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

ARIKAN ÖLMEZ N., Kapucu H., Altun N. C., Eren B.

FORENSIC TOXICOLOGY, vol.36, no.1, pp.192-199, 2018 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 36 Issue: 1
  • Publication Date: 2018
  • Doi Number: 10.1007/s11419-017-0372-y
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.192-199
  • Keywords: Synthetic cannabinoid, CUMYL-4CN-BINACA, Herbal mixture, One and two dimensional NMR, ATR-FT-IR, DRUGS
  • Bursa Uludag University Affiliated: Yes


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 H-1 and C-13 NMR spectra of the compound coincided well with the reference data. All protons and carbons were assigned by their couplings and correlations observed in H-1-H-1 correlation spectroscopy, H-1-C-13 heteronuclear multiple bond correlation, and H-1-C-13 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.