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

作者：Zuba Dariusz^*; Geppert Bogna; Sekula Karolina; Zaba Czeslaw

来源：Forensic Toxicology, 2013, 31(2): 281-291.

DOI：10.1007/s11419-013-0191-8

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

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 a dagger(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.

• 出版日期2013-7