PMID- 1978707 OWN - NLM STAT- MEDLINE DCOM- 19910103 LR - 20190903 IS - 0376-8716 (Print) IS - 0376-8716 (Linking) VI - 26 IP - 2 DP - 1990 Oct TI - Identification of metabolites of 3,4-methylenedioxymethamphetamine in rats. PG - 127-35 AB - Liquid chromatography with electrochemical detection (LC/ECD) and gas chromatography/mass spectrometry (GC/MS) were used to identify metabolites of N-methyl-3,4-methylenedioxyamphetamine (MDMA) in samples of rat plasma and urine. Several potential metabolites, based on what is known about the metabolism of the desmethyl analog (i.e., MDA), were synthesized as standards to aid in the identification of the MDMA metabolites. MDA and N-methyl-1-(4-hydroxy-3-methoxy-phenyl)-2-aminopropane (3b) were identified in urine by HPLC and confirmed by GC/MS. 1-(4-Hydroxy-3-methyoxyphenyl)2-aminopropane, (3a), N-methyl-1-(3-hydroxy-4-methoxyphenyl)-2-aminopropane (2b) and 1-(3,4-dihydroxyphenyl)-2-aminopropane (4a) were tentatively identified by LC/ECD but insufficient sample size precluded confirmation by mass spectrometry. MDA was also identified in brain and plasma extracts. Because MDA is a metabolite of MDMA in humans, and because it has been speculated that the neurotoxic effects of MDA and MDMA may be due to a metabolite, the results of the present study may ultimately aid our understanding of the neurotoxic mechanism of these drugs of abuse. FAU - Yousif, M Y AU - Yousif MY AD - Department of Medicinal Chemistry, School of Pharmacy, Medical College of Virginia/Virginia Commonwealth University, Richmond 23298. FAU - Fitzgerald, R L AU - Fitzgerald RL FAU - Narasimhachari, N AU - Narasimhachari N FAU - Rosecrans, J A AU - Rosecrans JA FAU - Blanke, R V AU - Blanke RV FAU - Glennon, R A AU - Glennon RA LA - eng GR - 5T32DA07027/DA/NIDA NIH HHS/United States GR - DA-01642/DA/NIDA NIH HHS/United States PT - Journal Article PT - Research Support, Non-U.S. Gov't PT - Research Support, U.S. Gov't, P.H.S. PL - Ireland TA - Drug Alcohol Depend JT - Drug and alcohol dependence JID - 7513587 RN - 0 (Designer Drugs) RN - 4764-17-4 (3,4-Methylenedioxyamphetamine) RN - KE1SEN21RM (N-Methyl-3,4-methylenedioxyamphetamine) RN - ML1I4KK67B (3,4-methylenedioxyethamphetamine) SB - IM MH - 3,4-Methylenedioxyamphetamine/*analogs & derivatives/pharmacokinetics MH - Animals MH - Chromatography, High Pressure Liquid MH - *Designer Drugs MH - Gas Chromatography-Mass Spectrometry MH - Inactivation, Metabolic/physiology MH - Injections, Subcutaneous MH - Male MH - N-Methyl-3,4-methylenedioxyamphetamine MH - Rats MH - Rats, Inbred Strains EDAT- 1990/10/01 00:00 MHDA- 1990/10/01 00:01 CRDT- 1990/10/01 00:00 PHST- 1990/10/01 00:00 [pubmed] PHST- 1990/10/01 00:01 [medline] PHST- 1990/10/01 00:00 [entrez] AID - 0376-8716(90)90119-Y [pii] AID - 10.1016/0376-8716(90)90119-y [doi] PST - ppublish SO - Drug Alcohol Depend. 1990 Oct;26(2):127-35. doi: 10.1016/0376-8716(90)90119-y.