Synthesis, anxiolytic and antihypertensive activity of 1-aryloxy-3-(N4-substituted piperazinyl ) propan-2-ols as aryloxypropanolamines

Research Article

Ganesh B. Gajeli and Sanjay B.

Abstract

Aryloxypropanolamines have an important role in the treatment of several cardiovascular disorders and are one of the most potent antihypertensive agents. A series of 1-aryloxy-3-(N4-substituted piperazinyl) propan-2-ols as aryloxypropanolamine were synthesized and evaluated for anxiolytic activity and antihypertensive activity. The structures of synthesized compounds were confirmed by IR, 1H NMR and Mass spectroscopy.1-aryloxy-3-(N4- substituted Piperazinyl) propan-2-ols were synthesized by reaction of various phenols (1a-c) with epichlorhydrin to form 1-aryloxy-2,3-epoxypropane.These epoxides on condensation with various substituted piperazines resulted in derivatives of aryloxypropanolamine compounds (4a-i) and were evaluated for anxiolytic activity by Elevated Plus Maze and antihypertensive activity by Tail Cuff technique. Out of nine (4a-i) compounds , Compound 4e [1-(2- naphthyloxy)-3-(N4-ethyl piperazinyl) propan-2-ol], 4i [1-(phenoxy)-3-(N4-hydroxyethyl piperazinyl)] propan-2-ol were found to be most active as anxiolytic agent whereas compound 4a [1-(1 -Naphthyloxy)-3-(N4-methyl piperazinyl) propan-2-ol] was possessing maximum antihypertensive activity.

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