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dc.contributor.authorGibbons, Simon
dc.contributor.authorZloh, Mire
dc.date.accessioned2013-04-25T09:35:06Z
dc.date.available2013-04-25T09:35:06Z
dc.date.issued2010
dc.identifier.citationGibbons , S & Zloh , M 2010 , ' An analysis of the 'legal high' mephedrone ' , Bioorganic and Medicinal Chemistry Letters , vol. 20 , no. 14 , pp. 4135-9 . https://doi.org/10.1016/j.bmcl.2010.05.065
dc.identifier.issn0960-894X
dc.identifier.otherPURE: 1457424
dc.identifier.otherPURE UUID: 4f8e774f-cdb6-41d7-8286-6f6eebc49a5d
dc.identifier.otherPubMed: 20542690
dc.identifier.otherScopus: 77953869937
dc.identifier.urihttp://hdl.handle.net/2299/10560
dc.description.abstract'Legal highs' are compounds, plant or fungal material which can be readily bought from the internet without legal restriction and the single chemicals may be structurally related to illegal drugs of abuse such as the amphetamines. Several recent deaths in the UK have been attributed to these legal highs and unfortunately there is little chemical or biological literature on these materials or certified standards. Here, we detail the analysis of the widely consumed synthetic N-methyl-cathinone analogue known as mephedrone ((1) 2-aminomethyl-1-tolyl-propan-1-one (4'-methylmethcathinone)) and report its spectral data and molecular properties. Material was purchased from an internet site and examined by extensive one- and two-dimensional NMR studies, high-resolution mass spectrometry, elemental analysis and optical rotation, which demonstrated the sample to be of high purity and racemic in nature. Additionally, we report the molecular modelling properties of methyl-cathinones and compare them to their corresponding methyl-amphetamine series. This indicated that the methyl-cathinones are considerably more hydrophilic than the methyl-amphetamines which may account for the higher doses that are needed to demonstrate similar effects. The presence of a ketone in the side chain introduces a far more planar quality to the methyl-cathinones which is absent in the methyl-amphetamine series, and this planarity may contribute to toxicity.en
dc.format.extent5
dc.language.isoeng
dc.relation.ispartofBioorganic and Medicinal Chemistry Letters
dc.titleAn analysis of the 'legal high' mephedroneen
dc.contributor.institutionSchool of Life and Medical Sciences
dc.contributor.institutionHealth & Human Sciences Research Institute
dc.contributor.institutionDepartment of Pharmacy
dc.contributor.institutionMedicinal and Analytical Chemistry
dc.description.statusPeer reviewed
rioxxterms.versionofrecordhttps://doi.org/10.1016/j.bmcl.2010.05.065
rioxxterms.typeJournal Article/Review
herts.preservation.rarelyaccessedtrue


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