Aroylpiperidines and Pyrrolidines. A New Class of Potent Central Nervous System Depressants

Abstract

The 3- and 4-benzoylpiperidines and 3-benzoyIpyrrolidines were prepared by the reaction of 1-aoetyliso-nipecotoyl or 1-acetylnipecotoyl chloride with a substituted aromatic compound under Friedel-Crafts conditions or by treatment of the cyanopiperidines and pyrrolidines with an arylmagnesium halide. Alkylation gave the 1-substituted compounds which were evaluated as CNS depressants. The 1-substituted 4-(p-fluorobenzoyl)-piperidines were the most active compounds, several of which were more potent than chlorpromazine, triperidol, or haloperidol in the fighting mouse assay. © 1970, American Chemical Society. All rights reserved.