Identification of a novel norketamine precursor from seized powders: 2-(2-chlorophenyl)-2-nitrocyclohexanone

Forensic Sci Int. 2022 Apr:333:111241. doi: 10.1016/j.forsciint.2022.111241. Epub 2022 Feb 24.

Abstract

The identification of new psychoactive substances (NPSs) and their precursors is crucial to understand trends in NPSs so that they can be regulated before they pose a serious threat to human health. In this case, 24 bags containing approximately 600 kg of yellow powder were seized; the smugglers had been monitored for 3 years by the officers of Taiwan's Ministry of Justice Investigation Bureau. A handheld Raman analyzer yielded a positive result for N-boc norketamine; thus, the seized powder was sent to this laboratory for confirmation through gas chromatography-mass spectrometry, liquid chromatographyhigh-resolution mass spectrometry, proton nuclear magnetic resonance (1H NMR), carbon-13 nuclear magnetic resonance (13C NMR), two-dimensional correlation NMR measurements (2D_COSY), heteronuclear single-quantum correlation NMR measurements (2D_HSQC), and single-crystal X-ray diffraction. This thermolabile powder was subsequently identified as 2-(2-chlorophenyl)- 2-nitrocyclohexanone (2-CPNCH), which can be employed as a precursor for the synthesis of norketamine and is available commercially. Norketamine has similar pharmacological effects to ketamine and phencyclidine but is not regulated in many countries. In this case report, mass fragments, 1H NMR, 13C NMR, 2D_COSY, and 2D_HSQC data of 2-CPNCH are presented; moreover, how criminals exploit the loopholes in the law for conducting unauthorized drug manufacturing is discussed.

Keywords: Ketamine metabolites; New psychoactive substances; Norketamine precursor; Seized material; Single-crystal X-ray diffraction.

Publication types

  • Case Reports

MeSH terms

  • Cyclohexanones
  • Gas Chromatography-Mass Spectrometry
  • Humans
  • Ketamine* / analogs & derivatives
  • Powders

Substances

  • 2-nitrocyclohexanone
  • Cyclohexanones
  • Powders
  • Ketamine
  • norketamine