Characterization of 17 unknown ketamine manufacturing by‐product impurities by UHPLC‐QTOF‐MS

杂质 化学 分子 质谱法 电喷雾电离 质子化 离子 色谱法 有机化学
作者
Cuimei Liu,Zhendong Hua,Jia Wang,Peipei Liu,Yu Xu
出处
期刊:Drug Testing and Analysis [Wiley]
被引量:6
标识
DOI:10.1002/dta.3336
摘要

Abstract This study initially reported the selection and characterization of 17 unknown impurities attributed to the manufacture process of ketamine. A total of 150 seized ketamine samples were investigated through ultra‐high‐performance liquid chromatography‐quadrupole‐time of flight (UHPLC‐Q‐TOF). Seventeen characteristic impurities were selected in accordance with four criteria: The compound was detected in over 10% of all 150 seized ketamine samples, the compound had at least one nitrogen, the unsaturation of the compound was more than 5, and the compound was stable in the dilution solvent solution for 48 h. The accurate masses of the protonated molecules and product ions of the target impurities were obtained based on the full scan mode and the product ion mode of Q‐TOF, respectively. Lastly, the possible structures of the above impurities were tentatively elucidated in accordance with the synthetic route of ketamine, protonated molecules, and MS 2 product ions. All 17 impurities had the same skeleton of deschloroketamine (DCK), but were substituted with additional chlorine, hydroxyl, methyl, cyclohexane, and o ‐chlorophenyl cyclopentyl ketone substituents. Under the electrospray ionization (ESI), the above impurities showed similar characteristic fragment ions through the dissociation of the CH 3 NH 2, C 2 H 6 NH, H 2 O, CO, C 2 H 4 O, C 4 H 6 , and C 2 H 2 moieties. The above impurities have been routinely used for the profiling analysis of seized ketamine samples in the National Narcotics Laboratory of China and employed to establish the tactical intelligence for law enforcement agencies.
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