2-[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy]-N-[2-(1H-indol-3-yl)ethyl]acetamide | 1130160-87-0

• 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: 2-[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy]-N-[2-(1H-indol-3-yl)ethyl]acetamide
• CAS: 1130160-87-0
• 化学式: C₂₃H₂₂Cl₂N₂O₃
• 分子量: 445.345
• InChiKey: VDZIAZFTKWOXPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  71.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  色胺 、 ethacrynic acid chloride 在 吡啶 作用下， 以 苯 为溶剂， 生成 2-[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy]-N-[2-(1H-indol-3-yl)ethyl]acetamide
  参考文献：
  名称：

  Amide derivatives of ethacrynic acid: Synthesis and evaluation as antagonists of Wnt/β-catenin signaling and CLL cell survival

  摘要：

  A series of amides of ethacrynic acid was prepared and evaluated for their ability to inhibit Wnt signaling and decrease the survival of CLL cells. Several of the most potent derivatives were active in the low micromolar range. Reduction of the alpha,beta-unsaturated carbon-carbon double bond of EA abrogated both the inhibition of Wnt signaling as well as the decrease in CLL survival. Preliminary mechanism of action studies suggest that these derivatives covalently modify sulfhydryl groups present on transcription factors important for Wnt/beta-catenin signaling. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.067

文献信息

• Amide derivatives of ethacrynic acid: Synthesis and evaluation as antagonists of Wnt/β-catenin signaling and CLL cell survival
  作者：Guangyi Jin、Desheng Lu、Shiyin Yao、Christina C.N. Wu、Jerry X. Liu、Dennis A. Carson、Howard B. Cottam

  DOI：10.1016/j.bmcl.2008.12.067

  日期：2009.2

  A series of amides of ethacrynic acid was prepared and evaluated for their ability to inhibit Wnt signaling and decrease the survival of CLL cells. Several of the most potent derivatives were active in the low micromolar range. Reduction of the alpha,beta-unsaturated carbon-carbon double bond of EA abrogated both the inhibition of Wnt signaling as well as the decrease in CLL survival. Preliminary mechanism of action studies suggest that these derivatives covalently modify sulfhydryl groups present on transcription factors important for Wnt/beta-catenin signaling. (c) 2008 Elsevier Ltd. All rights reserved.