Patent ID: 6602882
Filing Date: 2003-08-05
Classification: A61P,C07D

Abstract:
A compound of formula (I): wherein:one of Z1, Z2, Z3, Z4 and Z5 is CR1a and the remainder are CH, or one of Z1, Z2, and Z3 is N and the remainder are CH; R1 is selected from hydroxy; (C1-6) alkoxy optionally substituted by (C1-6)alkoxy, amino, piperidyl, guanidino or amidino optionally N-substituted by one or two (C1-6)alkyl, acyl or (C1-6)alkylsulphonyl groups, NH2CO, hydroxy, thiol, (C1-6)alkylthio, heterocyclylthio, heterocyclyloxy, arylthio, aryloxy, acylthio, acyloxy or (C1-6)alkylsulphonyloxy; (C1-6)alkoxy-substituted (C1-6)alkyl; halogen; (C1-6)alkyl; (C1-6)alkylthio; nitro; trifluoromethyl; azido; acyl; acyloxy; acylthio; (C1-6)alkylsulphonyl; (C1-6)alkylsulphoxide; arylsulphonyl; arylsulphoxide or an amino, piperdyl, guanidino or amidino group optionally N-substituted by one or two (C1-6)alkyl, acyl or (C1-6)alkylsulphonyl groups, wherein acyl is selected from (C1-6)alkoxycarbonyl, formyl and (C1-6)alkylcarbonyl, or when one of Z1, Z2, and Z3 is N, R1 may instead be hydrogen; R1a is selected from hydrogen and the groups listed above for R1; either R2 is hydrogen; and R3 is in the 2- or 3-position and is hydrogen or (C1-6)alkyl or (C2-6)alkenyl optionally substituted with 1 to 3 groups selected from: thiol; halogen; (C1-6)alkylthio; trifluoromethyl; azido; (C1-6)alkoxycarbonyl; (C1-6)alkylcarbonyl; (C2-6)alkenyloxycarbonyl; (C2-6)alkenylcarbonyl; hydroxy optionally substituted by (C1-6)alkyl, (C2-6)alkenyl, (C1-6)alkoxycarbonyl, (C1-6)alkylcarbonyl, (C2-6)alkenyloxycarbonyl, (C2-6)alkenylcarbonyl or aminocarbonyl wherein the amino group is optionally substituted by (C1-6)alkyl, (C2-6)alkenyl, (C1-6)alkylcarbonyl or (C2-6)alkenylcarbonyl; amino optionally mono- or disubstituted by (C1-6)alkoxycarbonyl, (C1-6)alkylcarbonyl, (C2-6)alkenyloxycarbonyl, (C2-6)alkenylcarbonyl, (C1-6)alkyl, (C2-6)alkenyl, (C1-6)alkylsulphonyl, (C2-6)alkenylsulphonyl or aminocarbonyl wherein the amino group is optionally substituted by (C1-6)alkyl or (C2-6)alkenyl; aminocarbonyl wherein the amino group is optionally mono- or disubstituted by (C1-6)alkyl, (C2-6)alkenyl, (C1-6)alkoxycarbonyl, (C1-6)alkylcarbonyl, (C2-6)alkenyloxycarbonyl or (C2-6)alkenylcarbonyl; oxo; (C1-6)alkylsulphonyl; (C2-6)alkenylsulphonyl; or (C1-6)aminosulphonyl wherein the amino group is optionally substituted by (C1-6)alkyl or (C2-6)alkenyl; or when R3 is in the 2-position it may with R4 form a C3-5 alkylene group optionally substituted by a group R5 selected from: (C3-12)alkyl; hydroxy(C3-12)alkyl; (C1-12)alkoxy(C3-12)alkyl; (C1-12)alkanoyloxy(C3-12)alkyl; (C3-6)cycloalkyl(C3-12)alkyl; hydroxy-, (C1-12)alkoxy- or (C1-12)alkanoyloxy-(C3-6)cycloalkyl(C3-12)alkyl; cyano(C3-12)alkyl; (C2-12)alkenyl; (C2-12)alkynyl; tetrahydrofuryl; mono- or di-(C1-12)alkylamino(C3-12)alkyl; acylamino(C3-12)alkyl; (C1-12)alkyl- or acylaminocarbonyl(C3-12)alkyl; mono- or di- (C1-12)alkylamino(hydroxy)(C3-12)alkyl; optionally substituted phenyl(C1-2)alkyl, phenoxy(C1-2)alkyl or phenyl(hydroxy)(C1-2)alkyl; optionally substituted diphenyl(C1-2)alkyl; optionally substituted phenyl(C2-3)alkenyl; optionally substituted benzoyl or benzoylmethyl; optionally substituted heteroaryl(C1-2)alkyl; and optionally substituted heteroaroyl or heteroaroylmethyl, wherein acyl is selected from (C1-6)alkoxycarbonyl, formyl and (C1-6)alkylcarbonyl; or R3 is in the 3-position and R2 and R3 together are a divalent residue &boxH;CR51R61 where R51 and R61 are independently selected from H, (C1-6)alkyl, (C2-6)alkenyl, aryl(C1-6)alkyl and aryl(C2-6)alkenyl, any alkyl or alkenyl moiety being optionally substituted by 1 to 3 groups selected from those listed above for substituents on R3; R4 forms a group with R3 as above defined or is a group â€”CH2â€”R5 in which R5 is as defined above; n is 0, 1 or 2; and A is NHC(O)NH or NHC(O)O; an N-oxide of a compound of formula (I), or a pharmaceutically acceptable salt of a compound of formula (I) or its N-oxide.