Journal of Medicinal Chemistry p. 881 - 888 (1984)
Update date:2022-07-30
Topics:
Jacob, Peyton
Shulgin, Alexander T.
All possible monothio analogues of the mono-, di-, and triethoxy homologues of mescaline have been synthesized and pharmacologically evaluated in man.Modifications at the ring position para to the ethylamine chain, either with a sulfur atom, a longer alkyl chain, or both, lead to compounds of high central nervous system activity.The 4-n-propoxy and 4-n-butoxy homologues and their corresponding 4-thio analogues were also synthesized and pharmacologically evaluated.The propyl homologues retain high potency, but a butyl group (either with or without a sulfur atom) leads to a decrease in activity.The m-ethyl or m-thio analogues retain some central action but the diethoxy and especially the triethoxy homologues are relatively inactive as psychotomimetic drugs.
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Doi:10.1002/jlac.19697290130
(1969)Doi:10.1021/ja994121e
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