3,4-Methylenedioxymethamphetamine (MDMA): stereoselective interactions at brain 5-HT1 and 5-HT2 receptors.

摘要: 3,4-Methylenedioxymethamphetamine (MDMA), 3,4-methylenedioxy-amphetamine (MDA), and their optical isomers, were assayed for affinities at radiolabeled brain serotonin (5-HT1, 5-HT2) dopamine (D2) binding sites. (R(−)-MDA R(−)-MDMA) displayed moderate 3H-ketanserin-labeled 5-HT2 sites (Ki=3425 3310 nM, respectively) whereas the S(+)-enantiomers lower (Ki=13,000 15,800 respectively). Similar absolute relative obtained 3H-serotonin-labeled 5-HT1 sites; D2 was very low (Ki>25,000 nM in each case). The (−)>(+) order of potency is consistent with observation that R(−)-MDA a more potent psychoactive agent than its S(+)-enantiomer, but contrasts reported finding S(+)-MDMA R(−)-MDMA humans. These results suggest MDMA, unlike MDA other hallucinogenic phenylisopropylamines, does not work primarily through direct interaction 5-HT