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Forensic Toxicol. 2018;36(2):359-374. doi: 10.1007/s11419-018-0413-1. Epub 2018 Apr 05.

Chemical synthesis, characterisation and in vitro and in vivo metabolism of the synthetic opioid MT-45 and its newly identified fluorinated analogue 2F-MT-45 with metabolite confirmation in urine samples from known drug users.

Forensic toxicology

Craig McKenzie, Oliver B Sutcliffe, Kevin D Read, Paul Scullion, Ola Epemolu, Daniel Fletcher, Anders Helander, Olof Beck, Alexia Rylski, Lysbeth H Antonides, Jennifer Riley, Shannah A Smith, Niamh Nic Daeid

Affiliations

  1. 1Forensic Drug Research Centre, Centre for Anatomy and Human Identification, School of Science and Engineering, University of Dundee, Dundee, UK.
  2. 2Division of Chemistry and Environmental Science, School of Science and the Environment, Manchester Metropolitan University, Manchester, UK.
  3. 3Drug Discovery Unit, School of Life Sciences, University of Dundee, Dundee, UK.
  4. 4Department of Laboratory Medicine, Karolinska Institutet and Karolinska University Laboratory, Stockholm, Sweden.
  5. 5Leverhulme Research Centre for Forensic Science, School of Science and Engineering, University of Dundee, Dundee, UK.

PMID: 29963206 PMCID: PMC6002428 DOI: 10.1007/s11419-018-0413-1

Abstract

PURPOSE: The detection of a novel psychoactive substance, 2F-MT-45, a fluorinated analogue of the synthetic opioid MT-45, was reported in a single seized tablet. MT-45, 2F-, 3F- and 4F-MT-45 were synthesised and reference analytical data were reported. The in vitro and in vivo metabolisms of MT-45 and 2F-MT-45 were investigated.

METHOD: The reference standards and seized sample were characterised using nuclear magnetic resonance spectroscopy, ultra-performance liquid chromatography-quadrupole time of flight mass spectrometry, gas chromatography-mass spectrometry, attenuated total reflectance-Fourier transform infrared spectroscopy and Raman spectroscopy. Presumptive tests were performed and physicochemical properties of the compounds determined. Metabolite identification studies using human liver microsomes, human hepatocytes, mouse hepatocytes and in vivo testing using mice were performed and identified MT-45 metabolites were confirmed in authentic human urine samples.

RESULTS: Metabolic pathways identified for MT-45 and 2F-MT-45 were

CONCLUSIONS: 2F-MT-45 has been detected in a seized tablet for the first time. The metabolite identification data provide useful urinary metabolite targets for forensic and clinical testing for MT-45 and allows screening of urine for 2F-MT-45 and its major metabolites to determine its prevalence in case work.

Keywords: 2F-MT-45; Clinical and forensic toxicology; MT-45; Metabolite identification; Novel psychoactive substances; Synthetic opioids

Conflict of interest statement

Compliance with ethical standardsThere are no financial or other relations that could lead to a conflict of interest.All procedures performed in this study involving human participants were in accorda

References

  1. Forensic Sci Int. 2017 Aug;277:e30-e35 - PubMed
  2. Br J Dermatol. 2017 Apr;176(4):1021-1027 - PubMed
  3. Front Psychiatry. 2017 Jun 30;8:110 - PubMed
  4. J Anal Toxicol. 2017 Oct 1;41(8):688-697 - PubMed
  5. Anal Bioanal Chem. 2016 Nov;408(29):8467-8481 - PubMed
  6. J Anal Toxicol. 2016 May;40(4):313-7 - PubMed
  7. Scand J Clin Lab Invest. 2013 Aug;73(5):400-6 - PubMed
  8. J Med Chem. 1987 Oct;30(10):1779-87 - PubMed
  9. J Mass Spectrom. 2017 Aug;52(8):497-506 - PubMed
  10. Jpn J Pharmacol. 1978 Jun;28(3):505-6 - PubMed
  11. Drug Test Anal. 2018 Mar;10(3):496-506 - PubMed
  12. Clin Toxicol (Phila). 2014 Sep-Oct;52(8):901-4 - PubMed
  13. Methods Find Exp Clin Pharmacol. 1998 Sep;20(7):575-80 - PubMed
  14. Arch Int Pharmacodyn Ther. 1976 May;221(1):105-21 - PubMed
  15. J Addict Med. 2017 Jul/Aug;11(4):256-265 - PubMed
  16. Clin Toxicol (Phila). 2015 Jan;53(1):54-9 - PubMed
  17. J Med Chem. 1975 Dec;18(12):1240-4 - PubMed
  18. Life Sci. 1983;33 Suppl 1:431-4 - PubMed
  19. J Pharm Biomed Anal. 2017 Sep 5;143:32-42 - PubMed
  20. Toxicol Lett. 2017 Oct 5;280:142-150 - PubMed
  21. Chem Biol Interact. 2007 May 20;168(1):16-29 - PubMed
  22. Forensic Sci Int. 2017 May;274:55-63 - PubMed
  23. Neuropharmacology. 2018 May 15;134(Pt A):101-107 - PubMed

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