Sulfur Analogues of Psychotomimetic Agents. 3. Ethyl Homologues of Mescaline and Their Monothio Analogues

Article abstract of DOI:10.1021/jm00373a013

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.