新型合成大麻素ADB-BUTINACA的波谱分析及结构确证

Mass Spectrometric Analysis and Structural Confi rmation of ADBBUTINACA–a Novel Synthetic Cannabinoid

本文旨在对新型氨基烷基吲哚类合成大麻素ADB-BUTINACA进行结构确认。对缴获的电子烟油经柱层析法提取纯化后,用气相色谱-质谱(GC-MS)、高效液相色谱-四极杆串联飞行时间质谱(UPLC-QTOF)、核磁共振(^(1)H-NMR、^(13)C-NMR)、红外光谱(IR)进行分析,确定化合物结构式。通过UPLC-QTOF获得未知化合物的精确质量数为330.2127,结合^(1)H-NMR确定质子数为26及其归属,^(13)CNMR确定碳的类型,GC-MS及UPLC-QTOF二级质谱裂解碎片离子为m/z 286.2、201.1(基峰)、145.0、257.1推断其结构可能断裂路径,IR的吸收特征确定其含有苯环、酰胺、伯胺、仲胺、叔胺、甲基及偕二甲基等官能团,确认该化合物分子式为C_(18)H_(26)N_(4)O_(2),化学名称为N-(1-amino-3,3-dimethyl-1-oxobutan-2-yl)-1-butyl-^(1)H-indazole-3-carboxamide,即ADB-BUTINACA。利用GC-MS、UPLC-QTOF、^(1)H-NMR、^(13)CNMR、IR多种检测方法联合应用,可以应用于未知精神类活性物质的检验。

This paper aims to confirm the structure of a novel aminoalkyl-indole synthetic cannabinoid-ADB-Butinaca.From the seized electronic cigarette oil,an unknown compound was extracted and purified through column chromatography,successively having undergone the determination of gas chromatography-mass spectrometry(GC-MS),high-performance liquid chromatography-quadrupole tandem time-of-flight mass spectrometry(UPLC-QTOF),nuclear magnetic resonance(^(1)H-NMR,^(13)CNMR)and infrared spectroscopy(IR).The results show that the precise mass quantity of the unknown compound detected by UPLC-QTOF is 330.2127,with the proton quantity of 26 and relevant attribution being determined from^(1)H-NMR,the type of carbon defined from^(13)CNMR.The characteristic ions(m/z)of the main components in the sample are the respective 286.2,201.1(base peak),145.0 and 257.1 out from both GC-MS and UPLC-QTOF secondary mass spectrometry so that the postulated structural fracture path has been inferred.IR has determined the type of such functional groups as benzene ring,amide,primary amine,secondary amine,tertiary amine,methyl and aciddimethy by way of the related absorption characteristics.Eventually,the unknown compound has been confimed as C_(18)H_(26)N_(4)O_(2),chemical designation as N-(1-amino-3,3-dimethyl-1-oxobutan-2-yl)-1-butyl-1H-indazole-3-carboxamide,that is,ADB-Butinaca.The combination of GC-MS,uplc-qtof,^(1)H-NMR,^(13)CNMR,and IR can be applied to detect unknown psychoactive substances.