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Forensic Toxicology

, Volume 35, Issue 1, pp 45–55 | Cite as

Identification of new synthetic cannabinoid analogue APINAC (adamantan-1-yl 1-pentyl-1H-indazole-3-carboxylate) with other synthetic cannabinoid MDMB(N)-Bz-F in illegal products

  • Ji Hyun Lee
  • Han Na Park
  • Tan-Soon Leem
  • Joo-hyoung Jeon
  • Sooyeul Cho
  • Jongkook Lee
  • Sun Young Baek
Original Article

Abstract

Two synthetic cannabinoid analogues were detected using high-performance liquid chromatography (HPLC)–diode array detector, and gas chromatography–time-of-flight-mass spectrometry during the inspection of illegal products in an airmail package. The analogues were separated by semi-preparative HPLC, and their structures were determined by performing liquid chromatography–high-resolution-mass spectrometry, infrared analysis, and nuclear magnetic resonance spectroscopy. Compound 1 was MDMB(N)-Bz-F, which has been reported previously. Compound 2 was elucidated as adamantan-1-yl 1-pentyl-1H-indazole-3-carboxylate (APINAC), in which the amide group of APINACA was replaced with an ester group. Because there has been no chemical or pharmacological data about this compound until now, this is the first report of its detection in illegal products.

Keywords

Methyl 2-[1-(4-fluorobenzyl)-1H-indazole-3-carboxamido]-3,3-dimethylbutanoate 1-(4-Fluorobenzyl)-N-(1-methoxycarbonyl-2,2-dimethylpropyl)-1H-indazole-3-carboxamide [MDMB(N)-Bz-F] Adamantan-1-yl 1-pentyl-1H-indazole-3-carboxylate (APINAC) Synthetic cannabinoids Illegal product APINACA analogues 

Notes

Acknowledgments

This research was supported by Research Grants (15181MFDS521 and 15182MFDS523) from the Ministry of Food and Drug Safety (MFDS) in Korea. We thank the Central Laboratory of Kangwon National University for providing us with technical assistance on the spectroscopic experiments.

Compliance with ethical standards

Conflict of interest

The authors declare that they have no conflict of interest.

Ethical approval

This article does not contain any studies with human participants or animals performed by any of the authors.

Supplementary material

11419_2016_331_MOESM1_ESM.docx (64.3 mb)
Supplementary material 1 (DOCX 65828 kb)

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Copyright information

© Japanese Association of Forensic Toxicology and Springer Japan 2016

Authors and Affiliations

  • Ji Hyun Lee
    • 1
  • Han Na Park
    • 1
  • Tan-Soon Leem
    • 2
  • Joo-hyoung Jeon
    • 2
  • Sooyeul Cho
    • 1
  • Jongkook Lee
    • 3
  • Sun Young Baek
    • 1
  1. 1.Advanced Analysis Team, Toxicological Evaluation and Research Department, National Institute of Food and Drug Safety EvaluationMinistry of Food and Drug SafetyCheongju-siRepublic of Korea
  2. 2.Laboratory and Scientific Service, Incheon Airport CustomsKorea Customs ServiceIncheonRepublic of Korea
  3. 3.College of PharmacyKangwon National UniversityGangwon-doRepublic of Korea

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