Erowid.org: Erowid Reference 6525 : Stereochemical aspects and metabolite formation in the in vivo metabolism of the psychotomimetic amine, 1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane : Matin SB, Callery PS, Zweig JS, O'Brien A, Rapoport R, Castagnoli N Jr

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Matin SB, Callery PS, Zweig JS, O'Brien A, Rapoport R, Castagnoli N Jr. “Stereochemical aspects and metabolite formation in the in vivo metabolism of the psychotomimetic amine, 1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane”. J Med Chem. 1974 Aug;17(8):877-82. <a name="ref">Matin SB, Callery PS, Zweig JS, O'Brien A, Rapoport R, Castagnoli N Jr.</a> <a href="/references/6525">"Stereochemical aspects and metabolite formation in the in vivo metabolism of the psychotomimetic amine, 1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane"</a> <i>J Med Chem</i>. 1974 Aug;17(8):877-82.
Text Abstract (this page) Full Text - English (private) Show Articles by Matin SB Callery PS Zweig JS O'Brien A Rapoport R Castagnoli N Jr Article IDs Erowid RefID: 6525 PubMedID: 4845381 Collections Hofmann Collection MDMA Collection All References	Abstract Our interest in structure-metabolism relationships of pharmacologically active 1-phenyl-2-aminopropanes has led to in vivo investigations of the fate of the psychotomimetic amine l-(2,5-dimethoxy-4-methylphenyl)-2-aminopro- pane (1). Compound 1 was resolved via its o-nitrotartranilate salts.and the absolute configurations were found to be (S)-( +) and ( R )-( -). Determination of the enantiomeric composition of unmetabolized amine excreted in the urine of rabbits treated with racemic 1 established the R / S ratio to be equal to or greater than 1. With the aid of 1-14C (labeled at the benzylic position) it has been established that 1 was extensively metabolized by the rabbit and that of several suspected metabolites only 1-(2,5-dimethoxy-4-carboxyphenyl)-2-aminopropane was excreted to any great extent.
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