Patent ID: 6670366
Filing Date: 2003-12-30
Classification: A61P,C07D

Abstract:
A compound of formula IA, or of formula IB: whereinA represents CH or N; R1 represents Het1, Het1alkyl , aryl or arylalkyl, all of which are optionally substituted by one or more substituents selected from halo, cyano, nitro, lower alkyl, lower alkenyl, lower alkynyl, cyclic lower alkyl, or part cyclic/acyclic lower alkyl, OR5, C(O)R6, C(O)OR7, C(O)NR8R9, NR10aR10b and SO2NR11aR11b; R2 and R3 independently represent H, lower alkyl, lower alkenyl, lower alkynyl, cyclic lower alkyl, or part cyclic/acyclic lower alkyl which latter group is optionally substituted by one or more substituents selected from aryl, Het1, halo, cyano, nitro, OR5, C(O)R6, C(O)OR7, C(O)NR8R9, NR10aR10b and SO2NR11aR11b; R4 represents SO2NR12R13; R12 and R13 independently represent H, lower alkyl, lower alkenyl, lower alkynyl, cyclic lower alkyl, or part cyclic/acyclic lower alkyl optionally substituted by one or more substituents selected from aryl, Het1, halo, cyano, nitro, lower alkyl, lower alkenyl, lower alkynyl, cyclic lower alkyl, or part cyclic/acyclic lower alkyl, OR5, C(O)R6, C(O)OR7, C(O)NR8R9, NR10R10a and SO2NR11aR11b; Het1; or together with the nitrogen to which they are attached, form Het2 or a structural fragment of formula IIa: R14 and R15 independently represent H, lower alkyl, lower alkenyl, lower alkynyl, cyclic lower alkyl, part cyclic/acyclic lower alkyl, C(O)R6, C(O)OR7 or C(O)NR8R9; Het1 represents an optionally substituted four- to twelve-membered heterocyclic group, which group contains at least one nitrogen atom and, optionally, one or more further heteroatoms selected from nitrogen, oxygen and sulphur; Het2 represents an optionally substituted three- to twelve-membered heterocyclic group, which group contains at least one nitrogen atom and, optionally, one or more further heteroatoms selected from nitrogen, oxygen and sulphur; and R5, R6, R7, R8, R9, R10a, R10b, R11a and R11b independently represent H, lower alkyl, lower alkenyl, lower alkynyl, cyclic lower alkyl, part cyclic/acyclic lower alkyl; or a pharmaceutically, or a veterinarily, acceptable salt or solvate thereof;provided that when R2 represents C1-6 alkyl and: (a) A represents CH; R1 represents Het1 or CH2Het1 (in which both cases Het1 represents a C-linked 6-membered heterocyclic group containing one or two nitrogen atoms, optionally in the form of its mono-N-oxide, or a C-linked 5-membered heterocyclic group containing from one to four heteroatoms selected from nitrogen, oxygen and sulphur, wherein either of said heterocyclic groups is optionally substituted with one or two substituents selected from C1-4 alkyl, which alkyl group is optionally substituted with C1-4 alkoxy, halo or NH2), phenyl or benzyl (which latter two groups are optionally substituted with one or two substituents selected from C1-4 alkyl, C1-4 alkoxy, halo, CN, CONH2, NO2, NH2 and S2NH2); and R3 is C1-6 alkyl optionally substituted with C1-4 alkoxy; then R12 and R13 do not represent, together with the nitrogen atom to which they are attached, a piperazinyl group, optionally substituted in the 4(N) position with C1-4 alkyl optionally substituted with OH, C1-4 alkoxy or CONH2; and (b) A represents N; R1 represents CH2Het1 (in which Het1 represents a C-linked 6-membered heterocyclic group containing one or two nitrogen atoms, optionally in the form of its mono-N-oxide, or a C-linked 5-membered heterocyclic group containing two or three nitrogen atoms, wherein either of said heterocyclic groups is optionally substituted with C1-4 alkyl) or benzyl; and R3 is C1-4 alkyl (optionally substituted with one or two substituents selected from OH, C1-4 alkoxy, benzyloxy, NR5aR6a (where R5a and R6a are each independently selected from H and C1-4 alkyl or, together with the nitrogen atom to which they are attached, form a pyrrollidinyl, piperidinyl or morpholinyl group), phenyl, furanyl or pyridinyl), C3-6 cycloalkyl or 1-(C1-4alkyl)piperidinyl; then R12 and R13 do not represent, together with the nitrogen atom to which they are attached, a 4-piperazinyl group, optionally substituted with one or two C1-4 alkyl groups, optionally in the form of its 4-N-oxide, and optionally substituted at the 4(N) position with C1-4 alkyl optionally substituted with one or two substituents selected from OH, NR5aR6a, CONR5aR6a (in which both cases R5a and R6a are as defined above).