2,5-二氯噻吩-3-硼酸 | 177735-28-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 中文名称: 2,5-二氯噻吩-3-硼酸
• 英文名称: (2,5-dichlorothiophen-3-yl)-dihydroxyborane
• 英文别名: 2,5-Dichloro-thiophen-3-yl-boronic acid；(2,5-Dichlorothiophen-3-YL)boronic acid
• CAS: 177735-28-3
• 化学式: C₄H₃BCl₂O₂S
• mdl: MFCD09837622
• 分子量: 196.85
• InChiKey: UAAPRNJFCCPYBD-UHFFFAOYSA-N

物化性质

• 沸点：
  345.9±52.0 °C(Predicted)
• 密度：
  1?+-.0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.19
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68.7
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P261,P264,P271,P280,P302+P352,P304+P340+P312,P305+P351+P338,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H315,H319,H335

反应信息

• 作为反应物：
  描述：

  N-[(5-bromo-1,2-oxazol-3-yl)methyl]adamantan-1-amine 、 2,5-二氯噻吩-3-硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 以67%的产率得到N-((5-(2,5-dichlorothiophen-3-yl)isoxazol-3-yl)methyl)adamantan-1-amine
  参考文献：
  名称：

  Expeditious Lead Optimization of Isoxazole-Containing Influenza A Virus M2-S31N Inhibitors Using the Suzuki–Miyaura Cross-Coupling Reaction

  摘要：

  The existence of multidrug-resistant influenza viruses, coupled with the continuously antigenic shift and antigenic drift of influenza viruses, necessitates the development of the next-generation of influenza antivirals. As the AM2-S31N mutant persists in more than 95% of current circulating influenza A viruses, targeting the AM2-S31N proton channel appears to be a logical and valid approach to combating drug resistance. Starting from compound 1, an isoxazole compound with potent AM2-S31N channel blockage and antiviral activity, in this study we report an expeditious synthetic strategy that allows us to promptly explore the structure activity relationships of isoxazole-containing AM2-S31N inhibitors. Propelled by the convenient synthesis, the lead optimization effort yielded a number of potent antivirals with submicromolar efficacy against several human clinical isolates of influenza A viruses, including both oseltamivir-sensitive and -resistant strains.

  DOI：

  10.1021/acs.jmedchem.6b01852
• 作为产物：
  描述：

  正丁基锂 、 3-溴-2,5-二氯噻吩 、 硼酸三异丙酯 、 盐酸 在 乙醚 、 Brine 、 magnesium sulfate 作用下， 以 正己烷 、 乙醚 为溶剂， 反应 1.17h， 以to give (2,5-dichlorothiophen-3-yl)-dihydroxyborane (1.13 g)的产率得到2,5-二氯噻吩-3-硼酸
  参考文献：
  名称：

  Benzoylguanidine derivatives as medicaments

  摘要：

  一种制备药物组合物的方法，包括将权利要求1中的化合物或其药学上可接受的盐与药学上可接受的载体混合。

  公开号：

  US05968985A1

文献信息

• Expeditious Lead Optimization of Isoxazole-Containing Influenza A Virus M2-S31N Inhibitors Using the Suzuki–Miyaura Cross-Coupling Reaction
  作者：Fang Li、Yanmei Hu、Yuanxiang Wang、Chunlong Ma、Jun Wang

  DOI：10.1021/acs.jmedchem.6b01852

  日期：2017.2.23

  The existence of multidrug-resistant influenza viruses, coupled with the continuously antigenic shift and antigenic drift of influenza viruses, necessitates the development of the next-generation of influenza antivirals. As the AM2-S31N mutant persists in more than 95% of current circulating influenza A viruses, targeting the AM2-S31N proton channel appears to be a logical and valid approach to combating drug resistance. Starting from compound 1, an isoxazole compound with potent AM2-S31N channel blockage and antiviral activity, in this study we report an expeditious synthetic strategy that allows us to promptly explore the structure activity relationships of isoxazole-containing AM2-S31N inhibitors. Propelled by the convenient synthesis, the lead optimization effort yielded a number of potent antivirals with submicromolar efficacy against several human clinical isolates of influenza A viruses, including both oseltamivir-sensitive and -resistant strains.
• Benzoylguanidine derivatives as medicaments
  申请人：Fujisawa Pharmaceutical Co., Ltd.

  公开号：US05968985A1

  公开（公告）日：1999-10-19

  A process for preparing a pharmaceutical composition which comprises admixing a compound of claim 1 or a pharmaceutically acceptable salt thereof with a pharmaceutically acceptable carrier.

  一种制备药物组合物的方法，包括将权利要求1中的化合物或其药学上可接受的盐与药学上可接受的载体混合。