PMID- 8889680 OWN - NLM STAT- MEDLINE DCOM- 19970130 LR - 20190512 IS - 0146-4760 (Print) IS - 0146-4760 (Linking) VI - 20 IP - 6 DP - 1996 Oct TI - Analysis of 3,4-methylenedioxymethamphetamine (MDMA) and its metabolites in plasma and urine by HPLC-DAD and GC-MS. PG - 432-40 AB - In Europe, the compound 3,4-methylenedioxymethamphetamine (MDMA, Ecstasy, Adam), in addition to cannabis, is the most abused illicit drug at all-night "techno" parties. Methods for the determination of MDMA and its metabolites, 4-hydroxy-3-methoxymethamphetamine (HMMA), 3,4-dihydroxy-methamphetamine (HHMA), 3,4-methylenedioxyamphetamine (MDA), 4-hydroxy-3-methoxyamphetamine (HMA), and 3,4-dihydroxyamphetamine (HHA), in biological fluids were established. Plasma and urine samples were collected from two patients in a controlled clinical study over periods of 9 and 22 h, respectively. MDMA and MDA were determined in plasma and urine by reversed-phase high-performance liquid chromatography with diode array detection (HPLC-DAD) after solid-phase extraction on cation-exchange columns. Acidic or enzymatic hydrolysis was necessary to detect HMMA, HMA, HHMA, and HHA, which are mainly excreted as glucuronides. Gas chromatography-mass spectrometry (GC-MS) was used for confirmation. Sample extraction and on-disc derivatization with heptafluorobutyric anhydride (HFBA) were performed on Toxi-Lab SPEC solid-phase extraction concentrators. After administration of a single oral dose of 1.5 mg/kg body weight MDMA, peak plasma levels of 331 ng/ml MDMA and 15 ng/mL MDA were measured after 2 h and 6.3 h, respectively. Peak concentrations of 28.1 micrograms/mL MDMA in urine appeared after 21.5 h. Up to 2.3 micrograms/mL MDA, 35.1 micrograms/mL HMMA, and 2.1 micrograms/mL HMA were measured within 16-21.5 h. Conjugated HMMA and HHMA are the main urinary metabolites of MDMA. FAU - Helmlin, H J AU - Helmlin HJ AD - Institute of Pharmacy, University of Bern, Switzerland. FAU - Bracher, K AU - Bracher K FAU - Bourquin, D AU - Bourquin D FAU - Vonlanthen, D AU - Vonlanthen D FAU - Brenneisen, R AU - Brenneisen R LA - eng PT - Clinical Trial PT - Controlled Clinical Trial PT - Journal Article PT - Research Support, Non-U.S. Gov't PL - England TA - J Anal Toxicol JT - Journal of analytical toxicology JID - 7705085 RN - 0 (Fluorocarbons) RN - 0 (Hallucinogens) RN - 0 (Ion Exchange Resins) RN - 117652-28-5 (4-hydroxy-3-methoxymethamphetamine) RN - 15398-87-5 (alpha-methylepinine) RN - 336-59-4 (heptafluorobutyric anhydride) RN - 44RAL3456C (Methamphetamine) RN - 4764-17-4 (3,4-Methylenedioxyamphetamine) RN - 555-64-6 (alpha-methyldopamine) RN - KE1SEN21RM (N-Methyl-3,4-methylenedioxyamphetamine) RN - R7339QLN1C (Deoxyepinephrine) SB - IM CIN - J Anal Toxicol. 1997 Nov-Dec;21(7):591. PMID: 9399134 MH - 3,4-Methylenedioxyamphetamine/blood/urine MH - Administration, Oral MH - Adolescent MH - Adult MH - Chromatography, High Pressure Liquid MH - Deoxyepinephrine/analogs & derivatives/blood/urine MH - Female MH - Fluorocarbons/chemistry MH - Gas Chromatography-Mass Spectrometry MH - Hallucinogens/administration & dosage/*blood/urine MH - Humans MH - Hydrolysis MH - Ion Exchange Resins/chemistry MH - Male MH - Methamphetamine/analogs & derivatives/blood/urine MH - N-Methyl-3,4-methylenedioxyamphetamine/administration & dosage/*blood/urine MH - Reference Standards EDAT- 1996/10/01 00:00 MHDA- 1996/10/01 00:01 CRDT- 1996/10/01 00:00 PHST- 1996/10/01 00:00 [pubmed] PHST- 1996/10/01 00:01 [medline] PHST- 1996/10/01 00:00 [entrez] AID - 10.1093/jat/20.6.432 [doi] PST - ppublish SO - J Anal Toxicol. 1996 Oct;20(6):432-40. doi: 10.1093/jat/20.6.432.