Anxiolytic-r-n(1-azabicyclo[2.2.2)oct-3-yl) benzamides and...

Details Anxiolytic-r-n(1-azabicyclo[2.2.2)oct-3-yl) benzamides and... Anxiolytic-r-n(1-azabicyclo[2.2.2)oct-3-yl) benzamides and...

C - Chemistry, Metallurgy

07

D

167/211, 260/261

C07D 453/02 (2006.01) A61K 31/44 (2006.01) A61K 31/505 (2006.01)

Patent

CA 1322552

53. ABSTRACT ANXIOLYTIC-R-N-(1-AZABICYCLO[2.2.2]OCT-3-YL) BENZAMIDES AND THIOBENZAMIDES Compounds of general formula I Image (I) wherein: X represents oxygen or sulphur; each of R1 and R3 independently represents hydrogen or a C1-C4 alkyl group; Ar represents: a phenyl ring optionally substituted by one, two or three C1-C4 alkoxy groups and/or by one or two halogen atoms; a phenyl ring of the general formula Image wherein R2 represents halogen, 4,5-benzo, C1- C8 alkoxy, C1-C4 alkylcarbonyl or Am, wherein Am represents amino, methylamino or dimethylamino, 54. R4 represents C1-C8 alkyl, n is 1 or 2; or a pyrimidinyl moiety of the general formula Image wherein R5 is C1-C4 alkyl; and their N-oxides and pharmaceutically acceptable salts are useful as anxiolytic agents. A preferred compound is R-(+)-4-amino-N-(1-azabicyclo[2.2.2]oct-3- yl)-5-chloro-2-methoxybenzamide.

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