5-溴-2-噻吩乙胺盐酸盐 | 86423-47-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 5-溴-2-噻吩乙胺盐酸盐
• 中文别名: 2-(5-溴-2-噻吩)乙胺盐酸盐
• 英文名称: 2-(5-bromothien-2-yl)-ethylamine hydrochloride
• 英文别名: 2-(5-Bromothiophen-2-yl)ethanamine hydrochloride；2-(5-bromothiophen-2-yl)ethanamine;hydrochloride
• CAS: 86423-47-4
• 化学式: C₆H₈BrNS*ClH
• 分子量: 242.567
• InChiKey: UQZYURSUTNERFP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.43
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  54.3
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  imidazole-1-carbothionic acid (5-bromopyridin-2-yl)amide 、 5-溴-2-噻吩乙胺盐酸盐 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 N-[2-(5-bromothiophen-2-yl)ethyl]-N'-(5-bromo-2-pyridyl)thiourea
  参考文献：
  名称：

  Regiospecific Synthesis of 5‐Halo‐substituted Thiophene Pyridyl Thiourea Compounds as Non‐nucleoside Inhibitors of HIV‐1 Reverse Transcriptase

  摘要：

  The regiospecific synthesis of 5-halothiophenethylamines and halosubstituted phenylethyl thioureas was accomplished with an overall yield of 45 - 60%. Condensation of t-boc protected 2-thiophenethylamine with N-halo succinamide in dimethylformamide furnished the desired halo-substituted thiophenethylamines. These thiophenethyl amines were further converted into biologically active thiourea compounds using thiocarbonyldiimidazole chemistry. Several of the halo-substituted thiophene pyridyl thiourea compounds inhibited HIV-1 reverse transcriptase (RT) at nanomolar concentrations.

  DOI：

  10.1081/scc-120039499
• 作为产物：
  描述：

  噻吩乙胺 在 盐酸 、 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 5-溴-2-噻吩乙胺盐酸盐
  参考文献：
  名称：

  Regiospecific Synthesis of 5‐Halo‐substituted Thiophene Pyridyl Thiourea Compounds as Non‐nucleoside Inhibitors of HIV‐1 Reverse Transcriptase

  摘要：

  The regiospecific synthesis of 5-halothiophenethylamines and halosubstituted phenylethyl thioureas was accomplished with an overall yield of 45 - 60%. Condensation of t-boc protected 2-thiophenethylamine with N-halo succinamide in dimethylformamide furnished the desired halo-substituted thiophenethylamines. These thiophenethyl amines were further converted into biologically active thiourea compounds using thiocarbonyldiimidazole chemistry. Several of the halo-substituted thiophene pyridyl thiourea compounds inhibited HIV-1 reverse transcriptase (RT) at nanomolar concentrations.

  DOI：

  10.1081/scc-120039499

文献信息

• Process for the preparation of .beta.-cyclo-substituted ethylamines
  申请人：Sanofi

  公开号：US04493931A1

  公开（公告）日：1985-01-15

  The present invention provides a multistep process for the preparation of .beta.-cyclo-substituted ethylamines of the general formula:- Ar--CH.sub.2 --CH.sub.2 --NH.sub.2 (I) in which AR is a heterocyclic or non-heterocyclic aromatic radical, which is optionally mono- or poly- substituted, wherein said compounds represent a class of intermediates which can be converted to 4,5,6,7-tetrahydro[3,2-C] or [2,3-C]pyridines wherein the latter are useful for anti-inflammatory, vasodilator or blood platelet aggregation inhibition activities.

  本发明提供了一种用于制备β-环代替乙胺的多步骤过程，其一般公式为：Ar--CH.sub.2 --CH.sub.2 --NH.sub.2（I），其中Ar是一种杂环或非杂环芳基，可以是单取代或多取代的，所述化合物代表一类中间体，可以转化为4,5,6,7-四氢[3,2-C]或[2,3-C]吡啶，后者可用于抗炎、扩血管或抑制血小板聚集活性。
• US4493931A
  申请人：——

  公开号：US4493931A

  公开（公告）日：1985-01-15
• Regiospecific Synthesis of 5‐Halo‐substituted Thiophene Pyridyl Thiourea Compounds as Non‐nucleoside Inhibitors of HIV‐1 Reverse Transcriptase
  作者：T. K. Venkatachalam、F. M. Uckun

  DOI：10.1081/scc-120039499

  日期：2004.1.1

  The regiospecific synthesis of 5-halothiophenethylamines and halosubstituted phenylethyl thioureas was accomplished with an overall yield of 45 - 60%. Condensation of t-boc protected 2-thiophenethylamine with N-halo succinamide in dimethylformamide furnished the desired halo-substituted thiophenethylamines. These thiophenethyl amines were further converted into biologically active thiourea compounds using thiocarbonyldiimidazole chemistry. Several of the halo-substituted thiophene pyridyl thiourea compounds inhibited HIV-1 reverse transcriptase (RT) at nanomolar concentrations.