Chiral and stable isotope analysis of synthetic cathinones

Article English OPEN
Tai, Sherlock ; Morrison, Calum (2017)

In the past decade synthetic cathinones have appeared in drug markets worldwide. Chiral analysis can provide information on relative enantiomeric abundances of synthetic cathinones in their drug products, potentially giving a signature of these products and hence linking the products or excluding them from possible sources. Additionally, due to natural variations of relative stable isotopic abundances of elements, stable isotope analysis of synthetic cathinone drug products provides the stable isotopic signature of the products and hence also has potential to provide additional information for the purpose of drug intelligence. Therefore, both molecular (chirality) and physicochemical (relative stable isotopic abundances) properties are important for forensic chemists to investigate. Chiral and isotope ratio mass spectrometric analysis are becoming increasingly important to forensic chemists and therefore this review will focus on an overview of these techniques applied to the synthetic cathinones.
  • References (16)
    16 references, page 1 of 2

    [1] European Monitoring Centre for Drugs and Drug Addiction, European Drug Report 2016: Trends and Developments, (2016). DOI http://dx.doi.org/10.2810/04312

    [2] D. Zuba, Identification of cathinones and other active components of 'legal highs' by mass spectrometric methods, Trends in Analytical Chemistry, 32 (2012) 15-30. DOI http://dx.doi.org/10.1016/j.trac.2011.09.009

    [3] J.P. Smith, O.B. Sutcliffe, C.E. Banks, An overview of recent developments in the analytical detection of new psychoactive substances (NPSs), Analyst, 140 (2015) 4932-4948. DOI http://dx.doi.org/10.1039/c5an00797f

    [4] A. Namera, M. Kawamura, A. Nakamoto, T. Saito, M. Nagao, Comprehensive review of the detection methods for synthetic cannabinoids and cathinones, Forensic Toxicology, 33 (2015) 175- 194. DOI http://dx.doi.org/10.1007/s11419-015-0270-0

    [5] J. DeRuiter, L. Hayes, A. Valaer, C.R. Clark, F.T. Noggle, Methcathinone and designer analogues: Synthesis, stereochemical analysis, and analytical properties, J Chromatogr Sci, 32 (1994) 552-564. DOI http://dx.doi.org/10.1093/chromsci/32.12.552

    [6] M.J. LeBelle, C. Savard, B.A. Dawson, D.B. Black, L.K. Katyal, F. Zrcek, A.W. By, Chiral identification and determination of ephedrine, pseudoephedrine, methamphetamine and metecathinone by gas chromatography and nuclear magnetic resonance, Forensic Science International, 71 (1995) 215-223. DOI http://dx.doi.org/10.1016/0379-0738(94)01669-0

    [7] M. Osorio-Olivares, M.C. Rezende, S. Sepúlveda-Boza, B.K. Cassels, R.F. Baggio, J.C. MuñozAcevedo, A two-step method for the preparation of homochiral cathinones, Tetrahedron: Asymmetry, 14 (2003) 1473-1477. DOI http://dx.doi.org/10.1016/S0957-4166(03)00317-3

    [8] M. Reist, L.H. Christiansen, P. Christoffersen, P.-A. Carrupt, B. Testa, Low configurational stability of amfepramone and cathinone: Mechanism and kinetics of chiral inversion, Chirality, 7 (1995) 469- 473. DOI http://dx.doi.org/10.1002/chir.530070613

    [9] M.J. Zhou, S. Bouazzaoui, L.E. Jones, P. Goodrich, S.E. Bell, G.N. Sheldrake, P.N. Horton, S.J. Coles, N.C. Fletcher, Isolation and structural determination of non-racemic tertiary cathinone derivatives, Org Biomol Chem, 13 (2015) 9629-9636. DOI http://dx.doi.org/10.1039/c5ob01306b

    [10] S. Mohr, J.A. Weiß, J. Spreitz, M.G. Schmid, Chiral separation of new cathinone- and amphetamine-related designer drugs by gas chromatography-mass spectrometry using trifluoroacetyl-L-prolyl chloride as chiral derivatization reagent, Journal of Chromatography A, 1269 (2012) 352-359. DOI http://dx.doi.org/10.1016/j.chroma.2012.09.079

  • Metrics
    No metrics available
Share - Bookmark