Forensic Toxicology

, Volume 31, Issue 2, pp 281–291 | Cite as

[1-(Tetrahydropyran-4-ylmethyl)-1H-indol-3-yl]-(2,2,3,3-tetramethylcyclopropyl)methanone: a new synthetic cannabinoid identified on the drug market

  • Dariusz Zuba
  • Bogna Geppert
  • Karolina Sekuła
  • Czesław Żaba
Original Article

Abstract

A new synthetic cannabinoid, [1-(tetrahydropyran-4-ylmethyl)-1H-indol-3-yl]-(2,2,3,3-tetramethylcyclopropyl)methanone, was identified in several resinous samples seized by law enforcement officers in Poland. Its identification was based on liquid chromatography–electrospray ionization–quadrupole time-of-flight–mass spectrometry, gas chromatography–electron ionization–mass spectrometry, one-dimensional and two-dimensional nuclear magnetic resonance spectroscopy, and Fourier-transform infrared spectroscopy. The reported substance was first developed by Abbott Laboratories and patented under the name “A-834,735”. It is a potent agonist of both CB1 and CB2 receptors. Although A-834,735 shows moderate selectivity to CB2 receptor, it exhibits a CB1 affinity similar to that of ∆9-tetrahydrocannabinol. The drug has recently become available in online shops. To our knowledge, this is the first report to disclose a synthetic cannabinoid containing a (tetrahydropyran-4-yl)methyl structure in products seized from the drug market.

Keywords

Synthetic cannabinoid A-834,735 [1-(Tetrahydropyran-4-ylmethyl)-1H-indol-3-yl]-(2,2,3,3-tetramethylcyclopropyl)methanone Herbal highs LC–ESI–QTOF–MS NMR identification 

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Copyright information

© Japanese Association of Forensic Toxicology and Springer Japan 2013

Authors and Affiliations

  • Dariusz Zuba
    • 1
  • Bogna Geppert
    • 2
  • Karolina Sekuła
    • 1
  • Czesław Żaba
    • 2
  1. 1.Institute of Forensic ResearchKrakówPoland
  2. 2.Chair and Department of Forensic MedicineThe Poznań University of Medical SciencesPoznańPoland

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