Identification and characterization of an indazole-3-carboxamide class synthetic cannabinoid: 2-[1-(cyclohexylmethyl)-1H-indazole-3-carboxamido]-3,3-dimethylbutanoic acid (DMBA-CHMINACA)

Forensic Sci Int. 2018 Oct:291:167-174. doi: 10.1016/j.forsciint.2018.08.028. Epub 2018 Aug 30.

Abstract

Illicit psychoactive substances have threatened public health worldwide. An active metabolite of ADB-CHMINACA and MDMB-CHMINACA was identified for the first time in a powder-type product found in an airmail package. The structure of compound 1 was elucidated by a combination of gas chromatography-mass spectrometry (GC-MS), liquid chromatography-high resolution mass spectrometry (LC-HRMS), infrared (IR) spectroscopy, and nuclear magnetic resonance (NMR) spectroscopy. Compound 1 was proven to be an analogue of MDMB-CHMINACA, an indazole-based synthetic cannabinoid. The methyl ester group in MDMB-CHMINACA was replaced with a carboxylic acid group in compound 1. Compound 1 was determined as 2-[1-(cyclohexylmethyl)-1H-indazole-3-carboxamido]-3,3-dimethylbutanoic acid and named as DMBA-CHMINACA.

Keywords: DMBA-CHMINACA; GC–MS; LC–HRMS; MDMB-CHMINACA; Synthetic cannabinoid.

MeSH terms

  • Cannabinoids / chemistry*
  • Chromatography, Liquid
  • Gas Chromatography-Mass Spectrometry
  • Humans
  • Illicit Drugs / chemistry*
  • Indazoles / chemistry*
  • Molecular Structure
  • Spectrum Analysis

Substances

  • Cannabinoids
  • Illicit Drugs
  • Indazoles