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氟硝西泮顺式和反式异构体的合成及其在法医分析中的应用。

Synthesis of Flubromazepam Positional Isomers for Forensic Analysis.

出版信息

J Org Chem. 2019 Aug 16;84(16):10280-10291. doi: 10.1021/acs.joc.9b01433. Epub 2019 Aug 5.

Abstract

Designer benzodiazepines have recently appeared in many forensic cases as legal alternatives to federally scheduled drugs such as diazepam (Valium) and alprazolam (Xanax). Though current forensic instrumental techniques are often sufficient for identifying novel psychoactive substances, they may not readily differentiate between potential positional isomers. Additionally, characterization data for positional isomers of known designer benzodiazepines are widely nonexistent. In this study, flubromazepam, a recognized designer benzodiazepine since 2012, was targeted for synthesis and characterization due to its potential for federal scheduling and current legal status within the United States. A practical synthetic method was developed to prepare purified reference materials for each positional isomer of flubromazepam in which the positions of the bromine and fluorine substituents were varied. Possible isomers (9 of the 12) were successfully prepared and used for further analysis.

摘要

最近,在许多法医学案例中,出现了一些设计苯并二氮䓬类药物,它们是一种合法的、可替代联邦管制药物的替代品,如地西泮(安定)和阿普唑仑(Xanax)。虽然目前的法医仪器技术通常足以识别新型精神活性物质,但它们可能不容易区分潜在的位置异构体。此外,对于已知设计苯并二氮䓬类药物的位置异构体的特征化数据广泛不存在。在这项研究中,氟溴西泮于 2012 年被确认为一种设计苯并二氮䓬类药物,由于其可能被联邦政府管制以及在美国目前的合法地位,因此被选为合成和特征化的目标。开发了一种实用的合成方法,以制备氟溴西泮每个位置异构体的纯化参考物质,其中溴和氟取代基的位置发生了变化。成功制备了可能的异构体(12 个中的 9 个),并用于进一步分析。

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