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

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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.

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Acknowledgments

This work was supported in part by a research budget of the Tokyo Metropolitan Government, Japan.

Conflict of interest

These are no financial or other relations that could lead to a conflict of interest.

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Authors and Affiliations

  1. Tokyo Metropolitan Institute of Public Health, 3-24-1 Hyakunin-cho, Shinjuku-ku, Tokyo, 169-0073, Japan

    Nozomi Uemura, Chieko Kanai, Masao Yoshida, Jun’ichi Nakajima, Misako Takahashi, Jin Suzuki, Takako Moriyasu & Dai Nakae

  2. Instrumental Analysis Center, Tokyo University of Pharmacy and Life Science, Hachioji, Japan

    Haruhiko Fukaya

Authors
  1. Nozomi Uemura
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  2. Haruhiko Fukaya
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  3. Chieko Kanai
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  4. Masao Yoshida
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  5. Jun’ichi Nakajima
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  6. Misako Takahashi
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  7. Jin Suzuki
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  8. Takako Moriyasu
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  9. Dai Nakae
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Correspondence to Nozomi Uemura.

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Uemura, N., Fukaya, H., Kanai, C. et al. Identification of a synthetic cannabinoid A-836339 as a novel compound found in a product. Forensic Toxicol 32, 45–50 (2014). https://doi.org/10.1007/s11419-013-0201-x

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  • DOI: https://doi.org/10.1007/s11419-013-0201-x

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