Structure-Activity Relationships in Potentially Hallucinogenic N,N-Dialkyltryptamines Substituted in the Benzene Moiety

Article abstract of DOI:10.1021/jm00350a005

A series of N,N-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 posses 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 feature correlated with binding or behavioral changes and suggest a complex mode of action for these potential hallucinogenic agents.