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Forensic Toxicology

, Volume 36, Issue 1, pp 192–199 | Cite as

Identification of the synthetic cannabinoid N-(2-phenyl-propan-2-yl)-1-(4-cyanobutyl)-1H-indazole-3-carboxamide (CUMYL-4CN-BINACA) in a herbal mixture product

  • Nevin Arıkan Ölmez
  • Hicran Kapucu
  • Neslihan Çallı Altun
  • Bülent Eren
Case Report

Abstract

We were the first to detect N-(2-phenylpropan-2-yl)-1-(4-cyanobutyl)-1H-indazole-3-carboxamide (common name CUMYL-4CN-BINACA) as a new synthetic cannabinoid, on the illegal market in Bursa, Turkey. To elucidate the chemical structure, the dried herbal mixture was extracted with methanol. The extract was purified by column chromatography. Pure compound was analyzed by gas chromatography–mass spectrometry (GC–MS), attenuated total reflection Fourier-transform infrared spectroscopy (FT-IR), and one- and two-dimensional nuclear magnetic resonance (NMR) spectroscopy. The GC–MS, FT-IR and 1H and 13C NMR spectra of the compound coincided well with the reference data. All protons and carbons were assigned by their couplings and correlations observed in 1H-1H correlation spectroscopy, 1H-13C heteronuclear multiple bond correlation, and 1H-13C heteronuclear single quantum coherence spectra. On the basis of the spectral data, the compound was identified as CUMYL-4CN-BINACA. Herewith, we report analytical characteristics of CUMYL-4CN-BINACA enabling its (and possible analogues thereof) determination in criminal seizures.

Keywords

Synthetic cannabinoid CUMYL-4CN-BINACA Herbal mixture One and two dimensional NMR ATR-FT-IR 

Notes

Acknowledgements

The authors thank Assoc. Prof. Dr. Yalçın Büyük (President of the Council of Forensic Medicine, İstanbul, Turkey) and Dr. Evren Şahin (Branch of The Council of Forensic Medicine, Bursa, Turkey) for their technical assistance.

Compliance with ethical standards

Conflict of interest

The authors declare that there are no financial or other relations thet could lead to a conflict of interest.

Ethical approval

This article does not contain any studies with human participants or animals performed by any of the authors.

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Copyright information

© Japanese Association of Forensic Toxicology and Springer Japan KK 2017

Authors and Affiliations

  1. 1.Department of ChemistryUludağ UniversityBursaTurkey
  2. 2.Branch of The Council of Forensic MedicineBursaTurkey

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