Structure-activity relationships in potentially hallucinogenic N, N-dialkyltryptamines substituted in the benzene moiety

…, F Benington, RD Morin, JM Beaton

Index: Kline, Toni B.; Benington, Frederick; Morin, Richard D.; Beaton, John M. Journal of Medicinal Chemistry, 1982 , vol. 25, # 8 p. 908 - 913

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Citation Number: 10

Abstract

A series of NJ-dialkyltryptamines with methylthio or methylenedioxy substituents in the 4, 5, and 6 positions and methyl or isopropyl on the side-chain nitrogen has been synthesized. The behavioral pharmacology of these compounds showed them to possess Bovet-Gatti profiles characteristic of hallucinogens, and the 5-methylthio congener was the most potent. Binding studies at [3H] LSD and [3H] 5-HT sites demonstrated that no single structural ...