Aza-indole derivatives

Details Aza-indole derivatives Aza-indole derivatives

C - Chemistry, Metallurgy

07

D

167/231, 260/270

C07D 451/00 (2006.01) C07D 403/12 (2006.01) C07D 451/04 (2006.01) C07D 451/12 (2006.01) C07D 451/14 (2006.01) C07D 453/06 (2006.01) C07D 471/08 (2006.01)

Patent

CA 1296004

Abstract Compound of formula (I) and pharmaceutically acceptable salts thereof: Image (I) wherein X is CO and Y is NH or O, or X is NH and Y is CO; Z is CH2, O, S or NR3 wherein R3 is hydrogen, C1-6 alkyl, C3-7 alkenyl-methyl, phenyl or phenyl C1-4 alkyl either of which phenyl moieties may be substituted by one or two of halogen, CF3, C1-6 alkoxy or C1-6 alkyl; and Ra is not present; or Z is CH or N and Ra is hydrogen; Rb is present when X-Y-R2 is attached at the phenyl ring and is selected from hydrogen, halogen, CF3, hydroxy, C1-6 alkoxy or C1-6 alkyl; R1 is hydrogen, halogen, CF3, C1-6 alkyl, C1-6 alkoxy, C1-6 alkylthio, C1-7 acyl, C1-7 acylamino, C1-6 alkylsulphonylamino, N-(C1-6 alkylsulphonyl)-N-C1-4 alkylamino, C1-6 alkylsulphinyl, hydroxy, nitro or amino, aminocarbonyl, aminosulphonyl, aminosulphonylamino or N-(aminosulphonyl)-C1-4 alkylamino optionally N-substituted by one or two groups selected from C1-6 alkyl, C3-8 cycloalkyl, C3-8 cycloalkyl C1-4 alkyl, phenyl or phenyl C1-4 alkyl groups or optionally N-disubstituted by C4-5 polymethylene; R2 is a group of formula (a), (b) or (c) Image (a) Image (b) Image (c) wherein n is 2 or 3; p and q are independently 1 to 3; and R4 or R5 is C1-7 alkyl, C3-8 cycloalkyl, C3-8 cycloalkyl-C1-2 alkyl, or a group (CH2 )tR6 where t is 1 or 2 and R6 is thienyl, pyrrolyl or furyl optionally substituted by one or two substituents selected from C1-6 alkyl, C1-6 alkoxy, trifluoromethyl or halogen, or is phenyl optionally substituted by one or two substituents selected from C1-4 alkoxy, trifluoromethyl, halogen, nitro, carboxy, esterified carboxy, and C1-4 alkyl optionally substituted by hydroxy, C1-4 alkoxy, carboxy, esterified carboxy or in vivo hydrolysable acyloxy, having 5-HT antagonist. activity and/or gastric motility enchancing activity, a process for their preparation and their use as pharmaceuticals.

507639

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