(E)-N-{2-[2-(2-aminoethylamino)ethylamino]ethyl}-3-(3,5-dibromo-4-methoxyphenyl)acrylamide | 1609257-58-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-N-{2-[2-(2-aminoethylamino)ethylamino]ethyl}-3-(3,5-dibromo-4-methoxyphenyl)acrylamide
• 英文别名: (E)-N-[2-[2-(2-aminoethylamino)ethylamino]ethyl]-3-(3,5-dibromo-4-methoxyphenyl)prop-2-enamide
• CAS: 1609257-58-0
• 化学式: C₁₆H₂₄Br₂N₄O₂
• 分子量: 464.2
• InChiKey: DCBLYYHWFFSUCE-NSCUHMNNSA-N

物化性质

• 沸点：
  633.861±55.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.483±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  24
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  88.4
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (E)-ethyl 3-(3,5-dibromo-4-methoxyphenyl)acrylate 在 lithium hydroxide monohydrate 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 73.0h， 生成 (E)-N-{2-[2-(2-aminoethylamino)ethylamino]ethyl}-3-(3,5-dibromo-4-methoxyphenyl)acrylamide
  参考文献：
  名称：

  New Ianthelliformisamine Derivatives as Antibiotic Enhancers against Resistant Gram-Negative Bacteria

  摘要：

  A series consisting of ianthelliformisamimes A, B, and C as well as its synthetic analogues was prepared in high chemical yield, from 27 to 91%, using peptide coupling as the key step, and the compounds were evaluated for their in vitro antibiotic enhancer properties against resistant Gram-negative bacteria and clinical isolates. The mechanism of action of one of these derivatives against Pseudomonas aeruginosa when combined with doxycycline was precisely evaluated utilizing bioluminescence to measure ATP efflux and fluorescence to evaluate membrane depolarization.

  DOI：

  10.1021/jm500194e

文献信息

• New Ianthelliformisamine Derivatives as Antibiotic Enhancers against Resistant Gram-Negative Bacteria
  作者：Cyril Pieri、Diane Borselli、Carole Di Giorgio、Michel De Méo、Jean-Michel Bolla、Nicolas Vidal、Sébastien Combes、Jean Michel Brunel

  DOI：10.1021/jm500194e

  日期：2014.5.22

  A series consisting of ianthelliformisamimes A, B, and C as well as its synthetic analogues was prepared in high chemical yield, from 27 to 91%, using peptide coupling as the key step, and the compounds were evaluated for their in vitro antibiotic enhancer properties against resistant Gram-negative bacteria and clinical isolates. The mechanism of action of one of these derivatives against Pseudomonas aeruginosa when combined with doxycycline was precisely evaluated utilizing bioluminescence to measure ATP efflux and fluorescence to evaluate membrane depolarization.