Patent ID: 6448236
Filing Date: 2002-09-10
Classification: A61K,A61P,C07D,C07H

Abstract:
A compound of the formula or a pharmaceutically acceptable salt or solvate thereof, whereinR1 is hydrogen or C1-C6 alkyl optionally substituted by 1 or 2 substituents each independently selected from phenyl and naphthyl, said phenyl and naphthyl being optionally substituted by C1-C6 alkyl, C1-C6 alkoxy, halo or cyano; A is a bond or C1-C3 alkylene; R2 is (i) hydrogen, C1-C6 alkyl, C3-C7 cycloalkyl, phenyl or naphthyl, said C3-C7 cycloalkyl, phenyl or naphthyl being optionally substituted by C1-C6 alkyl, phenyl, C1-C6 alkoxy-(C1-C6)-alkyl, R3R3Nâ€”(C1-C6)-alkyl, fluoro-(C1-C6)-alkyl, fluoro-(C1-C6)-alkoxy, C2-C5 alkanoyl, halo, â€”OR3, cyano, â€”COOR3, C3-C7 cycloalkyl, â€”S(O)mR4, â€”NR3R3, â€”SO2NR3R3, â€”CONR3R3, â€”NR3COR4 or â€”NR3SO2R4, with the proviso that R2 is not hydrogen when A is a bond, â€ƒor (ii) when A is C2-C3 alkylene, â€”NR8R9, â€”OR3, â€”COOR3, â€”OCOR4, â€”SO2R4, â€”CN, â€”SO2NR3R3, â€”NR3COR4 or â€”CONR3R3, â€ƒor (iii) a C-linked, 4 to 11 membered, mono or bicyclic heterocycle having either from 1 to 4 ring nitrogen atom(s) or 1 or 2 nitrogen and 1 oxygen or 1 sulphur ring atoms, optionally C-substituted by oxo, C1-C6 alkoxy-(C1-C6)-alkyl, R3R3Nâ€”(C1-C6)-alkyl, fluoro-(C1-C6)-alkyl, fluoro-(C1-C6)-alkoxy, fluoro-(C2-C5)-alkanoyl, halo, cyano, â€”OR5, R6, â€”COR5, â€”NR5R5, â€”COOR5, â€”S(O)mR6, â€”SO2NR5R5, â€”CONR5R5, â€”NR5SO2R6 or â€”NR5COR6 and optionally N-substituted by C1-C6 alkoxy-(C1-C6)-alkyl, R3R3Nâ€”(C2-C6)-alkyl, fluoro-(C1-C6)-alkyl, fluoro-(C2-C5)-alkanoyl, R6, â€”COR5, â€”COOR5, â€”S(O)mR6, â€”SO2NR5R5 or â€”CONR5R5; R3 is H, C1-C6 alkyl, C3-C7 cycloalkyl or phenyl; R4 is C1-C6 alkyl, C3-C7 cycloalkyl or phenyl; R5 is H, C1-C6 alkyl, C3-C7 cycloalkyl, phenyl, naphthyl or het; R6 is C1-C6 alkyl, C3-C7 cycloalkyl, phenyl, naphthyl or het; m is 0, 1 or 2; â€œhetâ€ , used in the definitions of R5 and R6, means C-linked pyrrolyl imidazolyl triazolyl, thienyl, furyl, thiazolyl, oxazolyl, thiadiazolyl, oxadiazolyl, pyridinyl, pyrimidinyl, pyridazinyl, pyrazinyl, quinolinyl, isoquinolinyl, benzimidazolyl, quinazolinyl, phthalazinyl, benzoxazolyl or quinoxalinyl, each optionally substituted by C1-C6 alkyl, C1-C6 alkoxy, cyano or halo; R7 is methyl, ethyl or cyclopropylmethyl; and either, R8 and R9, taken together with the nitrogen atom to which they are attached represent azetidinyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, homopiperidinyl, homopiperazinyl or tetrahydroisoquinolinyl, each being optionally substituted on a ring carbon atom by C1-C6 alkyl, C3-C8 cycloalkyl, phenyl, C1-C6 alkoxy-(C1-C6)-alkyl, R3R3N-(C1-C6)-alkyl, fluoro-(C1-C6)-alkyl, â€”CONR3R3, â€”COOR3 or C2-C5 alkanoyl, and optionally substituted on a ring carbon atom not adjacent to a ring nitrogen atom by fluoro-(C1-C6)-alkoxy, halo, â€”OR3, cyano, â€”S(O)mR4, â€”NR3R3, â€”SO2NR3R3, â€”NR3COR4 or â€”NR3SO2R4, and said piperazin-1-yl and homopiperazin-1-yl being optionally substituted on the ring nitrogen atom not attached to A by C1-C6 alkyl, phenyl, C1-C6 alkoxy-(C2-C6)-alkyl, R3R3Nâ€”(C2-C6)-alkyl, fluoro-(C1-C6)-alkyl, C2-C5 alkanoyl, â€”COOR4, C3-C8 cycloalkyl, â€”SO2R4, â€”SO2NR3R3 or â€”CONR3R3, â€ƒor, R8 is H, C1-C6 alkyl, C3-C8 cycloalkyl, phenyl or benzyl and R9 is H, C1-C6 alkyl, C3-C8 cycloalkyl, phenyl, benzyl, fluoro-(C1-C6)-alkyl, â€”CONR3R3, â€”COOR4, C2-C5 alkanoyl or â€”SO2NR3R3.