Patent ID: 6833364
Filing Date: 2004-12-21
Classification: A61P,C07D

Abstract:
A compound of the formula (I) in whichat least one of the substituents R1, X and Y represents saturated or partially unsaturated C3-C8-cycloalkyl, which may optionally be mono- or polysubstituted by amino, azido, formyl, mercaptyl, carboxyl, hydroxyl, morpholino, piperidino, pyrrolidino, sulphonamino, straight-chain, cyclic or branched acyl, acylamino, alkoxy, benzyloxy, alkylamino, dialkylamino, alkylsulphonyl, alkylsulphonamino, alkylthio, alkoxycarbonyl having in each case up to 6 carbon atoms, nitro, cyano, halogen, phenyl and/or is optionally substituted by straight-chain or branched or cyclic alkyl having up to 6 carbon atoms which for its part may be substituted by amino, mercaptyl, carboxyl, hydroxyl, morpholino, piperidino, pyrrolidino, straight-chain, cyclic or branched acyl, acylamino, alkoxy, alkylamino, dialkylamino, alkylsulphonyl, alkylthio, phenyl, alkylsulphonamino, alkoxycarbonyl having in each case up to 6 carbon atoms, nitro, cyano, halogen, and where the optionally remaining radicals R1, X and/or Y are identical or different and each represents hydrogen, azido, formyl, mercaptyl, carboxyl, hydroxyl, straight-chain or branched acyl, alkoxy, alkylthio or alkoxycarbonyl having in each case up to 6 carbon atoms, nitro, cyano, halogen, phenyl or straight-chain or branched alkenyl or alkinyl having in each case up to 6 carbon atoms or alkyl having up to 20 carbon atoms, where both alkenyl, alkinyl and/or alkyl may optionally be substituted by hydroxyl, amino, azido, carboxyl, straight-chain or branched acyl, alkoxy, alkoxycarbonyl or acylamino having in each case up to 5 carbon atoms, aryl having 6 to 10 carbon atoms, halogen, cyano, dialkylamino having up to 6 carbon atoms, alkylamino having up to 6 carbon atoms and/or cycloalkyl having 3 to 8 carbon atoms or by a radical of the formula â€”OR4, in which R4 represents straight-chain or branched acyl having up to 5 carbon atoms, and/or the optionally remaining radicals R1, X and/or Y each represents a radical of the formula â€ƒin which a, b and bâ€² are identical or different and represent a number 0, 1, 2 or 3, R5 represents hydrogen or straight-chain or branched alkyl having up to 4 carbon atoms, and/or the optionally remaining radicals R1, X and/or Y each represent a 1,3-oxazolidin-2-on-3-yl group which is optionally mono- or polysubstituted by identical or different substituents from the group consisting of straight-chain or branched alkyl having up to 6 carbon atoms which is optionally substituted by hydroxyl, amino, halogen, carboxyl, straight-chain or branched acyl, alkoxy, alkoxycarbonyl or acylamino having in each case up to 5 carbon atoms, and/or the optionally remaining radicals R1, X and/or Y each represent straight-chain or branched acyl having up to 6 carbon atoms which is optionally substituted by halogen, or represent straight-chain or branched acyloxy having up to 6 carbon atoms, or represent arylthio having 6 to 10 carbon atoms, and/or the optionally remaining radicals R1, X and/or Y represent radicals of the formulae â€”SO3H or S(O)2R6, in which c represents a number 1 or 2, R6 represents straight-chain or branched alkyl having 1 to 10 carbon atoms, cycloalkyl having 3 to 8 carbon atoms, or aryl having 6 to 10 carbon atoms where the ring systems may optionally be substituted by halogen or by straight-chain or branched alkyl or alkoxy having in each case up to 4 carbon atoms, and/or the optionally remaining radicals R1, X and/or Y each represent a radical of the formula PO(OR7)(OR8), in which R7 and R8 are identical or different and each represents hydrogen, straight-chain or branched alkyl having up to 8 carbon atoms or cycloalkyl having 3 to 8 carbon atoms, aryl having 6 to 10 carbon atoms or benzyl, and/or the optionally remaining radicals R1, X and/or Y each represent oxycycloalkyl having 3 to 8 carbon atoms or represent radicals of the formulae â€”NHâ€”C(&boxH;NH)NH2, CON&boxH;C(NH2)2 or â€”C&boxH;NH(NH2), (CO)dNR9R10 or â€”NHCONR9â€²R10â€², in which d represents a number 0 or 1, R9 and R10 are identical or different and each represents hydrogen, straight-chain or branched alkyl having up to 14 carbon atoms or cycloalkyl having 3 to 14 carbon atoms, or aryl having 6 to 10 carbon atoms, where the abovementioned radicals may optionally be substituted by aryl having 6 to 10 carbon atoms, cycloalkyl having 3 to 7 carbon atoms, hydroxyl, amino or straight-chain or branched alkoxy, acyl or alkoxycarbonyl having in each case up to 6 carbon atoms, and in the case that d=0, R9 and R10 may also represent straight-chain, branched or cyclic acyl having up to 14 carbon atoms, straight-chain or branched hydroxyalkyl having up to 6 carbon atoms, straight-chain or branched alkoxyalkyl having a total of up to 12 carbon atoms, straight-chain or branched alkoxycarbonyl or acyloxyalkyl having in each case up to 6 carbon atoms or a radical of the formula â€”SO2R11 or radicals of the formulae â€ƒin which R11 represents straight-chain or branched alkyl having up to 4 carbon atoms, and/or R9 and R10 represents radicals of the formulae â€ƒin which R12, R13 and R15 to R18 and R23 to R28 are identical or different and each represents hydrogen or straight-chain or branched alkyl having up to 4 carbon atoms, e represents a number 0, 1 or 2, and R14 represents straight-chain or branched alkyl having up to 6 carbon atoms or cycloalkyl having 3 to 8 carbon atoms, R9â€² and R10â€² are identical or different and each represents hydrogen; alkyl having up to 14 carbon atoms which is optionally substituted by hydroxyl or alkoxy having up to 8 carbon atoms; aryl having 6 to 10 carbon atoms which is optionally substituted by halogen, R2 and R3 form, together with the double bond, a fused phenyl ring or a fused 6-membered aromatic heterocycle having up to 2 N atoms as the heteroatom(s), which is optionally substituted up to 3 times by identical or different substituents from the group consisting of formyl, carboxyl, hydroxyl, mercaptyl, straight-chain or branched acyl, alkylthio or alkoxycarbonyl having in each case up to 6 carbon atoms, nitro, cyano, halogen or straight-chain or branched alkyl or alkoxy having in each case up to 6 carbon atoms which for its part may be substituted by hydroxyl, amino, carboxyl, straight-chain or branched acyl, alkoxy or alkoxycarbonyl having in each case up to 5 carbon atoms, and/or the fused phenyl ring or the fused 6-membered aromatic heterocycle is optionally substituted by a group of the formula â€”NR29R30, in which R29 and R30 are identical or different and each represents hydrogen or straight-chain or branched alkyl having up to 6 carbon atoms, or R29 represents hydrogen and R30 represents acyl having up to four carbon atoms and/or the fused phenyl ring or fused 6-membered aromatic heterocycle are optionally substituted by phenyl which for its part may be substituted up to 2 times by identical or different substituents from the group consisting of halogen, straight-chain or branched alkyl and alkoxy having in each case up to 6 carbon atoms and/or the fused phenyl ring or the fused 6-membered aromatic heterocycle are optionally substituted by a group of the formula â€”N&boxH;CHâ€”NR31R32, in which R31 and R32 are identical or different and each represents hydrogen, phenyl or straight-chain or branched alkyl having up to 6 carbon atoms, A represents phenyl or pyrimidyl group, which is optionally substituted up to 3 times by identical or different substituents from the group consisting of amino, mercaptyl, hydroxyl, formyl, carboxyl, straight-chain or branched acyl, alkylthio, alkyloxyacyl, alkoxy or alkoxycarbonyl having in each case up to 6 carbon atoms, nitro, cyano, trifluoromethyl, azido, halogen, phenyl and straight-chain or branched alkyl having up to 6 carbon atoms which for its part may be substituted by hydroxyl, carboxyl, straight-chain or branched acyl, alkoxy or alkoxycarbonyl having in each case up to 5 carbon atoms, and/or is substituted by a group of the formula â€”(CO)fâ€”NR33R34, in which f represents a number 0 or 1, R33 and R34 are identical or different and represent hydrogen, phenyl, benzyl or straight-chain or branched alkyl or acyl having in each case up to 5 carbon atoms, or a pharmaceutically acceptable isomeric form or salt thereof.