2,3-Methylenedioxymethamphetamine

Chemical compound ORTHO-MDMA ORTHO-MDMA structure.svg skin-invert-image 200px 168967-99-5 None 95162631 23255735 correct FDA QNH0322FHX 2,3-MDMA; 2,3-Methylenedioxy-N-methylamphetamine; ORTHO-MDMA 1-(1,3-Benzodioxol-4-yl)-N-methylpropan-2-amine 11 15 1 2 CC(CC1=C2C(=CC=C1)OCO2)NC correct 1S/C11H15NO2/c1-8(12-2)6-9-4-3-5-10-11(9)14-7-13-10/h3-5,8,12H,6-7H2,1-2H3/t8-/m0/s1 correct RTZIIFGBTSUSEL-QMMMGPOBSA-N 2,3-Methylenedioxymethamphetamine, also known as 2,3-MDMA or ORTHO-MDMA, is a positional isomer of the recreational drug 3,4-MDMA (commonly known as Ecstasy or Molly). Cody JT, Valtier S Differentiation of the 2,3-methylenedioxy regioisomer of 3,4-MDMA (ecstasy) by gas chromatography-mass spectrometry J. Anal. Toxicol. 26 7 537–539 2002 12423014 10.1093/jat/26.7.537 free It is a monoamine transporter (MAT) substrate and inhibitor similarly to 3,4-MDMA. Montgomery T, Buon C, Eibauer S, Guiry PJ, Keenan AK, McBean GJ Comparative potencies of 3,4-methylenedioxymethamphetamine (MDMA) analogues as inhibitors of [3H]noradrenaline and [3H]5-HT transport in mammalian cell lines Br J Pharmacol 152 7 1121–1130 December 2007 17891159 2095113 10.1038/sj.bjp.0707473 However, while showing similar potency at the norepinephrine transporter (NET), 2,3-MDMA is less potent at the serotonin transporter (SERT). 2,3-MDMA has not been encountered as a recreational or designer drug. See also Substituted methylenedioxyphenethylamine 2,3-Methylenedioxyamphetamine (2,3-MDA) 1-Naphthylmethcathinone (AMAPN) References External links 2,3-MDMA - Isomer Design Category:Methamphetamines Category:Methylenedioxyamphetamines Category:Monoamine releasing agents