1-[4-[(E)-3-phenylprop-2-enoyl]phenyl]pyrrole-2,5-dione | 949923-50-6

• 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: 1-[4-[(E)-3-phenylprop-2-enoyl]phenyl]pyrrole-2,5-dione
• CAS: 949923-50-6
• 化学式: C₁₉H₁₃NO₃
• 分子量: 303.317
• InChiKey: ZJTXBNPJEYRAAZ-IZZDOVSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[4-[(E)-3-phenylprop-2-enoyl]phenyl]pyrrole-2,5-dione 、 苄硫醇 在 3-(N-morpholino)propanesulfonic acid buffer 作用下， 以 二甲基亚砜 为溶剂， 反应 72.0h， 以50%的产率得到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 在 氢氧化钾 、 sodium acetate 、 乙酸酐 作用下， 反应 0.25h， 生成 1-[4-[(E)-3-phenylprop-2-enoyl]phenyl]pyrrole-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

文献信息

• [EN] (E)-1-(4-CINNAMOYL-PHENYL)-1 H-PYRROLE-2,5-DIONE DERIVATIVES HAVING ANTI-CANCEROGENIC EFFICIENCY<br/>[FR] DÉRIVÉS DE (E)-1-(4-CINNAMOYL-PHÉNYL)-1H-PYRROLE-2,5-DIONE AYANT UN EFFET ANTI-CANCÉREUX
  申请人：BUDAK YAKUP

  公开号：WO2018226178A2

  公开（公告）日：2018-12-13

  The present invention relates to (E)-1 -(4-cinnamoyl-phenyl)-1 H-pyrrole-2,5-dione derivatives shown by Formula (1), the preparation methods of these molecules, the formulations comprising these molecules and the usage of these molecules in treatment of cancer.