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Canadian Journal of Chemistry

ISSN 0008-4042

4 papers in the library · publishing 1973-2026

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A streamlined synthesis of 5-methoxy- N,N -dimethyltryptamine, bufotenin, and bufotenin prodrugs from melatonin

Canadian Journal of Chemistry September 4, 2026 Anton Homon, Pavithra Prasad, Jaxon Laramie et al.

The recent resurgence in psychedelic research has increased demand for these molecules for clinical studies. Due to the differences between national regulations and considering the dominance of the American market and its continued prohibition of many such molecules, the commercial availability of many of these compounds remains poor. This has also inhibited research into developing scalable...

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

Canadian Journal of Chemistry February 1, 1974 Ronald T. Coutts, Jerry L. Malicky

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.

The Synthesis of Analogs of the Hallucinogen 1-(2,5-Dimethoxy-4-methylphenyl)-2-aminopropane (DOM). II. Some Ring-methoxylated 1-Amino-and 2-Aminoindanes

Canadian Journal of Chemistry February 1, 1974 Ronald T. Coutts, Jerry L. Malicky

The synthesis of 2-amino-4,7-dimethoxy-5-methylindane (12a), the cyclic analog of the known hallucinogen 1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane (DOM), is described. The key intermediate was trans-2-amino-4,7-dimethoxy-6-methyl-1-indanol (trans-10a) which was converted to 12a in two ways. The prolonged action of hydrochloric acid on trans-10a gave 4,7-dimethoxy-5-methyl-2-indanone...

The Synthesis of Some Analogs of the Hallucinogen 1-(2,5-Dimethoxy-4-methylphenyl)-2-aminopropane (DOM)

Canadian Journal of Chemistry May 1, 1973 Ronald T. Coutts, Jerry L. Malicky

The synthesis of a series of 4-substituted 1-(2,5-dimethoxyphenyl)-2-aminopropanes, in which the 4-substituent is Br, Cl, I, NO2, NH2, and NHAc, is described. These compounds are analogs of 1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane (DOM), a known hallucinogen. A synthesis of N-(2,5-dimethoxy-4-methylphenethyl)hydroxylamine, the N-hydroxy homolog of DOM, is also reported. Brief reference...