Sulfur analogues of psychotomimetic agents. Monothio analogs of mescaline and isomescaline
Journal of Medicinal Chemistry – November 01, 1981
Source: OpenAlex
Summary
Two synthesized monothio analogues of mescaline, 3-thiomescaline and 4-thiomescaline, demonstrated remarkable potency as psychotomimetics, being 6 and 12 times stronger than mescaline, respectively. In total, five compounds derived from mescaline and isomescaline were evaluated for their ability to be processed by bovine plasma monoamine oxidase. Interestingly, no clear link emerged between the degree of enzymatic breakdown and the psychotomimetic effects observed in humans, highlighting complexities in hallucinogen pharmacology and chemical interactions.
Abstract
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.