(Z)-4-oxo-4-[4-[(E)-3-phenylprop-2-enoyl]anilino]but-2-enoic acid | 569646-63-5

• 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: (Z)-4-oxo-4-[4-[(E)-3-phenylprop-2-enoyl]anilino]but-2-enoic acid
• CAS: 569646-63-5
• 化学式: C₁₉H₁₅NO₄
• 分子量: 321.332
• InChiKey: CUMGWSWYVRSKEY-SJYPEPLSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (Z)-4-oxo-4-[4-[(E)-3-phenylprop-2-enoyl]anilino]but-2-enoic acid 在 3-(N-morpholino)propanesulfonic acid buffer 、 sodium acetate 、 乙酸酐 作用下， 以 二甲基亚砜 为溶剂， 反应 72.25h， 生成 1-(4-(3-(benzylthio)-3-phenylpropanoyl)phenyl)-3-(benzylthio)pyrrolidine-2,5-dione
  参考文献：
  名称：

  Cytostatic activity of novel 4′-aminochalcone-based imides

  摘要：

  A series of nine 1-(4-((E)-3-arylacryloyl)phenyl)-1H-pyrrole-2,5-diones 3a-i (4 '-aminochalcone-based maleimides)was synthesized as candidate cytotoxic agents. The efficacy of these potential cytotoxics were evaluated against three representative cell lines and more than half of the drug candidates proved to exhibit significant cytostatic activity in vitro. QSAR studies using statistical analyses on several physicochemical parameters and IC(50) values resulted in a few very important correlations which will aid in later the amplification of the project. Representative test compounds were well tolerated by mice in in vivo survival and toxicity studies. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.094
• 作为产物：
  描述：

  (2Z)-4-[(4-乙酰基苯基)氨基]-4-氧代-2-丁烯酸 、 苯甲醛 在 sodium hydroxide 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 15.0h， 以63%的产率得到(Z)-4-oxo-4-[4-[(E)-3-phenylprop-2-enoyl]anilino]but-2-enoic acid
  参考文献：
  名称：

  Dimmock; Jha; Zello, Pharmazie, 2003, vol. 58, # 4, p. 227 - 232

  摘要：

  DOI：

文献信息

• Dimmock; Jha; Zello, Pharmazie, 2003, vol. 58, # 4, p. 227 - 232
  作者：Dimmock、Jha、Zello、Allen、Santos、Balzarini、De Clercq、Manavathu、Stables

  DOI：——

  日期：——
• Cytostatic activity of novel 4′-aminochalcone-based imides
  作者：Amitabh Jha、Chandrani Mukherjee、Alfred J. Rolle、Erik De Clercq、Jan Balzarini、James P. Stables

  DOI：10.1016/j.bmcl.2007.05.094

  日期：2007.8

  A series of nine 1-(4-((E)-3-arylacryloyl)phenyl)-1H-pyrrole-2,5-diones 3a-i (4 '-aminochalcone-based maleimides)was synthesized as candidate cytotoxic agents. The efficacy of these potential cytotoxics were evaluated against three representative cell lines and more than half of the drug candidates proved to exhibit significant cytostatic activity in vitro. QSAR studies using statistical analyses on several physicochemical parameters and IC(50) values resulted in a few very important correlations which will aid in later the amplification of the project. Representative test compounds were well tolerated by mice in in vivo survival and toxicity studies. (c) 2007 Elsevier Ltd. All rights reserved.