PMID- 20299167 OWN - NLM STAT- MEDLINE DCOM- 20100818 LR - 20100426 IS - 1872-6283 (Electronic) IS - 0379-0738 (Linking) VI - 198 IP - 1-3 DP - 2010 May 20 TI - Determination of a new designer drug, N-hydroxy-3,4-methylenedioxymethamphetamine and its metabolites in rats using ultra-performance liquid chromatography-tandem mass spectrometry. PG - 62-9 LID - 10.1016/j.forsciint.2010.02.013 [doi] AB - An N-hydroxy analogue of 3,4-methylendioxymethamphetamine (MDMA), N-hydroxy MDMA (N-OH MDMA), has recently been distributed as a new designer drug in some drug markets. Very little data is available to the metabolic and pharmacological properties of N-OH MDMA, although it has been reported that the N-demethyl analogue, N-hydroxy-3,4-methylenedioxyamphetamine (N-OH MDA), is mainly metabolized to MDA in rats. In this study, an analytical method for the determination of N-OH MDMA and its metabolites in biological samples was developed, and the metabolic properties of N-OH MDMA in rats were investigated. After the i.p. administration of N-OH MDMA to pigmented hairy rats (5mg/kg/day, 10 days), N-OH MDMA and its N-dehydroxy and N-demethyl metabolites (MDMA, N-OH MDA and MDA) in rat plasma, urine and hair samples were determined by ultra-performance LC (UPLC)-MS/MS. The hair sample was extracted by 1-h sonication and overnight soaking in 5M hydrochloric acid-methanol (1:20). The plasma, urine, and hair extract samples were purified using a solid-phase extraction procedure. N-OH MDMA in the samples could be precisely analyzed by avoiding an alkaline environment. The parent compound very rapidly disappeared from the rat plasma (<15min) and urine (<10h), and most of the N-OH MDMA was excreted in the rat urine as MDMA and MDA in 72h. In the rat hair samples collected 4 weeks after the first administration, N-OH MDMA (0.03ng/mg) and N-OH MDA (0.13ng/mg) were clearly detected as well as MDMA (149ng/mg) and MDA (52ng/mg). This analytical method will be useful for the analysis of N-OH MDMA and its metabolites in biological samples. FAU - Kikura-Hanajiri, Ruri AU - Kikura-Hanajiri R AD - National Institute of Health Sciences, Setagaya, Tokyo, Japan. kikura@nihs.go.jp FAU - Kawamura, Maiko AU - Kawamura M FAU - Miyajima, Atsuko AU - Miyajima A FAU - Sunouchi, Momoko AU - Sunouchi M FAU - Goda, Yukihiro AU - Goda Y LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't DEP - 20100317 PL - Ireland TA - Forensic Sci Int JT - Forensic science international JID - 7902034 RN - 0 (Designer Drugs) RN - 0 (Hallucinogens) RN - 4764-17-4 (3,4-Methylenedioxyamphetamine) RN - 74698-47-8 (N-hydroxy-1-(3,4-methylenedioxyphenyl)-2-aminopropane) SB - IM MH - 3,4-Methylenedioxyamphetamine/*analogs & derivatives/analysis MH - Animals MH - Chromatography, Liquid MH - Designer Drugs/*analysis MH - Forensic Toxicology MH - Hair/chemistry MH - Hallucinogens/*analysis MH - Male MH - Rats MH - Tandem Mass Spectrometry EDAT- 2010/03/20 06:00 MHDA- 2010/08/19 06:00 CRDT- 2010/03/20 06:00 PHST- 2009/08/21 00:00 [received] PHST- 2010/01/29 00:00 [revised] PHST- 2010/02/09 00:00 [accepted] PHST- 2010/03/20 06:00 [entrez] PHST- 2010/03/20 06:00 [pubmed] PHST- 2010/08/19 06:00 [medline] AID - S0379-0738(10)00065-4 [pii] AID - 10.1016/j.forsciint.2010.02.013 [doi] PST - ppublish SO - Forensic Sci Int. 2010 May 20;198(1-3):62-9. doi: 10.1016/j.forsciint.2010.02.013. Epub 2010 Mar 17.