Show simple item record

dc.contributor.authorMorris, Noreen
dc.contributor.authorMcLaughlin, Gavin
dc.contributor.authorKavanagh, Pierce V.
dc.contributor.authorPower, John D.
dc.contributor.authorTwamley, Brendan
dc.contributor.authorO'Brien, John
dc.contributor.authorTalbot, Brian
dc.contributor.authorDowling, Geraldine
dc.contributor.authorMahony, Olivia
dc.contributor.authorBrandt, Julian
dc.contributor.authorArcher, Roland P.
dc.contributor.authorPartilla, John S.
dc.contributor.authorBaumann, Michael H.
dc.identifier.citationMcLaughlin G, Morris N, Kavanagh PV, Power JD, Dowling G, Twamley B, O'Brien J, Talbot B, Walther D, Partilla JS, Baumann MH, Brandt S.en_US
dc.identifier.otherFaculty of Science & Health - Life and Physical - Articlesen_US
dc.description.abstract3-Methoxy-2-(methylamino)-1-(4-methylphenyl)propan-1-one (mexedrone) appeared in 2015 and was advertised by UK Internet retailers as a noncontrolled mephedrone derivative (2-(methylamino)-1-(4- methylphenyl)propan-1-one), which was of particular interest to countries who operate generic drugs legislation. This study describes the synthesis and analytical characterization of mexedrone and differentiation from its isomer, Nmethoxymephedrone, which was predicted to be a suitable candidate before the identity of mexedrone was revealed. A full analytical characterization is described using various chromatographic, spectroscopic and mass spectrometric platforms and X-ray crystal structure analysis. The analytical data obtained for a vendor sample were consistent with the synthesized mexedrone reference standard and analytical differentiation between the mexedrone and N-methoxymephedrone positional isomers was achieved. Furthermore, α-chloromethylmephedrone was identified as a by-product during mexedrone synthesis. All three substances were also studied for their uptake and releasing properties at dopamine transporters (DAT), norepinephrine transporters (NET) and serotonin transporters (SERT) using in vitro monoamine transporter assays in rat brain synaptosomes and compared to mephedrone. Mexedrone was a weak non-selective uptake blocker with IC50 values in the low μM range. It was also devoid of releasing activity at DAT and NET, but displayed weak releasing activity at SERT (EC50 = 2.5 μM). The isomer N-methoxymephedrone was found to be a weak uptake blocker at DAT, NET and SERT and a fully efficacious substrate-type releasing agent across all three transporters with EC50 values in the low micromolar range. The synthesis by-product α-chloromethylmephedrone was inactive in all assaysen_US
dc.relation.ispartofDrug Testing and Analysisen_US
dc.rightsAttribution-NonCommercial-NoDerivs 3.0 Ireland*
dc.subjectPsychoactive substancesen_US
dc.titleSynthesis, characterization and monoamine transporter activity of the new psychoactive substance mexedrone and its N-methoxy positional isomer, N-methoxymephedrone.en_US
dc.rights.accessOpen Accessen_US
dc.subject.departmentFaculty of Science and Healthen_US

Files in this item


This item appears in the following Collection(s)

Show simple item record

Attribution-NonCommercial-NoDerivs 3.0 Ireland
Except where otherwise noted, this item's license is described as Attribution-NonCommercial-NoDerivs 3.0 Ireland