5-(Acryloylamino)-N-(3-chlorophenyl)-2-hydroxybenzamide | 874152-62-2

• 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: 5-(Acryloylamino)-N-(3-chlorophenyl)-2-hydroxybenzamide
• 英文别名: N-(3-chlorophenyl)-2-hydroxy-5-(prop-2-enoylamino)benzamide
• CAS: 874152-62-2
• 化学式: C₁₆H₁₃ClN₂O₃
• 分子量: 316.744
• InChiKey: XMRAUNLGVKKFQV-UHFFFAOYSA-N

物化性质

• 沸点：
  479.8±45.0 °C(Predicted)
• 密度：
  1.418±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  78.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-硝基水杨酸 在 镍 氢气 、 三乙胺 、 三氯化磷 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 生成 5-(Acryloylamino)-N-(3-chlorophenyl)-2-hydroxybenzamide
  参考文献：
  名称：

  Acryloylamino-salicylanilides as EGFR PTK inhibitors

  摘要：

  A series of acryloylamino-salicylanilides were synthesized as inhibitors of EGFR PTK. A strategy of pseudo six-membered ring formed through intramolecular hydrogen bonding in salicylanilides is employed to mimic the planar pyrimidine ring of quinazoline EGFR inhibitors. Acrylamido moiety is incorporated to target the Cys-773 of EGFR specifically. Some of the obtained compounds exhibited good activity as EGFR inhibitors. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.06.088

文献信息

• Acryloylamino-salicylanilides as EGFR PTK inhibitors
  作者：Wei Deng、Zongru Guo、Yanshen Guo、Zhiqiang Feng、Yi Jiang、Fengming Chu

  DOI：10.1016/j.bmcl.2005.06.088

  日期：2006.1

  A series of acryloylamino-salicylanilides were synthesized as inhibitors of EGFR PTK. A strategy of pseudo six-membered ring formed through intramolecular hydrogen bonding in salicylanilides is employed to mimic the planar pyrimidine ring of quinazoline EGFR inhibitors. Acrylamido moiety is incorporated to target the Cys-773 of EGFR specifically. Some of the obtained compounds exhibited good activity as EGFR inhibitors. (c) 2005 Elsevier Ltd. All rights reserved.