Key Laboratory of Drug Monitoring and Control, Drug Intelligence and Forensic Center, Ministry of Public Security, P.R.C., Beijing, China.
Drug Test Anal. 2022 Feb;14(2):307-316. doi: 10.1002/dta.3185. Epub 2021 Dec 5.
To curb the manufacturing, trafficking, and abuse of synthetic cannabinoids, China implemented a class-wide regulation on synthetic cannabinoids in July 2021. Recently, three different types of synthetic cannabinoid analogs that were not covered by the generic definitions were detected in seized powdered and e-liquid materials. These derivatives included 2-(2-(1-(4-fluorobenzyl)-1H-indol-3-yl)acetamido)-3,3-dimethylbutanamide (AD-18), N'-(1-(5-fluoropentyl)-2-oxoindolin-3-ylidene)benzohydrazide (5F-MDA-19), and N'-(2-oxo-1-pentylindolin-3-ylidene)benzohydrazide (pentyl MDA-19). Identification was based on ultra-high-performance liquid chromatography-quadrupole time-of-flight-mass spectrometry (UHPLC-QTOF-MS), gas chromatography-mass spectrometry (GC-MS), nuclear magnetic resonance spectroscopy (NMR), and Fourier transform infrared spectroscopy (FT-IR). AD-18 is a methylene analog of ADB-FUBICA. No chemical or pharmacological data about AD-18 and 5F-MDA-19 have appeared until now, making this the first report on these two compounds. Pentyl MDA-19 has previously been reported to have high affinity for cannabinoid CB and CB receptors, but this is the first report of its presence in the recreational drug market. Moreover, the collision-induced dissociation (CID) and electron ionization (EI) characteristic fragmentation routes of AD-18 and the other two MDA-19 derivatives were also discussed to facilitate forensic laboratories in their identification of other substances with a similar structure in their case work.
为了遏制合成大麻素的制造、贩运和滥用,中国于 2021 年 7 月对合成大麻素实行了全面管制。最近,在查获的粉末和液体材料中检测到三种未涵盖在通用定义中的新型合成大麻素类似物。这些衍生物包括 2-(2-(1-(4-氟苄基)-1H-吲哚-3-基)乙酰胺基)-3,3-二甲基丁酰胺(AD-18)、N'-(1-(5-氟戊基)-2-氧代吲哚啉-3-亚基)苯甲酰肼(5F-MDA-19)和 N'-(2-氧代-1-戊基吲哚啉-3-亚基)苯甲酰肼(戊基 MDA-19)。鉴定是基于超高效液相色谱-四极杆飞行时间质谱(UHPLC-QTOF-MS)、气相色谱-质谱(GC-MS)、核磁共振波谱(NMR)和傅里叶变换红外光谱(FT-IR)。AD-18 是 ADB-FUBICA 的亚甲基类似物。到目前为止,还没有关于 AD-18 和 5F-MDA-19 的化学或药理学数据,这是对这两种化合物的首次报道。戊基 MDA-19 以前曾被报道对大麻素 CB 和 CB 受体具有高亲和力,但这是其在娱乐性药物市场上首次被报道。此外,还讨论了 AD-18 和其他两种 MDA-19 衍生物的碰撞诱导解离(CID)和电子电离(EI)特征碎片途径,以方便法医实验室在案件工作中识别其他具有相似结构的物质。