 


T2




δ 7.00 (s, 2H), 5.55 (s, 1H), 3.75 (t, 4H), 2.56-2.69 (m, 6H), 2.34 (m, 4H), 1.71 (t, 4H), 1.25 (t, 3H), 1.07 (t, 6H)


 


T3




δ 7.51-7.44 (m, 3H), 7.40-7.35 (m, 3H), 7.22 (d, 1H), 5.83 (s, 1H), 3.74 (m, 4H), 2.65 (s, 2H), 2.58 (q, 2H), 2.15 (s, 3H), 1.72 (m, 4H)


 


T4




δ 7.53 (dd, 1H), 7.50-7.45 (m, 2H), 7.43- 7.36 (m, 3H), 7.20 (d, 1H), 5.79 (s, 1H), 3.75 (m, 4H), 2.65 (s, 2H), 2.59 (q, 2H), 2.45 (m, 2H), 1.72 (t, 4H) 1.13 (t, 3H)


 


T5




δ 6.95 (s, 2H), 5.59 (br s, 1H), 3.07 (m, 4H), 2.67 (d, 4H), 2.29 (s, 3H), 2.24 (m, 4H), 2.04 (s, 6H),


 


T6




δ 6.94 (s, 2H), 5.56 (br s, 1H), 2.70 (m, 4H), 2.56 (s, 2H), 2.42 (s, 2H), 2.28 (s, 3H), 2.04 (s, 6H), 1.95 (m, 4H)


 


T7




δ 6.98 (d, 2H), 5.52 (d, 1H), 2.93-2.83 (m, 1H), 2.21-2.76 (m, 11H), 2.33 (s, 3H), 1.78-1.59 (m, 2H), 1.34 (dd, 3H), 1.27 (m, 3H), 1.08 (m, 6H)


 


T8




δ 6.98 (s, 2H), 5.54 (br s, 1H), 3.89-3.77 (br m, 3H), 2.8-2.70 (m, 1H), 2.62-2.55 (m, 2H), 2.38-2.30 (m, 9H), 2.07-1.90 (m, 3H), 1.7-1.55 (m, 1H), 1.09-1.05 (m, 6H)


 


T9




δ 6.94 (d, 2H), 5.56 (br d, 1H), 2.88 (m, 1H), 2.75-2.19- (m, 7H), 2.28 (s, 3H), 2.07 (s, 3H), 2.03 (s, 3H), 1.77-1.57 (m, 2H), 1.34 (dd, 3H), 1.27 (m, 3H)


 


T10




δ 6.96 (m, 2H), 5.53 (d, 1H), 2.82-2.19 (m, 8H), 2.30 (s, 3H), 2.09 (dd, 3H), 2.06, 2.02 (2 × S, 3H), 1.78-1.57 (m, 2H), 1.34 (dd, 3H), 1.07 (m, 3H)


 


T11




δ 6.98 (s, 2H), 5.26 (bs, 1H), 2.71 (s, 4H), 2.54 (br s, 4H), 2.33 (m, 7H), 1.92 (br s, 4H), 1.06 (t, 6H)


 


T12




δ 6.94 (s, 2H), 5.60 (br s, 1H), 2.68 (m, 2H), 2.60 (t, 2H), 2.50-2.25 (m, 3H), 2.28 (s, 3H), 2.13 (s, 3H), 2.06 (s, 3H), 2.03 (s, 3H), 1.79 (q, 2H)


 


T13




δ 6.96 (s, 1H), 6.95 (s, 1H), 5.60 (br s, 1H), 2.68 (m, 2H), 2.60 (t, 2H), 2.50-2.25 (m, 5H), 2.30 (s, 3H), 2.13 (s, 3H), 2.06, 2.02 (2 × s, 3H), 1.79 (q, 2H), 1.08 (m, 3H)


 


T14




δ 7.00 (s, 2H), 5.61 (br s, 1H), 3.12 (m, 2H), 2.96 (s, 3H), 2.72 (m, 2H), 2.53-2.41 (m, 2H), 2.40-2.25 (m, 5H), 2.33 (s, 3H), 2.16-2.01 (m, 2H), 1.08 (t, 6H)


 


T15




δ 6.98 (s, 2H), 2.78 (t, 2H), 2.72 (m, 2H), 2.61 (s, 3H), 2.48-2.27 (m, 10H), 2.03-1.95 (m, 2H), 1.08 (m, 6H)


 


T16




δ 6.99 (s, 2H), 5.62 (br s, 1H), 2.69 (m, 2H), 2.60 (m, 2H), 2.46-2.46 (m, 7H), 2.33 (s, 3H), 2.14 (s, 3H), 1.80 (q, 2H), 1.08 (m, 6H)


 


T17




δ 7.00 (d, 2H), 5.58 (d, 1H), 2.85-2.22 (m, 10H), 2.33 (s, 3H), 2.10 (d, 3H), 1.78-1.57 (m, 2H), 1.34 (d, 3H), 1.08 (q, 6H)


 


T18




δ 6.95 (s, 2H), 5.61 (s, 1H), 2.83-2.17 (m, 6H), 2.28 (s, 3H), 2.10 (d, 3H), 2.07 (s, 3H), 2.03 (s, 3H), 1.78-1.59 (m, 2H), 1.34 (d, 3H)


 


T19




δ 6.99 (s, 2H), 5.59 (br s, 1H), 3.09-3.00 (m, 1H), 2.90 (s, 3H), 2.87-2.76 (m, 3H), 2.55-2.25 (m, 5H), 2.33 (s, 3H), 1.51 (s, 6H), 1.16-1.02 (m, 6H)


 


T20




δ 6.98 (s, 2H), 5.66 (s, 1H), 2.83-2.59 (m, 3H), 2.49-2.22 (m, 6H), 2.33 (s, 3H), 2.07 (s, 3H), 1.37 (s, 3H), 1.35 (s, 3H), 1.15- 1.02 (m, 6H)


 


T21




δ 6.98 (s, 2H), 5.70 (s, 1H), 2.99-2.87 (dd, 1H), 2.75-2.50 (m, 3H), 2.42-2.25 (m, 4H), 2.32 (s, 3H), 2.16 (s, 3H), 1.80-1.67 (m, 1H), 1.15-1.01 (m, 6H), 0.99 (m, 2H), 0.82 (m, 2H)


 


T22




δ 6.97 (s, 2H), 5.83 (br s, 1H), 3.72 (t, 4H), 2.59 (br s, 4H), 2.39-2.27 (m, 4H), 2.32 (s, 3H), 1.69 (t, 4H), 1.06 (t, 6H)


 


T23




δ 6.98 (s, 2H), 5.61 (br s, 1H), 4.67 (s, 2H), 3.63-3.53 (m, 2H), 3.39 (s, 3H), 2.75-2.52 (m, 4H), 2.49-2.24 (m, 5H), 2.32 (s, 3H), 1.08 (t, 6H)


 


T24




δ 6.98 (s, 2H), 5.62 (br s, 1H), 3.69-3.45 (m, 6H), 3.39 (s, 3H), 2.80-2.48 (m, 4H), 2.48- 2.22 (m, 5H), 2.32 (s, 3H), 1.08 (t, 6H)


 


T25




δ 6.98 (s, 2H), 5.60 (br s, 1H), 2.75-2.27 (m, 10H), 2.32 (s, 3H), 2.27-2.10 (m, 4H), 2.12 (s, 3H), 1.98-1.85 (m, 1H), 1.18-1.02 (m, 6H)


 


T26




δ 6.94 (s, 2H), 5.50 (br s, 1H), 3.75 (t, 4H), 2.61 (d, 4H), 2.28 (s, 3H), 2.05 (s, 6H), 1.72 (t, 4H)


 


T27




δ 6.96 (s, 2H), 5.55 (br s, 1H), 3.75 (t, 4H), 2.63 (br s, 2H), 2.58 (br s, 2H), 2.30 (s, 3H), 2.41-2.24 (m, 2H), 2.04 (s, 3H), 1.71 (t, 4H), 1.06 (t, 3H)


 


T28




δ 6.99 (s, 2H), 5.67 (d, 1H), 3.16-3.05 (m, 1H), 3.01 (q, 2H), 2.80-2.61 (m, 2H), 2.55-2.13 (m, 7H), 2.33 (s, 3H), 1.82-1.60 (m, 2H), 1.48-1.38 (m, 6H), 1.08 (q, 6H)


 


T29




δ 6.98 (s, 2H), 6.00 (br s, 1H), 2.87-2.18 (m, 12H), 2.33 (s, 3H), 1.81-1.52 (m, 2H), 1.44- 1.23 (m, 6H), 1.08 (q, 6H)


 


T30




δ 6.99 (s, 2H), 5.59 (d, 1H), 3.12-3.02 (m, 1H), 2.88 (d, 3H), 2.81-2.62 (m, 2H), 2.55-2.16 (m, 10H), 1.80-1.53 (m, 2H), 1.47 (dd, 3H), 1.08 (m 6H)


 


T31




δ 6.97 (d, 2H), 5.59 (s, 1H), 3.11 (m, 2H), 2.95 (s, 3H), 2.71 (m, 2H), 2.52-2.24 (m, 5H), 2.30 (s, 3H), 2.16-1.97 (m, 2H), 2.03 (d, 3H), 1.07 (t, 3H)


 


T32




δ 6.98 (s, 2H), 5.52 (s, 1H), 2.84 (m, 1H), 2.68 (m, 2H), 2.53 (m, 3H), 2.43-2.20 (m, 6H), 2.32 (s, 3H), 1.78-1.56 (m, 4H), 1.34 (dd, 3H), 1.08 (q, 6H), 1.01 (t, 3H)


 


T33




δ 7.18 (d, 1H), 7.09 (d, 1H), 6.85 (s, 1H), 5.70 (br s, 1H), 3.74 (t, 4H), 2.63 (s, 2H), 2.57 (s, 1H), 2.55 (s, 1H), 2.30 (s, 3H), 2.07 (s, 3H), 1.75-1.68 (m, 4H)


 


T34




δ 7.17 (d, 1H), 7.08 (d, 1H), 6.86 (s, 1H), 5.81 (br s, 1H), 3.35 (s, 3H), 3.26 (m, 1H), 2.58 (s, 1H), 2.51 (br s, 2H), 2.42 (s, 1H), 2.30 (s, 3H), 2.07 (s, 3H), 1.91-1.73 (m, 4H), 1.65-1.50 (m, 2H), 1.50-1.34 (m, 2H


 


T35




δ 6.94 (s, 2H), 5.53 (br d, 1H), 2.84 (m, 1H), 2.75-2.60 (m, 2H), 2.59-2.46 (m, 3H), 2.37 (dd, 1H), 2.28 (s, 3H), 2.24 (dd, 1H), 2.07 (s, 3H), 2.03 (s, 3H), 1.77-1.55 (m, 4H), 1.33 (dd, 3H), 1.00 (t, 3H)


 


T36




δ 6.99 (s, 2H), 5.57 (d, 1H), 3.11-3.01 (m, 1H), 2.94 (m, 2H), 2.78-2.61 (m, 2H), 2.55-2.13 (m, 7H), 2.33 (s, 3H), 1.99-1.84 (m, 2H), 1.81-1.52 (m, 2H), 1.44 (t, 3H), 1.16-1.03 (m, 9H)


 


T37




δ 6.98 (s, 2H), 5.86-5.72 (m, 1H), 2.85-1.52 (m, 16H), 2.33 (s, 3H), 1.30 (t, 3H), 1.16-1.04 (m, 9H)


 


T38




δ 6.98 (s, 2H), 5.51 (br d, 1H), 3.02 (m, 1H), 2.93 (m, 1H), 2.69 (m, 2H), 2.53 (m, 1H), 2.44-2.21 (m, 6H), 2.33 (s, 3H), 1.78-1.59 (m, 2H), 1.34 (dd, 3H), 1.29 (dd, 6H), 1.08 (q, 6H)


 


T39




δ 6.93 (s, 2H), 5.62 (br s, 1H), 3.02 (m, 1H), 2.92 (m, 1H), 2.74-2.60 (m, 2H), 2.59-2.45 (m, 1H), 2.37 (m, 1H), 2.28 (s, 3H), 2.23 (m, 1H), 2.07 (s, 3H), 2.03 (s, 3H), 1.77-1.58 (m, 2H), 1.33 (dd, 3H), 1.28 (dd, 6H)


 


T40




δ 6.94 (s, 2H), 5.61 (d, 1H), 3.11-3.01 (m, 1H), 2.94 (m, 2H), 2.78-2.59 (m, 2H), 2.54- 2.11 (m, 3H), 2.28 (s, 3H), 2.06 (s, 3H), 2.03 (s, 3H), 1.91 (m, 2H), 1.80-1.54 (m, 2H), 1.44 (dd, 3H), 1.12 (m, 3H)


 


T41




δ 6.94 (s, 2H), 6.19-5.86 (m, 1H), 2.84-1.41 (m, 12H), 2.28 (s, 3H), 2.06 (s, 3H), 2.03 (s, 3H), 1.30 (t, 3H), 1.10 (m, 3H)


 


T42




MS (electrospray ES+): 331 (M + H)+ HPLC retention time 1.64 min


 


T43




MS (electrospray ES+): 317 (M + H)+ HPLC retention time 1.57 min


 


T44




MS (electrospray ES+): 319 (M + H)+ HPLC retention time 1.50 min


 


T45




MS (electrospray ES+): 303 (M + H)+ HPLC retention time 1.30 min


 


T46




MS (electrospray ES+): 317 (M + H)+ HPLC retention time 1.55 min


 


T47




MS (electrospray ES+): 317 (M + H)+ HPLC retention time 1.60 min


 


T48




MS (electrospray ES+): 317 (M + H)+ HPLC retention time 1.64 min


 


T49




MS (electrospray ES+): 305 (M + H)+ HPLC retention time 1.40 min


 


T50




MS (electrospray ES+): 331 (M + H)+ HPLC retention time 1.80 min


 


T51




MS (electrospray ES+): 345 (M + H)+ HPLC retention time 1.84 min


 


T52




δ 6.99 (s, 2H), 5.84 (s, 1H), 2.93 (m, 2H), 2.77 (m, 2), 2.64 (s, 2H); 2.58 (s, 2H); 2.45 (m, 2H), 2.33 (m, 7H), 1.85 (m, 2H), 1.07 (t, 6H)


 


T53




δ 6.99 (s, 2H), 5.84 (bs, 1H), 3.06 (m, 4H) 2.66 (s, 2H), 2.60 (s, 2H), 2.37-2.28 (m, 7H), 2.25-2.22 (m, 4H), 1.06 (2 x t, 6H)


 


T54




δ 6.99 (s, 2H), 5.64, 5.60 (2xs, 1H), 3.15-3.36 (m, 2H), 2.70 (m, 2H), 2.08-2.56 (m, 7H), 2.33 (s, 3H), 1.65-1.84 (m, 2H), 1.35-1.46 (m, 9H), 1.08 (q, 4H)


 


T55




δ 6.98 (s, 2H), 6.11, 6.04, 6.00, 5.88 (4xS, 1H), 1.57-2.92 (m, 13H), 2.33 (s, 3H), 1.17-1.42 (m, 9H), 1.08 (q, 6H)


 


T56




d3-MeCN δ 7.26 (m, 1H), 7.22 (m, 2H), 7.00 (d, 1H), 3.69 (m, 4H), 2.65 (m, 2H), 2.48 (m, 2H), 2.10 (s, 3H), 1.67 (m, 4H)


 


T57




d3-MeCN δ 7.78 (d, 1H), 7.65 (t, 1H), 7.54 (t, 1H), 7.20 (d, 1H), 3.69 (m, 4H), 2.56 (m, 4H), 1.66 (m, 4H)


 


T58




d3-MeCN δ 6.69 (s, 2H), 3.79 (s, 3H), 3.69 (m, 4H), 2.65 (m, 2H), 2.49 (m, 2H), 2.02 (s, 6H), 1.68 (m, 4H)


 


T59




δ 7.29 (d, 1H), 7.22 (dd, 1H), 6.97 (d, 1H), 5.97 (br. s, 1H), 3.72 (t, 4H), 2.62 (s, 2H), 2.54 (q, 2H), 2.09 (s, 3H), 1.69 (q, 4H)


 


T60




d3-MeCN δ 7.06-6.93 (m, 3H), 3.69 (m, 4H), 2.7-2.4 (br, 4H), 2.10 (s, 3H), 1.67 (m, 4H)


 


T61




d3-MeCN δ 6.90 (d, 1H), 6.86, (d, 1H), 6.78 (dd, 1H), 3.81 (s, 3H), 3.49 (m, 4H), 2.7-2.4 (br, 4H), 2.06 (s, 3H), 1.67 (m, 4H)


 


T62




δ 6.93 (s, 1H), 6.84 (d, 1H), 6.77 (dd, 1H), 5.81 (br. s, 1H), 4.03 (q, 2H), 3.73 (m, 4H), 2.62 (s, 2H), 2.55 (q, 2H), 2.08 (s, 3H), 1.70 (q, 4H), 1.41 (t, 3H)


 


T63




δ 6.93 (s, 2H), 5.92-6.38 (m, 1H), 2.19-2.91 (m, 7H), 2.28 (s, 3H), 2.07 (s, 3H), 2.03 (s, 3H), 1.57-1.94 (m, 2H), 1.16-1.41 (m, 9H)


 


T64




δ 6.94 (s, 2H), 5.68 (d, 1H), 3.16-3.34 (m, 2H), 2.69 (m, 2H), 2.12-2.53 (m, 3H), 2.28 (s, 3H), 2.06 (s, 3H), 2.03 (s, 3H), 1.62-1.84 (m, 2H), 1.40 (m, 9H)


 


T65




δ 7.20-7.55 (m, 7H), 5.77 (d, 1H), 2.56-2.78 (m, 4H), 2.36-2.53 (m, 4H), 2.27 (m, 1H), 2.14 (d, 3H), 1.79 (q, 2H), 1.15 (m, 3H)


 


T66




MS (electrospray ES+): 355 (M + H)+ HPLC retention time 1.32 min


 


T67




δ 6.94 (s, 2H), 5.46 (bs, 1H), 3.37 (s, 3H), 3.10 (m, 1H), 2.64-2.61 (m, 2H), 2.48 (m, 1H), 2.28 (s, 3H), 2.25 (m, 1H), 2.13 (m, 2H), 2.06 (m, 7H), 1.91 (m, 2H), 1.33 (m, 1H), 1.19 (m, 2H), 1.07 (m, 2H)


 


T68




δ 6.97 (s, 2H), 5.60 (bs, 1H), 3.35 (s, 3H), 3.27 (m, 1H), 2.60 (m, 4H), 2.32 (m, 7H), 1.84 (m, 4H), 1.58 (bs, 2H), 1.44 (m, 2H), 1.06 (t, 6H)


 


T69




δ 6.97 7.49 (m, 3H), 7.39 (m, 3H), 7.24 (m, 1H), 5.68 (bs, 1H), 3.35 (s, 3H), 3.30 (m, 1H), 2.55 (m, 4H), 2.16 (s, 3H), 1.84 (m, 4H), 1.58 (m, 1H), 1.44, m, 2H), 1.25 (m, 1H)


 


T70




δ 6.98 (s, 2H), 5.52 (s, 1H), 3.03 (d, 1H), 2.72 (m, 2H), 2.57 (m, 4H) 2.32 (m, 7H), 1.91 (m, 2H), 1.73 (m, 1H), 1.55 (m, 2H), 1.06 (2 x t, 6H)


 


T71




δ 6.99 (s, 2H), 5.63 (s, 1H), 3.20 (m, 2H), 3.10 (m, 1H), 3.00 (m, 2H), 2.86 (m, 1H), 2.63 (q, 2H), 2.33 (m, 8H), 2.33 (m, 1H), 1.99 (m, 1H), 1.67 (m, 1H), 1.09 (2 x t, 6H),


 


T72




δ 6.99 (s, 2H), 5.92 (2s, 1H), 3.39 (m, 1H), 3.12 (m, 1H), 2.94 (m, 2H), 2.79 (m, 2H), 2.62 (m, 2H), 2.33 (m, 8H), 2.17 (m, 1H), 1.67 (m, 2H), 1.09 (m, 6H)


 


T73




δ 7.57 (d, 2H), 7.42 (dd, 2H), 7.35 (d, 1H), 7.33 (s, 2H), 5.91 (bs, 1H), 3.73 (dd, 4H), 2.64 (s, 2H), 2.58 (s, 2H), 2.14 (s, 6H), 1.72 (dd, 4H)










Note:


Compounds characterised by HPLC-MS were analysed using an Agilent 1100 Series HPLC equipped with a Waters Atlantis


dC18 column (column length 20 mm, internal diameter of column 3 mm, particle size 3 micron, temperature 40° C.), Waters


photodiode array and Micromass ZQ2000. The analysis was conducted using a three minute run time, according to the


following gradient table:











Time
Solvent A
Solvent B
Flow
Pressure


(mins)
(%)
(%)
(ml/mn)
(bar)





0.00
90.0
10.0
1.700
400


2.50
0.0
100
1.700
400


2.80
0.00
100
1.700
400


2.90
90.0
10.0
1.700
400










Solvent A: H2O/CH3CN 90/10 with 0.1% HCOOH


Solvent B: 0.1% HCOOH in CH3CN






The characteristic values obtained for each compound were the retention time (recorded in minutes) and the molecular ion, typically the cation M+H+ as listed in Table T1.




1H-NMR (400 MHz in d6DMSO) δ=1.58-1.61 (m, 4H), 2.04 (s, 3H), 3.60-3.62 (m 4H), 5.69 (s), 7.11-7.12 (d, 1H), 7.18-7.23 (m, 3H), 7.37-7.40 (dd, 1H), 7.57-7.61 (m, 2H) ppm




1H-NMR (400 MHz in d6DMSO): δ=1.57-1.59, 1.63-1.65 (2m, 4H), 3.59-3.61 (m 4H), 5.75 (s), 7.25-7.32 (m, 3H), 7.46-7.48 (d, 1H), 7.52-7.54 (m, 1H), 7.64-7.68 (m, 2H) ppm




1H-NMR (400 MHz in d6DMSO): δ=1.57-1.61 (m, 4H), 1.86 (s, 3H), 2.00 (s 3H), 3.59-3.62 (m, 4H), 6.96-6.98 (d, 1H), 7.03-7.05 (d, 1H), 7.20-7.30 (m, 4H) ppm
The spelling C.C used in the following tables indicates the presence of a triple bond between these 2 carbon atoms. For example, CH2C.CH denotes a propargyl group.







TABLE 1







This Table contains 646 compounds of the following type,








where X, R2, R3 and R4 are as defined below:


 











Compound






number
R6
R7
X
R8





1.1
H
H
O
CH2CH3


1.2
H
H
O
CH2CH2CH3


1.3
H
H
O
CH(CH3)2


1.4
H
H
O
CH2CH2CH2CH3


1.5
H
H
O
CH2CH(CH3)2


1.6
H
H
O
CH(CH3)CH2CH3


1.7
H
H
O
C(CH3)3


1.8
H
H
O
CH2CH2CH2CH2CH3


1.9
H
H
O
CH2CH2CH(CH3)2


1.10
H
H
O
CH2C(CH3)3


1.11
H
H
O
CH2CH(CH3)CH2CH3


1.12
H
H
O
CH(CH3)CH2CH2CH3


1.13
H
H
O
C(CH3)2CH2CH3


1.14
H
H
O
CH2CH═CH2


1.15
H
H
O
CH2CH═CHCH3


1.16
H
H
O
CH2CH═C(CH3)2


1.17
H
H
O
CH2C(CH3)═CH2


1.18
H
H
O
CH2C(CH3)═CHCH3


1.19
H
H
O
CH2C(CH3)═C(CH3)2


1.20
H
H
O
CH(CH3)CH═CH2


1.21
H
H
O
CH(CH3)CH═CHCH3


1.22
H
H
O
CH(CH3)CH═C(CH3)2


1.23
H
H
O
C(CH3)2CH═CH2


1.24
H
H
O
C(CH3)2CH═CHCH3


1.25
H
H
O
C(CH3)2CH═C(CH3)2


1.26
H
H
O
CH2CH═CHCl


1.27
H
H
O
CH2CH═CCl2


1.28
H
H
O
CH2CCl═CHCl


1.29
H
H
O
CH2CCl═CCl2


1.30
H
H
O
CH2CH═CF2


1.31
H
H
O
CH2CF═CF2


1.32
H
H
O
CH2C•CH


1.33
H
H
O
CH2C•CCH3


1.34
H
H
O
CH2C•CCH2CH3


1.35
H
H
O
CH(CH3)C•CH


1.36
H
H
O
CH(CH3)C•CCH3


1.37
H
H
O
CH(CH3)C•CCH2CH3


1.38
H
H
O
C(CH3)2C•CH


1.39
H
H
O
C(CH3)2C•CCH3


1.40
H
H
O
C(CH3)2C•CCH2CH3


1.41
H
H
O
Cyclopropyl


1.42
H
H
O
Cyclobutyl


1.43
H
H
O
Cyclopentyl


1.44
H
H
O
Cyclohexyl


1.45
H
H
O
CH2CF3


1.46
H
H
O
CH2CH2CF3


1.47
H
H
O
CH2-cyclopropyl


1.48
H
H
O
CH2-cyclobutyl


1.49
H
H
O
CH2-cyclopentyl


1.50
H
H
O
CH2-cyclohexyl


1.51
H
H
O
CH2OCH3


1.52
H
H
O
CH2OCH2CH3


1.53
H
H
O
CH2CH2OCH3


1.54
H
H
O
CH2CH2OCH2CH3


1.55
CH3
H
O
CH3


1.56
CH3
H
O
CH2CH3


1.57
CH3
H
O
CH2CH2CH3


1.58
CH3
H
O
CH(CH3)2


1.59
CH3
H
O
CH2CH2CH2CH3


1.60
CH3
H
O
CH2CH(CH3)2


1.61
CH3
H
O
CH(CH3)CH2CH3


1.62
CH3
H
O
C(CH3)3


1.63
CH3
H
O
CH2CH2CH2CH2CH3


1.64
CH3
H
O
CH2CH2CH(CH3)2


1.65
CH3
H
O
CH2C(CH3)3


1.66
CH3
H
O
CH2CH(CH3)CH2CH3


1.67
CH3
H
O
CH(CH3)CH2CH2CH3


1.68
CH3
H
O
C(CH3)2CH2CH3


1.69
CH3
H
O
CH2CH═CH2


1.70
CH3
H
O
CH2CH═CHCH3


1.71
CH3
H
O
CH2CH═C(CH3)2


1.72
CH3
H
O
CH2C(CH3)═CH2


1.73
CH3
H
O
CH2C(CH3)═CHCH3


1.74
CH3
H
O
CH2C(CH3)═C(CH3)2


1.75
CH3
H
O
CH(CH3)CH═CH2


1.76
CH3
H
O
CH(CH3)CH═CHCH3


1.77
CH3
H
O
CH(CH3)CH═C(CH3)2


1.78
CH3
H
O
C(CH3)2CH═CH2


1.79
CH3
H
O
C(CH3)2CH═CHCH3


1.80
CH3
H
O
C(CH3)2CH═C(CH3)2


1.81
CH3
H
O
CH2CH═CHCl


1.82
CH3
H
O
CH2CH═CCl2


1.83
CH3
H
O
CH2CCl═CHCl


1.84
CH3
H
O
CH2CCl═CCl2


1.85
CH3
H
O
CH2CH═CF2


1.86
CH3
H
O
CH2CF═CF2


1.87
CH3
H
O
CH2C•CH


1.88
CH3
H
O
CH2C•CCH3


1.89
CH3
H
O
CH2C•CCH2CH3


1.90
CH3
H
O
CH(CH3)C•CH


1.91
CH3
H
O
CH(CH3)C•CCH3


1.92
CH3
H
O
CH(CH3)C•CCH2CH3


1.93
CH3
H
O
C(CH3)2C•CH


1.94
CH3
H
O
C(CH3)2C•CCH3


1.95
CH3
H
O
C(CH3)2C•CCH2CH3


1.96
CH3
H
O
Cyclopropyl


1.97
CH3
H
O
Cyclobutyl


1.98
CH3
H
O
Cyclopentyl


1.99
CH3
H
O
Cyclohexyl


1.100
CH3
H
O
CH2CF3


1.101
CH3
H
O
CH2CH2CF3


1.102
CH3
H
O
CH2-cyclopropyl


1.103
CH3
H
O
CH2-cyclobutyl


1.104
CH3
H
O
CH2-cyclopentyl


1.105
CH3
H
O
CH2-cyclohexyl


1.106
CH3
H
O
CH2OCH3


1.107
CH3
H
O
CH2OCH2CH3


1.108
CH3
H
O
CH2CH2OCH3


1.109
CH3
H
O
CH2CH2OCH2CH3


1.110
CH3
CH3
O
CH3


1.111
CH3
CH3
O
CH2CH3


1.112
CH3
CH3
O
CH2CH2CH3


1.113
CH3
CH3
O
CH(CH3)2


1.114
CH3
CH3
O
CH2CH2CH2CH3


1.115
CH3
CH3
O
CH2CH(CH3)2


1.116
CH3
CH3
O
CH(CH3)CH2CH3


1.117
CH3
CH3
O
C(CH3)3


1.118
CH3
CH3
O
CH2CH2CH2CH2CH3


1.119
CH3
CH3
O
CH2CH2CH(CH3)2


1.120
CH3
CH3
O
CH2C(CH3)3


1.121
CH3
CH3
O
CH2CH(CH3)CH2CH3


1.122
CH3
CH3
O
CH(CH3)CH2CH2CH3


1.123
CH3
CH3
O
C(CH3)2CH2CH3


1.124
CH3
CH3
O
CH2CH═CH2


1.125
CH3
CH3
O
CH2CH═CHCH3


1.126
CH3
CH3
O
CH2CH═C(CH3)2


1.127
CH3
CH3
O
CH2C(CH3)═CH2


1.128
CH3
CH3
O
CH2C(CH3)═CHCH3


1.129
CH3
CH3
O
CH2C(CH3)═C(CH3)2


1.130
CH3
CH3
O
CH(CH3)CH═CH2


1.131
CH3
CH3
O
CH(CH3)CH═CHCH3


1.132
CH3
CH3
O
CH(CH3)CH═C(CH3)2


1.133
CH3
CH3
O
C(CH3)2CH═CH2


1.134
CH3
CH3
O
C(CH3)2CH═CHCH3


1.135
CH3
CH3
O
C(CH3)2CH═C(CH3)2


1.136
CH3
CH3
O
CH2CH═CHCl


1.137
CH3
CH3
O
CH2CH═CCl2


1.138
CH3
CH3
O
CH2CCl═CHCl


1.139
CH3
CH3
O
CH2CCl═CCl2


1.140
CH3
CH3
O
CH2CH═CF2


1.141
CH3
CH3
O
CH2CF═CF2


1.142
CH3
CH3
O
CH2C•CH


1.143
CH3
CH3
O
CH2C•CCH3


1.144
CH3
CH3
O
CH2C•CCH2CH3


1.145
CH3
CH3
O
CH(CH3)C•CH


1.146
CH3
CH3
O
CH(CH3)C•CCH3


1.147
CH3
CH3
O
CH(CH3)C•CCH2CH3


1.148
CH3
CH3
O
C(CH3)2C•CH


1.149
CH3
CH3
O
C(CH3)2C•CCH3


1.150
CH3
CH3
O
C(CH3)2C•CCH2CH3


1.151
CH3
CH3
O
Cyclopropyl


1.152
CH3
CH3
O
Cyclobutyl


1.153
CH3
CH3
O
Cyclopentyl


1.154
CH3
CH3
O
Cyclohexyl


1.155
CH3
CH3
O
CH2CF3


1.156
CH3
CH3
O
CH2CH2CF3


1.157
CH3
CH3
O
CH2-cyclopropyl


1.158
CH3
CH3
O
CH2-cyclobutyl


1.159
CH3
CH3
O
CH2-cyclopentyl


1.160
CH3
CH3
O
CH2-cyclohexyl


1.161
CH3
CH3
O
CH2OCH3


1.162
CH3
CH3
O
CH2OCH2CH3


1.163
CH3
CH3
O
CH2CH2OCH3


1.164
CH3
CH3
O
CH2CH2OCH2CH3


1.165
H
H
S
CH2CH3


1.166
H
H
S
CH2CH2CH3


1.167
H
H
S
CH(CH3)2


1.168
H
H
S
CH2CH2CH2CH3


1.169
H
H
S
CH2CH(CH3)2


1.170
H
H
S
CH(CH3)CH2CH3


1.171
H
H
S
C(CH3)3


1.172
H
H
S
CH2CH2CH2CH2CH3


1.173
H
H
S
CH2CH2CH(CH3)2


1.174
H
H
S
CH2C(CH3)3


1.175
H
H
S
CH2CH(CH3)CH2CH3


1.176
H
H
S
CH(CH3)CH2CH2CH3


1.177
H
H
S
C(CH3)2CH2CH3


1.178
H
H
S
CH2CH═CH2


1.179
H
H
S
CH2CH═CHCH3


1.180
H
H
S
CH2CH═C(CH3)2


1.181
H
H
S
CH2C(CH3)═CH2


1.182
H
H
S
CH2C(CH3)═CHCH3


1.183
H
H
S
CH2C(CH3)═C(CH3)2


1.184
H
H
S
CH(CH3)CH═CH2


1.185
H
H
S
CH(CH3)CH═CHCH3


1.186
H
H
S
CH(CH3)CH═C(CH3)2


1.187
H
H
S
C(CH3)2CH═CH2


1.188
H
H
S
C(CH3)2CH═CHCH3


1.189
H
H
S
C(CH3)2CH═C(CH3)2


1.190
H
H
S
CH2CH═CHCl


1.191
H
H
S
CH2CH═CCl2


1.192
H
H
S
CH2CCl═CHCl


1.193
H
H
S
CH2CCl═CCl2


1.194
H
H
S
CH2CH═CF2


1.195
H
H
S
CH2CF═CF2


1.196
H
H
S
CH2C•CH


1.197
H
H
S
CH2C•CCH3


1.198
H
H
S
CH2C•CCH2CH3


1.199
H
H
S
CH(CH3)C•CH


1.200
H
H
S
CH(CH3)C•CCH3


1.201
H
H
S
CH(CH3)C•CCH2CH3


1.202
H
H
S
C(CH3)2C•CH


1.203
H
H
S
C(CH3)2C•CCH3


1.204
H
H
S
C(CH3)2C•CCH2CH3


1.205
H
H
S
Cyclopropyl


1.206
H
H
S
Cyclobutyl


1.207
H
H
S
Cyclopentyl


1.208
H
H
S
Cyclohexyl


1.209
H
H
S
CH2CF3


1.210
H
H
S
CH2CH2CF3


1.211
H
H
S
CH2-cyclopropyl


1.212
H
H
S
CH2-cyclobutyl


1.213
H
H
S
CH2-cyclopentyl


1.214
H
H
S
CH2-cyclohexyl


1.215
CH3
H
S
CH3


1.216
CH3
H
S
CH2CH3


1.217
CH3
H
S
CH2CH2CH3


1.218
CH3
H
S
CH(CH3)2


1.219
CH3
H
S
CH2CH2CH2CH3


1.220
CH3
H
S
CH2CH(CH3)2


1.221
CH3
H
S
CH(CH3)CH2CH3


1.222
CH3
H
S
C(CH3)3


1.223
CH3
H
S
CH2CH2CH2CH2CH3


1.224
CH3
H
S
CH2CH2CH(CH3)2


1.225
CH3
H
S
CH2C(CH3)3


1.226
CH3
H
S
CH2CH(CH3)CH2CH3


1.227
CH3
H
S
CH(CH3)CH2CH2CH3


1.228
CH3
H
S
C(CH3)2CH2CH3


1.229
CH3
H
S
CH2CH═CH2


1.230
CH3
H
S
CH2CH═CHCH3


1.231
CH3
H
S
CH2CH═C(CH3)2


1.232
CH3
H
S
CH2C(CH3)═CH2


1.233
CH3
H
S
CH2C(CH3)═CHCH3


1.234
CH3
H
S
CH2C(CH3)═C(CH3)2


1.235
CH3
H
S
CH(CH3)CH═CH2


1.236
CH3
H
S
CH(CH3)CH═CHCH3


1.237
CH3
H
S
CH(CH3)CH═C(CH3)2


1.238
CH3
H
S
C(CH3)2CH═CH2


1.239
CH3
H
S
C(CH3)2CH═CHCH3


1.240
CH3
H
S
C(CH3)2CH═C(CH3)2


1.241
CH3
H
S
CH2CH═CHCl


1.242
CH3
H
S
CH2CH═CCl2


1.243
CH3
H
S
CH2CCl═CHCl


1.244
CH3
H
S
CH2CCl═CCl2


1.245
CH3
H
S
CH2CH═CF2


1.246
CH3
H
S
CH2CF═CF2


1.247
CH3
H
S
CH2C•CH


1.248
CH3
H
S
CH2C•CCH3


1.249
CH3
H
S
CH2C•CCH2CH3


1.250
CH3
H
S
CH(CH3)C•CH


1.251
CH3
H
S
CH(CH3)C•CCH3


1.252
CH3
H
S
CH(CH3)C•CCH2CH3


1.253
CH3
H
S
C(CH3)2C•CH


1.254
CH3
H
S
C(CH3)2C•CCH3


1.255
CH3
H
S
C(CH3)2C•CCH2CH3


1.256
CH3
H
S
Cyclopropyl


1.257
CH3
H
S
Cyclobutyl


1.258
CH3
H
S
Cyclopentyl


1.259
CH3
H
S
Cyclohexyl


1.260
CH3
H
S
CH2CF3


1.261
CH3
H
S
CH2CH2CF3


1.262
CH3
H
S
CH2-cyclopropyl


1.263
CH3
H
S
CH2-cyclobutyl


1.264
CH3
H
S
CH2-cyclopentyl


1.265
CH3
H
S
CH2-cyclohexyl


1.266
CH3
CH3
S
CH3


1.267
CH3
CH3
S
CH2CH3


1.268
CH3
CH3
S
CH2CH2CH3


1.269
CH3
CH3
S
CH(CH3)2


1.270
CH3
CH3
S
CH2CH2CH2CH3


1.271
CH3
CH3
S
CH2CH(CH3)2


1.272
CH3
CH3
S
CH(CH3)CH2CH3


1.273
CH3
CH3
S
C(CH3)3


1.274
CH3
CH3
S
CH2CH2CH2CH2CH3


1.275
CH3
CH3
S
CH2CH2CH(CH3)2


1.276
CH3
CH3
S
CH2C(CH3)3


1.277
CH3
CH3
S
CH2CH(CH3)CH2CH3


1.278
CH3
CH3
S
CH(CH3)CH2CH2CH3


1.279
CH3
CH3
S
C(CH3)2CH2CH3


1.280
CH3
CH3
S
CH2CH═CH2


1.281
CH3
CH3
S
CH2CH═CHCH3


1.282
CH3
CH3
S
CH2CH═C(CH3)2


1.283
CH3
CH3
S
CH2C(CH3)═CH2


1.284
CH3
CH3
S
CH2C(CH3)═CHCH3


1.285
CH3
CH3
S
CH2C(CH3)═C(CH3)2


1.286
CH3
CH3
S
CH(CH3)CH═CH2


1.287
CH3
CH3
S
CH(CH3)CH═CHCH3


1.288
CH3
CH3
S
CH(CH3)CH═C(CH3)2


1.289
CH3
CH3
S
C(CH3)2CH═CH2


1.290
CH3
CH3
S
C(CH3)2CH═CHCH3


1.291
CH3
CH3
S
C(CH3)2CH═C(CH3)2


1.292
CH3
CH3
S
CH2CH═CHCl


1.293
CH3
CH3
S
CH2CH═CCl2


1.294
CH3
CH3
S
CH2CCl═CHCl


1.295
CH3
CH3
S
CH2CCl═CCl2


1.296
CH3
CH3
S
CH2CH═CF2


1.297
CH3
CH3
S
CH2CF═CF2


1.298
CH3
CH3
S
CH2C•CH


1.299
CH3
CH3
S
CH2C•CCH3


1.300
CH3
CH3
S
CH2C•CCH2CH3


1.301
CH3
CH3
S
CH(CH3)C•CH


1.302
CH3
CH3
S
CH(CH3)C•CCH3


1.303
CH3
CH3
S
CH(CH3)C•CCH2CH3


1.304
CH3
CH3
S
C(CH3)2C•CH


1.305
CH3
CH3
S
C(CH3)2C•CCH3


1.306
CH3
CH3
S
C(CH3)2C•CCH2CH3


1.307
CH3
CH3
S
Cyclopropyl


1.308
CH3
CH3
S
Cyclobutyl


1.309
CH3
CH3
S
Cyclopentyl


1.310
CH3
CH3
S
Cyclohexyl


1.311
CH3
CH3
S
CH2CF3


1.312
CH3
CH3
S
CH2CH2CF3


1.313
CH3
CH3
S
CH2-cyclopropyl


1.314
CH3
CH3
S
CH2-cyclobutyl


1.315
CH3
CH3
S
CH2-cyclopentyl


1.316
CH3
CH3
S
CH2-cyclohexyl


1.317
H
H
S(O)
CH3


1.318
H
H
S(O)
CH2CH3


1.319
H
H
S(O)
CH2CH2CH3


1.320
H
H
S(O)
CH(CH3)2


1.321
H
H
S(O)
CH2CH2CH2CH3


1.322
H
H
S(O)
CH2CH(CH3)2


1.323
H
H
S(O)
CH(CH3)CH2CH3


1.324
H
H
S(O)
C(CH3)3


1.325
H
H
S(O)
CH2CH2CH2CH2CH3


1.326
H
H
S(O)
CH2CH2CH(CH3)2


1.327
H
H
S(O)
CH2C(CH3)3


1.328
H
H
S(O)
CH2CH(CH3)CH2CH3


1.329
H
H
S(O)
CH(CH3)CH2CH2CH3


1.330
H
H
S(O)
C(CH3)2CH2CH3


1.331
H
H
S(O)
CH2CH═CH2


1.332
H
H
S(O)
CH2CH═CHCH3


1.333
H
H
S(O)
CH2CH═C(CH3)2


1.334
H
H
S(O)
CH2C(CH3)═CH2


1.335
H
H
S(O)
CH2C(CH3)═CHCH3


1.336
H
H
S(O)
CH2C(CH3)═C(CH3)2


1.337
H
H
S(O)
CH(CH3)CH═CH2


1.338
H
H
S(O)
CH(CH3)CH═CHCH3


1.339
H
H
S(O)
CH(CH3)CH═C(CH3)2


1.340
H
H
S(O)
C(CH3)2CH═CH2


1.341
H
H
S(O)
C(CH3)2CH═CHCH3


1.342
H
H
S(O)
C(CH3)2CH═C(CH3)2


1.343
H
H
S(O)
CH2CH═CHCl


1.344
H
H
S(O)
CH2CH═CCl2


1.345
H
H
S(O)
CH2CCl═CHCl


1.346
H
H
S(O)
CH2CCl═CCl2


1.347
H
H
S(O)
CH2CH═CF2


1.348
H
H
S(O)
CH2CF═CF2


1.349
H
H
S(O)
CH2C•CH


1.350
H
H
S(O)
CH2C•CCH3


1.351
H
H
S(O)
CH2C•CCH2CH3


1.352
H
H
S(O)
CH(CH3)C•CH


1.353
H
H
S(O)
CH(CH3)C•CCH3


1.354
H
H
S(O)
CH(CH3)C•CCH2CH3


1.355
H
H
S(O)
C(CH3)2C•CH


1.356
H
H
S(O)
C(CH3)2C•CCH3


1.357
H
H
S(O)
C(CH3)2C•CCH2CH3


1.358
H
H
S(O)
Cyclopropyl


1.359
H
H
S(O)
Cyclobutyl


1.360
H
H
S(O)
Cyclopentyl


1.361
H
H
S(O)
Cyclohexyl


1.362
H
H
S(O)
CH2CF3


1.363
H
H
S(O)
CH2CH2CF3


1.364
H
H
S(O)
CH2-cyclopropyl


1.365
H
H
S(O)
CH2-cyclobutyl


1.366
H
H
S(O)
CH2-cyclopentyl


1.367
H
H
S(O)
CH2-cyclohexyl


1.368
H
H
S(O)
CH2OCH3


1.369
H
H
S(O)
CH2OCH2CH3


1.370
H
H
S(O)
CH2CH2OCH3


1.371
H
H
S(O)
CH2CH2OCH2CH3


1.372
CH3
H
S(O)
CH3


1.373
CH3
H
S(O)
CH2CH3


1.374
CH3
H
S(O)
CH2CH2CH3


1.375
CH3
H
S(O)
CH(CH3)2


1.376
CH3
H
S(O)
CH2CH2CH2CH3


1.377
CH3
H
S(O)
CH2CH(CH3)2


1.378
CH3
H
S(O)
CH(CH3)CH2CH3


1.379
CH3
H
S(O)
C(CH3)3


1.380
CH3
H
S(O)
CH2CH2CH2CH2CH3


1.381
CH3
H
S(O)
CH2CH2CH(CH3)2


1.382
CH3
H
S(O)
CH2C(CH3)3


1.383
CH3
H
S(O)
CH2CH(CH3)CH2CH3


1.384
CH3
H
S(O)
CH(CH3)CH2CH2CH3


1.385
CH3
H
S(O)
C(CH3)2CH2CH3


1.386
CH3
H
S(O)
CH2CH═CH2


1.387
CH3
H
S(O)
CH2CH═CHCH3


1.388
CH3
H
S(O)
CH2CH═C(CH3)2


1.389
CH3
H
S(O)
CH2C(CH3)═CH2


1.390
CH3
H
S(O)
CH2C(CH3)═CHCH3


1.391
CH3
H
S(O)
CH2C(CH3)═C(CH3)2


1.392
CH3
H
S(O)
CH(CH3)CH═CH2


1.393
CH3
H
S(O)
CH(CH3)CH═CHCH3


1.394
CH3
H
S(O)
CH(CH3)CH═C(CH3)2


1.395
CH3
H
S(O)
C(CH3)2CH═CH2


1.396
CH3
H
S(O)
C(CH3)2CH═CHCH3


1.397
CH3
H
S(O)
C(CH3)2CH═C(CH3)2


1.398
CH3
H
S(O)
CH2CH═CHCl


1.399
CH3
H
S(O)
CH2CH═CCl2


1.400
CH3
H
S(O)
CH2CCl═CHCl


1.401
CH3
H
S(O)
CH2CCl═CCl2


1.402
CH3
H
S(O)
CH2CH═CF2


1.403
CH3
H
S(O)
CH2CF═CF2


1.404
CH3
H
S(O)
CH2C•CH


1.405
CH3
H
S(O)
CH2C•CCH3


1.406
CH3
H
S(O)
CH2C•CCH2CH3


1.407
CH3
H
S(O)
CH(CH3)C•CH


1.408
CH3
H
S(O)
CH(CH3)C•CCH3


1.409
CH3
H
S(O)
CH(CH3)C•CCH2CH3


1.410
CH3
H
S(O)
C(CH3)2C•CH


1.411
CH3
H
S(O)
C(CH3)2C•CCH3


1.412
CH3
H
S(O)
C(CH3)2C•CCH2CH3


1.413
CH3
H
S(O)
Cyclopropyl


1.414
CH3
H
S(O)
Cyclobutyl


1.415
CH3
H
S(O)
Cyclopentyl


1.416
CH3
H
S(O)
Cyclohexyl


1.417
CH3
H
S(O)
CH2CF3


1.418
CH3
H
S(O)
CH2CH2CF3


1.419
CH3
H
S(O)
CH2-cyclopropyl


1.420
CH3
H
S(O)
CH2-cyclobutyl


1.421
CH3
H
S(O)
CH2-cyclopentyl


1.422
CH3
H
S(O)
CH2-cyclohexyl


1.423
CH3
H
S(O)
CH2OCH3


1.424
CH3
H
S(O)
CH2OCH2CH3


1.425
CH3
H
S(O)
CH2CH2OCH3


1.426
CH3
H
S(O)
CH2CH2OCH2CH3


1.427
CH3
CH3
S(O)
CH3


1.428
CH3
CH3
S(O)
CH2CH3


1.429
CH3
CH3
S(O)
CH2CH2CH3


1.430
CH3
CH3
S(O)
CH(CH3)2


1.431
CH3
CH3
S(O)
CH2CH2CH2CH3


1.432
CH3
CH3
S(O)
CH2CH(CH3)2


1.433
CH3
CH3
S(O)
CH(CH3)CH2CH3


1.434
CH3
CH3
S(O)
C(CH3)3


1.435
CH3
CH3
S(O)
CH2CH2CH2CH2CH3


1.436
CH3
CH3
S(O)
CH2CH2CH(CH3)2


1.437
CH3
CH3
S(O)
CH2C(CH3)3


1.438
CH3
CH3
S(O)
CH2CH(CH3)CH2CH3


1.439
CH3
CH3
S(O)
CH(CH3)CH2CH2CH3


1.440
CH3
CH3
S(O)
C(CH3)2CH2CH3


1.441
CH3
CH3
S(O)
CH2CH═CH2


1.442
CH3
CH3
S(O)
CH2CH═CHCH3


1.443
CH3
CH3
S(O)
CH2CH═C(CH3)2


1.444
CH3
CH3
S(O)
CH2C(CH3)═CH2


1.445
CH3
CH3
S(O)
CH2C(CH3)═CHCH3


1.446
CH3
CH3
S(O)
CH2C(CH3)═C(CH3)2


1.447
CH3
CH3
S(O)
CH(CH3)CH═CH2


1.448
CH3
CH3
S(O)
CH(CH3)CH═CHCH3


1.449
CH3
CH3
S(O)
CH(CH3)CH═C(CH3)2


1.450
CH3
CH3
S(O)
C(CH3)2CH═CH2


1.451
CH3
CH3
S(O)
C(CH3)2CH═CHCH3


1.452
CH3
CH3
S(O)
C(CH3)2CH═C(CH3)2


1.453
CH3
CH3
S(O)
CH2CH═CHCl


1.454
CH3
CH3
S(O)
CH2CH═CCl2


1.455
CH3
CH3
S(O)
CH2CCl═CHCl


1.456
CH3
CH3
S(O)
CH2CCl═CCl2


1.457
CH3
CH3
S(O)
CH2CH═CF2


1.458
CH3
CH3
S(O)
CH2CF═CF2


1.459
CH3
CH3
S(O)
CH2C•CH


1.460
CH3
CH3
S(O)
CH2C•CCH3


1.461
CH3
CH3
S(O)
CH2C•CCH2CH3


1.462
CH3
CH3
S(O)
CH(CH3)C•CH


1.463
CH3
CH3
S(O)
CH(CH3)C•CCH3


1.464
CH3
CH3
S(O)
CH(CH3)C•CCH2CH3


1.465
CH3
CH3
S(O)
C(CH3)2C•CH


1.466
CH3
CH3
S(O)
C(CH3)2C•CCH3


1.467
CH3
CH3
S(O)
C(CH3)2C•CCH2CH3


1.468
CH3
CH3
S(O)
Cyclopropyl


1.469
CH3
CH3
S(O)
Cyclobutyl


1.470
CH3
CH3
S(O)
Cyclopentyl


1.471
CH3
CH3
S(O)
Cyclohexyl


1.472
CH3
CH3
S(O)
CH2CF3


1.473
CH3
CH3
S(O)
CH2CH2CF3


1.474
CH3
CH3
S(O)
CH2-cyclopropyl


1.475
CH3
CH3
S(O)
CH2-cyclobutyl


1.476
CH3
CH3
S(O)
CH2-cyclopentyl


1.477
CH3
CH3
S(O)
CH2-cyclohexyl


1.478
CH3
CH3
S(O)
CH2OCH3


1.479
CH3
CH3
S(O)
CH2OCH2CH3


1.480
CH3
CH3
S(O)
CH2CH2OCH3


1.481
CH3
CH3
S(O)
CH2CH2OCH2CH3


1.482
H
H
SO2
CH3


1.483
H
H
SO2
CH2CH3


1.484
H
H
SO2
CH2CH2CH3


1.485
H
H
SO2
CH(CH3)2


1.486
H
H
SO2
CH2CH2CH2CH3


1.487
H
H
SO2
CH2CH(CH3)2


1.488
H
H
SO2
CH(CH3)CH2CH3


1.489
H
H
SO2
C(CH3)3


1.490
H
H
SO2
CH2CH2CH2CH2CH3


1.491
H
H
SO2
CH2CH2CH(CH3)2


1.492
H
H
SO2
CH2C(CH3)3


1.493
H
H
SO2
CH2CH(CH3)CH2CH3


1.494
H
H
SO2
CH(CH3)CH2CH2CH3


1.495
H
H
SO2
C(CH3)2CH2CH3


1.496
H
H
SO2
CH2CH═CH2


1.497
H
H
SO2
CH2CH═CHCH3


1.498
H
H
SO2
CH2CH═C(CH3)2


1.499
H
H
SO2
CH2C(CH3)═CH2


1.500
H
H
SO2
CH2C(CH3)═CHCH3


1.501
H
H
SO2
CH2C(CH3)═C(CH3)2


1.502
H
H
SO2
CH(CH3)CH═CH2


1.503
H
H
SO2
CH(CH3)CH═CHCH3


1.504
H
H
SO2
CH(CH3)CH═C(CH3)2


1.505
H
H
SO2
C(CH3)2CH═CH2


1.506
H
H
SO2
C(CH3)2CH═CHCH3


1.507
H
H
SO2
C(CH3)2CH═C(CH3)2


1.508
H
H
SO2
CH2CH═CHCl


1.509
H
H
SO2
CH2CH═CCl2


1.510
H
H
SO2
CH2CCl═CHCl


1.511
H
H
SO2
CH2CCl═CCl2


1.512
H
H
SO2
CH2CH═CF2


1.513
H
H
SO2
CH2CF═CF2


1.514
H
H
SO2
CH2C•CH


1.515
H
H
SO2
CH2C•CCH3


1.516
H
H
SO2
CH2C•CCH2CH3


1.517
H
H
SO2
CH(CH3)C•CH


1.518
H
H
SO2
CH(CH3)C•CCH3


1.519
H
H
SO2
CH(CH3)C•CCH2CH3


1.520
H
H
SO2
C(CH3)2C•CH


1.521
H
H
SO2
C(CH3)2C•CCH3


1.522
H
H
SO2
C(CH3)2C•CCH2CH3


1.523
H
H
SO2
Cyclopropyl


1.524
H
H
SO2
Cyclobutyl


1.525
H
H
SO2
Cyclopentyl


1.526
H
H
SO2
Cyclohexyl


1.527
H
H
SO2
CH2CF3


1.528
H
H
SO2
CH2CH2CF3


1.529
H
H
SO2
CH2-cyclopropyl


1.530
H
H
SO2
CH2-cyclobutyl


1.531
H
H
SO2
CH2-cyclopentyl


1.532
H
H
SO2
CH2-cyclohexyl


1.533
H
H
SO2
CH2OCH3


1.534
H
H
SO2
CH2OCH2CH3


1.535
H
H
SO2
CH2CH2OCH3


1.536
H
H
SO2
CH2CH2OCH2CH3


1.537
CH3
H
SO2
CH3


1.538
CH3
H
SO2
CH2CH3


1.539
CH3
H
SO2
CH2CH2CH3


1.540
CH3
H
SO2
CH(CH3)2


1.541
CH3
H
SO2
CH2CH2CH2CH3


1.542
CH3
H
SO2
CH2CH(CH3)2


1.543
CH3
H
SO2
CH(CH3)CH2CH3


1.544
CH3
H
SO2
C(CH3)3


1.545
CH3
H
SO2
CH2CH2CH2CH2CH3


1.546
CH3
H
SO2
CH2CH2CH(CH3)2


1.547
CH3
H
SO2
CH2C(CH3)3


1.548
CH3
H
SO2
CH2CH(CH3)CH2CH3


1.549
CH3
H
SO2
CH(CH3)CH2CH2CH3


1.550
CH3
H
SO2
C(CH3)2CH2CH3


1.551
CH3
H
SO2
CH2CH═CH2


1.552
CH3
H
SO2
CH2CH═CHCH3


1.553
CH3
H
SO2
CH2CH═C(CH3)2


1.554
CH3
H
SO2
CH2C(CH3)═CH2


1.555
CH3
H
SO2
CH2C(CH3)═CHCH3


1.556
CH3
H
SO2
CH2C(CH3)═C(CH3)2


1.557
CH3
H
SO2
CH(CH3)CH═CH2


1.558
CH3
H
SO2
CH(CH3)CH═CHCH3


1.559
CH3
H
SO2
CH(CH3)CH═C(CH3)2


1.560
CH3
H
SO2
C(CH3)2CH═CH2


1.561
CH3
H
SO2
C(CH3)2CH═CHCH3


1.562
CH3
H
SO2
C(CH3)2CH═C(CH3)2


1.563
CH3
H
SO2
CH2CH═CHCl


1.564
CH3
H
SO2
CH2CH═CCl2


1.565
CH3
H
SO2
CH2CCl═CHCl


1.566
CH3
H
SO2
CH2CCl═CCl2


1.567
CH3
H
SO2
CH2CH═CF2


1.568
CH3
H
SO2
CH2CF═CF2


1.569
CH3
H
SO2
CH2C•CH


1.570
CH3
H
SO2
CH2C•CCH3


1.571
CH3
H
SO2
CH2C•CCH2CH3


1.572
CH3
H
SO2
CH(CH3)C•CH


1.573
CH3
H
SO2
CH(CH3)C•CCH3


1.574
CH3
H
SO2
CH(CH3)C•CCH2CH3


1.575
CH3
H
SO2
C(CH3)2C•CH


1.576
CH3
H
SO2
C(CH3)2C•CCH3


1.577
CH3
H
SO2
C(CH3)2C•CCH2CH3


1.578
CH3
H
SO2
Cyclopropyl


1.579
CH3
H
SO2
Cyclobutyl


1.580
CH3
H
SO2
Cyclopentyl


1.581
CH3
H
SO2
Cyclohexyl


1.582
CH3
H
SO2
CH2CF3


1.583
CH3
H
SO2
CH2CH2CF3


1.584
CH3
H
SO2
CH2-cyclopropyl


1.585
CH3
H
SO2
CH2-cyclobutyl


1.586
CH3
H
SO2
CH2-cyclopentyl


1.587
CH3
H
SO2
CH2-cyclohexyl


1.588
CH3
H
SO2
CH2OCH3


1.589
CH3
H
SO2
CH2OCH2CH3


1.590
CH3
H
SO2
CH2CH2OCH3


1.591
CH3
H
SO2
CH2CH2OCH2CH3


1.592
CH3
CH3
SO2
CH3


1.593
CH3
CH3
SO2
CH2CH3


1.594
CH3
CH3
SO2
CH2CH2CH3


1.595
CH3
CH3
SO2
CH(CH3)2


1.596
CH3
CH3
SO2
CH2CH2CH2CH3


1.597
CH3
CH3
SO2
CH2CH(CH3)2


1.598
CH3
CH3
SO2
CH(CH3)CH2CH3


1.599
CH3
CH3
SO2
C(CH3)3


1.600
CH3
CH3
SO2
CH2CH2CH2CH2CH3


1.601
CH3
CH3
SO2
CH2CH2CH(CH3)2


1.602
CH3
CH3
SO2
CH2C(CH3)3


1.603
CH3
CH3
SO2
CH2CH(CH3)CH2CH3


1.604
CH3
CH3
SO2
CH(CH3)CH2CH2CH3


1.605
CH3
CH3
SO2
C(CH3)2CH2CH3


1.606
CH3
CH3
SO2
CH2CH═CH2


1.607
CH3
CH3
SO2
CH2CH═CHCH3


1.608
CH3
CH3
SO2
CH2CH═C(CH3)2


1.609
CH3
CH3
SO2
CH2C(CH3)═CH2


1.610
CH3
CH3
SO2
CH2C(CH3)═CHCH3


1.611
CH3
CH3
SO2
CH2C(CH3)═C(CH3)2


1.612
CH3
CH3
SO2
CH(CH3)CH═CH2


1.613
CH3
CH3
SO2
CH(CH3)CH═CHCH3


1.614
CH3
CH3
SO2
CH(CH3)CH═C(CH3)2


1.615
CH3
CH3
SO2
C(CH3)2CH═CH2


1.616
CH3
CH3
SO2
C(CH3)2CH═CHCH3


1.617
CH3
CH3
SO2
C(CH3)2CH═C(CH3)2


1.618
CH3
CH3
SO2
CH2CH═CHCl


1.619
CH3
CH3
SO2
CH2CH═CCl2


1.620
CH3
CH3
SO2
CH2CCl═CHCl


1.621
CH3
CH3
SO2
CH2CCl═CCl2


1.622
CH3
CH3
SO2
CH2CH═CF2


1.623
CH3
CH3
SO2
CH2CF═CF2


1.624
CH3
CH3
SO2
CH2C•CH


1.625
CH3
CH3
SO2
CH2C•CCH3


1.626
CH3
CH3
SO2
CH2C•CCH2CH3


1.627
CH3
CH3
SO2
CH(CH3)C•CH


1.628
CH3
CH3
SO2
CH(CH3)C•CCH3


1.629
CH3
CH3
SO2
CH(CH3)C•CCH2CH3


1.630
CH3
CH3
SO2
C(CH3)2C•CH


1.631
CH3
CH3
SO2
C(CH3)2C•CCH3


1.632
CH3
CH3
SO2
C(CH3)2C•CCH2CH3


1.633
CH3
CH3
SO2
Cyclopropyl


1.634
CH3
CH3
SO2
Cyclobutyl


1.635
CH3
CH3
SO2
Cyclopentyl


1.636
CH3
CH3
SO2
Cyclohexyl


1.637
CH3
CH3
SO2
CH2CF3


1.638
CH3
CH3
SO2
CH2CH2CF3


1.639
CH3
CH3
SO2
CH2-cyclopropyl


1.640
CH3
CH3
SO2
CH2-cyclobutyl


1.641
CH3
CH3
SO2
CH2-cyclopentyl


1.642
CH3
CH3
SO2
CH2-cyclohexyl


1.643
CH3
CH3
SO2
CH2OCH3


1.644
CH3
CH3
SO2
CH2OCH2CH3


1.645
CH3
CH3
SO2
CH2CH2OCH3


1.646
CH3
CH3
SO2
CH2CH2OCH2CH3
















TABLE 2



























TABLE 3



























TABLE 4



























TABLE 5



























TABLE 6



























TABLE 7



























TABLE 8



























TABLE 9



























TABLE 10



























TABLE 11



























TABLE 12







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 13







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 14







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 15







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 16







This table 12 contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 17







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 18







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 19







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 20







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 21







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 22







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 23







This table 12 contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 24







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 25







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 26







This table contains 618 compounds of the following type,








 


where X, R6, R7 and R8 are as defined below:











Compound






number
R6
R7
X
R8














26.1
H
H
O
CH3


26.2
H
H
O
CH2CH3


26.3
H
H
O
CH2CH2CH3


26.4
H
H
O
CH(CH3)2


26.5
H
H
O
CH2CH2CH2CH3


26.6
H
H
O
CH2CH(CH3)2


26.7
H
H
O
CH(CH3)CH2CH3


26.8
H
H
O
C(CH3)3


26.9
H
H
O
CH2CH2CH2CH2CH3


26.10
H
H
O
CH2CH2CH(CH3)2


26.11
H
H
O
CH2C(CH3)3


26.12
H
H
O
CH2CH(CH3)CH2CH3


26.13
H
H
O
CH(CH3)CH2CH2CH3


26.14
H
H
O
C(CH3)2CH2CH3


26.15
H
H
O
CH2CH═CH2


26.16
H
H
O
CH2CH═CHCH3


26.17
H
H
O
CH2CH═C(CH3)2


26.18
H
H
O
CH2C(CH3)═CH2


26.19
H
H
O
CH2C(CH3)═CHCH3


26.20
H
H
O
CH2C(CH3)═C(CH3)2


26.21
H
H
O
CH(CH3)CH═CH2


26.22
H
H
O
CH(CH3)CH═CHCH3


26.23
H
H
O
CH(CH3)CH═C(CH3)2


26.24
H
H
O
C(CH3)2CH═CH2


26.25
H
H
O
C(CH3)2CH═CHCH3


26.26
H
H
O
C(CH3)2CH═C(CH3)2


26.27
H
H
O
CH2CH═CHCl


26.28
H
H
O
CH2CH═CCl2


26.29
H
H
O
CH2CCl═CHCl


26.30
H
H
O
CH2CCl═CCl2


26.31
H
H
O
CH2CH═CF2


26.32
H
H
O
CH2CF═CF2


26.33
H
H
O
CH2C•CH


26.34
H
H
O
CH2C•CCH3


26.35
H
H
O
CH2C•CCH2CH3


26.36
H
H
O
CH(CH3)C•CH


26.37
H
H
O
CH(CH3)C•CCH3


26.38
H
H
O
CH(CH3)C•CCH2CH3


26.39
H
H
O
C(CH3)2C•CH


26.40
H
H
O
C(CH3)2C•CCH3


26.41
H
H
O
C(CH3)2C•CCH2CH3


26.42
H
H
O
Cyclopropyl


26.43
H
H
O
Cyclobutyl


26.44
H
H
O
Cyclopentyl


26.45
H
H
O
Cyclohexyl


26.46
H
H
O
CH2CF3


26.47
H
H
O
CH2CH2CF3


26.48
H
H
O
CH2-cyclopropyl


26.49
H
H
O
CH2-cyclobutyl


26.50
H
H
O
CH2-cyclopentyl


26.51
H
H
O
CH2-cyclohexyl


26.52
H
H
O
CH2OCH3


26.53
H
H
O
CH2OCH2CH3


26.54
H
H
O
CH2CH2OCH3


26.55
H
H
O
CH2CH2OCH2CH3


26.56
CH3
H
O
CH3


26.57
CH3
H
O
CH2CH3


26.58
CH3
H
O
CH2CH2CH3


26.59
CH3
H
O
CH(CH3)2


26.60
CH3
H
O
CH2CH2CH2CH3


26.61
CH3
H
O
CH2CH(CH3)2


26.62
CH3
H
O
CH(CH3)CH2CH3


26.63
CH3
H
O
C(CH3)3


26.64
CH3
H
O
CH2CH2CH2CH2CH3


26.65
CH3
H
O
CH2CH2CH(CH3)2


26.66
CH3
H
O
CH2C(CH3)3


26.67
CH3
H
O
CH2CH(CH3)CH2CH3


26.68
CH3
H
O
CH(CH3)CH2CH2CH3


26.69
CH3
H
O
C(CH3)2CH2CH3


26.70
CH3
H
O
CH2CH═CH2


26.71
CH3
H
O
CH2CH═CHCH3


26.72
CH3
H
O
CH2CH═C(CH3)2


26.73
CH3
H
O
CH2C(CH3)═CH2


26.74
CH3
H
O
CH2C(CH3)═CHCH3


26.75
CH3
H
O
CH2C(CH3)═C(CH3)2


26.76
CH3
H
O
CH(CH3)CH═CH2


26.77
CH3
H
O
CH(CH3)CH═CHCH3


26.78
CH3
H
O
CH(CH3)CH═C(CH3)2


26.79
CH3
H
O
C(CH3)2CH═CH2


26.80
CH3
H
O
C(CH3)2CH═CHCH3


26.81
CH3
H
O
C(CH3)2CH═C(CH3)2


26.82
CH3
H
O
CH2CH═CHCl


26.83
CH3
H
O
CH2CH═CCl2


26.84
CH3
H
O
CH2CCl═CHCl


26.85
CH3
H
O
CH2CCl═CCl2


26.86
CH3
H
O
CH2CH═CF2


26.87
CH3
H
O
CH2CF═CF2


26.88
CH3
H
O
CH2C•CH


26.89
CH3
H
O
CH2C•CCH3


26.90
CH3
H
O
CH2C•CCH2CH3


26.91
CH3
H
O
CH(CH3)C•CH


26.92
CH3
H
O
CH(CH3)C•CCH3


26.93
CH3
H
O
CH(CH3)C•CCH2CH3


26.94
CH3
H
O
C(CH3)2C•CH


26.95
CH3
H
O
C(CH3)2C•CCH3


26.96
CH3
H
O
C(CH3)2C•CCH2CH3


26.97
CH3
H
O
Cyclopropyl


26.98
CH3
H
O
Cyclobutyl


26.99
CH3
H
O
Cyclopentyl


26.100
CH3
H
O
Cyclohexyl


26.101
CH3
H
O
CH2CF3


26.102
CH3
H
O
CH2CH2CF3


26.103
CH3
H
O
CH2-cyclopropyl


26.104
CH3
H
O
CH2-cyclobutyl


26.105
CH3
H
O
CH2-cyclopentyl


26.106
CH3
H
O
CH2-cyclohexyl


26.107
CH3
H
O
CH2OCH3


26.108
CH3
H
O
CH2OCH2CH3


26.109
CH3
H
O
CH2CH2OCH3


26.110
CH3
H
O
CH2CH2OCH2CH3


26.111
CH3
CH3
O
CH3


26.112
CH3
CH3
O
CH2CH3


26.113
CH3
CH3
O
CH2CH2CH3


26.114
CH3
CH3
O
CH(CH3)2


26.115
CH3
CH3
O
CH2CH2CH2CH3


26.116
CH3
CH3
O
CH2CH(CH3)2


26.117
CH3
CH3
O
CH(CH3)CH2CH3


26.118
CH3
CH3
O
C(CH3)3


26.119
CH3
CH3
O
CH2CH2CH2CH2CH3


26.120
CH3
CH3
O
CH2CH2CH(CH3)2


26.121
CH3
CH3
O
CH2C(CH3)3


26.122
CH3
CH3
O
CH2CH(CH3)CH2CH3


26.123
CH3
CH3
O
CH(CH3)CH2CH2CH3


26.124
CH3
CH3
O
C(CH3)2CH2CH3


26.125
CH3
CH3
O
CH2CH═CH2


26.126
CH3
CH3
O
CH2CH═CHCH3


26.127
CH3
CH3
O
CH2CH═C(CH3)2


26.128
CH3
CH3
O
CH2C(CH3)═CH2


26.129
CH3
CH3
O
CH2C(CH3)═CHCH3


26.130
CH3
CH3
O
CH2C(CH3)═C(CH3)2


26.131
CH3
CH3
O
CH(CH3)CH═CH2


26.132
CH3
CH3
O
CH(CH3)CH═CHCH3


26.133
CH3
CH3
O
CH(CH3)CH═C(CH3)2


26.134
CH3
CH3
O
C(CH3)2CH═CH2


26.135
CH3
CH3
O
C(CH3)2CH═CHCH3


26.136
CH3
CH3
O
C(CH3)2CH═C(CH3)2


26.137
CH3
CH3
O
CH2CH═CHCl


26.138
CH3
CH3
O
CH2CH═CCl2


26.139
CH3
CH3
O
CH2CCl═CHCl


26.140
CH3
CH3
O
CH2CCl═CCl2


26.141
CH3
CH3
O
CH2CH═CF2


26.142
CH3
CH3
O
CH2CF═CF2


26.143
CH3
CH3
O
CH2C•CH


26.144
CH3
CH3
O
CH2C•CCH3


26.145
CH3
CH3
O
CH2C•CCH2CH3


26.146
CH3
CH3
O
CH(CH3)C•CH


26.147
CH3
CH3
O
CH(CH3)C•CCH3


26.148
CH3
CH3
O
CH(CH3)C•CCH2CH3


26.149
CH3
CH3
O
C(CH3)2C•CH


26.150
CH3
CH3
O
C(CH3)2C•CCH3


26.151
CH3
CH3
O
C(CH3)2C•CCH2CH3


26.152
CH3
CH3
O
Cyclopropyl


26.153
CH3
CH3
O
Cyclobutyl


26.154
CH3
CH3
O
Cyclopentyl


26.155
CH3
CH3
O
Cyclohexyl


26.156
CH3
CH3
O
CH2CF3


26.157
CH3
CH3
O
CH2CH2CF3


26.158
CH3
CH3
O
CH2-cyclopropyl


26.159
CH3
CH3
O
CH2-cyclobutyl


26.160
CH3
CH3
O
CH2-cyclopentyl


26.161
CH3
CH3
O
CH2-cyclohexyl


26.162
CH3
CH3
O
CH2OCH3


26.163
CH3
CH3
O
CH2OCH2CH3


26.164
CH3
CH3
O
CH2CH2OCH3


26.165
CH3
CH3
O
CH2CH2OCH2CH3


26.166
H
H
S
CH3


26.167
H
H
S
CH2CH3


26.168
H
H
S
CH2CH2CH3


26.169
H
H
S
CH(CH3)2


26.170
H
H
S
CH2CH2CH2CH3


26.171
H
H
S
CH2CH(CH3)2


26.172
H
H
S
CH(CH3)CH2CH3


26.173
H
H
S
C(CH3)3


26.174
H
H
S
CH2CH2CH2CH2CH3


26.175
H
H
S
CH2CH2CH(CH3)2


26.176
H
H
S
CH2C(CH3)3


26.177
H
H
S
CH2CH(CH3)CH2CH3


26.178
H
H
S
CH(CH3)CH2CH2CH3


26.179
H
H
S
C(CH3)2CH2CH3


26.180
H
H
S
CH2CH═CH2


26.181
H
H
S
CH2CH═CHCH3


26.182
H
H
S
CH2CH═C(CH3)2


26.183
H
H
S
CH2C(CH3)═CH2


26.184
H
H
S
CH2C(CH3)═CHCH3


26.185
H
H
S
CH2C(CH3)═C(CH3)2


26.186
H
H
S
CH(CH3)CH═CH2


26.187
H
H
S
CH(CH3)CH═CHCH3


26.188
H
H
S
CH(CH3)CH═C(CH3)2


26.189
H
H
S
C(CH3)2CH═CH2


26.190
H
H
S
C(CH3)2CH═CHCH3


26.191
H
H
S
C(CH3)2CH═C(CH3)2


26.192
H
H
S
CH2CH═CHCl


26.193
H
H
S
CH2CH═CCl2


26.194
H
H
S
CH2CCl═CHCl


26.195
H
H
S
CH2CCl═CCl2


26.196
H
H
S
CH2CH═CF2


26.197
H
H
S
CH2CF═CF2


26.198
H
H
S
CH2C•CH


26.199
H
H
S
CH2C•CCH3


26.200
H
H
S
CH2C•CCH2CH3


26.201
H
H
S
CH(CH3)C•CH


26.202
H
H
S
CH(CH3)C•CCH3


26.203
H
H
S
CH(CH3)C•CCH2CH3


26.204
H
H
S
C(CH3)2C•CH


26.205
H
H
S
C(CH3)2C•CCH3


26.206
H
H
S
C(CH3)2C•CCH2CH3


26.207
H
H
S
Cyclopropyl


26.208
H
H
S
Cyclobutyl


26.209
H
H
S
Cyclopentyl


26.210
H
H
S
Cyclohexyl


26.211
H
H
S
CH2CF3


26.212
H
H
S
CH2CH2CF3


26.213
H
H
S
CH2-cyclopropyl


26.214
H
H
S
CH2-cyclobutyl


26.215
H
H
S
CH2-cyclopentyl


26.216
H
H
S
CH2-cyclohexyl


26.217
CH3
H
S
CH3


26.218
CH3
H
S
CH2CH3


26.219
CH3
H
S
CH2CH2CH3


26.220
CH3
H
S
CH(CH3)2


26.221
CH3
H
S
CH2CH2CH2CH3


26.222
CH3
H
S
CH2CH(CH3)2


26.223
CH3
H
S
CH(CH3)CH2CH3


26.224
CH3
H
S
C(CH3)3


26.225
CH3
H
S
CH2CH2CH2CH2CH3


26.226
CH3
H
S
CH2CH2CH(CH3)2


26.227
CH3
H
S
CH2C(CH3)3


26.228
CH3
H
S
CH2CH(CH3)CH2CH3


26.229
CH3
H
S
CH(CH3)CH2CH2CH3


26.230
CH3
H
S
C(CH3)2CH2CH3


26.231
CH3
H
S
CH2CH═CH2


26.232
CH3
H
S
CH2CH═CHCH3


26.233
CH3
H
S
CH2CH═C(CH3)2


26.234
CH3
H
S
CH2C(CH3)═CH2


26.235
CH3
H
S
CH2C(CH3)═CHCH3


26.236
CH3
H
S
CH2C(CH3)═C(CH3)2


26.237
CH3
H
S
CH(CH3)CH═CH2


26.238
CH3
H
S
CH(CH3)CH═CHCH3


26.239
CH3
H
S
CH(CH3)CH═C(CH3)2


26.240
CH3
H
S
C(CH3)2CH═CH2


26.241
CH3
H
S
C(CH3)2CH═CHCH3


26.242
CH3
H
S
C(CH3)2CH═C(CH3)2


26.243
CH3
H
S
CH2CH═CHCl


26.244
CH3
H
S
CH2CH═CCl2


26.245
CH3
H
S
CH2CCl═CHCl


26.246
CH3
H
S
CH2CCl═CCl2


26.247
CH3
H
S
CH2CH═CF2


26.248
CH3
H
S
CH2CF═CF2


26.249
CH3
H
S
CH2C•CH


26.250
CH3
H
S
CH2C•CCH3


26.251
CH3
H
S
CH2C•CCH2CH3


26.252
CH3
H
S
CH(CH3)C•CH


26.253
CH3
H
S
CH(CH3)C•CCH3


26.254
CH3
H
S
CH(CH3)C•CCH2CH3


26.255
CH3
H
S
C(CH3)2C•CH


26.256
CH3
H
S
C(CH3)2C•CCH3


26.257
CH3
H
S
C(CH3)2C•CCH2CH3


26.258
CH3
H
S
Cyclopropyl


26.259
CH3
H
S
Cyclobutyl


26.260
CH3
H
S
Cyclopentyl


26.261
CH3
H
S
Cyclohexyl


26.262
CH3
H
S
CH2CF3


26.263
CH3
H
S
CH2CH2CF3


26.264
CH3
H
S
CH2-cyclopropyl


26.265
CH3
H
S
CH2-cyclobutyl


26.266
CH3
H
S
CH2-cyclopentyl


26.267
CH3
H
S
CH2-cyclohexyl


26.268
CH3
CH3
S
CH3


26.269
CH3
CH3
S
CH2CH3


26.270
CH3
CH3
S
CH2CH2CH3


26.271
CH3
CH3
S
CH(CH3)2


26.272
CH3
CH3
S
CH2CH2CH2CH3


26.273
CH3
CH3
S
CH2CH(CH3)2


26.274
CH3
CH3
S
CH(CH3)CH2CH3


26.275
CH3
CH3
S
C(CH3)3


26.276
CH3
CH3
S
CH2CH2CH2CH2CH3


26.277
CH3
CH3
S
CH2CH2CH(CH3)2


26.278
CH3
CH3
S
CH2C(CH3)3


26.279
CH3
CH3
S
CH2CH(CH3)CH2CH3


26.280
CH3
CH3
S
CH(CH3)CH2CH2CH3


26.281
CH3
CH3
S
C(CH3)2CH2CH3


26.282
CH3
CH3
S
CH2CH═CH2


26.283
CH3
CH3
S
CH2CH═CHCH3


26.284
CH3
CH3
S
CH2CH═C(CH3)2


26.285
CH3
CH3
S
CH2C(CH3)═CH2


26.286
CH3
CH3
S
CH2C(CH3)═CHCH3


26.287
CH3
CH3
S
CH2C(CH3)═C(CH3)2


26.288
CH3
CH3
S
CH(CH3)CH═CH2


26.289
CH3
CH3
S
CH(CH3)CH═CHCH3


26.290
CH3
CH3
S
CH(CH3)CH═C(CH3)2


26.291
CH3
CH3
S
C(CH3)2CH═CH2


26.292
CH3
CH3
S
C(CH3)2CH═CHCH3


26.293
CH3
CH3
S
C(CH3)2CH═C(CH3)2


26.294
CH3
CH3
S
CH2CH═CHCl


26.295
CH3
CH3
S
CH2CH═CCl2


26.296
CH3
CH3
S
CH2CCl═CHCl


26.297
CH3
CH3
S
CH2CCl═CCl2


26.298
CH3
CH3
S
CH2CH═CF2


26.299
CH3
CH3
S
CH2CF═CF2


26.300
CH3
CH3
S
CH2C•CH


26.301
CH3
CH3
S
CH2C•CCH3


26.302
CH3
CH3
S
CH2C•CCH2CH3


26.303
CH3
CH3
S
CH(CH3)C•CH


26.304
CH3
CH3
S
CH(CH3)C•CCH3


26.305
CH3
CH3
S
CH(CH3)C•CCH2CH3


26.306
CH3
CH3
S
C(CH3)2C•CH


26.307
CH3
CH3
S
C(CH3)2C•CCH3


26.308
CH3
CH3
S
C(CH3)2C•CCH2CH3


26.309
CH3
CH3
S
Cyclopropyl


26.310
CH3
CH3
S
Cyclobutyl


26.311
CH3
CH3
S
Cyclopentyl


26.312
CH3
CH3
S
Cyclohexyl


26.313
CH3
CH3
S
CH2CF3


26.314
CH3
CH3
S
CH2CH2CF3


26.315
CH3
CH3
S
CH2-cyclopropyl


26.316
CH3
CH3
S
CH2-cyclobutyl


26.317
CH3
CH3
S
CH2-cyclopentyl


26.318
CH3
CH3
S
CH2-cyclohexyl


26.319
H
H
S(O)
CH3


26.320
H
H
S(O)
CH2CH3


26.321
H
H
S(O)
CH2CH2CH3


26.322
H
H
S(O)
CH(CH3)2


26.323
H
H
S(O)
CH2CH2CH2CH3


26.324
H
H
S(O)
CH2CH(CH3)2


26.325
H
H
S(O)
CH(CH3)CH2CH3


26.326
H
H
S(O)
C(CH3)3


26.327
H
H
S(O)
CH2CH2CH2CH2CH3


26.328
H
H
S(O)
CH2CH2CH(CH3)2


26.329
H
H
S(O)
CH2C(CH3)3


26.330
H
H
S(O)
CH2CH(CH3)CH2CH3


26.331
H
H
S(O)
CH(CH3)CH2CH2CH3


26.332
H
H
S(O)
C(CH3)2CH2CH3


26.333
H
H
S(O)
CH2CH═CH2


26.334
H
H
S(O)
CH2CH═CHCH3


26.335
H
H
S(O)
CH2CH═C(CH3)2


26.336
H
H
S(O)
CH2C(CH3)═CH2


26.337
H
H
S(O)
CH2C(CH3)═CHCH3


26.338
H
H
S(O)
CH2C(CH3)═C(CH3)2


26.339
H
H
S(O)
CH(CH3)CH═CH2


26.340
H
H
S(O)
CH(CH3)CH═CHCH3


26.341
H
H
S(O)
CH(CH3)CH═C(CH3)2


26.342
H
H
S(O)
C(CH3)2CH═CH2


26.343
H
H
S(O)
C(CH3)2CH═CHCH3


26.344
H
H
S(O)
C(CH3)2CH═C(CH3)2


26.345
H
H
S(O)
CH2CH═CHCl


26.346
H
H
S(O)
CH2CH═CCl2


26.347
H
H
S(O)
CH2CCl═CHCl


26.348
H
H
S(O)
CH2CCl═CCl2


26.349
H
H
S(O)
CH2CH═CF2


26.350
H
H
S(O)
CH2CF═CF2


26.351
H
H
S(O)
CH2C•CH


26.352
H
H
S(O)
CH2C•CCH3


26.353
H
H
S(O)
CH2C•CCH2CH3


26.354
H
H
S(O)
CH(CH3)C•CH


26.355
H
H
S(O)
CH(CH3)C•CCH3


26.356
H
H
S(O)
CH(CH3)C•CCH2CH3


26.357
H
H
S(O)
C(CH3)2C•CH


26.358
H
H
S(O)
C(CH3)2C•CCH3


26.359
H
H
S(O)
C(CH3)2C•CCH2CH3


26.360
H
H
S(O)
Cyclopropyl


26.361
H
H
S(O)
Cyclobutyl


26.362
H
H
S(O)
Cyclopentyl


26.363
H
H
S(O)
Cyclohexyl


26.364
H
H
S(O)
CH2CF3


26.365
H
H
S(O)
CH2CH2CF3


26.366
H
H
S(O)
CH2-cyclopropyl


26.357
H
H
S(O)
CH2-cyclobutyl


26.358
H
H
S(O)
CH2-cyclopentyl


26.359
H
H
S(O)
CH2-cyclohexyl


26.360
H
H
S(O)
CH2OCH3


26.361
H
H
S(O)
CH2OCH2CH3


26.362
H
H
S(O)
CH2CH2OCH3


26.363
H
H
S(O)
CH2CH2OCH2CH3


26.364
CH3
H
S(O)
CH3


26.365
CH3
H
S(O)
CH2CH3


26.366
CH3
H
S(O)
CH2CH2CH3


26.367
CH3
H
S(O)
CH(CH3)2


26.368
CH3
H
S(O)
CH2CH2CH2CH3


26.369
CH3
H
S(O)
CH2CH(CH3)2


26.370
CH3
H
S(O)
CH(CH3)CH2CH3


26.371
CH3
H
S(O)
C(CH3)3


26.372
CH3
H
S(O)
CH2CH2CH2CH2CH3


26.373
CH3
H
S(O)
CH2CH2CH(CH3)2


26.374
CH3
H
S(O)
CH2C(CH3)3


26.375
CH3
H
S(O)
CH2CH(CH3)CH2CH3


26.376
CH3
H
S(O)
CH(CH3)CH2CH2CH3


26.377
CH3
H
S(O)
C(CH3)2CH2CH3


26.378
CH3
H
S(O)
CH2CH═CH2


26.379
CH3
H
S(O)
CH2CH═CHCH3


26.380
CH3
H
S(O)
CH2CH═C(CH3)2


26.381
CH3
H
S(O)
CH2C(CH3)═CH2


26.382
CH3
H
S(O)
CH2C(CH3)═CHCH3


26.383
CH3
H
S(O)
CH2C(CH3)═C(CH3)2


26.384
CH3
H
S(O)
CH(CH3)CH═CH2


26.385
CH3
H
S(O)
CH(CH3)CH═CHCH3


26.386
CH3
H
S(O)
CH(CH3)CH═C(CH3)2


26.387
CH3
H
S(O)
C(CH3)2CH═CH2


26.388
CH3
H
S(O)
C(CH3)2CH═CHCH3


26.389
CH3
H
S(O)
C(CH3)2CH═C(CH3)2


26.390
CH3
H
S(O)
CH2CH═CHCl


26.391
CH3
H
S(O)
CH2CH═CCl2


26.392
CH3
H
S(O)
CH2CCl═CHCl


26.393
CH3
H
S(O)
CH2CCl═CCl2


26.394
CH3
H
S(O)
CH2CH═CF2


26.395
CH3
H
S(O)
CH2CF═CF2


26.396
CH3
H
S(O)
CH2C•CH


26.397
CH3
H
S(O)
CH2C•CCH3


26.398
CH3
H
S(O)
CH2C•CCH2CH3


26.399
CH3
H
S(O)
CH(CH3)C•CH


26.400
CH3
H
S(O)
CH(CH3)C•CCH3


26.401
CH3
H
S(O)
CH(CH3)C•CCH2CH3


26.402
CH3
H
S(O)
C(CH3)2C•CH


26.403
CH3
H
S(O)
C(CH3)2C•CCH3


26.404
CH3
H
S(O)
C(CH3)2C•CCH2CH3


26.405
CH3
H
S(O)
Cyclopropyl


26.406
CH3
H
S(O)
Cyclobutyl


26.407
CH3
H
S(O)
Cyclopentyl


26.408
CH3
H
S(O)
Cyclohexyl


26.409
CH3
H
S(O)
CH2CF3


26.410
CH3
H
S(O)
CH2CH2CF3


26.411
CH3
H
S(O)
CH2-cyclopropyl


26.412
CH3
H
S(O)
CH2-cyclobutyl


26.413
CH3
H
S(O)
CH2-cyclopentyl


26.414
CH3
H
S(O)
CH2-cyclohexyl


26.415
CH3
CH3
S(O)
CH3


26.416
CH3
CH3
S(O)
CH2CH3


26.417
CH3
CH3
S(O)
CH2CH2CH3


26.418
CH3
CH3
S(O)
CH(CH3)2


26.419
CH3
CH3
S(O)
CH2CH2CH2CH3


26.420
CH3
CH3
S(O)
CH2CH(CH3)2


26.421
CH3
CH3
S(O)
CH(CH3)CH2CH3


26.422
CH3
CH3
S(O)
C(CH3)3


26.423
CH3
CH3
S(O)
CH2CH2CH2CH2CH3


26.424
CH3
CH3
S(O)
CH2CH2CH(CH3)2


26.425
CH3
CH3
S(O)
CH2C(CH3)3


26.426
CH3
CH3
S(O)
CH2CH(CH3)CH2CH3


26.427
CH3
CH3
S(O)
CH(CH3)CH2CH2CH3


26.428
CH3
CH3
S(O)
C(CH3)2CH2CH3


26.429
CH3
CH3
S(O)
CH2CH═CH2


26.430
CH3
CH3
S(O)
CH2CH═CHCH3


26.431
CH3
CH3
S(O)
CH2CH═C(CH3)2


26.432
CH3
CH3
S(O)
CH2C(CH3)═CH2


26.433
CH3
CH3
S(O)
CH2C(CH3)═CHCH3


26.434
CH3
CH3
S(O)
CH2C(CH3)═C(CH3)2


26.435
CH3
CH3
S(O)
CH(CH3)CH═CH2


26.436
CH3
CH3
S(O)
CH(CH3)CH═CHCH3


26.437
CH3
CH3
S(O)
CH(CH3)CH═C(CH3)2


26.438
CH3
CH3
S(O)
C(CH3)2CH═CH2


26.439
CH3
CH3
S(O)
C(CH3)2CH═CHCH3


26.440
CH3
CH3
S(O)
C(CH3)2CH═C(CH3)2


26.441
CH3
CH3
S(O)
CH2CH═CHCl


26.442
CH3
CH3
S(O)
CH2CH═CCl2


26.443
CH3
CH3
S(O)
CH2CCl═CHCl


26.444
CH3
CH3
S(O)
CH2CCl═CCl2


26.445
CH3
CH3
S(O)
CH2CH═CF2


26.446
CH3
CH3
S(O)
CH2CF═CF2


26.447
CH3
CH3
S(O)
CH2C•CH


26.448
CH3
CH3
S(O)
CH2C•CCH3


26.449
CH3
CH3
S(O)
CH2C•CCH2CH3


26.450
CH3
CH3
S(O)
CH(CH3)C•CH


26.451
CH3
CH3
S(O)
CH(CH3)C•CCH3


26.452
CH3
CH3
S(O)
CH(CH3)C•CCH2CH3


26.453
CH3
CH3
S(O)
C(CH3)2C•CH


26.454
CH3
CH3
S(O)
C(CH3)2C•CCH3


26.455
CH3
CH3
S(O)
C(CH3)2C•CCH2CH3


26.456
CH3
CH3
S(O)
Cyclopropyl


26.457
CH3
CH3
S(O)
Cyclobutyl


26.458
CH3
CH3
S(O)
Cyclopentyl


26.459
CH3
CH3
S(O)
Cyclohexyl


26.460
CH3
CH3
S(O)
CH2CF3


26.461
CH3
CH3
S(O)
CH2CH2CF3


26.462
CH3
CH3
S(O)
CH2-cyclopropyl


26.463
CH3
CH3
S(O)
CH2-cyclobutyl


26.464
CH3
CH3
S(O)
CH2-cyclopentyl


26.465
CH3
CH3
S(O)
CH2-cyclohexyl


26.466
H
H
SO2
CH3


26.467
H
H
SO2
CH2CH3


26.468
H
H
SO2
CH2CH2CH3


26.469
H
H
SO2
CH(CH3)2


26.470
H
H
SO2
CH2CH2CH2CH3


26.471
H
H
SO2
CH2CH(CH3)2


26.472
H
H
SO2
CH(CH3)CH2CH3


26.473
H
H
SO2
C(CH3)3


26.474
H
H
SO2
CH2CH2CH2CH2CH3


26.475
H
H
SO2
CH2CH2CH(CH3)2


26.476
H
H
SO2
CH2C(CH3)3


26.477
H
H
SO2
CH2CH(CH3)CH2CH3


26.478
H
H
SO2
CH(CH3)CH2CH2CH3


26.479
H
H
SO2
C(CH3)2CH2CH3


26.480
H
H
SO2
CH2CH═CH2


26.481
H
H
SO2
CH2CH═CHCH3


26.482
H
H
SO2
CH2CH═C(CH3)2


26.483
H
H
SO2
CH2C(CH3)═CH2


26.484
H
H
SO2
CH2C(CH3)═CHCH3


26.485
H
H
SO2
CH2C(CH3)═C(CH3)2


26.486
H
H
SO2
CH(CH3)CH═CH2


26.487
H
H
SO2
CH(CH3)CH═CHCH3


26.488
H
H
SO2
CH(CH3)CH═C(CH3)2


26.489
H
H
SO2
C(CH3)2CH═CH2


26.490
H
H
SO2
C(CH3)2CH═CHCH3


26.491
H
H
SO2
C(CH3)2CH═C(CH3)2


26.492
H
H
SO2
CH2CH═CHCl


26.493
H
H
SO2
CH2CH═CCl2


26.494
H
H
SO2
CH2CCl═CHCl


26.495
H
H
SO2
CH2CCl═CCl2


26.496
H
H
SO2
CH2CH═CF2


26.497
H
H
SO2
CH2CF═CF2


26.498
H
H
SO2
CH2C•CH


26.499
H
H
SO2
CH2C•CCH3


26.500
H
H
SO2
CH2C•CCH2CH3


26.501
H
H
SO2
CH(CH3)C•CH


26.502
H
H
SO2
CH(CH3)C•CCH3


26.503
H
H
SO2
CH(CH3)C•CCH2CH3


26.504
H
H
SO2
C(CH3)2C•CH


26.505
H
H
SO2
C(CH3)2C•CCH3


26.506
H
H
SO2
C(CH3)2C•CCH2CH3


26.507
H
H
SO2
Cyclopropyl


26.508
H
H
SO2
Cyclobutyl


26.509
H
H
SO2
Cyclopentyl


26.510
H
H
SO2
Cyclohexyl


26.511
H
H
SO2
CH2CF3


26.512
H
H
SO2
CH2CH2CF3


26.513
H
H
SO2
CH2-cyclopropyl


26.514
H
H
SO2
CH2-cyclobutyl


26.515
H
H
SO2
CH2-cyclopentyl


26.516
H
H
SO2
CH2-cyclohexyl


26.517
CH3
H
SO2
CH3


26.518
CH3
H
SO2
CH2CH3


26.519
CH3
H
SO2
CH2CH2CH3


26.520
CH3
H
SO2
CH(CH3)2


26.521
CH3
H
SO2
CH2CH2CH2CH3


26.522
CH3
H
SO2
CH2CH(CH3)2


26.523
CH3
H
SO2
CH(CH3)CH2CH3


26.524
CH3
H
SO2
C(CH3)3


26.525
CH3
H
SO2
CH2CH2CH2CH2CH3


26.526
CH3
H
SO2
CH2CH2CH(CH3)2


26.527
CH3
H
SO2
CH2C(CH3)3


26.528
CH3
H
SO2
CH2CH(CH3)CH2CH3


26.529
CH3
H
SO2
CH(CH3)CH2CH2CH3


26.530
CH3
H
SO2
C(CH3)2CH2CH3


26.531
CH3
H
SO2
CH2CH═CH2


26.532
CH3
H
SO2
CH2CH═CHCH3


26.533
CH3
H
SO2
CH2CH═C(CH3)2


26.534
CH3
H
SO2
CH2C(CH3)═CH2


26.535
CH3
H
SO2
CH2C(CH3)═CHCH3


26.536
CH3
H
SO2
CH2C(CH3)═C(CH3)2


26.537
CH3
H
SO2
CH(CH3)CH═CH2


26.538
CH3
H
SO2
CH(CH3)CH═CHCH3


26.539
CH3
H
SO2
CH(CH3)CH═C(CH3)2


26.540
CH3
H
SO2
C(CH3)2CH═CH2


26.541
CH3
H
SO2
C(CH3)2CH═CHCH3


26.542
CH3
H
SO2
C(CH3)2CH═C(CH3)2


26.543
CH3
H
SO2
CH2CH═CHCl


26.544
CH3
H
SO2
CH2CH═CCl2


26.545
CH3
H
SO2
CH2CCl═CHCl


26.546
CH3
H
SO2
CH2CCl═CCl2


26.547
CH3
H
SO2
CH2CH═CF2


26.548
CH3
H
SO2
CH2CF═CF2


26.549
CH3
H
SO2
CH2C•CH


26.550
CH3
H
SO2
CH2C•CCH3


26.551
CH3
H
SO2
CH2C•CCH2CH3


26.552
CH3
H
SO2
CH(CH3)C•CH


26.553
CH3
H
SO2
CH(CH3)C•CCH3


26.554
CH3
H
SO2
CH(CH3)C•CCH2CH3


26.555
CH3
H
SO2
C(CH3)2C•CH


26.556
CH3
H
SO2
C(CH3)2C•CCH3


26.557
CH3
H
SO2
C(CH3)2C•CCH2CH3


26.558
CH3
H
SO2
Cyclopropyl


26.559
CH3
H
SO2
Cyclobutyl


26.560
CH3
H
SO2
Cyclopentyl


26.561
CH3
H
SO2
Cyclohexyl


26.562
CH3
H
SO2
CH2CF3


26.563
CH3
H
SO2
CH2CH2CF3


26.564
CH3
H
SO2
CH2-cyclopropyl


26.565
CH3
H
SO2
CH2-cyclobutyl


26.566
CH3
H
SO2
CH2-cyclopentyl


26.567
CH3
H
SO2
CH2-cyclohexyl


26.568
CH3
CH3
SO2
CH3


26.569
CH3
CH3
SO2
CH2CH3


26.570
CH3
CH3
SO2
CH2CH2CH3


26.571
CH3
CH3
SO2
CH(CH3)2


26.572
CH3
CH3
SO2
CH2CH2CH2CH3


26.573
CH3
CH3
SO2
CH2CH(CH3)2


26.574
CH3
CH3
SO2
CH(CH3)CH2CH3


26.575
CH3
CH3
SO2
C(CH3)3


26.576
CH3
CH3
SO2
CH2CH2CH2CH2CH3


26.577
CH3
CH3
SO2
CH2CH2CH(CH3)2


26.578
CH3
CH3
SO2
CH2C(CH3)3


26.579
CH3
CH3
SO2
CH2CH(CH3)CH2CH3


26.580
CH3
CH3
SO2
CH(CH3)CH2CH2CH3


26.581
CH3
CH3
SO2
C(CH3)2CH2CH3


26.582
CH3
CH3
SO2
CH2CH═CH2


26.583
CH3
CH3
SO2
CH2CH═CHCH3


26.584
CH3
CH3
SO2
CH2CH═C(CH3)2


26.585
CH3
CH3
SO2
CH2C(CH3)═CH2


26.586
CH3
CH3
SO2
CH2C(CH3)═CHCH3


26.587
CH3
CH3
SO2
CH2C(CH3)═C(CH3)2


26.588
CH3
CH3
SO2
CH(CH3)CH═CH2


26.589
CH3
CH3
SO2
CH(CH3)CH═CHCH3


26.590
CH3
CH3
SO2
CH(CH3)CH═C(CH3)2


26.591
CH3
CH3
SO2
C(CH3)2CH═CH2


26.592
CH3
CH3
SO2
C(CH3)2CH═CHCH3


26.593
CH3
CH3
SO2
C(CH3)2CH═C(CH3)2


26.594
CH3
CH3
SO2
CH2CH═CHCl


26.595
CH3
CH3
SO2
CH2CH═CCl2


26.596
CH3
CH3
SO2
CH2CCl═CHCl


26.597
CH3
CH3
SO2
CH2CCl═CCl2


26.598
CH3
CH3
SO2
CH2CH═CF2


26.599
CH3
CH3
SO2
CH2CF═CF2


26.600
CH3
CH3
SO2
CH2C•CH


26.601
CH3
CH3
SO2
CH2C•CCH3


26.602
CH3
CH3
SO2
CH2C•CCH2CH3


26.603
CH3
CH3
SO2
CH(CH3)C•CH


26.604
CH3
CH3
SO2
CH(CH3)C•CCH3


26.605
CH3
CH3
SO2
CH(CH3)C•CCH2CH3


26.606
CH3
CH3
SO2
C(CH3)2C•CH


26.607
CH3
CH3
SO2
C(CH3)2C•CCH3


26.608
CH3
CH3
SO2
C(CH3)2C•CCH2CH3


26.609
CH3
CH3
SO2
Cyclopropyl


26.610
CH3
CH3
SO2
Cyclobutyl


26.611
CH3
CH3
SO2
Cyclopentyl


26.612
CH3
CH3
SO2
Cyclohexyl


26.613
CH3
CH3
SO2
CH2CF3


26.614
CH3
CH3
SO2
CH2CH2CF3


26.615
CH3
CH3
SO2
CH2-cyclopropyl


26.616
CH3
CH3
SO2
CH2-cyclobutyl


26.617
CH3
CH3
SO2
CH2-cyclopentyl


26.618
CH3
CH3
SO2
CH2-cyclohexyl
















TABLE 27







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 28







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 29







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 30







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 31







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 32







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 33







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 34







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 35







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 36







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 37







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 38







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 39







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 40







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 41







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 42







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 43







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 44







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 45







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 46







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 47



























TABLE 48







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 49







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 50







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 51













where X and R4 are as defined below:


 











Compound





number
X
R8







51.1
O
CH3



51.2
O
CH2CH3



51.3
O
CH2CH2CH3



51.4
O
CH(CH3)2



51.5
O
CH2CH2CH2CH3



51.6
O
CH2CH(CH3)2



51.7
O
CH(CH3)CH2CH3



51.8
O
C(CH3)3



51.9
O
CH2CH2CH2CH2CH3



51.10
O
CH2CH2CH(CH3)2



51.11
O
CH2C(CH3)3



51.12
O
CH2CH(CH3)CH2CH3



51.13
O
CH(CH3)CH2CH2CH3



51.14
O
C(CH3)2CH2CH3



51.15
O
CH2CH═CH2



51.16
O
CH2CH═CHCH3



51.17
O
CH2CH═C(CH3)2



51.18
O
CH2C(CH3)═CH2



51.19
O
CH2C(CH3)═CHCH3



51.20
O
CH2C(CH3)═C(CH3)2



51.21
O
CH(CH3)CH═CH2



51.22
O
CH(CH3)CH═CHCH3



51.23
O
CH(CH3)CH═C(CH3)2



51.24
O
C(CH3)CH═CH2



51.25
O
C(CH3)2CH═CHCH3



51.26
O
C(CH3)2CH═C(CH3)2



51.27
O
CH2CH═CHCl



51.28
O
CH2CH═CCl2



51.29
O
CH2CCl═CHCl



51.30
O
CH2CCl═CCl2



51.31
O
CH2CH═CF2



51.32
O
CH2CF═CF2



51.33
O
CH2C•CCH3



51.34
O
CH2C•CCH2CH3



51.35
O
CH2C•CCH2CH3



51.36
O
CH(CH3)C•CH



51.37
O
CH(CH3)C•CCH3



51.38
O
CH(CH3)C•CCH2CH3



51.39
O
C(CH3)2C•CH



51.40
O
C(CH3)2C•CCH3



51.41
O
C(CH3)2C•CCH2CH3



51.42
O
Cyclopropyl



51.43
O
Cyclobutyl



51.44
O
Cyclopentyl



51.45
O
Cyclohexyl



51.46
O
CH2CF3



51.47
O
CH2CH2CF3



51.48
O
CH2-cyclopropyl



51.49
O
CH2-cyclobutyl



51.50
O
CH2-cyclopentyl



51.51
O
CH2-cyclohexyl



51.52
O
CH2OCH3



51.53
O
CH2OCH2CH3



51.54
O
CH2CH2OCH3



51.55
O
CH2CH2OCH2CH3



51.56
S
CH3



51.57
S
CH2CH3



51.58
S
CH2CH2CH3



51.59
S
CH(CH3)2



51.60
S
CH2CH2CH2CH3



51.61
S
CH2CH(CH3)2



51.62
S
CH(CH3)CH2CH3



51.63
S
C(CH3)3



51.64
S
CH2CH2CH2CH2CH3



51.65
S
CH2CH2CH(CH3)2



51.66
S
CH2C(CH3)3



51.67
S
CH2CH(CH3)CH2CH3



51.68
S
CH(CH3)CH2CH2CH3



51.69
S
C(CH3)2CH2CH3



51.70
S
CH2CH═CH2



51.71
S
CH2CH═CHCH3



51.72
S
CH2CH═C(CH3)2



51.73
S
CH2C(CH3)═CH2



51.74
S
CH2C(CH3)═CHCH3



51.75
S
CH2C(CH3)═C(CH3)2



51.76
S
CH(CH3)CH═CH2



51.77
S
CH(CH3)CH═CHCH3



51.78
S
CH(CH3)CH═C(CH3)2



51.79
S
C(CH3)2CH═CH2



51.80
S
C(CH3)2CH═CHCH3



51.81
S
C(CH3)2CH═C(CH3)2



51.82
S
CH2CH═CHCl



51.83
S
CH2CH═CCl2



51.84
S
CH2CCl═CHCl



51.85
S
CH2CCl═CCl2



51.86
S
CH2CH═CF2



51.87
S
CH2CF═CF2



51.88
S
CH2C•CH



51.89
S
CH2C•CCH3



51.90
S
CH2C•CCH2CH3



51.91
S
CH(CH3)C•CH



51.92
S
CH(CH3)C•CCH3



51.93
S
CH(CH3)C•CCH2CH3



51.94
S
C(CH3)2C•CH



51.95
S
C(CH3)2C•CCH3



51.96
S
C(CH3)2C•CCH2CH3



51.97
S
Cyclopropyl



51.98
S
Cyclobutyl



51.99
S
Cyclopentyl



51.100
S
Cyclohexyl



51.101
S
CH2CF3



51.102
S
CH2CH2CF3



51.103
S
CH2-cyclopropyl



51.104
S
CH2-cyclobutyl



51.105
S
CH2-cyclopentyl



51.106
S
CH2-cyclohexyl



51.107
S
CH2OCH3



51.108
S
CH2OCH2CH3



51.109
S
CH2CH2OCH3



51.110
S
CH2CH2OCH2CH3



51.111
S(O)
CH3



51.112
S(O)
CH2CH3



51.113
S(O)
CH2CH2CH3



51.114
S(O)
CH(CH3)2



51.115
S(O)
CH2CH2CH2CH3



51.116
S(O)
CH2CH(CH3)2



51.117
S(O)
CH(CH3)CH2CH3



51.118
S(O)
C(CH3)3



51.119
S(O)
CH2CH2CH2CH2CH3



51.120
S(O)
CH2CH2CH(CH3)2



51.121
S(O)
CH2C(CH3)3



51.122
S(O)
CH2CH(CH3)CH2CH3



51.123
S(O)
CH(CH3)CH2CH2CH3



51.124
S(O)
C(CH3)2CH2CH3



51.125
S(O)
CH2CH═CH2



51.126
S(O)
CH2CH═CHCH3



51.127
S(O)
CH2CH═C(CH3)2



51.128
S(O)
CH2C(CH3)═CH2



51.129
S(O)
CH2C(CH3)═CHCH3



51.130
S(O)
CH2C(CH3)═C(CH3)2



51.131
S(O)
CH(CH3)CH═CH2



51.132
S(O)
CH(CH3)CH═CHCH3



51.133
S(O)
CH(CH3)CH═C(CH3)2



51.134
S(O)
C(CH3)2CH═CH2



51.135
S(O)
C(CH3)2CH═CHCH3



51.136
S(O)
C(CH3)2CH═C(CH3)2



51.137
S(O)
CH2CH═CHCl



51.138
S(O)
CH2CH═CCl2



51.139
S(O)
CH2CCl═CHCl



51.140
S(O)
CH2CCl═CCl2



51.141
S(O)
CH2CH═CF2



51.142
S(O)
CH2CF═CF2



51.143
S(O)
CH2C•CH



51.144
S(O)
CH2C•CCH3



51.145
S(O)
CH2C•CCH2CH3



51.146
S(O)
CH(CH3)C•CH



51.147
S(O)
CH(CH3)C•CCH3



51.148
S(O)
CH(CH3)C•CCH2CH3



51.149
S(O)
C(CH3)2C•CH



51.150
S(O)
C(CH3)2C•CCH3



51.151
S(O)
C(CH3)2C•CCH2CH3



51.152
S(O)
Cyclopropyl



51.153
S(O)
Cyclobutyl



51.154
S(O)
Cyclopentyl



51.155
S(O)
Cyclohexyl



51.156
S(O)
CHCF3



51.157
S(O)
CH2CH2CF3



51.158
S(O)
CH2-cyclopropyl



51.159
S(O)
CH2-cyclobutyl



51.160
S(O)
CH2-cyclopentyl



51.161
S(O)
CH2-cyclohexyl



51.162
S(O)
CH2OCH3



51.163
S(O)
CH2OCH2CH3



51.164
S(O)
CH2CH2OCH3



51.165
S(O)
CH2CH2OCH2CH3



51.166
SO2
CH3



51.167
SO2
CH2CH3



51.168
SO2
CH2CH2CH3



51.169
SO2
CH(CH3)2



51.170
SO2
CH2CH2CH2CH3



51.171
SO2
CH2CH(CH3)2



51.172
SO2
CH(CH3)CH2CH3



51.173
SO2
C(CH3)3



51.174
SO2
CH2CH2CH2CH2CH3



51.175
SO2
CH2CH2CH(CH3)2



51.176
SO2
CH2C(CH3)3



51.177
SO2
CH2CH(CH3)CH2CH3



51.178
SO2
CH(CH3)CH2CH2CH3



51.179
SO2
C(CH3)2CH2CH3



51.180
SO2
CH2CH═CH2



51.181
SO2
CH2CH═CHCH3



51.182
SO2
CH2CH═C(CH3)2



51.183
SO2
CH2C(CH3)═CH2



51.184
SO2
CH2C(CH3)═CHCH3



51.185
SO2
CH2C(CH3)═C(CH3)2



51.186
SO2
CH(CH3)CH═CH2



51.187
SO2
CH(CH3)CH═CHCH3



51.188
SO2
CH(CH3)CH═C(CH3)2



51.189
SO2
C(CH3)2CH═CH2



51.190
SO2
C(CH3)2CH═CHCH3



51.191
SO2
C(CH3)2CHC(CH3)2



51.192
SO2
CH2CH═CHCl



51.193
SO2
CH2CH═CCl2



51.194
SO2
CH2CCl═CHCl



51.195
SO2
CH2CCl═CCl2



51.196
SO2
CH2CH═CF2



51.197
SO2
CH2CF═CF2



51.198
SO2
CH2C•CH



51.199
SO2
CH2C•CCH3



51.200
SO2
CH2C•CCH2CH3



51.201
SO2
CH(CH3)C•CH



51.202
SO2
CH(CH3)C•CCH3



51.203
SO2
CH(CH3)C•CCH2CH3



51.204
SO2
C(CH3)2C•CH



51.205
SO2
C(CH3)2C•CCH3



51.206
SO2
C(CH3)2C•CCH2CH3



51.207
SO2
Cyclopropyl



51.208
SO2
Cyclobutyl



51.209
SO2
Cyclopentyl



51.210
SO2
Cyclohexyl



51.211
SO2
CH2CF3



51.212
SO2
CH2CH2CF3



51.213
SO2
CH2-cyclopropyl



51.214
SO2
CH2-cyclobutyl



51.215
SO2
CH2-cyclopentyl



51.216
SO2
CH2-cyclohexyl



51.217
SO2
CH2OCH3



51.218
SO2
CH2OCH2CH3



51.219
SO2
CH2CH2OCH3



51.220
SO2
CH2CH2OCH2CH3

















TABLE 52







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 53



























TABLE 54



























TABLE 55



























TABLE 56



























TABLE 57



























TABLE 58



























TABLE 59



























TABLE 60



























TABLE 61



























TABLE 62



























TABLE 63



























TABLE 64



























TABLE 65



























TABLE 66



























TABLE 67



























TABLE 68



























TABLE 69



























TABLE 70



























TABLE 71



























TABLE 72



























TABLE 73



























TABLE 74



























TABLE 75



























TABLE 76













where n, X, R5, R6, R7 and R8 are as defined below:


 













Compound








No
n
X
R5
R6
R7
R8





76.1
1
O
CH2
H
H
CH2


76.2
1
O
CH2CH2
H
H
CH2


76.3
2
O
CH2
H
H
CH2


76.4
1
S
CH2
H
H
CH2


76.5
1
S
CH2CH2
H
H
CH2


76.6
2
S
CH2
H
H
CH2


76.7
1
S(O)
CH2
H
H
CH2


76.8
1
S(O)
CH2CH2
H
H
CH2


76.9
2
S(O)
CH2
H
H
CH2


76.10
1
SO2
CH2
H
H
CH2


76.11
1
SO2
CH2CH2
H
H
CH2


76.12
2
SO2
CH2
H
H
CH2
















TABLE 77



























TABLE 78



























TABLE 79



























TABLE 80



























TABLE 81



























TABLE 82



























TABLE 83



























TABLE 84



























TABLE 85



























TABLE 86



























TABLE 87



























TABLE 88



























TABLE 89



























TABLE 90



























TABLE 91



























TABLE 92



























TABLE 93



























TABLE 94



























TABLE 95



























TABLE 96



























TABLE 97



























TABLE 98



























TABLE 99



























TABLE 100







This table contains 12 compounds of the following type


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 101







This table contains 12 compounds of the following type








 


where X, R6, R7 and R8 are as defined below:











Compound






Number
X
R6
R7
R8














101.1
O
CH2
H
CH2


101.2
O
CH2CH2
H
CH2


101.3
O
CH2CH2
H
CH2CH2


101.4
S
CH2
H
CH2


101.5
S
CH2CH2
H
CH2


101.6
S
CH2CH2
H
CH2CH2


101.7
S(O)
CH2
H
CH2


101.8
S(O)
CH2CH2
H
CH2


101.9
S(O)
CH2CH2
H
CH2CH2


101.10
SO2
CH2
H
CH2


101.11
SO2
CH2CH2
H
CH2


101.12
SO2
CH2CH2
H
CH2CH2
















TABLE 102







This table contains 12 compounds of the following type


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 103







This table contains 12 compounds of the following type


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 104







This table contains 12 compounds of the following type


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 105







This table contains 12 compounds of the following type


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 106







This table contains 12 compounds of the following type


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 107







This table contains 12 compounds of the following type


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 108







This table contains 12 compounds of the following type


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 109







This table contains 12 compounds of the following type


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 110







This table contains 12 compounds of the following type


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 111







This table contains 12 compounds of the following type


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 112







This table contains 12 compounds of the following type


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 113







This table contains 12 compounds of the following type


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 114







This table contains 12 compounds of the following type


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 115



























TABLE 116



























TABLE 117



























TABLE 118



























TABLE 119



























TABLE 120



























TABLE 121



























TABLE 122



























TABLE 123



























TABLE 124



























TABLE 125



























TABLE 126













where X and R8 are as defined below:


 









Compound




number
X
R8





126.1
O
CH3


126.2
O
CH2CH3


126.3
O
CH(CH3)2


126.4
O
CF3


126.5
S
CH3


126.6
S
CH2CH3


126.7
S
CH(CH3)2


126.8
S
CF3


126.9
S(O)
CH3


126.10
S(O)
CH2CH3


126.11
S(O)
CH(CH3)2


126.12
S(O)
CF3


126.13
SO2
CH3


126.14
SO2
CH2CH3


126.15
SO2
CH(CH3)2


126.16
SO2
CF3
















TABLE 127



























TABLE 128



























TABLE 129



























TABLE 130



























TABLE 131



























TABLE 132



























TABLE 133



























TABLE 134



























TABLE 135



























TABLE 136



























TABLE 137



























TABLE 138



























TABLE 139



























TABLE 140



























TABLE 141







This table contains 16 compounds of the following type


 








 


where n and R8 are as defined in Table 126.
















TABLE 142







This table contains 16 compounds of the followtng type


 








 


where n and R8 are as defined in Table 126.
















TABLE 143







This table contains 16 compounds of the following type


 








 


where n and R8 are as defined in Table 126.
















TABLE 144







This table contains 16 compounds of the following type


 








 


where n and R8 are as defined in Table 126.
















TABLE 145







This table contains 16 compounds of the following type


 








 


where n and R8 are as defined in Table 126.
















TABLE 146







This table contains 16 compounds of the following type


 








 


where n and R8 are as defined in Table 126.
















TABLE 147







This table contains 16 compounds of the following type


 








 


where n and R8 are as defined in Table 126.
















TABLE 148







This table contains 16 compounds of the following type


 








 


where n and R8 are as defined in Table 126.
















TABLE 149







This table contains 16 compounds of the following type


 








 


where n and R8 are as defined in Table 126.
















TABLE 150







This table contains 16 compounds of the following type


 








 


where n and R8 are as defined in Table 126.
















TABLE 151







This table contains 16 compounds of the following type


 








 


where n and R8 are as defined in Table 126.
















TABLE 152







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 153







This table contains 646 compounds of the following type.


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 154







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 155







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 156







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 157







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 158







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 159







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 160







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 161







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 162







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 163







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 164







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 165







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 166







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 167







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 168







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 169







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 170







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 171







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 172







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 173







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 174







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 175







This table contains 646 compounds of the following type, 


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 176







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 177







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1
















TABLE 178







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 179







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 180







This table contains 646 compounds of the following type.


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 181







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 182







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 183







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 184







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 185







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 186







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 187







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 188







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 189







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 190







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 191







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 192







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 193







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 194







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R6 are as defined in Table 1.
















TABLE 195







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 196







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 197







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 198







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 199







This table contains 646 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 1.
















TABLE 200







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 201







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 202







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 203







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 204







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 205







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 206







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 207







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 208







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 209







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 210







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 211







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 212







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 213







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 214







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 215







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 216







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 217







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 218







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 219







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 220







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 221







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 222







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 223







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 224







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 225







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 226







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 227







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 228







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 229







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 230







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 231







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 232







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 233







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 234







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 235







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 236







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 237







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 238







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 239







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 240







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 241







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 242







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 243







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 244







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 245







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 246







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 247







This table contains 618 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 26.
















TABLE 248







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 249







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 250







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 251







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 252







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 253







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 254







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 255







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 256







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 257







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 258







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 259







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 260







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 261







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 262







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 263







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 264







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 265







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 266







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 267







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 268







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 269







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 270







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 271







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 272







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 273







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 274







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 275







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 276







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 277







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 278







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 279







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 280







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 281







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 282







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 283







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 284







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 285







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 286







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 287







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 288







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 289







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 290







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 291







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 292







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 293







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 294







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 295







This table contains 220 compounds of the following type,


 








 


where X and R8 are as defined in Table 51.
















TABLE 296







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 297







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 298







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 299







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 300







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 301







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 302







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 303







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 304







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 305







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 306







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 307







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 308







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 309







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 310







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 311







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 312







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 313







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 314







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 315







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 316







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 317







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 318







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 319







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 320







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 321







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 322







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 323







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 324







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 325







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 326







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 327







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 328







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 329







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 330







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 331







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 332







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 333







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 334







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 335







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 336







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 337







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 338







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 339







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 340







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 341







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 342







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 343







This table contains 12 compounds of the following type,


 








 


where n, X, R5, R6, R7 and R8 are as defined in Table 76.
















TABLE 344







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 345







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 346







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 347







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 348







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 349







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 350







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 351







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 352







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 353







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 354







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 355







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 356







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 357







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 358







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 359







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 360







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 361







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 362







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 363







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 364







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 365







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 366







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 367







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 368







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 369







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 370







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 371







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 372







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 373







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 374







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 375







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 376







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 377







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 378







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 379







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 380







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 381







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 382







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 383







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 384







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 385







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 386







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 387







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 388







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 389







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 390







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 391







This table contains 12 compounds of the following type,


 








 


where X, R6, R7 and R8 are as defined in Table 101.
















TABLE 392







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 393







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 394







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 395







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 396







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 397







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 398







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 399







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 400







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 401







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 402







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 403







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 404







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 405







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 406







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 407







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 408







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 409







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 410







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 411







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 412







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 413







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 414







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 415







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 416







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 417







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 418







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 419







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 420







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 421







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 422







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 423







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 424







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 425







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 426







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 427







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 428







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 429







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 430







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 431







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 432







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 433







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 434







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 435







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 436







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 437







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 438







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.
















TABLE 439







This table contains 16 compounds of the following type,


 








 


where n and R8 are as defined in Table 126.


















TABLE T2





Compound

1H nmr (CDCl3 unless stated) or other


Number
Structure
physical data







P1




δ 6.99 (s, 2H), 3.75 (m, 4H), 2.80 (s, 2H), 2.64 (s, 2H), 2.35-2.28 (m, 7H), 1.89 (s, 3H), 1.74 (m, 4H), 1.07 (t, 6H)


 


P2




δ 6.88 (s, 2H), 3.75 (m, 4H), 2.80 (s, 2H), 2.64 (s, 2H), 2.35-2.29 (m, 7H), 2.14 (q, 2H), 1.75 (m, 4H), 1.06 (t, 6H), 0.84 (t, 3H)


 


P3




δ 6.88 (s, 2H), 3.75 (m, 4H), 2.79 (s, 2H), 2.65 (s, 2H), 2.40-2.26 (m, 8H), 1.75 (m, 4H), 1.06 (t, 6H), 0.82 (d, 6H)


 


P4




δ 6.87 (s, 2H), 3.76 (t, 4H), 2.78 (s, 2H), 2.65 (s, 2H), 2.39-2.25 (m, 4H), 2.28 (s, 3H), 1.83- 1.67 (m, 4H), 1.07 (t, 6H), 0.88 (s, 9H)


 


P5




δ 6.87 (s, 2H), 3.75 (m, 4H), 2.78 (s 2H), 2.64 (s, 2H), 2.37-2.27 (m, 7H), 2.03 (d, 2H), 1.75 (m, 5H), 1.07 (t, 6H), 0.67 (d, 6H)


 


P6




δ 6.87 (s, 2H), 3.75 (m, 4H), 2.78 (s 2H), 2.64 (s, 2H), 2.33 (m, 4H), 2.28 (s, 3H), 1.74 (m, 4H), 1.07 (t, 6H), 0.79 (s, 9H)


 


P7




δ 6.84-6.74 (m, 6H), 3.74 (m, 4H), 3.41 (s, 2H), 2.79 (s, 2H), 2.62 (s, 2H), 2.34 (s, 3H), 2.31-2.13 (m, 4H), 1.73 (m, 4H), 0.98 (t, 3H)


 


P8




δ 6.89 (s, 2H), 3.79 (s, 2H), 3.76 (m, 4H), 3.13 (s, 3H), 2.82 (s, 2H), 2.66 (s, 2H), 2.37- 2.27 (m, 7H), 1.76 (m, 4H), 1.07 (t, 6H)


 


P9




δ 6.90 (s, 2H), 3.75 (m, 4H), 2.82 (s, 2H), 2.63 (s, 2H), 2.38-2.23 (m, 7H), 1.74 (m, 4H), 1.42 (m, 1 H), 1.06 (t, 6H), 0.78-0.65 (m, 4H)


 


P10




δ 6.88 (s, 2H), 3.76 (m, 4H), 2.79 (s, 2H), 2.64 (s, 2H), 2.37-2.27 (m, 7H), 1.75 (m, 4H), 1.40-1.15 and 1.07 (m and t, 10H), 0.85 (t, 3H)


 


P11




δ 6.88 (s, 2H), 3.76 (m, 4H), 2.79 (s, 2H), 2.64 (s, 2H), 2.38-2.25 (m, 7H), 2.15 (d, 2H), 1.75 (m, 6H), 1.44 (m, 6H), 1.07 (t, 6H), 0.84 (m, 2H)


 


P12




δ 6.88 (s, 2H), 3.75 (m, 4H), 2.78 (s, 2H), 2.64 (s, 2H), 2.38-2.24 (m, 7H), 2.15 (m, 1H), 1.75 (m, 4H), 1.53-1.41 (br m, 6H), 1.15-1.03 (m and t, 10H)


 


P13




δ 6.87 (s, 2H), 3.75 (m, 4H), 2.75 (s, 2H), 2.65 (s, 2H), 2.32 (m, 4H), 2.29 (s, 3H), 2.20 (m, 1H), 1.75 (m, 4H), 1.30 (m, 1H), 1.18 (m, 1H), 1.07 (t, 6H), 0.82 (d, 3H), 0.62 (t, 3H)


 


P14




δ 6.86 (s, 2H), 3.76 (m, 4H), 2.77 (s, 2H), 2.65 (s, 2H), 2.33 (m, 4H), 2.28 (s, 3H), 2.05 (m, 1H), 1.75 (m, 4H), 1.30 (m, 4H), 1.07 (t, 6H), 0.60 (t, 6H)


 


P15




δ 6.87 (s, 2H), 3.76 (m, 4H), 2.76 (s, 2H), 2.65 (s, 2H), 2.60-2.15 (m, 8H), 1.85-0.70 (m, 24H)


 


P16




δ 6.90 (s, 2H), 4.11 (q, 2H), 3.76 (m, 4H), 2.84 (s, 2H), 2.65 (s, 2H), 2.32 (m, 7H), 1.75 (m, 4H), 1.20 (t, 3H), 1.07 (t, 6H)


 


P17




δ 7.34 (m, 3H), 7.19 (m, 2H), 6.88 (s, 2H), 5.06 (s, 2H), 3.74 (m, 4H), 2.82 (s, 2H), 2.64 (s, 2H), 2.34-2.24 (m, 7H), 1.74 (m, 4H), 1.04 (t, 6H)


 


P18




δ 7.30-7.20 (m, 3H), 6.95 (s, 2H), 6.85 (m, 2H), 3.76 (m, 4H), 2.91 (s, 2H), 2.67 (s, 2H), 2.37-2.31 (m, 7H), 1.76 (m, 4H), 1.07 (t, 6H)


 


P19




δ 6.89 (s, 2H), 3.75 (m, 4H), 3.72 (s, 2H), 2.82 (s, 2H), 2.62 (s, 2H), 2.33 (m, 4H), 2.30 (s, 3H), 1.75 (m, 4H), 1.08 (s, 6H), 0.79 (9H)


 


P20




δ 6.90 (s, 2H), 3.81 (d, 2H), 3.76 (m, 4H), 2.83 (s, 2H), 2.65 (s, 2H), 2.38-2.30 (m, 7H), 1.90-1.70 (m, 5H), 1.07 (t, 6H), 0.80 (d, 6H)


 


P21




δ 6.90 (s, 2H), 5.81-5.72 (m, 1H), 5.22-5.16 (m, 2H), 4.53 (d, 2H), 3.76 (m, 4H), 2.84 (s, 2H), 2.65 (s, 2H), 2.35-2.29 (m, 7H), 1.75 (m, 4H), 1.07 (t, 6H)


 


P22




δ 6.90 (s, 2H), 4.62 (s, 2H), 3.76 (m, 4H), 2.86 (s, 2H), 2.65 (s, 2H), 2.52 (m, 1H), 2.35- 2.29 (m, 7H), 1.75 (m, 4H), 1.07 (t, 6H)


 


P23




δ 6.86 (s, 2H), 3.76 (m, 5H), 3.49 (m, 1H), 2.91 (s, 2H), 2.64 (s, 2H), 2.36 (m, 4H), 2.27 (s, 3H), 1.75 (m, 4H), 1.14 (d, 6H), 1.06 (t, 6H), 0.77 (d, 6H)


 


P24




δ 6.94 (s, 2H), 3.76 (m, 4H), 2.96 (s, 2H), 2.65 (s, 2H), 2.44 (s, 3H), 2.36 (m, 4H), 2 31 (s, 3H), 1.73 (m, 4H), 1.11 (t, 6H)


 


P25




δ 7.10 (ABq, 4H), 6.79 (s, 2H), 3.77 (m, 4H), 2.76 (s, 2H), 3.06 (s, 2H), 2.65 (s, 2H), 2.39 (s, 3H), 2.31 (s, 3H), 2.25 (q, 4H), 1.75 (m, 4H), 1.02 (t, 6H)


 


P26




δ 7.35-7.23 (m, 2H), 7.00 (s, 2H), 6.82 (d, 2H), 3.86 (s, 2H), 3.72 (m, 4H), 2.93 (s, 2H), 2.62 (s, 2H), 2.38-2.31 (m, 7H), 1.69 (m, 4H), 1.08 (t, 6H)


 


P27




δ 6.98 (s, 2H), 3.76 (m, 4H), 2.92 (s, 2H), 2.88 (q, 2H), 2.67 (s, 2H), 2.45-2.27 (m and s, 7H), 1.74 (m, 4H), 1.11 (t, 6H)


 


P28




δ 6.92 (s, 2H), 3.76 (m, 4H), 3.02 (s, 2H), 2.65 (m, 4H), 2.34 (m, 4H), 2.31 (s, 3H), 1.74 (m, 4H), 1.10 (t, 6H), 0.89 (t, 3H)


 


P29




δ 6.93 (s, 2H), 3.76 (t, 4H), 2.99 (s, 2H), 2.64 (s, 2H), 2.49 (m, 2H), 2.36 (m, 4H), 2.32 (s, 3H), 1.73 (m, 4H), 1.33 (m, 2H), 1.10 (t, 6H), 0.71 (t, 3H)


 


P30




δ 6.92 (s, 2H), 3.76 (t, 4H), 2.99 (s, 2H), 2.65 (s, 2H), 2.38 (m, 4H), 2.30 (s, 3H), 1.83-1.72 (m, 5H), 1.11 (t, 6H), 0.96 (m, 2H), 0.71 (m, 2H)


 


P31




δ 6.92 (s, 2H), 4.50 (s, 2H), 3.76 (t, 4H), 2.85 (s, 2H), 2.60 (s, 2H), 2.56 (t, 1H), 2.32 (m, 7H), 1.74 (t, 4H), 1.07 (t, 6H)


 


P32




δ 6.91 (s, 2H), 3.76 (m, 4H), 3.64 (s, 3H), 2.66 (s, 2H), 2.60 (s, 2H), 2.31 (m, 7H), 1.73 (m, 4H), 1.07 (t, 6H)


 


P33




δ 6.89 (s, 2H), 3.87 (q, 2H), 3.76 (m, 4H), 2.65 (s, 2H), 2.59 (s, 2H), 2.31 (m, 7H0, 1.72 (m, 4H), 1.14 (t, 3H), 1.06 (t, 6H)


 


P34




δ 6.90 (s, 2H), 5.83-5.73 (m, 1H), 5.20-5.13 (m, 2H), 4.39 (d, 2H), 3.74 (m, 4H), 2.69 (s, 2H), 2.58 (s, 2H), 2.31 (m, 7H), 1.71 (m, 4H), 1.07 (t, 6H)


 


P35




δ 6.91 (s, 2H), 5.02 (s, 2H), 3.76 (m, 4H), 3.55 (q, 2H), 2.83 (s, 2H), 2.59 (s, 2H), 2.32 (s, 7H), 1.73 (t, 4H), 1.16 (t, 3H), 1.06 (t, 6H)


 


P36




δ 6.87 (s, 2H), 3.76 (m, 4H), 3.56 (d, 2H), 2.64 (s, 2H), 2.59 (s, 2H), 2.30 (m, 7H), 1.72 (m, 4H), 1.05 (m and t, 7H), 0.73 (d, 6H)


 


P37




δ 6.90 (s, 2H), 5.67-5.39 (2 × m, 2H), 4.43 (d, 1H), 4.29 (d, 1H), 3.74 (m, 4H), 2.68 (s, 2H), 2.57 (s, 2H), 2.31 (m, 7H), 1.69 (m, 6H), 1.60 (m, 1H), 1.07 (t, 6H)


 


P38




δ 6.92 (s, 2H), 6.68 (ABq 2H), 4.80 (s, 2H), 3.71 (m, 4H), 2.69 (s, 2H), 2.58 (s, 2H), 2.33 (m, 7H), 1.69 (m, 4H), 1.08 (t, 6H)


 


P41




δ 6.87 (s, 2H), 3.75 (m, 4H), 2.64 (s, 2H), 2.59 (s, 2H), 2.30 (m, 7H), 1.71 (m, 4H), 1.50 (m, 2H), 1.05 (t, 6H), 0.76 (t, 3H)


 


P42




δ 6.88 (s, 2H), 3.76 (m, 4H), 2.79 (s, 2H), 2.64 (s, 2H), 2.30 (m, 7H), 2.12 (t, 2H), 1.74 (m, 4H), 1.40-1.05 (br m, 22H); 1.07 (t, 6H), 0.88 (t, 3H)


 


P43




δ 6.88 (s, 2H), 3.76 (m, 4H), 2.79 (s, 2H), 2.64 (s, 2H), 2.30 (m, 7H), 2.12 (t, 2H), 1.75 (m, 4H), 1.35-095 (br m, 14 H); 1.07 (t, 6H), 0.89 (t, 3H)


 


P44




δ 6.88 (s, 2H), 3.76 (m, 4H), 2.79 (s, 2H), 2.64 (s, 2H), 2.30 (m, 7H), 2.12 (t, 2H), 1.75 (m, 4H), 1.35-0.95 (br m, 18H); 1.07 (t, 6H), 0.89 (t, 3H)


 


P45




δ 6.88 (s, 2H), 3.75 (m, 4H), 2.79 (s, 2H), 2.64 (s, 2H), 2.30 (m, 7H), 2.12 (t, 2H), 1.75 (m, 4H), 1.35-0.95 (br m, 26H); 1.07 (t, 6H), 0.89 (t, 3H)


 


P46




δ 6.88 (s, 2H), 3.76 (m, 4H), 3.67 (s, 3H), 2.79 (s, 2H), 2.64 (s, 2H), 2.35-2.24 (m, 9H), 2.13 (t, 2H), 1.74 (m, 4H), 1.56-1.51 (m, 2H), 1.25 (m, 2H), 1.16-0.98 (t and m, 10H)


 


P47




δ 6.88 (s, 2H), 5.84-5.76 (m, 1H), 5.02-4.92 (m, 2H), 3.76 (m, 4H), 2.79 (s, 2H), 2.29 (s, 2H), 2.29 (m, 7H), 2.12 (t, 2H), 2.05 (m, 2H), 1.76 (m, 4H), 1.40-0.96 (t and m, 18H)


 


P48




δ 6.88 (s, 2H), 5.34 (m, 2H), 3.76 (m, 4H), 2.79 (s, 2H), 2.64 (s, 2H), 2.35-2.24 (m, 9H), 2.01 (br m, 4H), 1.75 (m, 4H), 1.4-0.95 (t and m, 28H), 0.88 (t, 3H)


 


P49




δ 6.88 (s, 2H), 3.76 (m, 4H), 2.78 (s, 2H), 2.65 (s, 2H), 2.58 (q, 2H), 2.33 (m, 4H), 1.76 (m, 4H), 1.18 (t, 3H), 1.07 (t, 6H), 0.85 (s, 9H)


 


P50




δ 6.88 (s, 2H), 3.11-2.49 (m, 5H), 2.47 (s, 3H), 2.40-2.21 (m, 4H), 2.28 (s, 3H), 1.37 (s, 3H), 1.21 and 1.19 (s, 3H), 1.14-1.02 (m, 6H), 0.87 (s, 9H)


 


P51




δ 6.88 (s, 2H), 3.08-2.80 (m, 4H), 2.90 (s, 3H), 2.64-2.52 (m, 1H), 2.40-2.24 (m, 4H), 2.28 (s, 3H), 1.51 (s, 3H), 1.50 (s, 3H), 1.15- 1.02 (m, 6H), 0.86 (s, 9H)


 


P52




δ 6.87 (s, 2H), 2.94-2.71 (m, 3H), 2.56-2.25 6H), 2.28 (s, 3H), 2.07 (s, 3H), 1.38 (s, (m, 3H), 1.35 (s, 3H), 1.14-1.02 (m, 6H), 0.87 (s, 9H)


 


P53




δ 7.08 (d, 1H), 7.03 (d, 1H), 6.76 (s, 1H), 4.18-4.02 (m, 2H), 3.74 (t, 4H), 2.77 (d, 1H), 2.75 (d, 1H), 2.63 (s, 2H), 2.27 (s, 3H), 2.04 (s, 3H), 1.82-1.63 (m, 4H), 1.17 (t, 3H)


 


P54




δ 7.05 (d; 1H), 6.99 (d, 1H), 6.73 (s, 1H), 3.74 (m, 4H), 2.76 (d, 1H), 2.67 (d, 1H), 2.62 (m, 2H), 2.24 (s, 3H), 2.07 (s, 2H), 2.04 (s, 3H), 1.83-1.64 (m, 4H), 0.76 (s, 9H)


 


P55




δ 7.07 (d, 1H), 7.02 (d, 1H), 6.77 (s, 1H), 4.17-4.01 (m, 2H), 3.35 and 3.33 (2 × s, 3H), 3.26 (m, 1H), 2.75-2.50 (m, 4H), 2.26 (s, 3H), 2.05 (s, 3H), 1.97-1.70 (m, 4H), 1.70-1.34 (m, 4H), 1.17 (t, 3H)


 


P56




δ 7.04 (d, 1H), 6.97 (d, 1H), 6.74 (s, 1H), 3.35 and 3.33 (2 × s, 3H), 3.26 (m, 1H), 2.69-2.48 (m, 4H), 2.24 (s, 3H), 2.05 (s, 2H), 2.04 (s, 3H), 1.98-1.73 (m, 4H), 1.69-1.36 (m, 4H), 0.75 (s, 9H)


 


P57




M.p. 108-114° C. MS (electrospray ES+): 397 (M + H)+


 


P58




Oil MS (electrospray ES+): 425 (M + H)+


 


P59




δ 6.87 (s, 2H), 2.98 (m, 2H), 2.71 (m, 4H), 2.58 (m, 2H), 2.31 (m, 7H), 1.93 (m, 2H), 1.81 (m, 1H), 1.56 (m, 1H), 1.08 (t, 6H), 0.80 (s, 9H)


 


P60




δ 6.87 (d, 2H), 3.02 (m, 1H), 2.91 (m, 1H), 2.55-2.79 (m, 4H), 2.23-2.45 (m, 5H), 2.28 (s, 3H), 1.61-1.77 (m, 2H), 1.33 (dd, 3H), 1.28 (m, 6H), 1.08 (m, 6H), 0.88 (s, 9H)









The active compounds of the invention, in combination with good plant tolerance and favourable toxicity to warm-blooded animals and being tolerated well by the environment, are suitable for protecting plants and plant organs, for increasing harvest yields, for improving the quality of the harvested material and for controlling animal pests, in particular insects, arachnids, helminths, nematodes and mollusks, which are encountered in agriculture, in horticulture, in animal husbandry, in forests, in gardens and leisure facilities, in the protection of stored products and of materials, and in the hygiene sector. They can be preferably employed as plant protection agents. They are active against normally sensitive and resistant species and against all or some stages of development. The abovementioned pests include:
From the phylum of Mollusca e.g. from the class of the Lamellibranchiata e.g. Dreissena spp.
From the class of the Gastropoda e.g. Arion spp., Biomphalaria spp., Bulinus spp., Deroceras spp., Galba spp., Lymnaea spp., Oncomelania spp. Pomacea spp., Succinea spp.
From the phylum: Arthropoda e.g. from the order of Isopoda e.g. Annadillidium vulgare, Oniscus asellus, Porcellio scaber. 
From the class of the Arachnida e.g. Acarus spp., Aceria sheldoni, Aculops spp., Aculus spp., Amblyomma spp., Amphitetranychus viennensis, Argas spp., Boophilus spp., Brevipalpus spp., Bryobia praetiosa, Centruroides spp., Chorioptes spp. Dermanyssus gallinae, Dermatophagoides pteronyssius, Dermatophagoides farinae. Dermacentor spp., Eotetranychus spp., Epitrimerus pyri, Eutetranychus spp., Eriophyes spp., Halotydeus destructor, Hemitarsonemus spp. Hyalomma spp., Ixodes spp. Latrodectus spp., Loxosceles spp. Metatetranychus spp., Nuphersa spp., Oligonychus spp., Ornithodorus spp., Ornithonyssus spp., Panonychus spp., Phyllocoptruta oleivora, Polyphagotarsonemus latus, Psoroptes spp., Rhipicephalus spp., Rhizoglyphus spp., Sarcoptes spp., Scorpio maurus, Stenotarsonemus spp., Tarsonemus spp., Tetranychus spp., Vaejovis spp., Vasates lycopersici. 
From the order of Symphyla e.g. Scutigerella spp.
From the order of Chilopoda e.g. Geophilus spp., Scutigera spp.
From the order of Collembola e.g. Onychiurus armatus. 
From the order of Diplopoda e.g. Blaniulus guttulatus. 
From the order of Zygentoma e.g. Lepisma saccharina, Thermobia domestica. 
From the order of Orthoptera e.g. Acheta domesticus, Blatta orientalis, Blattella germanica, Dichroplus spp., Gryllotalpa spp., Leucophaea maderae, Locusta spp., Melanoplus spp., Periplaneta spp., Pulex irritans, Schistocerca gregaria, Supella longipalpa. 
From the order of Isoptera e.g. Coptotermes spp., Cornitermes cumulans. Cryptotermes spp., Incisitermes spp., Microtermes obesi, Odontotermes spp., Reticulitermes spp.
From the order of Heteroptera e.g. Anasa tristis, Antestiopsis spp., Boisea spp., Blissus spp., Calocoris spp., Campylomma livida. Cavelerius spp., Cimex lectularius, Collaria spp., Creontiades dilutus, Dasynus piperis. Dichelops furcatus, Diconocoris hewetti, Dysdercus spp., Euschistus spp., Eurygaster spp., Heliopeltis spp., Horcias nobilellus, Leptocorisa spp., Leptoglossus phyllopus, Lygus spp., Macropes excavatus, Miridae, Monalonion atratum, Nezara spp., Oebalus spp., Pentomidae, Piesma quadrata, Piezodorus spp., Psallus spp., Pseudacysta persea, Rhodnius spp., Sahlbergella singularis, Scaptocoris castanea, Scotinophora spp., Stephanitis nashi, Tibraca spp., Triatoma spp.
From the order of Anoplura (Phthiraptera) e.g. Damalinia spp., Haematopinus spp. Linognathus spp., Pediculus spp., Ptirus pubis, Trichodectes spp.
From the order of Homoptera e.g. Acyrthosipon spp., Acrogonia spp., Aeneolamia spp., Agonoscena spp., Aleurodes spp., Aleurolobus barodensis, Aleurothrixus spp., Amrasca spp., Anuraphis cardui, Aonidiella spp., Aphanostigma piri, Aphis spp., Arboridia apicalis, Aspidiella spp., Aspidiotus spp., Atanus spp., Aulacorthum solani, Bemisia spp., Brachycaudus helichrysii, Brachycolus spp., Brevicoryne brassicae, Calligypona marginata, Cameocephala fulgida, Ceratovacuna lanigera, Cercopidae, Ceroplastes spp., Chaetosiphon fragaefolii, Chionaspis tegalensis, Chlorita omikii, Chromaphis juglandicola, Chrysomphalus ficus, Cicadulina mbila, Coccomytilus halli, Coccus spp., Cryptomyzus ribis, Dalbulus spp., Dialeurodes spp., Diaphorina spp., Diaspis spp., Drosicha spp., Dysaphis spp., Dysmicoccus spp., Empoasca spp., Eriosoma spp., Erythroneura spp., Euscelis bilobatus, Ferrisia spp., Geococcus coffeae, Hieroglyphus spp., Homalodisca coagulata, Hyalopterus arundinis, Icerya spp., Idiocerus spp., Idioscopus spp., Laodelphax striatellus, Lecanium spp., Lepidosaphes spp., Lipaphis erysimi, Macrosiphum spp., Mahanarva spp., Melanaphis sacchari, Metcalfiella spp., Metopolophium dirhodum, Monellia costalis, Monelliopsis pecanis, Myzus spp., Nasonovia ribisnigri, Nepho-tettix spp., Nilaparvata lugens, Oncometopia spp., Orthezia praelonga, Parabemisia myricae, Paratrioza spp., Parlatoria spp., Pemphigus spp., Peregrinus maidis, Phenacoccus spp., Phloeomyzus passerinii, Phorodon humuli, Phylloxera spp., Pinnaspis aspidistrae, Planococcus spp., Protopulvinaria pyriformis, Pseudaulacaspis pentagons, Pseudococcus spp. Psylla spp., Pteromalus spp., Pyrilla spp., Quadraspidiotus spp., Quesada gigas, Rastrococcus spp., Rhopalosiphum spp., Saissetia spp., Scaphoides titanus, Schizaphis graminum, Selenaspidus articulatus, Sogata spp., Sogatella furcifera, Sogatodes spp., Stictocephala festina, Tenalaphara malayensis, Tinocallis caryaefoliae, Tomaspis spp., Toxoptera spp., Trialeurodes spp., Trioza spp., Typhlocyba spp., Unaspis spp., Viteus vitifolii, Zygina spp.
From the order of Coleoptera e.g. Acalymma vittatum, Acanthoscelides obtectus, Adoretus spp., Agelastica alni, Agriotes spp., Alphitobius diaperinus, Amphimailon solstitialis, Anobium punctatum, Anoplophora spp., Anthonomus spp., Anthrenus spp., Apion spp. Apogonia spp., Atomaria spp., Attagenus spp., Bruchidius obtectus, Bruchus spp., Cassida spp., Cerotoma trifurcata, Ceutorrhynchus spp., Chaetocnema spp., Cleonus mendicus, Conoderus spp., Cosmopolites spp., Costelytra zealandica, Ctenicera spp., Curculio spp., Cryptorhynchus lapathi, Cylindrocopturus spp., Dermestes spp., Diabrotica spp., Dichocrocis spp., Diloboderus spp., Epilachna spp., Epitrix spp., Faustinus spp., Gibbium psylloides, Hellula undalis, Heteronychus arator, Heteronyx spp., Hylamorpha elegans, Hylotrupes bajulus, Hypera postica, Hypothenemus spp., Lachnosterna consanguinea, Lena spp., Leptinotarsa decemlineata, Leucoptera spp., Lisso-rhoptrus oryzophilus, Lixus spp., Luperodes spp., Lyctus spp., Megascelis spp., Melanotus spp., Meligethes aeneus, Melolontha spp., Migdolus spp., Monochamus spp., Naupactus xanthographus, Niptus hololeucus, Oryctes rhinoceros, Oryzaephilus surinamensis, Oryzaphagus oryzae, Otiorrhynchus spp., Oxycetonia jucunda, Phaedon cochleariae, Phyllophaga spp., Phyllotreta spp., Popillia japonica, Premnotrypes spp., Prostephanus truncatus, Psylliodes spp., Ptinus spp., Rhizobius ventralis, Rhizopertha dominica, Sitophilus spp., Sphenophorus spp., Stegobium paniceum, Sternechus spp., Symphyletes spp., Tanymecus spp., Tenebrio molitor, Tribolium spp., Trogoderma spp., Tychius spp., Xylotrechus spp., Zabrus spp.
From the order of Hymenoptera e.g. Acromyrmex spp., Athalia spp., Atta spp., Diprion spp., Hoplocampa spp., Lasius spp., Monomorium pharaonis, Solenopsis invicta, Tapinoma spp., Vespa spp.
From the order of Lepidoptera e.g. Acronicta major, Adoxophyes spp., Aedia leucomelas, Agrotis spp., Alabama spp., Amyelois transitella, Anarsia spp., Anticarsia spp., Argyroploce spp., Barathra brassicae, Borbo cinnara, Bucculatrix thurberiella, Bupalus piniarius, Busseola spp., Cacoecia spp., Caloptilia theivora, Capua reticulana, Carpocapsa pomonella, Carposina niponensis, Chematobia brumata, Chilo spp., Choristoneura spp., Clysia ambiguella, Cnaphalo-cerus spp., Cnephasia spp., Conopomorpha spp., Conotrachelus spp., Copitarsia spp., Cydia spp., Dalaca noctuides, Diaphania spp., Diatraea saccharalis. Earias spp., Ecdytolopha aurantium, Elasmopalpus lignosellus, Eldana saccharina, Ephestia spp., Epinotia spp., Epiphyas postvittana, Etiella spp., Eulia spp., Eupoecilia ambiguella, Euproctis spp., Euxoa spp., Feltia spp., Galleria mellonella, Gracillaria spp., Grapholitha spp., Hedylepta spp., Helicoverpa spp., Heliothis spp., Hofmannophila pseudospretella, Homoeosoma spp., Homona spp., Hyponomeuta padella, Kakivoria flavofasciata, Laphygma spp., Laspeyresia molesta, Leucinodes orbonalis. Leucoptera spp., Lithocolletis spp., Lithophane antennata, Lobesia spp., Loxagrotis albicosta, Lymantria spp., Lyonetia spp., Malacosoma neustria, Maruca testulalis, Mamestra brassicae, Mocis spp., Mythimna separata, Nymphula spp., Oiketicus spp., Oria spp., Orthaga spp., Ostrinia spp., Oulema oryzae, Panolis flammea, Parnara spp., Pectinophora spp., Perileucoptera spp., Phthorimaea spp., Phyllocnistis citrella, Phyllonorycter spp., Pieris spp., Platynota stultana, Plodia interpunctella, Plusia spp., Plutella xylostella, Prays spp., Prodenia spp., Protoparce spp. Pseudaletia spp., Pseudoplusia includens, Pyrausta nubilalis, Rachiplusia nu, Schoenobius spp., Scirpophaga spp., Scotia segetum, Sesamia spp., Sparganothis spp., Spodoptera spp., Stathmopoda spp., Stomopteryx subsecivella, Synanthedon spp., Tecia solanivora, Thermesia gemmatalis, Tinea pellionella, Tineola bisselliella, Tortrix spp., Trichophaga tapetzella, Trichoplusia spp., Tuta absoluta, Virachola spp.
From the order of Diptera e.g. Aedes spp., Agromyza spp., Anastrepha spp., Anopheles spp., Asphondylia spp., Bactrocera spp., Bibio hortulanus, Calliphora erythrocephala, Ceratitis capitata, Chironomus spp., Chrysomyia spp., Chrysops spp., Cochliomyia spp., Contarinia spp., Cordylobia anthropophaga, Culex spp., Culicoides spp., Culiseta spp., Cuterebra spp. Dacus oleae, Dasyneura spp., Delia spp., Dermatobia hominis. Drosophila spp., Echinocnemus spp. Fannia spp., Gasterophilus spp., Glossina spp., Haematopota spp. Hydrellia spp., Hylemyia spp., Hyppobosca spp., Hypoderma spp., Liriomyza spp. Lucilia spp., Lutzomia spp., Mansonia spp., Musca spp., Nezara spp., Oestrus spp., Oscinella frit, Pegomyia spp., Phlebotomus spp., Phorbia spp., Phormia spp., Prodiplosis spp., Psila rosae, Rhagoletis spp., Sarcophaga spp., Simulium spp. Stomoxys spp., Tabanus spp., Tannia spp., Tetanops spp., Tipula spp.
From the order of Thysanoptera e.g. Anaphothrips obscurus, Baliothrips biformis, Drepanothris reuteri, Enneothrips flavens, Frankliniella spp., Heliothrips spp., Hercinothrips femoralis, Rhipiphorothrips cruentatus, Scirtothrips spp. Taeniothrips cardamoni, Thrips spp.
From the order of Siphonaptera e.g. Ceratophyllus spp., Ctenocephalides spp., Tunga penetrans, Xenopsylla cheopis. 
From the phylums Plathelminthes and Nematoda as animal parasites e.g. from the class of the Helminths e.g. Ancylostoma duodenale, Ancylostoma ceylanicum, Acylostoma braziliensis, Ancylostoma spp., Ascaris spp., Brugia malayi, Brugia timori, Bunostomum spp., Chabertia spp., Clonorchis spp., Cooperia spp., Dicrocoelium spp, Dictyocaulus filaria, Diphyllobothrium latum, Dracunculus medinensis, Echinococcus granulosus, Echinococcus multilocularis, Enterobius vermicularis, Faciola spp., Haemonchus spp., Heterakis spp., Hymenolepis nana, Hyostrongulus spp., Loa Loa. Nematodirus spp., Oesophagostomum spp., Opisthorchis spp., Onchocerca volvulus, Ostertagia spp., Paragonimus spp., Schistosomen spp, Strongyloides fuellebomi, Strongyloides stercoralis, Stronyloides spp., Taenia saginata, Taenia solium, Trichinella spiralis, Trichinella nativa, Trichinella britovi, Trichinella nelsoni, Trichinella pseudopsiralis, Trichostrongulus spp., Trichuris trichuria, Wuchereria bancrofti. 
From the phylum Nematoda as plant pests e e.g. Aphelenchoides spp., Bursaphelenchus spp. Ditylenchus spp., Globodera spp., Heterodera spp., Longidorus spp., Meloidogyne spp., Pratylenchus spp., Radopholus similis, Trichodorus spp., Tylenchulus semipenetrans. Xiphinema spp.
From the subphylum of protozoa e.g. Eimeria. 
If appropriate, the compounds according to the invention can, at certain concentrations or application rates, also be used as herbicides, safeners, growth regulators or agents to improve plant properties, or as microbicides, for example as fungicides, antimycotics, bactericides, viricides (including agents against viroids) or as agents against MLO (Mycoplasma-like organisms) and RLO (Rickettsia-like organisms). If appropriate, they can also be employed as intermediates or precursors for the synthesis of other active compounds.
All plants and plant parts can be treated in accordance with the invention. Plants are to be understood as meaning in the present context all plants and plant populations such as desired and undesired wild plants or crop plants (including naturally occurring crop plants). Crop plants can be plants which can be obtained by conventional plant breeding and optimization methods or by biotechnological and genetic engineering methods or by combinations of these methods, including the transgenic plants and including the plant cultivars protectable or not protectable by plant breeders' rights. Plant parts are to be understood as meaning all parts and organs of plants above and below the ground, such as shoot, leaf, flower and root, examples which may be mentioned being leaves, needles, stalks, stems, flowers, fruit bodies, fruits, seeds, roots, tubers and rhizomes. The plant parts also include harvested material, and vegetative and generative propagation material, for example cuttings, tubers, rhizomes, offshoots and seeds.
Treatment according to the invention of the plants and plant parts with the active compounds is carried out directly or by allowing the compounds to act on the surroundings, habitat or storage space by the customary treatment methods, for example by immersion, spraying, evaporation, fogging, scattering, painting on, injection and, in the case of propagation material, in particular in the case of seeds, also by applying one or more coats.
The active compounds can be converted to the customary formulations, such as solutions, emulsions, wettable powders, water- and oil-based suspensions, powders, dusts, pastes, soluble powders, soluble granules, granules for broadcasting, suspension-emulsion concentrates, natural materials impregnated with active compound, synthetic materials impregnated with active compound, fertilizers and microencapsulations in polymeric substances.
These formulations are produced in a known manner, for example by mixing the active compounds with extenders, that is liquid solvents and/or solid carriers, optionally with the use of surfactants, that is emulsifiers and/or dispersants and/or foam-formers. The formulations are prepared either in suitable plants or else before or during the application.
Suitable for use as auxiliaries are substances which are suitable for imparting to the composition itself and/or to preparations derived therefrom (for example spray liquors, seed dressings) particular properties such as certain technical properties and/or also particular biological properties. Typical suitable auxiliaries are: extenders, solvents and carriers.
Suitable extenders are, for example, water, polar and nonpolar organic chemical liquids, for example from the classes of the aromatic and non-aromatic hydrocarbons (such as paraffins, alkylbenzenes, alkylnaphthalenes, chlorobenzenes), the alcohols and polyols (which, if appropriate, may also be substituted, etherified and/or esterified), the ketones (such as acetone, cyclohexanone), esters (including fats and oils) and (poly)ethers, the unsubstituted and substituted amines, amides, lactams (such as N-alkylpyrrolidones) and lactones, the sulphones and sulphoxides (such as dimethyl sulphoxide).
If the extender used is water, it is also possible to employ, for example, organic solvents as auxiliary solvents. Essentially, suitable liquid solvents are: aromatics such as xylene, toluene or alkylnaphthalenes, chlorinated aromatics and chlorinated aliphatic hydrocarbons such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons such as cyclohexane or paraffins, for example petroleum fractions, mineral and vegetable oils, alcohols such as butanol or glycol and also their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethyl sulphoxide, and also water.
Suitable solid carriers are:
for example, ammonium salts and ground natural minerals such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, and ground synthetic minerals, such as finely divided silica, alumina and silicates; suitable solid carriers for granules are: for example, crushed and fractionated natural rocks such as calcite, marble, pumice, sepiolite and dolomite, and also synthetic granules of inorganic and organic meals, and granules of organic material such as paper, sawdust, coconut shells, maize cobs and tobacco stalks; suitable emulsifiers and/or foam-formers are: for example, nonionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycol ethers, alkylsulphonates, alkyl sulphates, arylsulphonates and also protein hydrolysates; suitable dispersants are nonionic and/or ionic substances, for example from the classes of the alcohol-POE- and/or -POP-ethers, acid and/or POP-POE esters, alkyl aryl and/or POP-POE ethers, fat- and/or POP-POE adducts, POE- and/or POP-polyol derivatives, POE- and/or POP-sorbitan- or -sugar adducts, alkyl or aryl sulphates, alkyl- or arylsulphonates and alkyl or aryl phosphates or the corresponding PO-ether adducts. Furthermore, suitable oligo- or polymers, for example those derived from vinylic monomers, from acrylic acid, from EO and/or PO alone or in combination with, for example, (poly)alcohols or (poly)amines. It is also possible to employ lignin and its sulphonic acid derivatives, unmodified and modified celluloses, aromatic and/or aliphatic sulphonic acids and their adducts with formaldehyde.
Tackifiers such as carboxymethylcellulose and natural and synthetic polymers in the form of powders, granules or lattices, such as guts arabic, polyvinyl alcohol and polyvinyl acetate, as well as natural phospholipids such as cephalins and lecithins, and synthetic phospholipids, can be used in the formulations.
It is possible to use colorants such as inorganic pigments, for example iron oxide, titanium oxide and Prussian Blue, and organic dyestuffs, such as alizarin dyestuffs, azo dyestuffs and metal phthalocyanine dyestuffs, and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
Other possible additives are perfumes, mineral or vegetable, optionally modified oils, waxes and nutrients (including trace nutrients), such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
Stabilizers, such as low-temperature stabilizers, preservatives, antioxidants, light stabilizers or other agents which improve chemical and/or physical stability may also be present.
The formulations generally comprise between 0.01 and 98% by weight of active compound, preferably between 0.5 and 90%.
The active compound according to the invention can be used in its commercially available formulations and in the use forms, prepared from these formulations, as a mixture with other active compounds, such as insecticides, attractants, sterilizing agents, bactericides, acaricides, nematicides, fungicides, growth-regulating substances, herbicides, safeners, fertilizers or semiochemicals.
A mixture with other known active compounds, such as herbicides, fertilizers, growth regulators, safeners, semiochemicals, or else with agents for improving the plant properties, is also possible.
When used as insecticides, the active compounds according to the invention can furthermore be present in their commercially available formulations and in the use forms, prepared from these formulations, as a mixture with synergistic agents. Synergistic agents are compounds which increase the action of the active compounds, without it being necessary for the synergistic agent added to be active itself.
When used as insecticides, the active compounds according to the invention can furthermore be present in their commercially available formulations and in the use forms, prepared from these formulations, as a mixture with inhibitors which reduce degradation of the active compound after use in the environment of the plant, on the surface of parts of plants or in plant tissues.
The active compound content of the use forms prepared from the commercially available formulations can vary within wide limits. The active compound concentration of the use forms can be from 0.00000001 to 95% by weight of active compound, preferably between 0.00001 and 1% by weight.
The compounds are employed in a customary manner appropriate for the use forms.
The active compounds according to the invention act not only against plant, hygiene and stored product pests, but also in the veterinary medicine sector against animal parasites (ecto- and endoparasites), such as hard ticks, soft ticks, mange mites, leaf mites, flies (biting and licking), parasitic fly larvae, lice, hair lice, feather lice and fleas. These parasites include:
From the order of the Anoplurida, for example. Haematopinus spp., Linognathus spp Pediculus spp., Phtirus spp., Solenopotes spp.
From the order of the Mallophagida and the suborders Amblycerina and Ischnocerina, for example, Trimenopon spp., Menopon spp., Trinoton spp., Bovicola spp., Werneckiella spp., Lepikentron spp., Damalina spp. Trichodectes spp., Felicola spp.
From the order of the Diptera and the suborders Nematocerina and Brachycerina, for example, Aedes spp., Anopheles spp., Culex spp., Simulium spp., Eusimulium spp., Phlebotomus spp., Lutzomyia spp., Culicoides spp., Chrysops spp., Hybomitra spp., Atylotus spp., Tabanus spp., Haematopota spp., Philipomyia spp., Braula spp., Musca spp., Hydrotaea spp., Stomoxys spp., Haematobia app. Morellia spp., Fannia spp. Glossina spp., Calliphora spp., Lucilia spp., Chrysomyia spp. Wohlfahrtia spp., Sarcophaga spp. Oestrus spp., Hypoderma spp., Gasterophilus spp., Hippobosca spp., Lipoptena spp., Melophagus spp.
From the order of the Siphonapterida, for example. Pulex spp., Ctenocephalides spp. Xenopsylla spp., Ceratophyllus spp.
From the order of the Heteropterida, for example, Cimex spp., Triatoma spp., Rhodnius spp., Panstrongylus spp.
From the order of the Blattarida, for example. Blatta orientalis, Periplaneta americana, Blattela germanica, Supella spp.
From the subclass of the Acari (Acarina) and the orders of the Meta- and Mesostigmata, for example, Argas spp., Ornithodoros spp., Otobius spp., Ixodes spp., Amblyomma spp., Boophilus spp., Dermacentor spp., Haemophysalis spp., Hyalomma spp. Rhipicephalus spp., Dermanyssus spp., Raillietia spp., Pneumonyssus spp., Stemostoma spp., Varroa spp.
From the order of the Actinedida (Prostigmata) and Acaridida (Astigmata), for example, Acarapis spp., Cheyletiella spp., Ornithocheyletia spp., Myobia spp., Psorergates spp., Demodex spp., Trombicula spp., Listrophorus spp., Acarus spp., Tyrophagus spp., Caloglyphus spp., Hypodectes spp., Pterolichus spp., Psoroptes spp., Chorioptes spp., Otodectes spp., Sarcoptes spp., Notoedres spp., Knemidocoptes spp., Cytodites spp., Laminosioptes spp.
The active compounds of the formula (I) according to the invention are also suitable for controlling arthropods which infest agricultural productive livestock, such as, for example, cattle, sheep, goats, horses, pigs, donkeys, camels, buffalo, rabbits, chickens, turkeys, ducks, geese and bees, other pets, such as, for example, dogs, cats, caged birds and aquarium fish, and also so-called test animals, such as, for example, hamsters, guinea pigs, rats and mice. By controlling these arthropods, cases of death and reduction in productivity (for meat, milk, wool, hides, eggs, honey etc.) should be diminished, so that more economic and easier animal husbandry is possible by use of the active compounds according to the invention.
The active compounds according to the invention are used in the veterinary sector and in animal husbandry in a known manner by enteral administration in the form of, for example, tablets, capsules, potions, drenches, granules, pastes, boluses, the feed-through process and suppositories, by parenteral administration, such as, for example, by injection (intramuscular, subcutaneous, intravenous, intraperitoneal and the like), implants, by nasal administration, by dermal use in the form, for example, of dipping or bathing, spraying, pouring on and spotting on, washing and powdering, and also with the aid of moulded articles containing the active compound, such as collars, ear marks, tail marks, limb bands, halters, marking devices and the like.
When used for cattle, poultry, pets and the like, the active compounds of the formula (I) can be used as formulations (for example powders, emulsions, free-flowing compositions), which comprise the active compounds in an amount of 1 to 80% by weight, directly or after 100 to 10 000-fold dilution, or they can be used as a chemical bath.
It has furthermore been found that the compounds according to the invention also have a strong insecticidal action against insects which destroy industrial materials.
The following insects may be mentioned as examples and as preferred—but without any limitation:
Beetles, such as Hylotrupes bajulus, Chlorophorus pilosis, Anobium punctatum, Xestobium rafovillosum, Ptilinus pecticornis, Dendrobium pertinex, Ernobius moths, Priobium carpini, Lyctus brunneus, Lyctus africanus, Lyctus planicollis, Lyctus linearis, Lyctus pubescens, Trogoxylon aequale, Minthes rugicollis, Xylebonis spec. Tryptodendron spec. Apate monachus, Bostrychus capucins, Heterobostrychus brunneus, Sinoxylon spec. Dinoderus minutus; 
Hymenopterons, such as Sirex juvencus, Urocerus gigas, Urocerus gigas taignus, Urocerus augur; 
Termites, such as Kalotermes flavicollis. Cryptotermes brevis, Heterotermes indicola, Reticulitermes flavipes, Reticulitermes santonensis, Reticulitermes lucifugus, Mastotennes darwiniensis, Zootermopsis nevadensis, Coptotermes formosanus; 
Bristletails, such as Lepisma saccharina. 
Industrial materials in the present connection are to be understood as meaning non-living materials, such as, preferably, plastics, adhesives, sizes, papers and cardboards, leather, wood and processed wood products and coating compositions.
The ready-to-use compositions may, if appropriate, comprise further insecticides and, if appropriate, one or more fungicides.
With respect to possible additional additives, reference may be made to the insecticides and fungicides mentioned above.
The compounds according to the invention can likewise be employed for protecting objects which come into contact with saltwater or brackish water, such as hulls, screens, nets, buildings, moorings and signalling systems, against fouling.
Furthermore, the compounds according to the invention, alone or in combinations with other active compounds, may be employed as antifouling agents.
In domestic, hygiene and stored-product protection, the active compounds are also suitable for controlling animal pests, in particular insects, arachnids and mites, which are found in enclosed spaces such as, for example, dwellings, factory halls, offices, vehicle cabins and the like. They can be employed alone or in combination with other active compounds and auxiliaries in domestic insecticide products for controlling these pests. They are active against sensitive and resistant species and against all developmental stages. These pests include:
From the order of the Scorpionidea, for example, Buthus occitanus. 
From the order of the Acarina, for example, Argas persicus, Argas reflexus, Bryobia ssp., Dermanyssus gallinae, Glyciphagus domesticus, Ornithodorus moubat, Rhipicephalus sanguineus, Trombicula alfreddugesi, Neutrombicula autumnalis, Dermatophagoides pteronissimus, Dermatophagoides forinae. 
From the order of the Araneae, for example, Aviculariidae, Araneidae.
From the order of the Opiliones, for example, Pseudoscorpiones chelifer, Pseudoscorpiones cheiridium, Opiliones phalangium. 
From the order of the Isopoda, for example, Oniscus asellus, Porcellio scaber. 
From the order of the Diplopoda, for example, Blaniulus guttulatus, Polydesmus spp.
From the order of the Chilopoda, for example, Geophilus spp.
From the order of the Zygentoma, for example, Ctenolepisma spp., Lepisma saccharina, Lepismodes inquilinus. 
From the order of the Blattaria, for example, Blatta orientalies, Blattella germanica, Blattella asahinai, Leucophaea maderae, Panchlora spp., Parcoblatta spp., Periplaneta australasiae, Periplaneta americana, Periplaneta brunnea, Periplaneta fuliginosa, Supella longipalpa. 
From the order of the Saltatoria, for example, Acheta domesticus. 
From the order of the Dermaptera, for example, Forficula auricularia. 
From the order of the Isoptera, for example. Kalotermes spp., Reticulitermes spp.
From the order of the Psocoptera, for example, Lepinatus spp., Liposcelis spp.
From the order of the Coleoptera, for example, Anthrenus spp., Attagenus spp., Dermestes spp., Latheticus oryzae, Necrobia spp., Ptinus spp., Rhizopertha dominica, Sitophilus granarius, Sitophilus oryzae, Sitophilus zeamais, Stegobium paniceum. 
From the order of the Diptera, for example, Aedes aegypti, Aedes albopictus, Aedes taeniorhynchus, Anopheles spp., Calliphora erythrocephala, Chrysozona pluvialis, Culex quinquefasciatus, Culex pipiens, Culex tarsalis, Drosophila spp., Fannia canicularis, Musca domestics, Phlebotomus spp., Sarcophaga carnaria, Simulium spp., Stomoxys calcitrans, Tipula paludosa. 
From the order of the Lepidoptera, for example, Achroia grisella, Galleria mellonella, Plodia interpunctella, Tinea cloacella, Tinea pellionella, Tineola bisselliella. 
From the order of the Siphonaptera, for example, Ctenocephalides canis, Ctenocephalides felis, Pulex irritans, Tunga penetrans, Xenopsylla cheopis. 
From the order of the Hymenoptera, for example, Camponotus herculeanus, Lasius fuliginosus, Lasius niger, Lasius umbratus, Monomorium pharaonis, Paravespula spp., Tetramorium caespitum. 
From the order of the Anoplura, for example. Pediculus humanus capitis, Pediculus humanus corporis. Pemphigus spp., Phylloera vastatrix, Phthirus pubis. 
From the order of the Heteroptera, for example, Cimex hemipterus, Cimex lectularius, Rhodinus prolixus, Triatoma infestans. 
In the field of household insecticides, they are used alone or in combination with other suitable active compounds, such as phosphoric esters, carbamates, pyrethroids, neonicotinoids, growth regulators or active compounds from other known classes of insecticides.
They are used in aerosols, pressure-free spray products, for example pump and atomizer sprays, automatic fogging systems, foggers, foams, gels, evaporator products with evaporator tablets made of cellulose or polymer, liquid evaporators, gel and membrane evaporators, propeller-driven evaporators, energy-free, or passive, evaporation systems, moth papers, moth bags and moth gels, as granules or dusts, in baits for spreading or in bait stations.
The compounds according to the invention exhibit a strong microbicidal action and can be used for combating undesirable microorganisms, such as fungi and bacteria, in plant protection and in material protection.
Fungicides can be used in plant protection for combating Plasmodiophoromycetes, Oomycetes, Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes and Deuteromycetes.
Bactericides can be used in plant protection for combating Pseudomonadaceae, Rhizobaceae, Enterobacteriaceae, Corynebacteriaceae and Streptomycetaceae.
Mention may be made, by way of example but without limitation, of some pathogens of fungal and bacterial diseases which come under the generic terms listed above:
diseases caused by pathogens of powdery mildew, such as, for example,
Blumeria species, such as, for example, Blumeria graminis; 
Podosphaera species, such as, for example, Podosphaera leucotricha; 
Sphaerotheca species, such as, for example, Sphaerotheca fuliginea; 
Uncinula species, such as, for example, Uncinula necator; 
diseases caused by rust pathogens, such as, e.g.,
Gymnosporangium species, such as, for example, Gymnosporangium sabinae; 
Hemileia species, such as, for example, Hemileia vastatrix; 
Phakopsora species, such as, for example, Phakopsora pachyrhizi and Phakopsora meibomiae; 
Puccinia species, such as, for example, Puccinia recondita; 
Uromyces species, such as, for example, Uromyces appendiculatus; 
diseases caused by pathogens of the Oomycetes group, such as, e.g.,
Bremia species, such as, for example, Bremia lactucae; 
Peronospora species, such as, for example, Peronospora pisi or P. brassicae; 
Phytophthora species, such as, for example, Phytophthora infestans; 
Plasmopara species, such as, for example, Plasmopara viticola; 
Pseudoperonospora species, such as, for example, Pseudoperonospora humuli or Pseudoperonospora cubensis; 
Pythium species, such as, for example, Pythium ultimum; 
leaf spot diseases and leaf wilts caused by, e.g.,
Alternaria species, such as, for example. Alternaria solani; 
Cercospora species, such as, for example, Cercospora beticola; 
Cladosporium species, such as, for example, Cladosporium cucumerinum; 
Cochliobolus species, such as, for example, Cochliobolus sativus 
(conidial form: Drechslera, syn: Helminthosporium);
Colletotrichum species, such as, for example, Colletotrichum lindemuthanium; 
Cycloconium species, such as, for example, Cycloconium oleaginum; 
Diaporthe species, such as, for example, Diaporthe citri; 
Elsinoe species, such as, for example, Elsinoe fawcettii; 
Gloeosporium species, such as, for example, Gloeosporium laeticolor; 
Glomerella species, such as, for example, Glomerella cingulata; 
Guignardia species, such as, for example, Guignardia bidwelli; 
Leptosphaeria species, such as, for example, Leptosphaeria maculans; 
Magnaporthe species, such as, for example, Magnaporthe grisea; 
Mycosphaerella species, such as, for example, Mycosphaerella graminicola and Mycosphaerella fijiensis; 
Phaeosphaeria species, such as, for example, Phaeosphaeria nodorum, 
Pyrenophora species, such as, for example, Pyrenophora teres; 
Ramularia species, such as, for example, Ramularia collo-cygni; 
Rhynchosporium species, such as, for example, Rhynchosporium secalis; 
Septoria species, such as, for example, Septoria apii; 
Typhula species, such as, for example, Typhula incarnata; 
Venturia species, such as, for example, Venturia inaequalis; 
root and stalk diseases caused by, e.g.,
Corticium species, such as, for example, Corticium graminearum; 
Fusarium species, such as, for example, Fusarium oxysporum; 
Gaeumannomyces species, such as, for example, Gaeumannomyces graminis; 
Rhizoctonia species, such as, for example, Rhizoctonia solani; 
Tapesia species, such as, for example, Tapesia acuformis; 
Thielaviopsis species, such as, for example, Thielaviopsis basicola; 
ear and panicle diseases (including maize cobs) caused by, e.g.,
Alternaria species, such as, for example, Alternaria spp.;
Aspergillus species, such as, for example, Aspergillus flavus; 
Cladosporium species, such as, for example, Cladosporium cladosporioides; 
Claviceps species, such as, for example, Claviceps purpurea; 
Fusarium species, such as, for example, Fusarium culmorum; 
Gibberella species, such as, for example, Gibberella zeae; 
Monographella species, such as, for example, Monographella nivalis; 
diseases caused by smuts, such as, e.g.,
Sphacelotheca species, such as, for example, Sphacelotheca reiliana; 
Tilletia species, such as, for example, Tilletia caries; 
Urocystis species, such as, for example, Urocystis occulta; 
Ustilago species, such as, for example, Ustilago nuda; 
fruit rot caused by, e.g.,
Aspergillus species, such as, for example, Aspergillus flavus; 
Botrytis species, such as, for example, Botrytis cinerea; 
Penicillium species, such as, for example, Penicillium expansum and Penicillium purpurogenum; 
Sclerotinia species, such as, for example, Sclerotinia sclerotiorum; 
Verticilium species, such as, for example, Verticilium alboatrum; 
seed- and soil-borne rots and wilts, and seedling diseases, caused by, e.g.,
Alternaria species, such as, for example, Alternaria brassicicola; 
Aphanomyces species, such as, for example, Aphanomyces euteiches; 
Ascochyta species, such as, for example, Ascochyta lentis; 
Aspergillus species, such as, for example, Aspergillus flavus; 
Cladosporium species, such as, for example, Cladosporium herbarum; 
Cochliobolus species, such as, for example, Cochliobolus sativus 
(conidial form: Drechslera, Bipolaris syn: Helminthosporium);
Colletotrichum species, such as, for example, Colletotrichum coccodes: 
Fusarium species, such as, for example, Fusarium culmorum; 
Gibberella species, such as, for example, Gibberella zeae; 
Macrophomina species, such as, for example, Macrophomina phaseolina; 
Monographella species, such as, for example, Monographella nivalis; 
Penicillium species, such as, for example, Penicillium expansum; 
Phoma species, such as, for example, Phoma lingam; 
Phomopsis species, such as, for example, Phomopsis sojae; 
Phytophthora species, such as, for example, Phytophthora cactorum; 
Pyrenophora species, such as, for example, Pyrenophora graminea; 
Pyricularia species, such as, for example, Pyricularia oryzae; 
Pythium species, such as, for example, Pythium ultimum; 
Rhizoctonia species, such as, for example, Rhizoctonia solani; 
Rhizopus species, such as, for example, Rhizopus oryzae; 
Sclerotium species, such as, for example, Sclerotium rolfsii; 
Septoria species, such as, for example, Septoria nodorum; 
Typhula species, such as, for example, Typhula incarnata; 
Verticillium species, such as, for example, Verticillium dahliae; 
cankers, galls and witches' broom disease caused by, e.g.,
Nectria species, such as, for example, Nectria galligena; 
wilts caused by, e.g.,
Monilinia species, such as, for example, Monilinia laxa; 
deformations of leaves, flowers and fruits caused by, e.g.,
Taphrina species, such as, for example, Taphrina deformans; 
degenerative diseases of woody plants caused by, e.g.,
Esca species, such as, for example, Phaeomoniella chlamydospora, Phaeoacremonium aleophilum and Fomitiporia mediterranea; 
flower and seed diseases caused by, e.g.,
Botrytis species, such as, for example, Botrytis cinerea; 
diseases of plant tubers caused by, e.g.,
Rhizoctonia species, such as, for example, Rhizoctonia solani; 
Helminthosporium species, such as, for example, Helminthosporium solani: 
diseases caused by bacterial pathogens, such as, e.g.,
Xanthomonas species, such as, for example, Xanthomonas campestris pv. oryzae; 
Pseudomonas species, such as, for example, Pseudomonas syringae pv. lachrymans; 
Erwinia species, such as, for example, Erwinia amylovora. 
Preferably, the following diseases of soybeans can be combated:
fungal diseases on leaves, stalks, pods and seeds caused by, e.g.,
alternaria leaf spot (Alternaria spec. atrans tenuissima), anthracnose (Colletotrichum gloeosporoides dematium var. truncatum), brown spot (Septoria glycines), cercospora leaf spot and blight (Cercospora kikuchii), choanephora leaf blight (Choanephora infundibulifera trispora (Syn.)), dactuliophora leaf spot (Dactuliophora glycines), downy mildew (Peronospora manshurica), drechslera blight (Drechslera glycini), frogeye leaf spot (Cercospora sojina), leptosphaerulina leaf spot (Leptosphaerulina trifolii), phyllostica leaf spot (Phyllosticta sojaecola), pod and stem blight (Phomopsis sojae), powdery mildew (Microsphaera diffusa), pyrenochaeta leaf spot (Pyrenochaeta glycines), rhizoctonia aerial, foliage, and web blight (Rhizoctonia solani), rust (Phakopsora pachyrhizi), scab (Sphaceloma glycines), stemphylium leaf blight (Stemphylium botryosum), target spot (Corynespora cassiicola)
fungal diseases on roots and the stem base caused by, e.g.,
black root rot (Calonectria crotalariae), charcoal rot (Macrophomina phaseolina), fusarium blight or wilt, root rot, and pod and collar rot (Fusarium oxysporum, Fusarium orthoceras, Fusarium semitectum, Fusarium equiseti), mycoleptodiscus root rot (Mycoleptodiscus terrestris), neocosmospora (Neocosmopspora vasinfecta), pod and stem blight (Diaporthe phaseolorum), stem canker (Diaporthe phaseolorum var caulivora), phytophthora rot (Phytophthora megasperma), brown stem rot (Phialophora gregata), pythium rot (Pythium aphanidermatum, Pythium irregulare, Pythium debaryanum, Pythium myriotylum, Pythium ultimum), rhizoctonia root rot, stem decay, and damping-off (Rhizoctonia solani), sclerotinia stem decay (Sclerotinia sclerotiorum), sclerotinia southern blight (Sclerotinia rolfsii), thielaviopsis root rot (Thielaviopsis basicola).
The active substances according to the invention also exhibit a strong strengthening activity in plants. They are accordingly suitable for mobilizing intrinsic defences of plants against attack by undesirable microorganisms.
In the present context, plant-strengthening (resistance-inducing) substances are to be understood as meaning those materials which are capable of stimulating the defence system of plants such that the treated plants, on subsequent inoculation with undesirable microorganisms, exhibit extensive resistance to these microorganisms.
In the present case, undesirable microorganisms are to be understood as meaning phytopathogenic fungi, bacteria and viruses. The substances according to the invention can thus be used to protect plants from attack by the harmful pathogens mentioned for a certain period of time after the treatment. The period of time for which protection is brought about generally ranges from 1 to 10 days, preferably 1 to 7 days, after the treatment of the plants with the active substances.
The fact that the active substances are well tolerated by plants in the concentrations necessary for combating plant diseases makes possible treatment of aboveground plant parts, of plant propagation material and seed, and of the soil.
In this connection, the active substances according to the invention can be used particularly successfully in combating cereal diseases, such as, e.g., Puccinia species, and diseases in viticulture and in the cultivation of fruit and vegetables, such as, e.g., Botrytis, Venturia or Alternaria species.
The active substances according to the invention are also suitable for increasing the crop yield. In addition, they are of lower toxicity and are well tolerated by plants.
The active substances according to the invention can also optionally be used, in specific concentrations and application amounts, as herbicides, for affecting plant growth and for combating animal pests. They can optionally also be used as intermediates and precursors for the synthesis of additional active substances.
All plants and plant parts can be treated according to the invention. In this connection, plants are to be understood as meaning all plants and plant populations, such as desirable and undesirable wild plants or cultivated plants (including naturally occurring cultivated plants). Cultivated plants can be plants which can be obtained by conventional breeding and optimization methods or by biotechnological and genetic engineering methods or combinations of these methods, including transgenic plants and including plant varieties which may or may not be protected by laws on variety certification. Plant parts should be understood as meaning all aboveground and subsoil parts and organs of plants, such as shoot, leaf, flower and root, examples which are listed being leaves, needles, stalks, stems, flowers, fruiting bodies, fruits and seeds, and also roots, tubers and rhizomes. Plant parts also include harvested crops, and also vegetative and generative propagation material, for example cuttings, tubers, rhizomes, layers and seeds.
The treatment according to the invention of the plants and plant parts with the active substances is carried out directly or by acting on the environment, habitat or storage area thereof using conventional treatment methods, e.g. by dipping, spraying, evaporating, atomizing, scattering, spreading and, with propagation material, in particular with seeds, furthermore by coating with one or more layers.
In addition, it is possible, by the treatment according to the invention, to reduce the mycotoxin content in harvested crops and the foodstuffs and feedstuffs prepared therefrom. In this connection, mention may in particular but not exclusively be made of the following mycotoxins: deoxynivalenol (DON), nivalenol, 15-Ac-DON, 3-Ac-DON, T2 and HT2 toxin, fumonisins, zearalenone, moniliformin, fusarin, diacetoxyscirpenol (DAS), beauvericin, enniatin, fusaroproliferin, fusarenol, ochratoxins, patulin, ergot alkaloids and aflatoxins, which can be caused, for example, by the following fungi: Fusarium spec., such as Fusarium acuminatum, F. avenaceum, F. crookwellense, F. culmorum, F. graminearum (Gibberella zeae), F. equiseti, F. fujikoroi, F. musanim, F. oxysporum, F. proliferatum, F. poae, F. pseudograminearum, F. sambucinum, F. scirpi, F. semitectum, F. solani, F. sporotrichoides, F. langsethiae, F. subglutinans, F. tricinctum, F. verticillioides, and others, and also by Aspergillus spec., Penicillium spec., Claviceps purpurea, Stachybotrys spec., and others.
In material protection, the substances according to the invention can be used for the protection of industrial materials from attack and destruction by undesirable microorganisms.
Industrial materials are to be understood in the present context as meaning nonliving materials which have been prepared for use in industry. For example, industrial materials which are to be protected by active substances according to the invention from microbial change or destruction can be adhesives, sizes, paper and board, textiles, leather, wood, paints and plastic articles, cooling lubricants and other materials which can be attacked or destroyed by microorganisms. In the context of the materials to be protected, mention may also be made of parts of production plants, for example cooling water circuits, which can be detrimentally affected by proliferation of microorganisms. In the context of the present invention, mention may preferably be made, as industrial materials, of adhesives, sizes, papers and boards, leather, wood, paints, cooling lubricants and heat-transfer liquids, particularly preferably of wood.
Examples which may be mentioned of microorganisms which can decompose or modify industrial materials are bacteria, fungi, yeasts, algae and slime organisms. The active substances according to the invention are preferably active against fungi, in particular moulds, wood-discolouring and wood-destroying fungi (Basidiomycetes), and against slime organisms and algae.
Mention may be made, by way of example, of microorganisms of the following genera:
Alternaria, such as Alternaria tennis, 
Aspergillus, such as Aspergillus niger, 
Chaetomium, such as Chaetomium globosum, 
Coniophora, such as Coniophora puetana, 
Lentinus, such as Lentinus tigrinus, 
Penicillium, such as Penicillium glaucum, 
Polyporus, such as Polyporus versicolor, 
Aureobasidium, such as Aureobasidium pullulans. 
Sclerophoma, such as Sclerophoma pityophila, 
Trichoderma, such as Trichoderma viride, 
Escherichia, such as Escherichia coli, 
Pseudomonas, such as Pseudomonas aeruginosa, 
Staphylococcus, such as Staphylococcus aureus. 
The present invention relates to a composition for combating undesirable microorganisms, comprising at least one of the compounds according to the invention.
The compounds according to the invention can for this, depending on their respective physical and/or chemical properties, be converted into the standard formulations, such as solutions, emulsions, suspensions, powders, foams, pastes, granules, aerosols, very fine encapsulations in polymeric substances and in coating materials for seed, and also ULV cold- and hot-fogging formulations.
These formulations are prepared in a known way, e.g. by mixing the active substances with extenders, that is liquid solvents, liquefied gases under pressure and/or solid carriers, optionally with the use of surface-active agents, that is emulsifiers and/or dispersants and/or foaming agents. In the case of the use of water as extender, use may also be made, e.g., of organic solvents as cosolvents. Possible liquid solvents are essentially: aromatic hydrocarbons, such as xylene, toluene or alkylnaphthalenes, chlorinated aromatic hydrocarbons or chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, e.g. petroleum fractions, alcohols, such as butanol or glycol, and the ethers and esters thereof, ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents, such as dimethylformamide and dimethyl sulphoxide, and also water. Liquefied gaseous extenders or carriers are to be understood as meaning those liquids which are in the gas form at standard temperature and at standard pressure, e.g. aerosol propellants, such as halogenated hydrocarbons and also butane, propane, nitrogen and carbon dioxide. Possible solid carriers are, e.g., ground natural minerals, such as kaolins, argillaceous earths, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, and ground synthetic minerals, such as highly dispersed silica, aluminium oxide and silicates. Possible solid carriers for granules are, e.g., broken and fractionated natural rocks, such as calcite, pumice, marble, sepiolite or dolomite, and also synthetic granules formed from inorganic and organic dusts, and also granules formed from organic material, such as sawdust, coconut shells, maize cobs and tobacco stalks. Possible emulsifiers and/or foaming agents are, e.g., nonionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, e.g. alkylaryl polyglycol ethers, alkylsulphonates, alkyl sulphates, arylsulphonates, and also protein hydrolysates. Possible dispersants are, e.g., lignosulphite waste liquors and methylcellulose.
Use may be made, in the formulations, of stickers, such as carboxymethylcellulose, natural and synthetic polymers in the powder, granule or latex form, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and also natural phospholipids, such as cephalins and lecithins, and synthetic phospholipids. Other possible additives are mineral and vegetable oils.
Use may also be made of colorants, such as inorganic pigments, e.g. iron oxide, titanium oxide, Prussian blue, and organic colorants, such as alizarin dyes, azo dyes and metal phthalocyanine dyes, and trace elements, such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
The formulations generally comprise between 0.1 and 95% by weight of active substance, preferably between 0.5 and 90%.
The formulations described above can be used in a method according to the invention for combating undesirable microorganisms, in which the compounds according to the invention are applied to the microorganisms and/or to the habitat thereof.
The combating of phytopathogenic fungi by the treatment of the seed of plants has been known for a long time and is the subject-matter of continuous improvements. Nevertheless, a series of problems arises in the treatment of seed, which problems may not always be satisfactorily solved. Thus, it is desirable to develop methods for protecting the seed and the germinating plant which render superfluous or at least markedly reduce the additional application of plant protection compositions after sowing or after emergence of the plants. It is furthermore desirable to optimize the amount of the active substance used, so that the seed and the germinating plant are given the best possible protection against attack by phytopathogenic fungi but without the plant itself being damaged by the active substance used. In particular, methods for the treatment of seed should also include the intrinsic fungicidal properties of transgenic plants in order to achieve optimum protection of the seed and the germinating plant with a minimum expenditure of plant protection compositions.
The present invention therefore also relates in particular to a method for the protection of seed and germinating plants from attack by phytopathogenic fungi, by treating the seed with a composition according to the invention.
The invention likewise relates to the use of the compositions according to the invention for the treatment of seed to protect the seed and the germinating plant from phytopathogenic fungi.
Furthermore, the invention relates to seed which has been treated with a composition according to the invention in order to protect from phytopathogenic fungi.
One of the advantages of the present invention is that, because of the particular systemic properties of the compositions according to the invention, the treatment of the seed with these compositions not only protects the seed itself from phytopathogenic fungi but also protects the plants resulting therefrom after emergence from phytopathogenic fungi. In this way, the immediate treatment of the crop at the time of sowing or shortly thereafter can be dispensed with.
It is likewise to be regarded as advantageous that the mixtures according to the invention can in particular also be used with transgenic seed.
The compositions according to the invention are suitable for the protection of seed of any plant variety used in agriculture, in the greenhouse, in forests or in horticulture. The seed concerned in this connection is in particular seed of cereals (such as wheat, barley, rye, millet and oats), maize, cotton, soya, rice, potatoes, sunflowers, beans, coffee, beet (e.g., sugarbeet and forage beet), peanuts, vegetables (such as tomatoes, cucumbers, onions and lettuce), lawns and ornamental plants. The treatment of the seed of cereals (such as wheat, barley, rye and oats), maize and rice is of particular importance.
In the context of the present invention, the composition according to the invention is applied to the seed alone or in a suitable formulation. Preferably, the seed is treated in a condition sufficiently stable for no damage to occur during the treatment. In general, the treatment of the seed can be carried out at any point in time between harvesting and sowing. Use is usually made of seed which has been separated from the plant and freed from pods, shells, stalks, skins, hairs or fruit flesh. Thus, it is possible, for example, to use seed which has been harvested, cleaned and dried up to a moisture content of less than 15% by weight. Alternatively, it is also possible to use seed which, after drying, has been treated, e.g. with water, and then dried again.
In general, care must be taken, in the treatment of the seed, that the amount of the composition according to the invention and/or of additional additives applied to the seed is chosen so that the germination of the seed is not impaired or that the plant resulting therefrom is not damaged. This is to be taken into consideration in particular with active substances which may show phytotoxic effects at certain application rates.
The compositions according to the invention can be applied immediately, thus without comprising additional components and without having been diluted. It is generally preferable to apply the compositions to the seed in the form of a suitable formulation. Suitable formulations and methods for seed treatment are known to a person skilled in the art and are described, e.g., in the following documents: U.S. Pat. No. 4,272,417 A, U.S. Pat. No. 4,245,432 A, U.S. Pat. No. 4,808,430 A, U.S. Pat. No. 5,876,739 A, US 2003/0176428 A1, WO 2002/080675 A1, WO 2002/028186 A2.
The active substance combinations which can be used according to the invention can be converted into the usual seed dressing formulations, such as solutions, emulsions, suspensions, powders, foams, slurries or other coating materials for seed, and also ULV formulations.
These formulations are prepared in a known way by mixing the active substances or active substance combinations with conventional additives, such as, for example, conventional extenders and also solvents or diluents, colorants, wetting agents, dispersants, emulsifiers, antifoaming agents, preservatives, secondary thickeners, adhesives, gibberellins and also water.
Suitable colorants which may be present in the seed dressing formulations which can be used according to the invention comprise all colorants conventional for such purposes. In this connection, use may be made both of pigments, which are sparingly soluble in water, and dyes, which are soluble in water. Mention may be made, as examples, of the colorants known under the descriptions Rhodamine B, C.I. Pigment Red 112 and C.I. Solvent Red 1.
Possible wetting agents which can be present in the seed dressing formulations which can be used according to the invention comprise all substances which promote wetting and are conventional in the formulation of agrochemical active substances. Use may preferably be made of alkylnaphthalenesulphonates, such as diisopropyl- or diisobutylnaphthalenesulphonates.
Suitable dispersants and/or emulsifiers which may be present in the seed dressing formulations which can be used according to the invention comprise all nonionic, anionic and cationic dispersants conventional in the formulation of agrochemical active substances. Use may preferably be made of nonionic or anionic dispersants or mixtures of nonionic or anionic dispersants. Mention may in particular be made, as suitable nonionic dispersants, of ethylene oxide/propylene oxide block polymers, alkylphenol polyglycol ethers and also tristyrylphenol polyglycol ethers, and the phosphated or sulphated derivatives thereof. Suitable anionic dispersants are in particular lignosulphonates, polyacrylic acid salts and arylsulphonate/formaldehyde condensates.
Antifoaming agents which may be present in the seed dressing formulations which can be used according to the invention comprise all foam-inhibiting substances conventional in the formulation of agrochemical active substances. Use may preferably be made of silicone defoaming agents and magnesium stearate.
Preservatives which may be present in the seed dressing formulations which can be used according to the invention comprise all substances which can be used in agrochemical compositions for such purposes. Mention may be made, by way of example, of dichlorophen and benzyl alcohol hemiformal.
Possible secondary thickeners which may be present in the seed dressing formulations which can be used according to the invention comprise all substances which can be used in agrochemical compositions for such purposes. Preferably suitable are cellulose derivatives, acrylic acid derivatives, xanthan, modified clays and highly dispersed silica.
Possible adhesives which may be present in the seed dressing formulations which can be used according to the invention comprise all conventional binders which can be used in seed dressings. Mention may preferably be made of polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol and tylose.
Possible gibberellins which may be present in the seed dressing formulations which can be used according to the invention preferably comprise gibberellins A1, A3 (=gibberellic acid), A4 and A7; use is particularly preferably made of gibberellic acid. Gibberellins are known (cf. R. Wegler, “Chemie der Pflanzenschutz- and Schädlingsbekämpfungsmittel” [Chemistry of Plant Protection and Pest Control Agents], Vol. 2, Springer Verlag, 1970, pp. 401-412).
The seed dressing formulations which can be used according to the invention can be used, either directly or after prior diluting with water, for the treatment of seed of the most varied species. Thus, the concentrates or the compositions which can be obtained therefrom by diluting with water can be used for the dressing of the seed of cereals, such as wheat, barley, rye, oats and triticale, and also the seed of maize, rice, rape, peas, beans, cotton, sunflowers and beet, or also of vegetable seed of the most varied natures. The seed dressing formulations which can be used according to the invention or the diluted compositions thereof can also be used for the dressing of seed of transgenic plants. In this connection, additional synergistic effects may also occur in interaction with the substances formed by expression.
All mixing devices which can be conventionally used for dressing are suitable for the treatment of seed with the seed dressing formulations which can be used according to the invention or the compositions prepared therefrom by addition of water. Specifically, the dressing procedure is such that the seed is introduced into a mixer, the amount of seed dressing formulation desired each time is added, either as such or after prior dilution with water, and mixing is carried out until the formulation is uniformly distributed over the seed. If appropriate, a drying operation follows.
The application rate of the seed dressing formulations which can be used according to the invention can be varied within a relatively wide range. It depends on the respective content of the active substances in the formulations and on the seed. The application rates of active substance combination are generally between 0.001 and 50 g per kilogram of seed, preferably between 0.01 and 15 g per kilogram of seed.
The compounds according to the invention can be used, as such or in their formulations, also in a mixture with known fungicides, bactericides, acaricides, nematicides or insecticides, in order thus, e.g., to broaden the spectrum of activity or to prevent the development of resistance.
A mixture with other known active substances, such as herbicides, or with fertilizers and growth regulators, safeners or semiochemicals is also possible.
In addition, the compounds of the formula (I) according to the invention also exhibit very good antimycotic activities. They have a very broad spectrum of antimycotic activity, in particular against dermatophytes and budding fungi, moulds and diphasic fungi (e.g. against Candida species, such as Candida albicans, Candida glabrata), and also Epidermophyton floccosum, Aspergillus species, such as Aspergillus niger and Aspergillus fumigatus, Trichophyton species, such as Trichophyton mentagrophytes, Microsporon species, such as Microsporon canis and audouinii. The enumeration of these fungi does not represent in any way a limitation on the mycotic spectrum which can be included but has only an illustrative nature.
The compounds according to the invention can accordingly be used both in medicinal and in nonmedicinal applications.
The active substances can be applied as such, in the form of their formulations or in the form of the application forms prepared therefrom, such as ready-to-use solutions, suspensions, wettable powders, pastes, soluble powders, dusts and granules. Application takes place in standard fashion, e.g. by pouring, spraying, atomizing, scattering, dusting, foaming, spreading, and the like. It is furthermore possible to apply the active substances by the ultra-low-volume method or to inject the active substance composition or the active substance itself into the soil.
The seed of the plant can also be treated.
When the compound according to the invention are used as fungicides, the application rates can be varied within a relatively wide range depending on the type of application. In the treatment of plant parts, the application rates of active substance are generally between 0.1 and 10 000 g/ha, preferably between 10 and 1000 g/ha. In seed treatment, the application rates of active substance are generally between 0.001 and 50 g per kilogram of seed, preferably between 0.01 and 10 g per kilogram of seed. In soil treatment, the application rates of active substance are generally between 0.1 and 10 000 g/ha, preferably between 1 and 5000 g/ha.
As already mentioned above, all plants and the parts thereof can be treated according to the invention. In a preferred embodiment, plant species and plant varieties occurring in the wild or obtained by conventional biological breeding methods, such as crossing or protoplast fusion, and the parts thereof are treated. In an additional preferred embodiment, transgenic plants and plant varieties obtained by genetic engineering methods, optionally in combination with conventional methods, (genetically modified organisms) and the parts thereof are treated. The term “parts” or “parts of plants” or “plant parts” was explained above.
The method of treatment according to the invention can be used in the treatment of genetically modified organisms (GMOs), e.g. plants or seeds. Genetically modified plants (or transgenic plants) are plants of which a heterologous gene has been stably integrated into the genome. The expression “heterologous gene” essentially means a gene which is provided or assembled outside the plant and when introduced in the nuclear, chloroplastic or mitochondrial genome gives the transformed plant new or improved agronomic or other properties by expressing a protein or polypeptide of interest or by downregulating or silencing other gene(s) which are present in the plant (using, for example, antisense technology, cosuppression technology or RNA interference—RNAi technology). A heterologous gene that is located in the genome is also called a transgene. A transgene that is defined by its particular location in the plant genome is called a transformation or transgenic event.
Depending on the plant species or plant cultivars, their location and growth conditions (soils, climate, vegetation period, diet), the treatment according to the invention may also result in superadditive (“synergistic”) effects. Thus, for example, reduced application rates and/or a widening of the activity spectrum and/or an increase in the activity of the active substances and compositions which can be used according to the invention, better plant growth, increased tolerance to high or low temperatures, increased tolerance to drought or to water or soil salt content, increased flowering performance, easier harvesting, accelerated maturation, higher harvest yields, bigger fruits, larger plant height, greener leaf colour, earlier flowering, higher quality and/or a higher nutritional value of the harvested products, higher sugar concentration within the fruits, better storage stability and/or processability of the harvested products are possible, which exceed the effects which were actually to be expected.
At certain application rates, the active substance combinations according to the invention may also have a strengthening effect in plants. Accordingly, they are suitable for mobilizing the defence system of the plant against attack by unwanted phytopathogenic fungi and/or microorganisms and/or viruses. This may, if appropriate, be one of the reasons for the enhanced activity of the combinations according to the invention, for example against fungi. Plant-strengthening (resistance-inducing) substances are to be understood as meaning, in the present context, those substances or combinations of substances which are capable of stimulating the defence system of plants in such a way that, when subsequently inoculated with unwanted phytopathogenic fungi and/or microorganisms and/or viruses, the treated plants display a substantial degree of resistance to these unwanted phytopathogenic fungi and/or microorganisms and/or viruses. In the present case, unwanted phytopathogenic fungi and/or microorganisms and/or viruses are to be understood as meaning phytopathogenic fungi, bacteria and viruses. Thus, the substances according to the invention can be employed for protecting plants against attack by the abovementioned pathogens within a certain period of time after the treatment. The period of time within which protection is effected generally extends from 1 to 10 days, preferably 1 to 7 days, after the treatment of the plants with the active substances.
Plants and plant cultivars which are preferably treated according to the invention include all plants which have genetic material which imparts particularly advantageous, useful traits to these plants (whether obtained by breeding and/or biotechnological means).
Plants and plant cultivars which are also preferably treated according to the invention are resistant against one or more biotic stresses, i.e. the said plants show a better defence against animal and microbial pests, such as against nematodes, insects, mites, phytopathogenic fungi, bacteria, viruses and/or viroids.
Plants and plant cultivars which may also be treated according to the invention are those plants which are resistant to one or more abiotic stresses. Abiotic stress conditions may include, for example, drought, cold temperature exposure, heat exposure, osmotic stress, flooding, increased soil salinity, increased mineral exposure, ozone exposure, high light exposure, limited availability of nitrogen nutrients, limited availability of phosphorus nutrients, shade avoidance.
Plants and plant cultivars which may also be treated according to the invention are those plants characterized by enhanced yield characteristics. Increased yield in the said plants can be the result of, for example, improved plant physiology, growth and development, such as water use efficiency, water retention efficiency, improved nitrogen use, enhanced carbon assimilation, improved photosynthesis, increased germination efficiency and accelerated maturation. Yield can furthermore be affected by improved plant architecture (under stress and non-stress conditions), including early flowering, flowering control for hybrid seed production, seedling vigour, plant size, internode number and distance, root growth, seed size, fruit size, pod size, pod or ear number, seed number per pod or ear, seed mass, enhanced seed filling, reduced seed dispersal, reduced pot dehiscence and lodging resistance. Further yield traits include seed composition, such as carbohydrate content, protein content, oil content and composition, nutritional value, reduction in anti-nutritional compounds, improved processability and better storage stability.
Plants that may be treated according to the invention are hybrid plants that already express the characteristics of heterosis or hybrid vigour which results in generally higher yield, vigour, health and resistance towards biotic and abiotic stress factors. Such plants are typically made by crossing an inbred male-sterile parent line (the female parent) with another inbred male-fertile parent line (the male parent). Hybrid seed is typically harvested from the male sterile plants and sold to growers. Male sterile plants can sometimes (e.g. in maize) be produced by detasseling (i.e. the mechanical removal of the male reproductive organs or male flowers) but, more typically, male sterility is the result of genetic determinants in the plant genome. In that case, and especially when seed is the desired product to be harvested from the hybrid plants, it is typically useful to ensure that male fertility in hybrid plants that contain the genetic determinants responsible for male sterility is fully restored. This can be accomplished by ensuring that the male parents have appropriate fertility restorer genes which are capable of restoring the male fertility in hybrid plants that contain the genetic determinants responsible for male sterility. Genetic determinants for male sterility may be located in the cytoplasm. Examples of cytoplasmic male sterility (CMS) were for instance described in Brassica species (WO 1992/005251, WO 1995/009910, WO 1998/27806, WO 2005/002324, WO 2006/021972 and U.S. Pat. No. 6,229,072). However, genetic determinants for male sterility can also be located in the nuclear genome. Male sterile plants can also be obtained by plant biotechnology methods, such as genetic engineering. A particularly useful means of obtaining male-sterile plants is described in WO 89/10396 in which, for example, a ribonuclease, such as barnase, is selectively expressed in the tapetum cells in the stamens. Fertility can then be restored by expression in the tapetum cells of a ribonuclease inhibitor, such as barstar (e.g. WO 1991/002069).
Plants or plant cultivars (obtained by plant biotechnology methods such as genetic engineering) which may be treated according to the invention are herbicide-tolerant plants, i.e. plants made tolerant to one or more given herbicides. Such plants can be obtained either by genetic transformation, or by selection of plants containing a mutation imparting such herbicide tolerance.
Herbicide-tolerant plants are for example glyphosate-tolerant plants, i.e. plants made tolerant to the herbicide glyphosate or salts thereof. For example, glyphosate-tolerant plants can be obtained by transforming the plant with a gene encoding the enzyme 5-enolpyruvylshikimate-3-phosphate synthase (EPSPS). Examples of such EPSPS genes are the AroA gene (mutant CT7) of the bacterium Salmonella typhimurium (Comai et al., Science (1983), 221, 370-371), the CP4 gene of the bacterium Agrobacterium sp. (Barry et al., Curr. Topics Plant Physiol. (1992), 7, 139-145), the genes encoding a petunia EPSPS (Shah et al., Science (1986), 233, 478-481), a tomato EPSPS (Gasser et al., J. Biol. Chem. (1988), 263, 4280-4289) or an eleusine EPSPS (WO 2001/66704). It can also be a mutated EPSPS as described in for example EP-A 0837944, WO 2000/066746, WO 2000/066747 or WO 2002/026995. Glyphosate-tolerant plants can also be obtained by expressing a gene that encodes a glyphosate oxidoreductase enzyme as described in U.S. Pat. No. 5,776,760 and U.S. Pat. No. 5,463,175. Glyphosate-tolerant plants can also be obtained by expressing a gene that encodes a glyphosate acetyl transferase enzyme as described in for example WO 2002/036782, WO 2003/092360, WO 2005/012515 and WO 2007/024782. Glyphosate-tolerant plants can also be obtained by selecting plants containing naturally-occurring mutations of the abovementioned genes, as described in for example WO 2001/024615 or WO 2003/013226.
Other herbicide-resistant plants are for example plants that are made tolerant to herbicides inhibiting the enzyme glutamine synthase, such as bialaphos, phosphinotricin or glufosinate. Such plants can be obtained by expressing an enzyme detoxifying the herbicide or a mutant of the glutamine synthase enzyme that is resistant to inhibition. One such efficient detoxifying enzyme is an enzyme encoding a phosphinotricin acetyltransferase (such as the bar or pat protein from Streptomyces species). Plants expressing an exogenous phosphinotricin acetyltransferase are for example described in U.S. Pat. No. 5,561,236; U.S. Pat. No. 5,648,477; U.S. Pat. No. 5,646,024; U.S. Pat. No. 5,273,894; U.S. Pat. No. 5,637,489; U.S. Pat. No. 5,276,268; U.S. Pat. No. 5,739,082; U.S. Pat. No. 5,908,810 and U.S. Pat. No. 7,112,665.
Further herbicide-tolerant plants are also plants that are made tolerant to the herbicides inhibiting the enzyme hydroxyphenylpyruvatedioxygenase (HPPD). Hydroxyphenylpyruvatedioxygenases are enzymes that catalyse the reaction in which para-hydroxyphenylpyruvate (HPP) is transformed into homogentisate. Plants tolerant to HPPD inhibitors can be transformed with a gene encoding a naturally occurring resistant HPPD enzyme, or a gene encoding a mutated HPPD enzyme as described in WO 1996/038567, WO 1999/024585 and WO 1999/024586. Tolerance to HPPD inhibitors can also be obtained by transforming plants with genes encoding certain enzymes enabling the formation of homogentisate despite the inhibition of the native HPPD enzyme by the HPPD inhibitor. Such plants and genes are described in WO 1999/034008 and WO 2002/36787. Tolerance of plants to HPPD inhibitors can also be improved by transforming plants with a gene encoding an enzyme prephenate dehydrogenase in addition to a gene encoding an HPPD-tolerant enzyme, as described in WO 2004/024928.
Further herbicide-resistant plants are plants that are made tolerant to acetolactate synthase (ALS) inhibitors. Known ALS inhibitors include, for example, sulphonylurea, imidazolinone, triazolopyrimidines, pyrimidinyloxy(thio)benzoates and/or sulphonylaminocarbonyltriazolinone herbicides. Different mutations in the ALS enzyme (also known as acetohydroxyacid synthase, AHAS) are known to confer tolerance to different herbicides and groups of herbicides, as described for example in Tranel and Wright, Weed Science (2002), 50, 700-712, but also in U.S. Pat. No. 5,605,011, U.S. Pat. No. 5,378,824, U.S. Pat. No. 5,141,870 and U.S. Pat. No. 5,013,659. The production of sulphonylurea-tolerant plants and imidazolinone-tolerant plants is described in U.S. Pat. No. 5,605,011; U.S. Pat. No. 5,013,659; U.S. Pat. No. 5,141,870; U.S. Pat. No. 5,767,361; U.S. Pat. No. 5,731,180; U.S. Pat. No. 5,304,732; U.S. Pat. No. 4,761,373; U.S. Pat. No. 5,331,107; U.S. Pat. No. 5,928,937; and U.S. Pat. No. 5,378,824; and international publication WO 1996/033270. Other imidazolinone-tolerant plants are also described in, for example, WO 2004/040012, WO 2004/106529, WO 2005/020673, WO 2005/093093, WO 2006/007373, WO 2006/015376, WO 2006/024351 and WO 2006/060634. Further sulphonylurea- and imidazolinone-tolerant plants are also described in, for example, WO 2007/024782.
Other plants tolerant to imidazolinone and/or sulphonylurea can be obtained by induced mutagenesis, selection in cell cultures in the presence of herbicide or mutation breeding as described for example for soybeans in U.S. Pat. No. 5,084,082, for rice in WO 1997/41218, for sugarbeet in U.S. Pat. No. 5,773,702 and WO 1999/057965, for lettuce in U.S. Pat. No. 5,198,599, or for sunflower in WO 2001/065922.
Plants or plant cultivars (obtained by plant biotechnology methods such as genetic engineering) which may also be treated according to the invention are insect-resistant transgenic plants, i.e. plants made resistant to attack by certain target insects. Such plants can be obtained by genetic transformation, or by selection of plants containing a mutation imparting such insect resistance.
An “insect-resistant transgenic plant”, as used herein, includes any plant containing at least one transgene comprising a coding sequence encoding:

    1) an insecticidal crystal protein from Bacillus thuringiensis or an insecticidal portion thereof, such as the insecticidal crystal proteins listed by Crickmore et al., Microbiology and Molecular Biology Reviews (1998), 62, 807-813, updated by Crickmore et al. (2005) at the Bacillus thuringiensis toxin nomenclature, online at: http://www.lifesci.sussex.ac.uk/Home/Neil_Crickmore/Bt/), or insecticidal portions thereof, e.g. proteins of the Cry protein classes Cry1Ab, Cry1Ac, Cry1F, Cry2Ab, Cry3Ae or Cry3Bb or insecticidal portions thereof; or
    2) a crystal protein from Bacillus thuringiensis or a portion thereof which is insecticidal in the presence of a second other crystal protein from Bacillus thuringiensis or a portion thereof, such as the binary toxin made up of the Cy34 and Cy35 crystal proteins (Moellenbeck et al., Nat. Biotechnol. (2001), 19, 668-72; Schnepf et al., Applied Environm. Microb. (2006), 71, 1765-1774); or
    3) a hybrid insecticidal protein comprising parts of two different insecticidal crystal proteins from Bacillus thuringiensis, such as a hybrid of the proteins of 1) above or a hybrid of the proteins of 2) above, e.g. the Cry1A.105 protein produced by maize event MON98034 (WO 2007/027777); or
    4) a protein of any one of 1) to 3) above wherein some, particularly 1 to 10, amino acids have been replaced by another amino acid to obtain a higher insecticidal activity to a target insect species, and/or to expand the range of target insect species affected, and/or because of changes introduced into the encoding DNA during cloning or transformation, such as the Cry3Bb1 protein in maize events MON863 or MON88017, or the Cry3A protein in maize event MIR 604;
    5) an insecticidal secreted protein from Bacillus thuringiensis or Bacillus cereus, or an insecticidal portion thereof, such as the vegetative insecticidal (VIP) proteins listed at http://www.lifesci.sussex.ac.uk/Home/Neil_Crickmore/Bt/vip.html, e.g., proteins from VIP3Aa protein class; or
    6) a secreted protein from Bacillus thuringiensis or Bacillus cereus which is insecticidal in the presence of a second secreted protein from Bacillus thuringiensis or B. cereus, such as the binary toxin made up of the VIP1A and VIP2A proteins (WO 1994/21795);
    7) a hybrid insecticidal protein comprising parts from different secreted proteins from Bacillus thuringiensis or Bacillus cereus, such as a hybrid of the proteins in 1) above or a hybrid of the proteins in 2) above; or
    8) a protein of any one of 1) to 3) above wherein some, particularly 1 to 10, amino acids have been replaced by another amino acid to obtain a higher insecticidal activity to a target insect species, and/or to expand the range of target insect species affected, and/or because of changes introduced into the encoding DNA during cloning or transformation (while still encoding an insecticidal protein), such as the VIP3Aa protein in cotton event COT 102.


Of course, an insect-resistant transgenic plant, as used herein, also includes any plant comprising a combination of genes encoding the proteins of any one of the above classes 1 to 8. In one embodiment, an insect-resistant plant contains more than one transgene encoding a protein of any one of the above classes 1 to 8, to expand the range of target insect species affected or to delay insect resistance development to the plants by using different proteins insecticidal to the same target insect species but having a different mode of action, such as binding to different receptor binding sites in the insect.
Plants or plant cultivars (obtained by plant biotechnology methods such as genetic engineering) which may also be treated according to the invention are tolerant to abiotic stresses. Such plants can be obtained by genetic transformation, or by selection of plants containing a mutation imparting such stress resistance. Particularly useful stress tolerance plants include:

    a. plants which contain a transgene capable of reducing the expression and/or the activity of the poly(ADP-ribose)polymerase (PARP) gene in the plant cells or plants as described in WO 2000/004173 or EP 04077984.5 or EP 06009836.5;
    b. plants which contain a stress tolerance enhancing transgene capable of reducing the expression and/or activity of the PARG encoding genes of the plants or plant cells, as described e.g. in WO 2004/090140;
    c. plants which contain a stress tolerance enhancing transgene coding for a plant-functional enzyme of the nicotinamide adenine dinucleotide salvage biosynthesis pathway, including nicotinamidase, nicotinate phosphoribosyltransferase, nicotinic acid mononucleotide adenyltransferase, nicotinamide adenine dinucleotide synthetase or nicotinamide phosphoribosyltransferase, as described, e.g., in EP 04077624.7 or WO 2006/133827 or PCT/EP07/002,433.


Plants or plant cultivars (obtained by plant biotechnology methods such as genetic engineering) which may also be treated according to the invention show altered quantity, quality and/or storage stability of the harvested product and/or altered properties of specific ingredients of the harvested product such as:

    1) transgenic plants which synthesize a modified starch, which in its physical-chemical characteristics, in particular the amylose content or the amylose/amylopectin ratio, the degree of branching, the average chain length, the side chain distribution, the viscosity behaviour, the gelling strength, the starch grain size and/or the starch grain morphology, is changed in comparison with the synthesized starch in wild type plant cells or plants, so that this modified starch is better suited for special applications. The said transgenic plants synthesizing a modified starch are disclosed, for example, in EP 0 571 427, WO 1995/004826, EP 0 719 338, WO 1996/15248, WO 1996/19581, WO 1996/27674, WO 1997/11188, WO 1997/26362, WO 1997/32985, WO 1997/42328, WO 1997/44472, WO 1997/45545, WO 1998/27212, WO 1998/40503, WO 99/58688, WO 1999/58690, WO 1999/58654, WO 2000/008184, WO 2000/008185, WO 2000/28052, WO 2000/77229, WO 2001/12782, WO 2001/12826, WO 2002/101059, WO 2003/071860, WO 2004/056999, WO 2005/030942, WO 2005/030941, WO 2005/095632, WO 2005/095617, WO 2005/095619, WO 2005/095618, WO 2005/123927, WO 2006/018319, WO 2006/103107, WO 2006/108702, WO 2007/009823, WO 2000/22140, WO 2006/063862, WO 2006/072603, WO 2002/034923, EP 06090134.5, EP 06090228.5, EP 06090227.7, EP 07090007.1, EP 07090009.7, WO 2001/14569, WO 2002/79410, WO 2003/33540, WO 2004/078983, WO 2001/19975, WO 1995/26407, WO 1996/34968, WO 1998/20145, WO 1999/12950, WO 1999/66050, WO 1999/53072, U.S. Pat. No. 6,734,341, WO 2000/11192. WO 1998/22604, WO 1998/32326, WO 2001/98509, WO 2001/98509, WO 2005/002359, U.S. Pat. No. 5,824,790, U.S. Pat. No. 6,013,861, WO 1994/004693, WO 1994/009144, WO 1994/11520, WO 1995/35026 or WO 1997/20936.
    2) transgenic plants which synthesize nonstarch carbohydrate polymers or which synthesize nonstarch carbohydrate polymers with altered properties in comparison to wild type plants without genetic modification. Examples are plants producing polyfructose, especially of the inulin and levan type, as disclosed in EP 0 663 956, WO 1996/001904, WO 1996/021023, WO 1998/039460 and WO 1999/024593, plants producing alpha-1,4-glucans as disclosed in WO 1995/031553, US 2002/031826, U.S. Pat. No. 6,284,479, U.S. Pat. No. 5,712,107, WO 1997/047806, WO 1997/047807, WO 1997/047808 and WO 2000/14249, plants producing alpha-1,6 branched alpha-1,4-glucans, as disclosed in WO 2000/73422, and plants producing alternan, as disclosed in WO 2000/047727, EP 06077301.7, U.S. Pat. No. 5,908,975 and EP 0 728 213.
    3) transgenic plants which produce hyaluronan, as for example disclosed in WO 2006/032538, WO 2007/039314, WO 2007/039315, WO 2007/039316, JP 2006/304779 and WO 2005/012529.


Plants or plant cultivars (obtained by plant biotechnology methods, such as genetic engineering) which may also be treated according to the invention are plants, such as cotton plants, with altered fibre characteristics. Such plants can be obtained by genetic transformation, or by selection of plants containing a mutation imparting such altered fibre characteristics and include:

    a) plants, such as cotton plants, containing an altered form of cellulose synthase genes as described in WO 1998/000549,
    b) plants, such as cotton plants, containing an altered form of rsw2 or rsw3 homologous nucleic acids as described in WO 2004/053219;
    c) plants, such as cotton plants, with increased expression of sucrose phosphate synthase as described in WO 2001/017333;
    d) plants, such as cotton plants, with increased expression of sucrose synthase as described in WO 02/45485;
    e) plants, such as cotton plants, wherein the timing of the plasmodesmatal gating at the basis of the fibre cell is altered, e.g. through downregulation of fibre selective β-1,3-glucanase as described in WO 2005/017157;
    f) plants, such as cotton plants, having fibres with altered reactivity, e.g. through the expression of N-acetylglucosamine transferase gene including nodC and chitin synthase genes as described in WO 2006/136351.


Plants or plant cultivars (obtained by plant biotechnology methods, such as genetic engineering) which may also be treated according to the invention are plants, such as oilseed rape or related Brassica plants, with altered oil profile characteristics. Such plants can be obtained by genetic transformation or by selection of plants containing a mutation imparting such altered oil characteristics and include:

    a) plants, such as oilseed rape plants, producing oil having a high oleic acid content as described, e.g., in U.S. Pat. No. 5,969,169, U.S. Pat. No. 5,840,946, U.S. Pat. No. 6,323,392 or U.S. Pat. No. 6,063,947;
    b) plants such as oilseed rape plants, producing oil having a low linolenic acid content as described in U.S. Pat. No. 6,270,828, U.S. Pat. No. 6,169,190 or U.S. Pat. No. 5,965,755;
    c) plants such as oilseed rape plants, producing oil having a low level of saturated fatty acids as described, e.g. in U.S. Pat. No. 5,434,283.


Particularly useful transgenic plants which may be treated according to the invention are plants which comprise one or more genes which encode one or more toxins are the transgenic plants which are sold under the following trade names: YIELD GARD® (for example maize, cotton, soybeans), KnockOut® (for example maize), BiteGard® (for example maize), BT-Xtra® (for example maize), StarLink® (for example maize), Bollgard® (cotton), Nucotn® (cotton). Nucotn 33B® (cotton), NatureGard® (for example maize), Protects® and NewLeaf® (potato). Examples of herbicide-tolerant plants which may be mentioned are maize varieties, cotton varieties and soybean varieties which are sold under the following trade names: Roundup Ready® (tolerance to glyphosate, for example maize, cotton, soybean), Liberty Link® (tolerance to phosphinotricin, for example oilseed rape), IMI® (tolerance to imidazolinone) and SCS® (tolerance to sulphonylurea), for example maize. Herbicide-resistant plants (plants bred in a conventional manner for herbicide tolerance) which may be mentioned include the varieties sold under the name Clearfield® (for example maize).
Particularly useful transgenic plants which may be treated according to the invention are plants containing transformation events, or a combination of transformation events, that are listed for example in the databases from various national or regional regulatory agencies (see for example http://gmoinfo.jrc.it/gmp_browse.aspx and http://www.agbios.com/dbase.php).


EXAMPLE 1
Phaedon cochleariae-Test; (PHAECO Spray Application)


    Solvent: 78.0 parts by weight of acetone
    
        1.5 parts by weight of dimethylformamide
    
    
    Emulsifier: 0.5 parts by weight of alkylaryl polyglycolether


To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration. Chinese cabbage (Brassica pekinesis) leaf-disks are sprayed with a preparation of the active ingredient of the desired concentration. Once dry, the leaf disks are infested with mustard beetle larvae (Phaedon cochleariae). After 7 days mortality in % is determined. 100% means that all beetle larvae have been killed and 0% means that none of the beetle larvae have been killed.
In this test for example, the following compounds from the preparation examples showed good activity of ≧80% at application rate of 500 g/ha:
Ex No: T74, T76
EXAMPLE 2
Spodoptera frugiperda-Test (SPODFR Spray Application)


    Solvent: 78.0 parts by weight acetone
    
        1.5 parts by weight dimethylformamide
    
    
    Emulsifier: 0.5 parts by weight alkylarylpolyglcolether


To produce a suitable preparation of the active compound, 1 part by weight of active compound is mixed with the stated amount of solvent and emulsifier, and the concentrate is dilutes with emulsifier-containing water to the desired concentration. Maize (Zea mais) leaf sections are sprayed with a preparation of the active ingredient of the desired concentration. Once dry, the leaf sections are infested with fall armyworm larvae (Spodoptera frugiperda). After 7 days mortality in % is determined. 100% means that all caterpillars have been killed and 0% means that none of the caterpillars have been killed.
In this test for example, the following compounds from the preparation examples showed good activity of ≧80% at application rate of 500 g/ha:
Ex No: T3, T74, T76
EXAMPLE 3
Myzus persicae-Test; (MYZUPE Spray Application)


    Solvent: 78.0 parts by weight acetone
    
        1.5 parts by weight dimethylformamide
    
    
    Emulsifier: 0.5 parts by weight alkylarylpolyglcolether


To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration. Chinese cabbage (Brassica pekinesis) leaf-disks infected with all instars of the green peach aphid (Myzus persicae), are sprayed with a preparation of the active ingredient at the desired concentration. After 6 days mortality in % is determined 100% means that all aphids have been killed; 0% means that none of the aphids have been killed.
In this test for example, the following compounds from the preparation examples showed good activity of ≧80% at application rate of 500 g/ha:
Ex No: T22, T75, T76
EXAMPLE 4
Tetranychus urticae-Test; (OP-Resistant (TETRUR Spray Application)


    Solvent: 78.0 parts by weight acetone
    
        1.5 parts by weight dimethylformamide
    
    
    Emulsifier: 0.5 parts by weight alkylarylpolyglcolether


To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration. French beans (Phaseolus vulgaris) which are heavily infested with all stages of the two spotted spidermite (Tetranychus urticae), are sprayed with a preparation of the active ingredient at the desired concentration. After 6 days mortality in % is determined. 100% means that all spider mites have been killed and 0% means that none of the spider mites have been killed.
In this test for example, the following compounds from the preparation examples showed good activity of ≧80% at application rate of 500 g/ha:
Ex No: T3, T75, T76
EXAMPLE 5
Phaedon cochleariae Larvae-Test


    Solvent: 7 parts by weight of dimethylformamide
    Emulsifier: 1 parts by weight of alkylaryl polyglycolether


To produce a suitable preparation of active compound, 1 parts by weight of active compound is mixed with the stated amount of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration. Cabbage leaves (Brassica oleracea) are treated by being sprayed with a preparation of the active compound of the desired concentration and are infested with mustard beetle larvae (Phaedon cochleariae) as long as the leaves are still moist. After 7 days mortality in % is determined. 100% means that all the beetle larvae have been killed; 0% means that none of the beetle larvae have been killed.
In this test for example, the following compounds from the preparation examples showed good activity of ≧80% at application rate of 100 ppm:
Ex No: T3
EXAMPLE 6
Plutella xylostella-Test (PLUTMA)


    Solvent: 7 parts by weight of dimethylformamide
    Emulsifier: 1 parts by weight of alkylaryl polyglycolether


To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration. Cabbage leaves (Brassica oleracea) are treated by being sprayed with a preparation of the active compound of the desired concentration and are infested with larvae of the diamondback moth (Plutella xylostella/sensible strain) as long as the leaves are still moist. After 7 days mortality in % is determined. 100% means that all the caterpillars have been killed; 0% means that none of the caterpillars have been killed.
In this test for example, the following compounds from the preparation examples showed good activity of ≧80% at application rate of 100 ppm:
Ex No: T3
EXAMPLE 7
Myzus persicae-Test (MYZUPE)


    Solvent: 7 parts by weight of dimethylformamide
    Emulsifier: 1 part by weight of alkylaryl polyglycolether


To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration. Cabbage leaves (Brassica oleracea) which are heavily infested by the green peach aphid (Myzus persicae) are treated by being sprayed with a preparation of the active compound of the desired concentration. After 6 days mortality in % is determined. 100% means that all the aphids have been killed; 0% means that none of the aphids have been killed.
In this test for example, the following compounds from the preparation examples showed good activity of ≧80% at application rate of 100 ppm:
Ex No: T3
EXAMPLE 8
Aphis gossypii Test (APHIGO)


    Solvent: 7 parts by weight of dimethylformamide
    Emulsifier: 1 parts by weight of alkylaryl polyglycolether


To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration. Cotton leaves (Gossypium hirsutum) which are heavily infested by the cotton aphid (Aphis gossypii) are treated by being sprayed with a preparation of the active compound of the desired concentration. After 6 days mortality in % is determined. 100% means that all the aphids have been killed; 0% means that none of the aphids have been killed.
In this test for example, the following compounds from the preparation examples showed good activity of ≧80% at application rate of 100 ppm:
Ex No: T3
EXAMPLE 9
Bemisia tabaci-Test (BEMITA)


    Solvent: 7 parts by weight of dimethylformamide
    Emulsifier: 1 parts by weight of alkylaryl polyglycolether


To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration. Cotton plants (Gossypium hirsutum) infested with eggs, larvae and pupae of the white fly (Bemisia tabaci) are sprayed with a test solution containing the desired concentration of the active ingredient. After 7 days mortality in % is determined. 100% means that all the white flies have been killed; 0% means that none of the white flies have been killed.
In this test for example, the following compounds from the preparation examples showed good activity of ≧80% at application rate of 20 ppm:
Ex No: T3, T 74. T 75
EXAMPLE 10
Liriomyza trifolii-Test (LIRITR Spray Application)


    Solvent: 78.0 parts by weight of acetone
    
        1.5 parts by weight of dimethylformamide
    
    
    Emulsifier: 0.5 parts by weight of alkylaryl polyglycolether


To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration. French bean (Phaseolus vulgaris) leaf-disks infested with larvaes of the am. serpentine leaf miner (Liriomyza trifolii) are sprayed with a test solution containing the desired concentration of the active ingredient. After 7 days mortality in % is determined. 100% means that all the leaf miners have been killed; 0% means that none of the leaf miners have been killed.
In this test for example, the following compounds from the preparation examples showed good activity of ≧80% at application rate of 500 g/ha:
Ex No: T3, T 74, T 75
EXAMPLE 11
Nilaparvata lugens-Test; (NILALU Hydroponic Application)


    Solvent: 78.0 parts by weight of acetone
    
        1.5 parts by weight of dimethylformamide
    
    
    Emulsifier: 0.5 parts by weight of alkylaryl polyglycolether


To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration. The compound solution of the desired concentration is pipeted in water. The desired concentration is referring to the amount of compound per volume indicator. The plants are infested with the braun planthopper (Nilaparvata lugens). After the specified period of time mortality in % is determined. 100% means that all planthopper have been killed and 0% means that none of the planthopper have been killed.
In this test for example, the following compounds from the preparation examples showed good activity of ≧80% at application rate of 500 g/ha:
Ex No: T3, T 74
EXAMPLE 12
Tetranychus-Test (OP-Resistant)


    Solvent: 7 parts by weight of dimethylformamide
    Emulsifier: 1 part by weight of alkylaryl polyglycolether


To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration. Bean plants (Phaseolus vulgaris) which are heavily infested with all stages of the two-spotted spider mite (Tetranychus urticae) are treated by sprayed with a preparation of the active compound of the desired concentration. After the specified period of time, mortality in % is determined 100% means that all the spider mites have been killed; 0% means that none of the spider mites have been killed.
In this test for example, the following compounds from the preparation examples showed good activity of ≧80% at application rate of 20 ppm:
Ex No: T 74
EXAMPLE 13
Phytophthora Test (Tomato)/Preventive


    Solvent: 49 parts by weight of N,N-Dimethylformamide
    Emulsifier: 1 part by weight of Alkylarylpolyglycolether


To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.
To test for preventive activity, young plants are sprayed with the preparation of active compound at the stated rate of application. One day after this treatment, the plants are inoculated with an aqueous spore suspension of Phytophthora infestans. The plants remain for one day in an incubation cabinet at approximately 22° C. and a relative atmospheric humidity of 100%. Then the plants are placed in an incubation cabinet at approximately 20° C. and a relative atmospheric humidity of 96%.
The test is evaluated 7 days after the inoculation. 0% means an efficacy which corresponds to that of the control, while an efficacy of 100% means that no disease is observed.







TABLE







Phytophthora test (tomato)/preventive










Rate of application




of active compound
Efficacy



in ppm
in %





T 3
500
75

## Claims

1. A method of controlling an animal pest or unwanted fungi of a plant comprising contacting the plant or its environment with a compound of Formula (I)




wherein
R1 is methyl, ethyl, n-propyl, iso-propyl, cyclopropyl, halomethyl, haloethyl, halogen, vinyl, ethynyl, methoxy, ethoxy, halomethoxy or haloethoxy,
R2 and R3 are, independently of each other hydrogen, halogen, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C2-C6alkenyl, C2-C6haloalkenyl, C2-C6alkynyl, C3-C6alkenyloxy, C3-C6haloalkenyloxy, C3-C6alkynyloxy, C3-C6cycloalkyl, C1-C6alkylthio, C1-C6alkylsulfinyl, C1-C6alkylsulfonyl, C1-C6alkylsulfonyloxy, C1-C6haloalkylsulfonyloxy, cyano, nitro, phenyl, phenyl substituted by C1-C4alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, cyano, nitro, halogen, C1-C3alkylthio, C1-C3alkylsulfinyl or C1-C3alkylsulfonyl, heteroaryl or heteroaryl substituted by C1-C4alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, cyano, nitro, halogen, C1-C3alkylthio, C1-C3alkylsulfinyl or C1-C3alkylsulfonyl,
R4 is hydrogen, methyl, ethyl, n-propyl, iso-propyl, halomethyl, haloethyl, halogen, vinyl, ethynyl, methoxy, ethoxy, halomethoxy or haloethoxy,
n is 2,
X is O,
R6 and R7 are each hydrogen,
R5 and R8 together form an ethylene chain, and
G represents hydrogen (a).

2. The method according to claim 1, wherein R2 is hydrogen, halogen, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C2-C6alkenyl, C2-C6haloalkenyl, C2-C6alkynyl, C3-C6alkenyloxy, C3-C6haloalkenyloxy, C3-C6alkynyloxy, C1-C6alkylthio, C1-C6alkylsulfinyl, C1-C6alkylsulfonyl, C1-C6alkylsulfonyloxy, C1-C6haloalkylsulfonyloxy, cyano or nitro.

3. The method according to claim 1, wherein R3 is phenyl substituted by C1-C4alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, cyano, nitro, halogen, C1-C3alkylthio C1-C3alkylsulfinyl or C1-C3alkylsulfonyl.

4. The method according to claim 3, wherein R3 is phenyl substituted by halogen.

5. The method according to claim 1, wherein the compound of Formula (I) is

6. The method according to claim 1, wherein the compound of Formula (I) is

7. The method according to claim 1, wherein the compound of Formula (I) is

8. The method according to claim 1, wherein the compound of Formula (I) is

9. The method according to claim 1, wherein the compound of Formula (I) is

10. The method according to claim 1, wherein the animal pest is an insect, an arachnid, a helminth, a nematode or a mollusc.