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dc.contributor.authorMorris, Noreen
dc.contributor.authorMcLaughlin, Gavin
dc.contributor.authorKavanagh, Pierce V.
dc.contributor.authorPower, John D.
dc.contributor.authorO'Brien, John
dc.contributor.authorTalbot, Brian
dc.contributor.authorElliott, Simon P.
dc.contributor.authorWallach, Jason
dc.contributor.authorHoang, Khoa
dc.contributor.authorMorris, Hamilton
dc.contributor.authorBrandt, Simon D.
dc.identifier.citationMorris, N., McLaughlin, G., Kavanagh, Pierce V., Power, J.D., Talbot, B., Elliott, S. P., Wallach, J., Hoang, K., Morris, H., Brandt, S.D. (2015). Test purchase, synthesis and characterization of 2- methoxydiphenidine (MXP) and differentiation from its metaand para-substituted isomers. Drug Testing and Analysis. 8 (9), 98-109.
dc.identifier.otherFaculty of Science & Health - Life and Physical - Articlesen_US
dc.description.abstractThe structurally diverse nature of the 1,2-diphenylethylamine template provides access to a range of substances for drug discovery work but some have attracted attention as ‘research chemicals’. The most recent examples include diphenidine, i.e. 1-(1,2-diphenylethyl)piperidine and 2-methoxydiphenidine, i.e. 1-[1-(2- methoxyphenyl)-2-phenylethyl]piperidine (MXP, methoxyphenidine, 2-MXP) that have been associated with uncompetitive N-methyl-D-aspartate (NMDA) receptor antagonist activity. Challenges encountered during chemical analysis include the presence of positional isomers. Three powdered samples suspected to contain 2- MXP were obtained from three Internet retailers in the United Kingdom and subjected to analytical characterization by gas-, and high performance liquid chromatography (GC-, HPLC) coupled to various forms of mass spectrometry (MS). Nuclear magnetic resonance spectroscopy, infrared spectroscopy and thin layer chromatography were also employed. This was supported by the synthesis of all three isomers (2-, 3- and 4-MXP) that were obtained from two different synthetic routes. The analytical data obtained for the three purchased samples were consistent with the synthesized 2- MXP standard. The differentiation between the isomers was possible. Distinct stability differences were observed for all three isomers during in-source collisioninduced dissociation of the protonated molecule when employing detection under HPLC selected-ion monitoring detection, which added to the ability to differentiate between them. Furthermore, the analysis of a 2-MXP tablet by matrix assisted inlet ionization Orbitrap mass spectrometry confirmed that it was possible to detect the protonated molecule of 2-MXP directly from the tablet surface following addition of 3- nitrobenzonitrile as the matrix.en_US
dc.relation.ispartofDrug Testing and Analysisen_US
dc.rightsAttribution-NonCommercial-NoDerivs 3.0 Ireland*
dc.subjectPsychoactive substancesen_US
dc.titleTest purchase, synthesis and characterization of 2- methoxydiphenidine (MXP) and differentiation from its metaand para-substituted isomers.en_US
dc.rights.accessOpen Accessen_US
dc.subject.departmentFaculty of Science and Healthen_US

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