National Institute of Health Sciences, Setagaya-ku, Tokyo, Japan.
Forensic Sci Int. 2010 May 20;198(1-3):31-8. doi: 10.1016/j.forsciint.2010.01.004.
Several synthetic cannabinoids were found in 44 of 46 different kinds of herbal products that are currently distributed on the illegal drug market in Japan due to their expected narcotic effects. Gas chromatography-mass spectrometry (GC-MS) and liquid chromatography-mass spectrometry (LC-MS) analyses indicated that most of the products contained two major synthetic cannabinoids: (1RS,3SR)-3-[2-hydroxy-4-(2-methylnonan-2-yl)phenyl]cyclohexan-1-ol, renamed cannabicyclohexanol with the agreement of Pfizer Inc., and/or 1-naphthalenyl(1-pentyl-1H-indol-3-yl)methanone, named JWH-018. Oleamide (cis-9,10-octadecenoamide), which is an endogenous cannabinoid, was also detected in 7 products. Additionally, two synthetic cannabinoids were identified as minor components in some products. One was (1RS,3SR)-3-[2-hydroxy-4-(2-methyloctan-2-yl)phenyl]cyclohexan-1-ol, which is named CP-47,497 and is a homolog of cannabicyclohexanol. The other was 1-naphthalenyl(1-butyl-1H-indol-3-yl)methanone, which is named JWH-073 and is a homolog of JWH-018. These compounds were reported as synthetic cannabinoids possessing pharmacological cannabimimetic activity. The concentrations of cannabicyclohexanol, JWH-018 and oleamide in the products ranged from 1.1 to 16.9mg/g, 2.0 to 35.9mg/g and 7.6 to 210.9mg/g, respectively, and showed considerable variation. In this study, details of the analysis and identification of these synthetic cannabinoids in herbal products being sold on the Japanese drug market are described.
46 种不同类型的草药制品中有 44 种被发现含有几种合成大麻素,这些制品在日本非法毒品市场上销售,因为它们具有预期的麻醉效果。气相色谱-质谱(GC-MS)和液相色谱-质谱(LC-MS)分析表明,大多数产品含有两种主要的合成大麻素:(1RS,3SR)-3-[2-羟基-4-(2-甲基壬烷-2-基)苯基]环己醇,经辉瑞公司同意更名为大麻环烷醇,和/或 1-萘基(1-戊基-1H-吲哚-3-基)甲酮,命名为 JWH-018。在内源性大麻素中也检测到 7 种产品中的油酰胺(顺式-9,10-十八碳烯酰胺)。此外,在一些产品中还鉴定出两种合成大麻素作为次要成分。一种是(1RS,3SR)-3-[2-羟基-4-(2-甲基辛烷-2-基)苯基]环己醇,命名为 CP-47,497,是大麻环烷醇的同系物。另一种是 1-萘基(1-丁基-1H-吲哚-3-基)甲酮,命名为 JWH-073,是 JWH-018 的同系物。这些化合物被报道为具有药理学大麻样活性的合成大麻素。产品中大麻环烷醇、JWH-018 和油酰胺的浓度分别为 1.1 至 16.9mg/g、2.0 至 35.9mg/g 和 7.6 至 210.9mg/g,变化较大。在本研究中,描述了在日本毒品市场上销售的草药制品中这些合成大麻素的分析和鉴定的详细情况。