4-phenylmethoxy-1-substituted phenylbutyl-piperidines, their...

Details 4-phenylmethoxy-1-substituted phenylbutyl-piperidines, their... 4-phenylmethoxy-1-substituted phenylbutyl-piperidines, their...

C - Chemistry, Metallurgy

07

D

167/228, 260/279

C07D 211/46 (2006.01) A61K 31/445 (2006.01) C07D 409/12 (2006.01)

Patent

CA 1264324

ABSTRACT Compounds of the general formula I: Image I wherein R1 represents a thienyl group, or a phenyl group optionally substituted by a halogen (preferably fluorine or chlorine) atom, a lower alkoxy or lower alkyl group, R2 represents a hydrogen or halogen (preferably fluorine) atom, a lower alkoxy or lower alkyl group, R3 represents a hydrogen or halogen (preferably fluorine) atom, a lower alkylthio, lower alkoxy or lower alkyl group, or a cyclo- alkyl group containing 5 or 6 carbon atoms, or a group of the general formula: Image II wherein R4 and R5 singly each represents a hydrogen atom or lower alkyl group, R6 represents a cycloalkyl, hydroxy- methyl, carboxy or lower alkoxycarbonyl group, and W represents a carbonyl (viz -?-) or a hydroxymethylene [viz. -CH(OH)-] group, and pharmacologically acceptable salts thereof possess potent selective Histamine H1-receptor blocking and calcium antagonist properties and are of interest in the treatment of a variety of respiratory, allergenic and cardiovascular disease states. The new compounds can be prepared by various methods based on the condensation of .alpha.-substituted benzyl halides with N-(benzoylpropyl or phenyl-hydroxy- butyl )-4-hydroxy piperidines or condensation of di-substituted-methoxy-piperidines with a benzoylpropyl halide or a phenyl-hydroxy butyl-halide followed, where necessary, by removal of protecting groups.

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