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Identification and characterization of chemically masked derivatives of pseudoephedrine, ephedrine, methamphetamine, and MDMA.
Drug Testing and Analysis ( IF 2.6 ) Pub Date : 2020-01-30 , DOI: 10.1002/dta.2764
Alexandra Mayer 1, 2 , Brent Copp 1 , Ben Bogun 2 , Gordon Miskelly 1
Affiliation  

The emergence of chemically masked illicit drugs represents a challenge to global initiatives that are working to prevent their manufacture and distribution. Targeted analytical techniques currently used by law enforcement to identify unknown materials rely on spectroscopic and spectrophotometric databases that do not currently include some of these compounds, making their identification challenging. This study aimed to update compound spectral libraries to aid in the rapid detection and identification of these masked drugs, as well as to provide insight into their synthetic procedures. Five commonly employed protecting groups, acetyl, p‐tosyl, methoxycarbonyl, Fmoc, and t‐Boc, were appended to pseudoephedrine, ephedrine, methamphetamine, and MDMA. Characterization was carried out using NMR, GC‐MS, FTIR, high‐resolution LC‐MS/MS, and common screening color tests. Some of the methoxycarbonyl and t‐Boc derivatives and all of the Fmoc derivatives showed partial or full thermal degradation or rearrangement during GC‐MS analysis, while LC‐MS/MS analysis did not always show characteristic fragmentation that would allow unambiguous assignment of the structure. Restricted rotation in some of the derivatives meant that NMR assignments could only be made using NMR spectra acquired at elevated temperature. Therefore, GC‐MS and LC‐MS/MS analyses serve complementary roles for these derivatives, with NMR providing confirmation of structure for the pure materials if necessary.

中文翻译:

伪麻黄碱,麻黄碱,甲基苯丙胺和MDMA的化学掩蔽衍生物的鉴定和表征。

化学掩盖的非法药物的出现对正在努力防止其制造和销售的全球倡议构成了挑战。执法部门目前用于识别未知物质的目标分析技术依赖于光谱和分光光度数据库,这些数据库目前尚不包括其中的某些化合物,因此很难进行鉴定。这项研究旨在更新化合物光谱库,以帮助快速检测和鉴定这些被掩盖的药物,并提供对其合成程序的深入了解。五个常用的保护基,乙酰基,甲苯磺酰基,甲氧羰基,Fmoc和t-Boc被添加到伪麻黄碱,麻黄碱,甲基苯丙胺和MDMA中。使用NMR,GC-MS,FTIR,高分辨率LC-MS / MS和常用的筛查颜色测试进行表征。在GC-MS分析过程中,一些甲氧羰基和t- Boc衍生物以及所有Fmoc衍生物表现出部分或全部热降解或重排,而LC-MS / MS分析并不总是显示出特征性的片段化,从而可以明确分配结构。一些衍生物的旋转受限制意味着只能使用在高温下获得的NMR光谱进行NMR分配。因此,GC-MS和LC-MS / MS分析对这些衍生物起补充作用,如果需要,NMR可以确认纯物质的结构。
更新日期:2020-01-30
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