
Journal of Medicinal Chemistry p. 1222 - 1226 (1980)
Update date:2022-08-03
Topics:
Glennon, R. A.
Schubert, E.
Jacyno, J. M.
Rosecrans, J. A.
Several 7-substituted derivatives of N,N-dimethyltryptamine (DMT) were prepared and evaluated in the rat fundus serotonin receptor assay and in a behavioral (discriminative stimulus) assay in rats.Both 7-Me- and 5-Ome-7-Me-DMT possess a higher pA2, and 5,7-(OMe)2-DMT a lower pA2, than that of DMT itself.Like DMT, all three of these compounds produce behavioral effects in rats which are similar to those of the hallucinogen 5-OMe-DMT.Although 7-Et- and 7-Br-DMT possess a higher serotonin receptor affinity than DMT, neither produce behavioral effects which parallelthose of 5-OMe-DMT.In contrast, 6-OMe-DMT and its 5-OMe derivative do not interact with the serotonin receptors in a competitive manner and are inactive in the discriminative stimulus assay.
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