title: The syntheses of 1-(2-thienyl)-2-(methylamino) propane (methiopropamine) and its 3-thienyl isomer for use as reference standards.
abstract: 1-(2-Thienyl)-2-(methylamino)propane (methiopropamine, MPA), the thiophene analogue of methamphetamine, has recently appeared on a number of websites offering 'legal highs' for sale and has also been reported as a new psychoactive substance by the European Monitoring Centre for Drugs and Drugs Addiction (EMCDDA) Early Warning System. The drug is currently not controlled in the European Union (EU) but it would be expected that forensic laboratories will encounter it during routine analysis. As no reference standard was available, we have established a three-step protocol for its synthesis. We have also synthesized its 3-thienyl isomer and have established that this is separable from methiopropamine by gas chromatography using one of our routine protocols. The synthetic methodology presented here could be readily extended to the syntheses of analogous compounds.
authors.affiliation: Department of Pharmacology and Therapeutics, School of Medicine, Trinity Centre for Health Sciences, St James's Hospital, Dublin 8.
authors.forename: D
authors.initials: D
authors.lastname: Angelov
authors.forename: J
authors.initials: J
authors.lastname: O'Brien
authors.forename: P
authors.initials: P
authors.lastname: Kavanagh
mesh_terms: D000697:Central Nervous System Stimulants / Q000032:analysis / Q000138:chemical synthesis*; D008401:Gas Chromatography-Mass Spectrometry / Q000379:methods; D013287:Illicit Drugs / Q000032:analysis / Q000138:chemical synthesis*; D007536:Isomerism; D008694:Methamphetamine / Q000031:analogs & derivatives* / Q000032:analysis / Q000138:chemical synthesis; D012015:Reference Standards; D013876:Thiophenes / Q000032:analysis / Q000138:chemical synthesis*
chemical_list: C583008:1-(2-thienyl)-2-(methylamino)propane; D000697:Central Nervous System Stimulants; D013287:Illicit Drugs; D013876:Thiophenes; D008694:Methamphetamine