Piperazine and piperidine derivatives

C - Chemistry – Metallurgy – 07 – D

Patent

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C07D 211/46 (2006.01) C07C 45/46 (2006.01) C07C 49/813 (2006.01) C07D 213/26 (2006.01) C07D 213/30 (2006.01) C07D 213/50 (2006.01) C07D 235/06 (2006.01) C07D 235/08 (2006.01) C07D 235/18 (2006.01) C07D 235/26 (2006.01) C07D 235/28 (2006.01) C07D 295/04 (2006.01) C07D 295/073 (2006.01) C07D 295/13 (2006.01) C07D 403/06 (2006.01)

Patent

CA 1097646

ABSTRACT OF THE DISCLOSURE Novel compounds are disclosed of the formula: Image (I) and the pharmaceutically acceptable acid addition salts thereof, wherein: Ar1 and Ar2 are each independently selected from the group consisting of phenyl, substituted phenyl and pyridinyl, wherein said substituted phenyl is phenyl having from 1 to 2 substituents independently selected from the group consisting of halo, lower alkyl, lower alkyloxy trifluoromethyl and nitro; m is an integer zero or 1; A is a member selected from the group consisting of Image and Image , provided that when said A is Image then said m is zero and when said A is Image then said m is 1; n is an integer of from 2 to 6 inclusive, provided that when CnH2n represents a branched alkylene chain, then at least 2 carbon atoms are present in the linear portion of the chain linking B with the piperidine or piperazine nitrogen atom; and B is a member selected from the group consisting of: a) a radical having the formula Image wherein: R1 and R2 are each independently selected from the group consisting of hydrogen, halo, lower alkyl and trifluoromethyl; and Y is a member selected from the group consisting of oxygen, sulfur and a substituted nitrogen of the formula Image , wherein said L is a member selected from the group consisting of hydrogen, lower alkyl, lower alkylcarbonyl, lower alkyloxycarbonyl-lower alkyl, carboxy-lower alkyl, phenyl, phenylmethyl, lower alkylaminocarbonyl, hydroxy- methyl, and lower alkenyl; and b) a radical having the formula Image wherein: R1 and R2 are each independently selected from the group consisting of hydrogen, halo, lower alkyl and trifluoromethyl; and M is a member selected from the group consisting of hydrogen, lower alkyl, phenyl, phenylmethyl, mercapto, lower alkylthio, amino, lower alkylcarbonylamino, lower alkyloxycarbonylamino, and cycloalkyl having from 3 to 6 carbon atoms. Theses novel 1-substituted 4- (diarylmethyl)piperazine and 4-(diarylmethoxy) piperidine derivatives having anti-anaphylactic and antihistaminic properties.

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