2-(3-nitrophenyl)ethenesulfonyl chloride | 874004-48-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(3-nitrophenyl)ethenesulfonyl chloride
• CAS: 874004-48-5
• 化学式: C₈H₆ClNO₄S
• 分子量: 247.659
• InChiKey: OIZHSGJAXZZDRA-UHFFFAOYSA-N

物化性质

• 沸点：
  404.7±45.0 °C(Predicted)
• 密度：
  1.565±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.13
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  77.28
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(3-nitrophenyl)ethenesulfonyl chloride 、 3-((1-(benzo[b]thiophen-2-ylmethyl)-1H-1,2,3-triazol-4-yl)methoxy)aniline 在 sodium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 3.0h， 以84%的产率得到N-[3-[[1-(1-benzothiophen-2-ylmethyl)triazol-4-yl]methoxy]phenyl]-2-(3-nitrophenyl)ethenesulfonamide
  参考文献：
  名称：

  Synthesis and biochemical evaluation of triazole/tetrazole-containing sulfonamides against thrombin and related serine proteases

  摘要：

  A small library of 25 triazole/tetrazole-based sulfonamides have been synthesized and further evaluated for their inhibitory activity against thrombin, trypsin, tryptase and chymase. In general, the triazole-based sulfonamides inhibited thrombin more efficiently than the tetrazole counterparts. Particularly, compound 26 showed strong thrombin inhibition (K-i = 880 nM) and significant selectivity against other human related serine proteases like trypsin (K-i = 729 mu M). Thrombin binding affinity of the same compound was determined by ITC and demonstrated that the binding of this new triazole-based scaffold is enthalpically driven, making it a good candidate for further development. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.023
• 作为产物：
  描述：

  3-硝基苯乙烯 在 磺酰氯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 2-(3-nitrophenyl)ethenesulfonyl chloride
  参考文献：
  名称：

  Synthesis and biochemical evaluation of triazole/tetrazole-containing sulfonamides against thrombin and related serine proteases

  摘要：

  A small library of 25 triazole/tetrazole-based sulfonamides have been synthesized and further evaluated for their inhibitory activity against thrombin, trypsin, tryptase and chymase. In general, the triazole-based sulfonamides inhibited thrombin more efficiently than the tetrazole counterparts. Particularly, compound 26 showed strong thrombin inhibition (K-i = 880 nM) and significant selectivity against other human related serine proteases like trypsin (K-i = 729 mu M). Thrombin binding affinity of the same compound was determined by ITC and demonstrated that the binding of this new triazole-based scaffold is enthalpically driven, making it a good candidate for further development. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.023