5-(4-(difluoromethoxy)-3-hydroxybenzylidene)-2-(methylamino)-3,5-dihydro-4H-imidazol-4-one | 1447755-97-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 5-(4-(difluoromethoxy)-3-hydroxybenzylidene)-2-(methylamino)-3,5-dihydro-4H-imidazol-4-one
• CAS: 1447755-97-6
• 化学式: C₁₂H₁₁F₂N₃O₃
• 分子量: 283.234
• InChiKey: KMPKHVUDCPRANK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.04
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  82.95
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  4-二氟甲氧基-3-甲氧基苯甲醛 在 甲醇 、 苄基三乙基氯化铵 、 sodium acetate 、 potassium carbonate 、 溶剂黄146 作用下， 以 N-甲基吡咯烷酮 、 甲醇 为溶剂， 反应 17.0h， 生成 5-(4-(difluoromethoxy)-3-hydroxybenzylidene)-2-(methylamino)-3,5-dihydro-4H-imidazol-4-one
  参考文献：
  名称：

  Synthesis and in vitro biological evaluation of novel 2-aminoimidazolone derivatives as anti-tumor agents

  摘要：

  Novel 2-aminoimidazolone derivatives were synthesized. Most compounds displayed strong anticancer activities against human carcinoma cells in vitro. Compounds 8a, 8b and 8j exhibited optimal activity superior to 5-FU in most cancer cells tested. Especially, the IC(50)s of 8b (12.6-21.5 mu mol/L) against five tumor cells were 1-4 fold less than those of 5-FU (18.4-56.1 mu mol/L) in vitro. Furthermore, compound 8b could induce SMMC-7721 cell apoptosis in a dose-dependent manner. Therefore, our novel findings may provide a new framework for the design of new 2-aminoimidazolone derivatives for the treatment of cancer. (C) 2013 Li-Qin He and Yong Ling. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.05.009