(E)-4-chloro-N-(3-(3-(4-hydroxy-3-methoxyphenyl)acryloyl)phenyl)benzamide

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-4-chloro-N-(3-(3-(4-hydroxy-3-methoxyphenyl)acryloyl)phenyl)benzamide
• 英文别名: 4-chloro-N-[3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]phenyl]benzamide
• 化学式: C₂₃H₁₈ClNO₄
• 分子量: 407.853
• InChiKey: SFYVLZRWJCFMTJ-VZUCSPMQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-4-chloro-N-(3-(3-(4-hydroxy-3-methoxyphenyl)acryloyl)phenyl)benzamide 在 potassium carbonate 、 potassium iodide 、 sodium hydroxide 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 (E)-4-(4-(3-(3-(4-chlorobenzamido)phenyl)-3-oxoprop-1-en-1-yl)-2-methoxyphenoxy)butanoic acid
  参考文献：
  名称：

  Novel Pt(IV) complexes to overcome multidrug resistance in gastric cancer by targeting P-glycoprotein

  摘要：

  DOI：

  10.1016/j.ejmech.2021.113520
• 作为产物：
  描述：

  间氨基苯乙酮 在 氢氧化钾 作用下， 以 1,4-二氧六环 、 乙醇 、 水 为溶剂， 反应 10.0h， 生成 (E)-4-chloro-N-(3-(3-(4-hydroxy-3-methoxyphenyl)acryloyl)phenyl)benzamide
  参考文献：
  名称：

  Synthesis of novel curcumin mimics with asymmetrical units and their anti-angiogenic activity

  摘要：

  Novel curcumin mimics with asymmetrical units phenyl group with alkyl amide, chloro-substituted benzamide, or heteroaromatic amide moieties were synthesized and their anti-angiogenic activity was evaluated with the proliferation and tube formation inhibitory activity on the human umbilical vein endothelial cells. Compounds 5, 14, 17, and 18 showed potent growth inhibitory activity and tube formation inhibitory activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.064

文献信息

• Synthesis of novel curcumin mimics with asymmetrical units and their anti-angiogenic activity
  作者：Ho Bum Woo、Woon-Seob Shin、Seokjoon Lee、Chan Mug Ahn

  DOI：10.1016/j.bmcl.2005.05.064

  日期：2005.8

  Novel curcumin mimics with asymmetrical units phenyl group with alkyl amide, chloro-substituted benzamide, or heteroaromatic amide moieties were synthesized and their anti-angiogenic activity was evaluated with the proliferation and tube formation inhibitory activity on the human umbilical vein endothelial cells. Compounds 5, 14, 17, and 18 showed potent growth inhibitory activity and tube formation inhibitory activity. (c) 2005 Elsevier Ltd. All rights reserved.
• Synthesis of curcumin mimics with multidrug resistance reversal activities
  作者：Yumi Um、Sungsik Cho、Ho Bum Woo、Yong Kee Kim、Hanna Kim、Jungyeob Ham、Su-Nam Kim、Chan Mug Ahn、Seokjoon Lee

  DOI：10.1016/j.bmc.2008.02.012

  日期：2008.4.1

  In order to discover novel multidrug resistance (MDR) reversal agents for efficient cancer chemotherapy, the unsymmetrical curcumin mimics with various amide moieties (6-19) were synthesized and evaluated their MDR reversal activities in MDR cell line KBV20C. Among the tested compounds, 13, 16, and 17 showed potent MDR reversal activities by inhibiting drug efflux function of P-glycoprotein in KB20C cells, and almost recovered the cytotoxicity of vincristine and paclitaxel against KBV20C cell to the degree of potency against drug sensitive KB cells. (C) 2008 Elsevier Ltd. All rights reserved.
• Novel Pt(IV) complexes to overcome multidrug resistance in gastric cancer by targeting P-glycoprotein
  作者：Xinguang Cao、Rui Li、Huihua Xiong、Jinfang Su、Changqing Guo、Tianqi An、Hong Zong、Ruihua Zhao

  DOI：10.1016/j.ejmech.2021.113520

  日期：2021.10