Patent ID: 6355648
Filing Date: 2002-03-12
Classification: A61P,C07D

Abstract:
A compound having the formula: wherein:R1 and R2 are joined to form a ring consisting of: â€”CH2(CH2)nCH2â€”; â€”CH2CH2CMe2CH2CH2â€”; â€”O(CH2)mCH2â€”; O(CH2)pOâ€”; â€”CH2CH2OCH2CH2â€”; â€”CH2CH2N(H)CH2CH2â€”, and â€”CH2CH2N(alkyl)CH2CH2â€”; m is an integer from 1 to 4; n is an integer from 1 to 5; p is an integer from 1 to 4; R3 is selected from the group consisting of H, OH, NH2, C1 to C6 alkyl, substituted C1 to C6 alkyl, C3 to C6 alkenyl, alkynyl or substituted alkynyl, and CORA; RA is selected from the group consisting of H, C1 to C3 alkyl, substituted C1 to C3 alkyl, C1 to C3 alkoxy, substituted C1 to C3 alkoxy, C1 to C3 aminoalkyl, and substituted C1 to C3 aminoalkyl; R4 is selected from the group consisting of H, halogen, CN, NH2, C1 to C6 alkyl, substituted C1 to C6 alkyl, C1 to C6 alkoxy, substituted C1 to C6 alkoxy, C1 to C6 aminoalkyl, and substituted C1 to C6 aminoalkyl; R5 is selected from the group consisting of a), b) and c): a) a benzene ring containing the substituents X, Y and Z as shown below: X is selected from the group consisting of H, halogen, OH, CN, C1 to C3 alkyl, substituted C1 to C3 alkyl, C1 to C3 alkoxy, substituted C1 to C3 alkoxy, C1 to C3 thioalkyl, substituted C1 to C3 thioalkyl, C1 to C3 thioalkoxy, S(O)alkyl, S(O)2alkyl, C1 to C3 aminoalkyl, substituted C1 to C3 aminoalkyl, NO2, C1 to C3 perfluoroalkyl, 5 or 6 membered heterocyclic ring containing in its backbone 1 to 3 heteroatoms, CONH2, CSNH2, CONHalkyl, CSNHalkyl, CON(alkyl)2, CSN(alkyl)2, CORB, OCORB, and NRCCORB; RB is selected from the group consisting of H, C1 to C3 alkyl, substituted C1 to C3 alkyl, aryl, substituted aryl, C1 to C3 alkoxy, substituted C1 to C3 alkoxy, C1 to C3 aminoalkyl, and substituted C1 to C3 aminoalkyl; RC is H, C1 to C3 alkyl, or substituted C1 to C3 alkyl; Y and Z are independently selected from the group consisting of H, halogen, CN, NO2, C1 to C3 alkoxy, C1 to C4 alkyl, and C1 to C3 thioalkyl; wherein not all of X, Y, and Z are H; b) a five or six membered heterocyclic ring having in its backbone 1, 2, or 3 heteroatoms selected from the group consisting of O, S, SO, SO2 and NR6 and containing one or two independent substituents selected from the group consisting of H, halogen, CN, NO2, C1 to C4 alkyl, C1 to C3 alkoxy, C1 to C3 aminoalkyl, CORD, NRECORD, CONH2, CSNH2, CONHalkyl, CSNalkyl, CON(alkyl)2, and CSN(alkyl)2; RD is H, C1 to C3 alkyl, substituted C1 to C1 alkyl, aryl, substituted aryl, C1 to C3 alkoxy, substituted C1 to C3 alkoxy, C1 to C3 aminoalkyl, or substituted C1 to C3 aminoalkyl; RE is H, C1 to C3 alkyl, or substituted C1 to C3 alkyl; R6 is H, C1 to C3 alkyl, or C1 to C4 CO2 alkyl; and c) an indol-4-yl, indol-7-yl or benzo-2-thiophene moiety, the moiety being optionally substituted by from 1 to 3 substituents selected from the group consisting of halogen, lower alkyl, CN, NO2, lower alkoxy, and CF3; Q1 is S, NR7, or CR8R9; R7 is selected from the group consisting of CN, C1 to C6 alkyl, substituted C1 to C6 alkyl, C3 to C1 cycloalkyl, substituted C3 to C8 cycloalkyl, aryl, substituted aryl, heterocyclic, substituted heterocyclic, acyl, substituted acyl, aroyl, substituted aroyl, SO2CF3, OR11, and NR11R12; R8 and R9 are independent substituents selected from the group consisting of H, C1 to C6 alkyl, substituted C1 to C6 alkyl, C3 to C8 cycloalkyl, substituted C3 to C8 cycloalkyl, aryl, substituted aryl, heterocyclic, substituted heterocyclic, NO2, CN, and CO2R10; R10 is C1 to C3 alkyl; or CR8R9 comprises a six membered ring as shown by the structure below R11, R12 and R13 are independently selected from H, C1 to C6 alkyl, substituted C1 to C6 alkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, acyl, substituted acyl, aroyl, or substituted aroyl or sulfonyl; or a pharmaceutically acceptable salt thereof.