Patent ID: 6696451
Filing Date: 2004-02-24
Classification: A61P,C07D

Abstract:
A compound of the general formula (I) or its isomeric form (Ia) in whichR1 represents phenyl, furyl, thienyl, triazolyl, pyridyl, cycloalkyl having 3 to 6 carbon atoms or represents radicals of the formulae â€ƒwhere the abovementioned ring systems are optionally mono- or polysubstituted by identical or different substituents selected from the group consisting of halogen, trifluoromethyl, nitro, cyano, trifluoromethoxy, carboxyl, hydroxyl, (C1-C6)-alkoxy, (C1-C6)-alkoxycarbonyl and (C1-C6)-alkyl, which for its part may be substituted by aryl having 6 to 10 carbon atoms or halogen, and/or the ring systems mentioned are optionally substituted by groups of the formulae â€”Sâ€”R6, NR7R8, COâ€”NR9R10, SO2â€”CF3 and â€”Aâ€”CH2â€”R11, in which R6 represents phenyl which is optionally substituted by halogen, R7, R8, R9 and R10 are identical or different, and each represents hydrogen, phenyl, hydroxyl-substituted phenyl, hydroxyl, (C1-C6)-acyl or (C1-C6)-alkyl, which for its part may be substituted by hydroxyl, (C1-C6)-alkoxycarbonyl, phenyl or hydroxyl-substituted phenyl, A represents a radical O, S, SO or S2O, R11 represents phenyl which is optionally mono- to polysubstituted by identical or different substituents selected from the group consisting of halogen, nitro, trifluoromethyl, (C1-C6)-alkyl and (C1-C6)-alkoxy, R2 represents a radical of the formula â€”XR12 or â€”NR13R14, in which X represents a bond or oxygen, R12 represents hydrogen straight-chain or branched (C1-C6)-alkoxycarbonyl or a straight-chain, branched or cyclic saturated or unsaturated (C1-C8)-hydrocarbon radical which optionally contains one or two identical or different hetero chain members from the group consisting of O, CO, NH, â€”NHâ€”(C1-C4)-alkyl, â€”Nâ€”((C1-C4)-alkyl)2, S and S2O and which is optionally substituted by halogen, nitro, cyano, hydroxyl, aryl having 6 to 10 carbon atoms or aralkyl having 6 to 10 carbon atoms, heteroaryl or a group of the formula â€”NR15R16, in which R15 and R16 are identical or different, and each represents hydrogen, benzyl or (C1-C6)-alkyl, R13 and R14 are identical or different, and each represents hydrogen, (C1-C6)-alkyl or cycloalkyl having 3 to 6-carbon atoms, R3 represents hydrogen, amino or represents a radical of the formula â€ƒor represents formyl, cyano, trifluoromethyl or pyridyl, or represents a straight-chain, branched or cyclic saturated or unsaturated hydrocarbon radical having up to 8 carbon atoms which is optionally mono- or polysubstituted by identical or different substituents from the group consisting of aryloxy having 6 to 10 carbon atoms, azido, cyano, hydroxyl, carboxyl, (C1-C6)-alkoxycarbonyl, a 5- to 7-membered heterocyclic ring, (C1-C6)-alkylthio and (C1-C6)-alkoxy, which for its part may be substituted by azido or amino, and/or is substituted by triazolyl, which for its part may be substituted up to 3 times by (C1-C6)-alkoxycarbonyl, and/or may be substituted by groups of the formulae â€”OSO2â€”CH3 or (CO)aâ€”NR17R18, in which a represents a number 0 or 1, R17 and R18 are identical or different, and each represents hydrogen or aryl, aralkyl having 6 to 10 carbon atoms, or represents (C1-C6)-alkyl which is optionally substituted by (C1-C6)-alkoxycarbonyl, hydroxyl, phenyl or benzyl, where phenyl or benzyl are optionally mono- or polysubstituted by identical or different substituents from the group consisting of hydroxyl, carboxyl, (C1-C6)-alkyl and (C1-C6)-alkoxy, or (C1-C6)-alkyl is optionally substituted by groups of the formulae NHâ€”COâ€”CH3 or NHâ€”COâ€”CF3, or R17 and R18 together with the nitrogen atom form a morpholine, piperidinyl or pyrrolidinyl ring, or R3 represents phenyl which is optionally substituted by methoxy, or R2 and R3 together form a radical of the formula R4 represents hydrogen, (C1-C4)-alkyl, (C2-C4)-alkenyl, benzoyl or represents acyl having 2 to 6 carbon atoms, R5 represents pyridyl which is substituted 1 to 3 times by identical or different substituents from the group consisting of halogen, hydroxyl, cyano, trifluoromethyl, (C1-C6)-alkoxy, (C1-C6)-alkyl, (C1-C6)-alkylthio, carbalkoxy, (C1-C6)-acyloxy, amino, nitro, mono- and (C1-C6)-dialkylamino, or a salt thereof.