Forensic Toxicology

, Volume 32, Issue 1, pp 45–50

Identification of a synthetic cannabinoid A-836339 as a novel compound found in a product

  • Nozomi Uemura
  • Haruhiko Fukaya
  • Chieko Kanai
  • Masao Yoshida
  • Jun’ichi Nakajima
  • Misako Takahashi
  • Jin Suzuki
  • Takako Moriyasu
  • Dai Nakae
Original Article

DOI: 10.1007/s11419-013-0201-x

Cite this article as:
Uemura, N., Fukaya, H., Kanai, C. et al. Forensic Toxicol (2014) 32: 45. doi:10.1007/s11419-013-0201-x

Abstract

As a part of the work conducted in our laboratory, we encountered a case in which new chemical compound was contained in a certain product. This compound was found to have a molecular weight of 310 Da by liquid chromatography–mass spectrometry and gas chromatography–mass spectrometry. Accurate mass spectrometry measurements showed that the compound had an elemental composition of C16H26N2O2S. Using these mass data together with those obtained by nuclear magnetic resonance analysis and X-ray crystallographic analysis, this compound was identified as N-[3-(2-methoxyethyl)-4,5-dimethyl-2(3H)-thiazolylidene]-2,2,3,3-tetramethylcyclopropanecarboxamide, which was reported in 2009 and named A-836339. It was described as a thiazol derivative and a selective agonist of G-protein-coupled cannabinoid receptor CB2. This is the first report to identify this compound in a dubious product.

Keywords

A-836339 Synthetic cannabinoid X-Ray crystallographic analysis TOF–MS NMR 

Copyright information

© Japanese Association of Forensic Toxicology and Springer Japan 2013

Authors and Affiliations

  • Nozomi Uemura
    • 1
  • Haruhiko Fukaya
    • 2
  • Chieko Kanai
    • 1
  • Masao Yoshida
    • 1
  • Jun’ichi Nakajima
    • 1
  • Misako Takahashi
    • 1
  • Jin Suzuki
    • 1
  • Takako Moriyasu
    • 1
  • Dai Nakae
    • 1
  1. 1.Tokyo Metropolitan Institute of Public HealthTokyoJapan
  2. 2.Instrumental Analysis CenterTokyo University of Pharmacy and Life ScienceHachiojiJapan