Patent ID: 6683111
Filing Date: 2004-01-27
Classification: A61P,C07C,C07D

Abstract:
A compound of formula (Ia) wherein R1, R2, R3, and R4 independently of each other represent hydrogen, halogen, perhalomethyl, hydroxy, nitro, cyano, formyl, or C1-2alkyl, C4-12-alkenynyl, C2-12-alkenyl, C2-12-alkynyl, C1-12alkoxy, aryl, aryloxy, aralkyl, aralkoxy, a 5-6 membered monocyclic saturated or unsaturated system containing 1, 2, 3 or 4 heteroatoms selected from N, O and S, a 5-6 membered monocyclic aromatic system or a 9-10 membered bicyclic aromatic system containing 1, 2, 3 or 4 heteroatoms selected from N, O and S, heteroaralkyl, heteroaryloxy, heteroaralkoxy, acyl, acyloxy, hydroxyC1-12alkyl, amino, acylamino, C1-12alkyl-amino, arylamino, aralkylamino, aminoC1-12alkyl, C1-12alkoxycarbonyl, aryloxycarbonyl, aralkoxycarbonyl, C1-12alkoxyC1-12alkyl, aryloxyC1-12alkyl, aralkoxyC1-12alkyl, C1-12alkylthio, thioC1-12alkyl, C1-12-alkoxycarbonylamino, aryloxycarbonylamino, aralkoxycarbonylamino, â€”COR11, or â€”SO2R12, wherein R11 and R12 independently of each other are selected from hydroxy, halogen, perhalomethyl, C1-6alkoxy or amino optionally substituted with one or more C1-6alkyl, perhalomethyl or aryl; optionally substituted with one or more halogen, perhalomethyl, hydroxy, nitro or cyano; or R1 and R2, R2 and R3 and/or R3 and R4 may form a cyclic ring containing from 5 to 7 carbon atoms optionally substituted with one or more C1-6alkyl; ring A represents benzo, optionally substituted with one or more halogen, perhalomethyl, hydroxy, nitro, cyano, formyl, or C1-12alkyl, C4-12-alkenynyl, C2-12-alkenyl, C2-12-alkynyl, C1-12alkoxy, aryl, aryloxy, aralkyl, aralkoxy, a 5-6 membered monocyclic saturated or unsaturated system containing 1, 2, 3 or 4 heteroatoms selected from N, O and S, a 5-6 membered monocyclic aromatic system or a 9-10 membered bicyclic aromatic system containing 1, 2, 3 or 4 heteroatoms selected from N, O and S, heteroaralkyl, heteroaryloxy, heteroaralkoxy, acyl, acyloxy, hydroxyC1-12alkyl, amino, acylamino, C1-12alkyl-amino, arylamino, aralkylamino, aminoC1-12alkyl, C1-12alkoxycarbonyl, aryloxycarbonyl, aralkoxycarbonyl, C1-12alkoxyC1-12alkyl, aryloxyC1-12alkyl, aralkoxyC1-12alkyl, C1-12alkylthio, thioC1-12alkyl, C1-12alkoxycarbonylamino, aryloxycarbonylamino, aralkoxycarbonylamino, â€”COR11, or â€”SO2R12, wherein R11 and R12 independently of each other are selected from hydroxy, halogen, perhalomethyl, C1-6alkoxy or amino optionally substituted with one or more C1-6alkyl, perhalomethyl or aryl; optionally substituted with one or more halogen, perhalomethyl, hydroxy, nitro or cyano; X is a valence bond, â€”(CHR9)â€”, â€”(CHR9)â€”CH2â€”, â€”CH&boxH;CHâ€”, â€”(CHR9)â€”CH&boxH;CHâ€”, â€”(CHR9)â€”CH2â€”CH2â€”, â€”(C&boxH;O)â€”, â€”CH&boxH;(CR9)â€”, or â€”(CO)â€”(CHR9)â€”, wherein R9 hydrogen, halogen, hydroxy, nitro, cyano, formyl, C1-12alkyl, C1-12alkoxy, aryl, aryloxy, aralkyl, aralkoxy, a 5-6 membered monocyclic saturated or unsaturated system containing 1, 2, 3 or 4 heteroatoms selected from N, O and S, a 5-6 membered monocyclic aromatic system or a 9-10 membered bicyclic aromatic system containing 1, 2, 3 or 4 heteroatoms selected from N, O and S, heteroaralkyl, heteroaryloxy, heteroaralkoxy, acyl, acyloxy, hydroxyalkyl, amino, acylamino, C1-12alkyl-amino, arylamino, aralkylamino, aminoC1-12alkyl, C1-12alkoxycarbonyl, aryloxycarbonyl, aralkoxycarbonyl, C1-12alkoxyC1-12alkyl, aryloxyC1-12alkyl, aralkoxyC1-12alkyl, C1-12alkylthio, thioC1-12alkyl, C1-12alkoxycarbonylamino, aryloxycarbonylamino, aralkoxycarbonylamino, â€”COR13, or â€”SO2R14, wherein R13 and R14 independently of each other are selected from hydroxy, halogen, C1-6alkoxy, amino optionally substituted with one or more C1-6alkyl, perhalomethyl or aryl; T is >CHâ€”, or >CZ is â€”CH2â€”, &boxH;CHâ€”, or >CO, wherein R11 is hydrogen, halogen, hydroxy, nitro, cyano, formyl, C1-12alkyl, C1-12alkoxy, aryl, aryloxy, aralkyl, aralkoxy, a 5-6 membered monocyclic saturated or unsaturated system containing 1, 2, 3 or 4 heteroatoms selected from N, O and S, a 5-6 membered monocyclic aromatic system or a 9-10 membered bicyclic aromatic system containing 1, 2, 3 or 4 heteroatoms selected from N, O and S, heteroaralkyl, heteroaryloxy, heteroaralkoxy, acyl, acyloxy, hydroxyalkyl, amino, acylamino, C1-12alkyl-amino, arylamino, aralkylamino, aminoC1-12alkyl, C1-12alkoxycarbonyl, aryloxycarbonyl, aralkoxycarbonyl, C1-12alkoxyC1-12alkyl, aryloxyC1-12alkyl, aralkoxyC1-12alkyl, C1-12alkylthio, thioC1-12alkyl, C1-12alkoxycarbonylamino, aryloxycarbonylamino, aralkoxycarbonylamino, â€”COR15, or â€”SOR16, wherein R15 and R16 independently of each other are selected from hydroxy, halogen, C1-6alkoxy, amino optionally substituted with one or more C1-6alkyl, perhalomethyl or aryl; Q is â€”Oâ€”, â€”Sâ€”, >SO2, >NR12, wherein R12 is hydrogen, halogen, hydroxy, nitro, cyano, formyl, C1-12alkyl, C1-12alkoxy, aryl, aryloxy, aralkyl, aralkoxy, a 5-6 membered monocyclic saturated or unsaturated system containing 1, 2, 3 or 4 heteroatoms selected from N, O and S, a 5-6 membered monocyclic aromatic system or a 9-10 membered bicyclic aromatic system containing 1, 2, 3 or 4 heteroatoms selected from N, O and S, heteroaralkyl, heteroaryloxy, heteroaralkoxy, acyl, acyloxy, hydroxyalkyl, amino, acylamino, C1-12alkyl-amino, arylamino, aralkylamino, aminoC1-12alkyl, C1-12alkoxycarbonyl, aryloxycarbonyl, aralkoxycarbonyl, C1-12alkoxyC1-12alkyl, aryloxyC1-12alkyl, aralkoxyC1-12alkyl, C1-12alkylthio, thioC1-12alkyl, C1-12alkoxycarbonylamino, aryloxycarbonylamino, aralkoxycarbonylamino, â€”COR17, or â€”SO2R18, wherein R17 and R18 independently of each other are selected from hydroxy, halogen, C1-6alkoxy, amino optionally substituted with one or more C1-6alkyl, perhalomethyl or aryl; k is 1 or 2; T&boxH;&boxH;(Z)p and T&boxH;&boxH;(CH)k independently of each other represents a single bond or a double bond, provided that both are not a double bond at the same time; Ar represents phenylene optionally substituted with one or more C1-6alkyl or aryl; R5 represents hydrogen, hydroxy, halogen, C1-12alkoxy, C1-12alkyl, C4-12-alkenynyl, C2-12-alkenyl, C2-12-alkynyl or aralkyl; optionally substituted with one or more halogen, perhalomethyl, hydroxy, nitro or cyano; or R5 forms a bond together with R6; R6 hydrogen, hydroxy, halogen, C1-12alkoxy, C1-12alkyl, C4-12-alkenynyl, C2-12-alkenyl, C2-12-alkynyl, acyl or aralkyl; optionally substituted with one or more halogen, perhalomethyl, hydroxy, nitro or cyano; or R6 forms a bond together with R5; R7 represents hydrogen, C1-12alkyl, C4-12-alkenynyl, C2-12-alkenyl, C2-12-alkynyl, aryl, aralkyl, C1-12alkoxyC1-12alkyl, C1-12alkoxycarbonyl, aryloxycarbonyl, C1-12alkylaminocarbonyl, arylaminocarbonyl, acyl, a 5-6 membered monocyclic saturated or unsaturated system containing 1, 2, 3 or 4 heteroatoms selected from N, O and S, a 5-6 membered monocyclic aromatic system or a 9-10 membered bicyclic aromatic system containing 1, 2, 3 or 4 heteroatoms selected from N, O and S, or heteroaralkyl groups; optionally substituted with one or more halogen, perhalomethyl, hydroxy, nitro or cyano; R8 represents hydrogen, C1-12alkyl, C4-12-alkenynyl, C2-12-alkenyl, C2-12-alkynyl, aryl, aralkyl, a 5-6 membered monocyclic saturated or unsaturated system containing 1, 2, 3 or 4 heteroatoms selected from N, O and S, a 5-6 membered monocyclic aromatic system or a 9-10 membered bicyclic aromatic system containing 1, 2, 3 or 4 heteroatoms selected from N, O and S or heteroaralkyl groups; optionally substituted with one or more halogen, perhalomethyl, hydroxy, nitro or cyano; Y represents oxygen, sulphur or NR10 where R10 represents hydrogen, C1-12alkyl, aryl, hydroxyC1-12alkyl or aralkyl groups or when Y is NR10, R8 and R10 may form a 5 or 6 membered nitrogen containing ring, optionally substituted with one or more C1-6alkyl; n is an integer ranging from 0 to 3; m is an integer ranging from 0 to 1; p is an integer ranging from 0 to 1; or a pharmaceutically acceptable salt thereof.