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Monomethylthio Analogues of 1-(2,4,5-Trimethoxyphenyl)-2-aminopropane

Monomethylthio Analogues of 1-(2,4,5-Trimethoxyphenyl)-2-aminopropane

  1. Terrapinzflyer
    Journal of Medicinal Chemistry
    1977 The American Chemical Society
    Volume 20, Number 10 October 1977

    Monomethylthio Analogues of 1- (2,4,5-Trimet hoxyphenyl)-2-aminopropane

    Peyton Jacob, 111, George Anderson, 111, Charles K. Meshul, Alexander T. Shulgin, and Neal Castagnoli, Jr.*

    Department of Pharmaceutical Chemistry, School of Pharmacy, University of California, San Francisco, California 94143.
    Received February 9, 1977
    Regiospecific syntheses of the three monomethylthio analogues of 1-(2,4,5-trimethoxypheny1)-2-aminopropanaere described. The three isomeric amines were evaluated for potential psychotomimetic potency using the rabbit hyperthermia assay. Enantiomeric compositions and time-concentration curves in rat brains were determined following intraperitoneal administration of each compound. The biological data are contrasted with the corresponding results obtained with the potent human psychotogen l-(2,5-dimethoxy-4-methylphenyl)-2-aminopropa(DOM).