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

被引:10
|
作者
Zuba, Dariusz [1 ]
Geppert, Bogna [2 ]
Sekula, Karolina [1 ]
Zaba, Czeslaw [2 ]
机构
[1] Inst Forens Res, PL-31033 Krakow, Poland
[2] Poznan Univ Med Sci, Chair & Dept Forens Med, Poznan, Poland
关键词
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; RECEPTOR AGONIST; DERIVATIVES; AMINOALKYLINDOLES; KETONES;
D O I
10.1007/s11419-013-0191-8
中图分类号
R99 [毒物学(毒理学)];
学科分类号
100405 ;
摘要
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.
引用
收藏
页码:281 / 291
页数:11
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