Patent ID: 6492355
Filing Date: 2002-12-10
Classification: A61P,C07C,C07D

Abstract:
A compound of formula whereinm represents 1, 2 or 3; each R1 independently represents a hydrogen or halogen atom; A represents C(O)NH or NHC(O); Ar represents a group X represents a bond, an oxygen atom or a group CO, (CH2)1-6, CH&boxH;, (CH2)1-6O, O(CH2)1-6, O(CH2)2-6O, O(CH2)2-3O(CH2)1-3, CRâ€²(OH), (CH2)1-3O(CH2)1-3, (CH2)1-3O(CH2)2-3O, NR5, (CH2)1-6NR5, NR5(CH2)1-6, (CH2)1-3NR5(CH2)1-3, O(CH2)2-6NR5, O(CH2)2-3NR5(CH2)1-3, (CH2)1-3NR5(CH2)2-3O, NR5(CH2)2-6O, NR5(CH2)2-3O(CH2)1-3, CONR5, NR5CO, S(O)n, S(O)nCH2, CH2S(O)n, SO2NR5 or NR5SO2; n is 0, 1 or 2; Râ€² represents a hydrogen atom or a C1-C6 alkyl group; one of R2 and R3 represents a halogen, cyano, nitro, amino, hydroxyl, or a group selected from (i) C1-C6 alkyl optionally substituted by at least one C3-C6 cycloalkyl, (ii) C3-C8 cycloalkyl, (iii) C1-C6 alkyloxy optionally substituted by at least one C3-C6 cycloalkyl, and (iv) C3-C8 cycloalkyloxy, each of these groups being optionally substituted by one or more fluorine atoms, and the other of R2 and R3 represents a hydrogen or halogen atom; either R4 represents a 3- to 9-membered saturated or unsaturated aliphatic heterocyclic ring system containing one or two nitrogen atoms and optionally an oxygen atom, the heterocyclic ring system being optionally substituted by one or more substituents independently selected from fluorine atoms, hydroxyl, carboxyl, cyano, C1-C6 alkyl, C1-C6 hydroxyalkyl, â€”NR6R7, â€”(CH2)rNR6R7 and CONR6R7, r is 1, 2, 3, 4, 5 or 6; R5 represents a hydrogen atom or a C1-C6 alkyl or C3-C8 cycloalkyl group; R6 and R7 each independently represent a hydrogen atom or a C1-C6 alkyl, C2-C6 hydroxyalkyl or C3-C8 cycloalkyl group, or R6 and R7 together with the nitrogen atom to which they are attached form a 3- to 8-membered saturated heterocyclic ring; with the provisos that, (a) when A represents C(O)NH and R4 represents an unsubstituted 3- to 8-membered saturated aliphatic heterocyclic ring system containing one nitrogen atom, then X is other than a bond, and (b) when A represents C(O)NH and X represents a group (CH2)1-6 or O(CH2)1-6, then R4 does not represent an unsubstituted imidazolyl, unsubstituted morpholinyl, unsubstituted piperidinyl or unsubstituted pyrrolidinyl group, and (c) when A represents NHC(O) and R4 represents an unsubstituted 3- to 8-membered saturated aliphatic heterocyclic ring system containing one nitrogen atom, then X is other than a bond, and (d) when A represents NHC(O) and X represents O(CH2)1-6, NH(CH2)1-6 or SCH2, then R4 does not represent an unsubstituted 1-piperidinyl or unsubstituted 1-pyrrolidinyl group, and (e) when A represents NHC(O) and X represents O(CH2)2-3NH(CH2)2, then R4 does not represent an imidazolyl group; or a pharmaceutically acceptable salt or solvate thereof.