Indole derivatives

C - Chemistry – Metallurgy – 07 – D

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C07D 403/10 (2006.01) A61K 31/415 (2006.01) C07D 209/04 (2006.01) C07D 209/10 (2006.01) C07D 209/26 (2006.01) C07D 209/30 (2006.01) C07D 403/06 (2006.01) C07D 403/14 (2006.01) C07D 521/00 (2006.01)

Patent

CA 2030177

ABSTRACT INDOLE DERIVATIVES The invention provides compounds of the general formula (1): (I) Image or a physiologically acceptable salt or a solvate (e g. hydrates) thereof in which R1 represents a hydrogen atom or a halogen atom or a group selected from C1-6 alkyl, C2 6 alkenyl, fluoroC1-6alkyl, -CHO, -CO2H or -COR4; R2 represents a hydrogen atom or a halogen atom or the group Ar; R3 represents a hydrogen atom or a group selected from C1-6alkyl, C3-6alkenyl, C1-6alkoxy, -COR4, -SO2R4 or the group Ar; R4 represents a group selected from C1-6 alkyl, C2-6 alkenyl, C1-6 alkoxy or thegroup NR12R13; Ar represents the group Image ; R5 represents a group selected from -CO2H, -NHSO2CF3 or a C-linked tetrazolyl group; R6 and R7 which may be the same or different each independently represent a hydrogen atom or a halogen atom or a C1-6alkyl group; Het represents an N-linked imidazolyl group substituted at the 2-position by a C1-6alkyl, C2-6alkenyl or a C1-6alkylthio group, the imidazolyl group optionallybeing substituted by one or two further substituents selected from a halogen atom or a group selccted from cyano, nitro, C1-6alkyl, C2 6alkenyl, fluoroC1 6alkyl, -(CH2)mR8, -(CH2)nCOR9, or -(CH2)pNR10COR11; or Het represents an N-linked benzimidazolyl group substituted at the 2-position by a C1-6alkyl, C2-6alkenyl or a C1-6alkylthio group; R8 represents a hydroxy or C1-6alkoxy group; R9 represents a hydrogen atom or a group selected from hydroxy, C1-6alkyl, C1-6alkoxy, phenyl, phenoxy or the group -NR12R13; R10 represents a hydrogen atom or a C1-6alkyl group; R11 represents a hydrogen atom or a group selected from C1 6alkyl, C1 6alkoxy, phenyl, phenoxy or the group -NR12R13; R12 and R13 which may be the same or different each independently represent a hydrogen atom or a C1-4alkyl group or -NR12Rl3 forms a saturated heterocyclic ring which has 5 or 6 ring members and may optionally contain in the ring one oxygen atom; m represents an integer from 1 to 4; n represents an integer from 0 to 4; and p represents an integer from 1 to 4; provided that one of R2 and R3 represents the group Ar, and that when R2 represents the group Ar, R3 represents a hydrogen atom or a group selected from C1-6 alkyl, C3-6 alkenyl, C1-6alkoxy -COR4 or-SO2R4, and that when R3 represents the group Ar, R2 represents a hydrogen atom or a halogen atom. The compounds may be used in the treatment or prophylaxis of hypertension and diseases associated with cognitive disorders.

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