Forensic Toxicology

, Volume 33, Issue 2, pp 367–373

A new pyrazole-carboxamide type synthetic cannabinoid AB-CHFUPYCA [N-(1-amino-3-methyl-1-oxobutan-2-yl)-1-(cyclohexylmethyl)-3-(4-fluorophenyl)-1H-pyrazole-5-carboxamide] identified in illegal products

  • Nahoko Uchiyama
  • Kazuhiro Asakawa
  • Ruri Kikura-Hanajiri
  • Taizo Tsutsumi
  • Takashi Hakamatsuka
Original Article

DOI: 10.1007/s11419-015-0283-8

Cite this article as:
Uchiyama, N., Asakawa, K., Kikura-Hanajiri, R. et al. Forensic Toxicol (2015) 33: 367. doi:10.1007/s11419-015-0283-8

Abstract

A new pyrazole-carboxamide type synthetic cannabinoid, AB-CHFUPYCA (1), was detected in illegal herbal products by our ongoing survey in Japan. The structure of 1 was identified by gas chromatography–mass spectrometry (GC–MS), liquid chromatography–mass spectrometry (LC–MS), liquid chromatography–high-resolution-mass spectrometry (LC–HR-MS) and nuclear magnetic resonance (NMR) analyses. Compound 1 showed a molecular weight of 400, and accurate mass measurement using LC–HR-MS revealed its molecular formula to be C22H29N4O2F. The MS and NMR spectrometric data revealed that the structure of 1 was N-(1-amino-3-methyl-1-oxobutan-2-yl)-1-(cyclohexylmethyl)-3-(4-fluorophenyl)-1H-pyrazole-5-carboxamide. Compound 1, which is a new type of synthetic cannabinoid, has a 3-(4-fluorophenyl)-1H-pyrazole group in place of a 1H-indazole group of AB-CHMINACA. To our knowledge, data on the chemistry and pharmacology of compound 1 have never been reported, and we therefore named compound 1 “AB-CHFUPYCA.”

Keywords

AB-CHFUPYCA [N-(1-amino-3-methyl-1-oxobutan-2-yl)-1-(cyclohexylmethyl)-3-(4-fluorophenyl)-1H-pyrazole-5-carboxamide] Pyrazole-carboxamide derivative Synthetic cannabinoid New psychoactive substance Illegal product Drug of abuse 

Funding information

Funder NameGrant NumberFunding Note
Health and Labor Sciences Research Grant from the Ministry of Health, Labour, and Welfare, Japan
  • H24-Iyaku-Ippan-009

Copyright information

© Japanese Association of Forensic Toxicology and Springer Japan 2015

Authors and Affiliations

  • Nahoko Uchiyama
    • 1
  • Kazuhiro Asakawa
    • 2
  • Ruri Kikura-Hanajiri
    • 1
  • Taizo Tsutsumi
    • 2
  • Takashi Hakamatsuka
    • 1
  1. 1.Division of Pharmacognosy, Phytochemistry and NarcoticsNational Institute of Health SciencesTokyoJapan
  2. 2.Tokushima Prefectural Public HealthPharmaceutical and Environmental Sciences CenterTokushimaJapan

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