Patent ID: 6525086
Filing Date: 2003-02-25
Classification: 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 C1-12alkyl, C4-12-alkenynyl, C2-12-alkenyl, C2-12-alkynyl, C1-12alkoxy, phenyl, naphthyl, 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 phenyl or naphthyl; 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 is phenyl optionally substituted with one or more halogen, perhalomethyl, hydroxy, nitro or cyano; X is â€”Oâ€”(CHR9)â€”, â€”Sâ€”(CHR9)â€”, â€”CH2â€”(SO)â€”, or â€”CH2â€”(SO2)â€”, wherein R9 is hydrogen, halogen, hydroxy, nitro, cyano, formyl, C1-12alkyl, C1-12alkoxy, phenyl, naphthyl, 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 phenyl or naphthyl; T is >CHâ€” or >CZ is â€”CH2â€”, &boxH;CHâ€”, >Nâ€”, â€”Oâ€”, â€”Sâ€”, >CO, >SO, >SO2, >NR15, wherein R15 is hydrogen, halogen, hydroxy, nitro, cyano, formyl, C1-12alkyl, C1-12alkoxy, phenyl, naphthyl, 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€”COR16, or â€”SO2R17, wherein R16 and R17 independently of each other are selected from hydroxy, halogen, C1-6alkoxy, amino optionally substituted with one or more C1-6alkyl, perhalomethyl phenyl or naphthyl; Q is â€”Oâ€”, â€”Sâ€”, >NR18, wherein R18 is hydrogen, halogen, hydroxy, nitro, cyano, formyl, C1-12alkyl, C1-12alkoxy, phenyl, naphthyl, 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€”COR19, or â€”SO2R20, wherein R19 and R20 independently of each other are selected from hydroxy, halogen, C1-6alkoxy, amino optionally substituted with one or more C1-6alkyl, perhalomethyl, phenyl or naphthyl, U is â€”Oâ€”, â€”Sâ€”, >SO2,, >NR21, wherein R21 is hydrogen or C1-6alkyl; T&boxH;&boxH;(Z)p represents a single bond or a double bond; Ar represents arylene, selected from the group consisting of phenylene, napthylene, optionally substituted with halogen, amino, hydroxy, C1-6-alkyl or C1-6-alkoxy, phenyl or naphthyl; heteroarylene, selected from furan, thiophene, pyrrole, imidaxole, pyrazole, triazole, pyridine, pyrazine, pyrimidine, pyridazine, isothiazole, isoxazole, oxazole, oxadiazole, thiadiazole, quinoline, isoquinoline, quinazoline, quinoxaline, indol, benzimidazole, benzofuran, pteridine and purine, or a divalent heterocyclic group selected from pyrrolidine, pyrroline, pyrazoline, pyrazolidine, 1,2-oxathiolane, imidazolidine, imidazoline, 4-oxazolone, tetrahydrofurazan, tetrazole, piperidine, piperazine, morpholine, triazine, trioxane, trithiane, tetrazine, tetraoxane and tetrathiane, said heterocyclic group .optionally substituted with one or more C1-6alkyl, or axyl,said aryl selected from the group consisting of phenyl, naphtyl optionally substituted with halogen, amino, hydroxy, C1-6-alkyl or C1-6-alkoxy; R5 represents hydrogen, hydroxy, halogen, C1-12alkoxy, C1-12alkyl, C4-12-alkenynyl, C2-12-alkenyl or C2-12-alkynyl; optionally substituted with one or more halogen, perhalomethyl, hydroxy, nitro or cyano; or R5 forms a bond together with R6; R6 represents hydrogen, hydroxy, halogen, C1-12alkoxy, C1-12alkyl, C4-12-alkenynyl, C2-12-alkenyl, C2-12-alkynyl or acyl; 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, phenyl, naphthyl, C1-12alkoxyC1-12alkyl, C1-12alkoxycarbonyl, aryloxycarbonyl, C1-12alkylaminocarbonyl, arylaminocarbonyl, or acyl; 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, phenyl or naphthyl; optionally substituted with one or more halogen, perhalomethyl, hydroxy, nitro or cyano; Y represents oxygen, sulphur or NR10, where R10 represents hydrogen, C1-12alkyl, phenyl, naphthyl, hydroxyC1-12alkyl 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 1 to 4; p is 0; or a pharmaceutically acceptable salt thereof.