质谱识别新型合成苯环己哌啶类物质氟胺酮异构体  

Differentiation of novel synthetic phenylcyclohexyl piperidines fluamine isomers by mass spectrometry

作　　者：范一雷 陈显鑫 张宏建 吴昊 徐雨 FAN Yilei;CHEN Xianxin;ZHANG Hongjian;WU Hao;XU Yu(Key Laboratory of Drug Prevention and Control Technology of Zhejiang Province,Zhejiang Police College,Hangzhou 310052,China;Key Laboratory of Drug Monitoring and Control of Zhejiang Province,National Anti-Drug Laboratory Zhejiang Regional Center,Hangzhou 310052,China;Dian Regional Forenic Science Institute·Zhejiang,Hangzhou 310007,China)

机构地区：[1]浙江警察学院浙江省毒品防控技术研究重点实验室,杭州310052 [2]国家毒品实验室浙江分中心,浙江省禁毒和毒情监测关键技术研究重点实验室,杭州310052 [3]浙江迪安司法鉴定中心,杭州310007

出　　处：《分析试验室》2023年第3期338-343,共6页Chinese Journal of Analysis Laboratory

基　　金：浙江省基础公益研究计划项目(LGC21B050001);浙江省毒品防控技术研究重点实验室开放课题(202006)资助。

摘　　要：采用气相色谱质谱技术(GC-MS)和液相色谱高分辨质谱技术(LC-Q-Orbitrap/MS)对新精神活性物质2-氟胺酮、 3-氟胺酮以及4-氟胺酮的碎裂途径进行研究。GC-MS研究发现氟胺酮及其异构体易失去一分子甲胺和一分子乙基自由基,并经互变异构形成大共轭结构,易生成稳定的碎片离子m/z 164。但由于3-氟胺酮的F原子作用位点不重合,与F原子位于邻对位时相比较,稳定性下降,导致其生成的碎片离子m/z 164丰度相对低。LC-MS研究发现2-氟胺酮结构中的苯环上F原子容易与环己酮上的酮基形成分子内氢键,并且氟胺酮及其异构体经裂解失去一分子甲胺形成大共轭结构,促使氟胺酮及其异构体生成碎片离子m/z 191。由于F原子的位置不同,共轭体系的稳定性不同,使得2-氟胺酮及4-氟胺酮生成稳定的碎片离子m/z 191,而3-氟胺酮的碎片离子m/z 191进一步失去一分子水生成特征碎片离子m/z 173。上述特征碎裂方式可用于2-氟胺酮、 4-氟胺酮体与3-氟胺酮的质谱识别,也可为类似混合物中新精神活性物质异构体的快速分离鉴定提供技术支持。New psychoactive substances including 2-fluamine, 3-fluamine, and 4-fluamine were discriminated by liquid chromatography-mass spectrometry and gas chromatography-mass spectrometry. Since the precursor ions of fluamine and its isomers could to lose one molecule of methylamine and ethyl radical easily, a large conjugated structure was formed through tautomerization, making fluoramine and its isomer generate a stable fragment ion m/z 164. As for the 3-fluamine, due to the non-overlapping sites of the F atom, the stability of the meta-isomer decreased compared with the case the F atom locating in the ortho-para position, resulting in a relatively low abundance of the fragment ion m/z 164. In liquid chromatography-mass spectrometry, the F atom on the benzene ring in the structure of 2-fluoramine can form an intramolecular hydrogen bond with the ketone group on the cyclohexanone easily. Moreover, fluoramine and its isomers could lose a molecule of methylamine to form a large conjugated structure, which facilitated fluoramine and its isomers to generate fragment ions m/z 191. However, because of different positions of the F atoms, the stability of the conjugated system was different. For these reasons, 2-fluamine and 4-fluamine could generate stable fragment ions at m/z 191, while the fragment ions m/z 191 of 3-fluamine could further lose one molecule of water to yield characteristic fragment ion m/z 173. These different fragmentation patterns could be used to distinguish the 3-fluamine from 2-fluamine and 4-fluoramine. It could also provide technical support for the rapid separation and identification of similar new psychoactive substance isomers in mixtures.

关 键 词：新精神活性物质 氟胺酮 质谱识别 异构体区分 

分 类 号：O657.63[理学—分析化学] X832[理学—化学]