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The Synthesis of Four Possible in vitro Metabolites of the Hallucinogen 1-(2,5-Dimethoxy-4-methylphenyl)-2-aminopropane (DOM)

Ronald T. Coutts, Jerry L. Malicky

Canadian Journal of Chemistry February 1, 1974 DOI: 10.1139/v74-063 (opens in new tab)

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AI-extracted from the abstract
Characteristics Theoretical or philosophical paper Peer reviewed
Key points The authors report the synthesis of four compounds they propose as possible in vitro metabolites of DOM, formed by side chain metabolic oxidation: 1-(2,5-dimethoxy-4-methylphenyl)-2-propanone, its oxime, 1-(2,5-dimethoxy-4-methylphenyl)-2-propanol, and 1-(2,5-dimethoxy-4-methylphenyl)-2-(hydroxylamino)propane. No biological activity or metabolic data are presented.

Abstract

The synthesis of four possible in vitro metabolites of the hallucinogen 1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane (DOM) is described. These compounds, 1-(2,5-dimethoxy-4-methylphenyl(-2-propanone, the corresponding oxime, 1-(2,5-dimethoxy-4-methylphenyl)-2-propanol, and 1-(2,5-dimethoxy)-4-methylphenyl-2-(hydroxylamino)propane, could be products of side chain metabolic oxidation of DOM.