• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利：CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法，用中文像聊天一样搜索，搜遍4000万医学文献。AI智能推荐，让科研检索更轻松。

立即免费搜索

文件翻译

保留排版，准确专业，支持PDF/Word/PPT等文件格式，支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述，25分钟生成高质量综述，智能提取关键信息，辅助科研写作。

立即免费体验

分析鉴定并区分苏式-和赤式-4-氟乙基苯丙胺。

Analytical characterization and differentiation between threo- and erythro-4-fluoroethylphenidate.

机构信息

Tokyo Metropolitan Institute of Public Health, 24-1 Hyakunincho 3-chome, Shinjuku-ku, Tokyo, 169-0073, Japan.

Tokyo Food Sanitation Association Food Research Laboratory, 1-19-10 Tokumaru, Itabashi-ku, Tokyo, 175-0083, Japan.

出版信息

Forensic Toxicol. 2023 Jul;41(2):272-286. doi: 10.1007/s11419-023-00664-y. Epub 2023 Apr 25.

DOI:10.1007/s11419-023-00664-y
PMID:37097346
Abstract

PURPOSE

Methylphenidate analogs appeared on the drug market during the last years. Its analogs contain two chiral centers and, thus, have potential varying configurations (i.e., threo and erythro forms). This study presents the analytical characterization of 4-fluoroethylphenidate (4-FEP) and its differentiation between threo- and erythro-4-FEP.

METHODS

Analysis of the samples included high-performance liquid chromatography (HPLC), gas chromatography-electron ionization-mass spectrometry (GC-EI-MS), high-resolution mass spectrometry (HRMS) analyses, nuclear magnetic resonance (NMR) spectroscopy and X-ray crystal structure analysis.

RESULTS

NMR spectroscopic investigations confirmed the differences between threo- and erythro-4-FEP, and demonstrated that both isomers could be separated using HPLC and GC methods. Two samples obtained from one vendor in 2019 consisted of threo-4-FEP, whereas the other two samples obtained from a different vendor in 2020 consisted of a mixture of threo- and erythro-4-FEP.

CONCLUSIONS

Several analytical approaches including HPLC, GC-EI-MS, HRMS analyses, NMR spectroscopy and X-ray crystal structure analysis enabled the unambiguous identification of threo- and erythro-4-FEP. The analytical data presented in this article will be useful for identifying threo- and erythro-4-FEP included in illicit products.

摘要

目的

近年来，哌醋甲酯类似物出现在毒品市场上。其类似物含有两个手性中心，因此具有潜在的不同构型（即苏式和赤式）。本研究对 4-氟乙基苯丙胺（4-FEP）进行了分析鉴定，并对其苏式和赤式异构体进行了区分。

方法

样品分析包括高效液相色谱（HPLC）、气相色谱-电子电离-质谱（GC-EI-MS）、高分辨率质谱（HRMS）分析、核磁共振（NMR）波谱和 X 射线晶体结构分析。

结果

NMR 波谱研究证实了苏式和赤式 4-FEP 之间的差异，并表明两种异构体均可通过 HPLC 和 GC 方法分离。2019 年从一个供应商获得的两个样品均为苏式 4-FEP，而 2020 年从另一个供应商获得的另外两个样品则为苏式和赤式 4-FEP 的混合物。

结论

包括 HPLC、GC-EI-MS、HRMS 分析、NMR 波谱和 X 射线晶体结构分析在内的几种分析方法可明确鉴定苏式和赤式 4-FEP。本文提供的分析数据将有助于鉴定包含在非法产品中的苏式和赤式 4-FEP。

相似文献

1
Analytical characterization and differentiation between threo- and erythro-4-fluoroethylphenidate.分析鉴定并区分苏式-和赤式-4-氟乙基苯丙胺。
Forensic Toxicol. 2023 Jul;41(2):272-286. doi: 10.1007/s11419-023-00664-y. Epub 2023 Apr 25.
2
Analytical characterization and pharmacological evaluation of the new psychoactive substance 4-fluoromethylphenidate (4F-MPH) and differentiation between the (±)-threo and (±)-erythro diastereomers.新型精神活性物质4-氟甲基苯丙胺（4F-MPH）的分析表征与药理学评价以及（±）-苏式和（±）-赤式非对映异构体之间的区分。
Drug Test Anal. 2017 Mar;9(3):347-357. doi: 10.1002/dta.2167. Epub 2017 Mar 7.
3
Screening of synthetic PDE-5 inhibitors and their analogues as adulterants: analytical techniques and challenges.筛查合成 PDE-5 抑制剂及其类似物作为掺杂物：分析技术和挑战。
J Pharm Biomed Anal. 2014 Jan;87:176-90. doi: 10.1016/j.jpba.2013.04.037. Epub 2013 May 6.
4
Structural Analysis and Characterization of 4-F-α-PVP Analog 4-F-3-Methyl-α- PVP Hydrochloride.4-F-α-PVP 类似物 4-F-3-甲基-α-PVP 盐酸盐的结构分析与表征。
Fa Yi Xue Za Zhi. 2023 Apr 25;39(2):144-150. doi: 10.12116/j.issn.1004-5619.2021.311002.
5
Characterization of the designer drug bk-2C-B (2-amino-1-(bromo-dimethoxyphenyl)ethan-1-one) by gas chromatography/mass spectrometry without and with derivatization with 2,2,2-trichloroethyl chloroformate, liquid chromatography/high-resolution mass spectrometry, and nuclear magnetic resonance.通过气相色谱/质谱法（有无用氯甲酸三氯乙酯衍生化）、液相色谱/高分辨率质谱法和核磁共振对设计药物bk-2C-B（2-氨基-1-（溴代二甲氧基苯基）乙-1-酮）进行表征。
Rapid Commun Mass Spectrom. 2015 Jul 15;29(13):1196-204. doi: 10.1002/rcm.7211.
6
Characterization of the designer drug deschloroketamine (2-methylamino-2-phenylcyclohexanone) by gas chromatography/mass spectrometry, liquid chromatography/high-resolution mass spectrometry, multistage mass spectrometry, and nuclear magnetic resonance.通过气相色谱/质谱、液相色谱/高分辨率质谱、多级质谱和核磁共振对设计药物去氯氯胺酮（2-甲基氨基-2-苯基环己酮）进行表征。
Rapid Commun Mass Spectrom. 2016 Jan 15;30(1):151-60. doi: 10.1002/rcm.7425.
7
Analysis of six 'neuro-enhancing' phenidate analogs.六种“神经增强型”哌醋甲酯类似物的分析。
Drug Test Anal. 2017 Mar;9(3):423-435. doi: 10.1002/dta.2161.
8
Conformational analysis of methylphenidate and its structural relationship to other dopamine reuptake blockers such as CFT.哌醋甲酯的构象分析及其与其他多巴胺再摄取阻滞剂（如CFT）的结构关系。
Pharm Res. 1995 Oct;12(10):1430-4. doi: 10.1023/a:1016262815984.
9
Analytically Confirmed Intoxication by 4-Fluoromethylphenidate, an Analog of Methylphenidate.经分析确认 4-氟甲基苯丙胺中毒，一种哌醋甲酯类似物。
J Anal Toxicol. 2019 Jun 1;43(5):e1-e7. doi: 10.1093/jat/bkz001.
10
Chromatographic and electrophoretic strategies for the chiral separation and quantification of d- and l-threo methylphenidate in biological matrices.生物基质中d-和l-苏式哌醋甲酯手性分离和定量的色谱及电泳策略
Biomed Chromatogr. 2014 Nov;28(11):1554-64. doi: 10.1002/bmc.3312. Epub 2014 Sep 5.

引用本文的文献

1
Catabolism of 2-keto-3-deoxy-galactonate and the production of its enantiomers.2-酮-3-脱氧半乳糖酸盐的分解代谢及其对映异构体的生成。
Appl Microbiol Biotechnol. 2024 Jul 2;108(1):403. doi: 10.1007/s00253-024-13235-x.

本文引用的文献

1
Use of cognitive enhancers: methylphenidate and analogs.认知增强剂的使用：哌醋甲酯及其类似物。
Eur Rev Med Pharmacol Sci. 2019 Jan;23(1):3-15. doi: 10.26355/eurrev_201901_16741.
2
Pharmacological profile of methylphenidate-based designer drugs.基于哌醋甲酯的设计药物的药理学特性。
Neuropharmacology. 2018 May 15;134(Pt A):133-140. doi: 10.1016/j.neuropharm.2017.08.020. Epub 2017 Aug 18.
3
Analytical characterization and pharmacological evaluation of the new psychoactive substance 4-fluoromethylphenidate (4F-MPH) and differentiation between the (±)-threo and (±)-erythro diastereomers.
新型精神活性物质4-氟甲基苯丙胺（4F-MPH）的分析表征与药理学评价以及（±）-苏式和（±）-赤式非对映异构体之间的区分。
Drug Test Anal. 2017 Mar;9(3):347-357. doi: 10.1002/dta.2167. Epub 2017 Mar 7.
4
Analysis of six 'neuro-enhancing' phenidate analogs.六种“神经增强型”哌醋甲酯类似物的分析。
Drug Test Anal. 2017 Mar;9(3):423-435. doi: 10.1002/dta.2161.
5
Comments on "Characterization of four new designer drugs, 5-chloro-NNEI, NNEI indazole analog, α-PHPP and α-POP, with 11 newly distributed designer drugs in illegal products".对《非法产品中四种新型设计药物5-氯-NNEI、NNEI吲唑类似物、α-PHPP和α-POP以及11种新上市设计药物的表征》的评论
Forensic Sci Int. 2015 Jun;251:e15-7. doi: 10.1016/j.forsciint.2015.04.008. Epub 2015 Apr 16.
6
Use of methylphenidate among medical students: a systematic review.医学生中哌甲酯的使用：一项系统综述。
Rev Assoc Med Bras (1992). 2013 May-Jun;59(3):285-9. doi: 10.1016/j.ramb.2012.10.007. Epub 2013 May 13.
7
Neuroenhancement: status quo and perspectives.神经增强：现状与展望。
Eur Arch Psychiatry Clin Neurosci. 2008 Nov;258 Suppl 5:110-4. doi: 10.1007/s00406-008-5022-2.
8
Synthesis and pharmacology of site specific cocaine abuse treatment agents: a new synthetic methodology for methylphenidate analogs based on the Blaise reaction.位点特异性可卡因滥用治疗药物的合成与药理学：基于布莱斯反应的哌醋甲酯类似物的新合成方法。
Eur J Med Chem. 2001 Apr;36(4):303-11. doi: 10.1016/s0223-5234(01)01230-2.
9
Methylphenidate: its pharmacology and uses.哌甲酯：其药理学与用途。
Mayo Clin Proc. 2000 Jul;75(7):711-21. doi: 10.4065/75.7.711.
10
Asymmetric synthesis and pharmacology of methylphenidate and its para-substituted derivatives.哌醋甲酯及其对位取代衍生物的不对称合成与药理学
J Med Chem. 1998 Feb 12;41(4):591-601. doi: 10.1021/jm970620j.