N-(2-(6-bromo-2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl)ethyl)-2-nitro-N-(prop-2-yn-1-yl)benzenesulfonamide | 1370734-70-5

• 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: N-(2-(6-bromo-2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl)ethyl)-2-nitro-N-(prop-2-yn-1-yl)benzenesulfonamide
• CAS: 1370734-70-5
• 化学式: C₂₄H₂₄BrN₃O₄S
• 分子量: 530.442
• InChiKey: HKTPXDOUTOLERK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.17
• 重原子数：
  33.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  96.31
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-(2-(6-bromo-2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl)ethyl)-2-nitro-N-(prop-2-yn-1-yl)benzenesulfonamide 在 potassium carbonate 、 苯硫酚 作用下， 以 乙腈 为溶剂， 反应 16.0h， 以71%的产率得到N-(2-(6-bromo-2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl)ethyl)prop-2-yn-1-amine
  参考文献：
  名称：

  Intercepting Bacterial Indole Signaling with Flustramine Derivatives

  摘要：

  Indole signaling is one of the putative universal signaling networks in bacteria. We have investigated the use of desformylflustrabromine (dFBr) derivatives for the inhibition of biofilm formation through modulation of the indole-signaling network in Escherichia coli and Staphylococcus aureus. We have found dFBr derivatives that are 10-1000 times more active than indole itself, demonstrating that the flustramine family of indolic natural products represent a privileged scaffold for the design of molecules to control pathogenic bacterial behavior.

  DOI：

  10.1021/ja209836z
• 作为产物：
  描述：

  N-(2-(1H-indol-3-yl)ethyl)-2-nitro-N-(prop-2-yn-1-yl)benzenesulfonamide 在 N-溴代丁二酰亚胺(NBS) 、 甲酸 、 次氯酸叔丁酯 、 溶剂黄146 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 N-(2-(6-bromo-2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl)ethyl)-2-nitro-N-(prop-2-yn-1-yl)benzenesulfonamide
  参考文献：
  名称：

  Intercepting Bacterial Indole Signaling with Flustramine Derivatives

  摘要：

  Indole signaling is one of the putative universal signaling networks in bacteria. We have investigated the use of desformylflustrabromine (dFBr) derivatives for the inhibition of biofilm formation through modulation of the indole-signaling network in Escherichia coli and Staphylococcus aureus. We have found dFBr derivatives that are 10-1000 times more active than indole itself, demonstrating that the flustramine family of indolic natural products represent a privileged scaffold for the design of molecules to control pathogenic bacterial behavior.

  DOI：

  10.1021/ja209836z