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Stereochemical Analysis of MDMA and it's Main Metabolites in Human Samples, Including the Catechol-T

Stereochemical Analysis of MDMA and it's Main Metabolites in Human Samples, Including the Catechol-T

  1. Jatelka
    Drug Metabolism and Disposition 32 no. 9

    Nieves Pizarro, Magı´ Farré, Mitona Pujadas, Ana Ma Peiró, Pere N Roset, Jesús Joglar, and Rafael de la Torre

    Abstract
    3,4-Methylenedioxymethamphetamine (MDMA; “ecstasy”) is a de-signer drug commonly misused in large segments of young pop-ulations. MDMA is usually formulated in tablets of its racemate (1:1 mixture of its enantiomers) in doses ranging from 50 to 200 mg. MDMA has an enantioselective metabolism, the (S)-enantiomer being metabolized faster than the (R)-enantiomer. Different phar-macologic properties have been attributed to each enantiomer. The carbon responsible for MDMA chirality is preserved along its metabolic disposition. An analytical method has been developed to determine MDMA enantiomers and those from its major metabo-lites, 3,4-methylenedioxyamphetamine (MDA), 3,4-dihydroxymeth-amphetamine (HHMA), and 4-hydroxy-3-methoxymethamphet-amine (HMMA). It has been applied to the analysis of plasma andurine samples from healthy recreational users of MDMA who par-ticipated voluntarily in a clinical trial and received 100 mg (R,S)-MDMA  HCl orally. (R)/(S) ratios both in plasma (0–48 h) and urine (0–72 h) for MDMA and MDA were >1 and
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