Synthesis and orexigenic activity of some 1-methyl-4-piperidylidene-substituted pyrrolo[2,1-b][3]benzazepine and dibenzocycloheptene derivatives
- 1 March 1982
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 25 (3) , 231-234
- https://doi.org/10.1021/jm00345a008
Abstract
The synthesis and orexigenic activity of some unsubstituted and Bz-carboxylic acid substituted 1-methyl-4-piperidylidenepyrrolo[2,1-b][3]benzazepine and dibenzocycloheptene derivatives are described. 10,11-Dihydro-3-carboxycyproheptadine was evaluated clinically as an orexigenic agent based on its low threshold dose for increasing food consumption in cats (0.031 mg/kg orally) and its lack of undesirable CNS activity. The levorotatory enantiomer of 3-carboxycyproheptadine and the 9-carboxypyrrolobenzazepine derivative also possess orexigenic activity, but with these compounds such activity diminishes sharply below 0.25 mg/kg orally. The unsubstituted 1-methyl-4-(5H-pyrrolo[2,1-b][3]benzazepin-11-ylidene)piperidine and its 6,11-dihydro analog are comparable to cyproheptadine in promoting hyperphagia in cats.This publication has 1 reference indexed in Scilit:
- Structure-Activity Relationships in the Cyproheptadine SeriesJournal of Medicinal Chemistry, 1965