trans-N-hydroxy-3-(3,4-dichloro-phenyl)-acrylamide

• 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: trans-N-hydroxy-3-(3,4-dichloro-phenyl)-acrylamide
• 英文别名: (2E)-3-(3,4-dichlorophenyl)-N-hydroxyprop-2-enamide；(E)-3-(3,4-dichlorophenyl)-N-hydroxyprop-2-enamide
• 化学式: C₉H₇Cl₂NO₂
• 分子量: 232.066
• InChiKey: AELVBNUQAWORKK-DUXPYHPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (E)-3-(3,4-二氯苯基)丙烯酸 在 2-chlorotrityl hydroxylamine resin 、 6-氯-1-羟基苯并三氮唑 、 N,N'-二异丙基碳二亚胺 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 、 二氯甲烷 为溶剂， 反应 24.5h， 以72.3%的产率得到trans-N-hydroxy-3-(3,4-dichloro-phenyl)-acrylamide
  参考文献：
  名称：

  Identification of a Potent Botulinum Neurotoxin A Protease Inhibitor Using in Situ Lead Identification Chemistry

  摘要：

  Botulinum neurotoxins (BoNTs), etiological agents of the deadly food poisoning disease botulism, are the most toxic proteins currently known. By using in situ lead identification chemistry, we have uncovered the first class of inhibitors that displays nanomolar potency. From a 15 mu M lead compound, structure-activity relationship studies were performed granting the most potent BoNT/A inhibitor reported to date that displays an inhibition constant of 300 nM.

  DOI：

  10.1021/ol0603211

文献信息

• Identification of a Potent Botulinum Neurotoxin A Protease Inhibitor Using in Situ Lead Identification Chemistry
  作者：Grant E. Boldt、Jack P. Kennedy、Kim D. Janda

  DOI：10.1021/ol0603211

  日期：2006.4.1

  Botulinum neurotoxins (BoNTs), etiological agents of the deadly food poisoning disease botulism, are the most toxic proteins currently known. By using in situ lead identification chemistry, we have uncovered the first class of inhibitors that displays nanomolar potency. From a 15 mu M lead compound, structure-activity relationship studies were performed granting the most potent BoNT/A inhibitor reported to date that displays an inhibition constant of 300 nM.