Sulfur analogues of psychotomimetic agents. Monothio analogs of mescaline and isomescaline

Two monothio analogues of mescaline and three monothio analogues of 2,3,4-trimethoxyphenethylamine (isomescaline) have been synthesized and characterized. Only the two mescaline analogues (3-and 4-thiomescaline) were found to be psychotomimetics in man, being 6 and 12 times more potent than mescalin...

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Veröffentlicht in:Journal of medicinal chemistry 1981-11, Vol.24 (11), p.1348-1353
Hauptverfasser: Jacob, Peyton, Shulgin, Alexander T
Format: Artikel
Sprache:eng
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Zusammenfassung:Two monothio analogues of mescaline and three monothio analogues of 2,3,4-trimethoxyphenethylamine (isomescaline) have been synthesized and characterized. Only the two mescaline analogues (3-and 4-thiomescaline) were found to be psychotomimetics in man, being 6 and 12 times more potent than mescaline, respectively. All five compounds can serve as substrates for bovine plasma monoamine oxidase in vitro, but no positive correlation is apparent between the extent of enzymatic degradation and human psychotomimetic potency.
ISSN:0022-2623
1520-4804
DOI:10.1021/jm00143a017