Structure-activity relationships in potentially hallucinogenic N,N-dialkyltryptamines substituted in the benzene moiety.
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 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 feature correlated with binding or behavioral changes and suggest a complex mode of action for these potential hallucinogenic agents.
D000818:Animals; D001522:Behavior, Animal / Q000187:drug effects; D055598:Chemical Phenomena; D002621:Chemistry; D006213:Hallucinogens / Q000138:chemical synthesis*; D008238:Lysergic Acid Diethylamide / Q000494:pharmacology; D008297:Male; D051381:Rats; D011985:Receptors, Serotonin / Q000187:drug effects; D013329:Structure-Activity Relationship; D014363:Tryptamines / Q000138:chemical synthesis* / Q000494:pharmacology
D006213:Hallucinogens; C031182:LSD receptor; D011985:Receptors, Serotonin; D014363:Tryptamines; D008238:Lysergic Acid Diethylamide