PMID: 5917552Aug 26, 1966

6-hydroxylation: effect on the psychotropic potency of tryptamines

Science
R G TaborskyI H Page

Abstract

6-Hydroxy-5-methoxy-N,N dimethyltryptamine and 5-methoxy-N, N-dimnethyltryptamine were synthesized and their psychotropic effects compared on trained rats in a Skinner box. The nonhydroxylated form was the more po tent. The metabolism of 5-methoxytryp tophol acetate ester was also studied to determine whether hydroxylation might occur in other than the six position with exogenous indoles. One metabolite was formed, with properties of a hydroxy-5-methoxyindole-3-acetic acid, which proved on chromatography not to be the 6-hydroxy structural isomer. Phar macologic and metabolic studies suggest that psychotropic activity of trypt amines may result from metabolites other than the 6-hydroxylated forms.

Citations

Jan 15, 1973·Life Sciences. Pt. 1: Physiology and Pharmacology·A J Rosen, K L Kubos
Nov 1, 1968·International Journal of Neuropharmacology·R G Taborsky
May 1, 1969·International Journal of Neuropharmacology·E T Uyeno
Jan 1, 1982·Neuroscience and Biobehavioral Reviews·R A Glennon, J A Rosecrans
Sep 1, 1967·Canadian Journal of Biochemistry·M E MAHON, G L Mattok
Jul 1, 1968·Biochemical Pharmacology·G L MattokA Hoffer
Oct 1, 1969·Biochemical Pharmacology·S AgurellJ E Lindgren

Related Concepts

Behavior, Animal
Chemistry, Organic
Thin Layer Chromatography
Operant Conditioning
Triptans
Organic Chemistry Phenomena

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