ethyl (2-(6-bromo-1H-indol-3-yl)ethyl)carbamate | 1371533-99-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: ethyl (2-(6-bromo-1H-indol-3-yl)ethyl)carbamate
• CAS: 1371533-99-1
• 化学式: C₁₃H₁₅BrN₂O₂
• 分子量: 311.178
• InChiKey: IHQISAQXDHGUFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.22
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  54.12
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  ethyl (2-(6-bromo-1H-indol-3-yl)ethyl)carbamate 在 lithium aluminium tetrahydride 、 copper diacetate 、 palladium diacetate 、 silver trifluoroacetate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成 2-[6-bromo-1-(2-methylbut-3-en-2-yl)indol-3-yl]-N-methylethanamine
  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：

  色胺 在 N-溴代丁二酰亚胺(NBS) 、 甲酸 、 溶剂黄146 、 三乙胺 、 sodium hydroxide 作用下， 以 二氯甲烷 为溶剂， 生成 ethyl (2-(6-bromo-1H-indol-3-yl)ethyl)carbamate
  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