Biotransformation and detectability of the designer drug 2,5-dimethoxy-4-propylphenethylamine (2C-P) studied in urine by GC-MS, LC-MSn, and LC-high-resolution-MSn

Biotransformation and detectability of the designer drug 2,5-dimethoxy-4-propylphenethylamine (2C-P) studied in urine by GC-MS, LC-MSn, and LC-high-resolution-MSn
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通过 GC-MS、LC-MSn 和 LC-高分辨率 MSn 研究尿液中设计药物 2,5-二甲氧基-4-丙基苯乙胺 (2C-P) 的生物转化和可检测性

DOI:
10.1007/s00216-014-8083-2
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发表时间:
2014
影响因子:
4.3
通讯作者:
Maurer HH
Maurer HH
中科院分区:
化学2区
文献类型:
--
作者:
Wink CS;Meyer MR;Braun T;Turcant A;Maurer HH

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2,5-二甲氧基-4-丙基苯乙胺(2,5-二甲氧基-4-丙基苯乙胺,2C-P)是一种苯乙胺类的致幻特制药物,即所谓的2Cs,根据氮和芳香环之间的乙基间隔而命名。本工作的目的是鉴定2C-P的I相和II相代谢物。此外,还测试了尿中2C-P及其代谢物在临床或法医案件中作为摄入量证据的可检出性。根据已鉴定的代谢物,提出了以下途径:N-乙酰化;脱氨基,然后还原为相应的醇并氧化为碳酸;在不同位置上的单-和双羟基化;单-和双-O-脱甲基化,然后是葡萄糖醛酸化、硫酸化或两者兼而有之;以及这些步骤的组合。通过两种标准的尿液筛查方法--GC-MS和LC-MS方法,都可以证明普通使用者摄入2C-P的剂量。
2,5-Dimethoxy-4-propylphenethylamine (2C-P) is a hallucinogenic designer drug of the phenethylamine class, the so-called 2Cs, named according to the ethyl spacer between the nitrogen and the aromatic ring. The aims of the present work were to identify the phases I and II metabolites of 2C-P. In addition, the detectability of 2C-P and its metabolites in urine as proof of an intake in clinical or forensic cases was tested. According to the identified metabolites, the following pathways were proposed:N-acetylation; deamination followed by reduction to the corresponding alcohol and oxidation to carbonic acid; mono- and bis-hydroxylation at different positions; mono- and bis-O-demethylation, followed by glucuronidation, sulfation, or both; and combination of these steps. Proof of an intake of a common user’s dose of 2C-P was possible by both standard urine screening approaches, the GC-MS as well as the LC-MSnapproach.
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