3-(4-fluorophenyl)-5-[(E)-2-(4-fluorophenyl)vinyl]-2-phenyl-3,4-dihydropyrazole | 1309944-45-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(4-fluorophenyl)-5-[(E)-2-(4-fluorophenyl)vinyl]-2-phenyl-3,4-dihydropyrazole
• 英文别名: 3-(4-fluorophenyl)-5-[(E)-2-(4-fluorophenyl)ethenyl]-2-phenyl-3,4-dihydropyrazole
• CAS: 1309944-45-3
• 化学式: C₂₃H₁₈F₂N₂
• 分子量: 360.406
• InChiKey: HSAFWTKPKGMEBG-OVCLIPMQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  15.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对氟苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 、 水 、 溶剂黄146 为溶剂， 反应 8.75h， 生成 3-(4-fluorophenyl)-5-[(E)-2-(4-fluorophenyl)vinyl]-2-phenyl-3,4-dihydropyrazole
  参考文献：
  名称：

  Dibenzylideneacetone analogues as novel Plasmodium falciparum inhibitors

  摘要：

  A series of dibenzylideneacetones (A1-A12) and some of their pyrazolines (B1-B4) were synthesized and evaluated in vitro for blood stage antiplasmodial properties in Plasmodium falciparum culture using SYBR-green-I fluorescence assay. The compound (1E, 4E)-1,5-bis(3,4-dimethoxyphenyl)penta-1,4-dien-3-one (A9) was found to be the most active with IC(50) of 1.97 mu M against chloroquine-sensitive strain (3D7) and 1.69 mu M against chloroquine-resistant field isolate (RKL9). The MTT based cytotoxicity assay on HeLa cell line has confirmed that A9 is selective in its action against malaria parasite (with a therapeutic index of 166). Our results revealed that these compounds exhibited promising antiplasmodial activities which can be further explored as potential leads for the development of cheaper, safe, effective and potent drugs against chloroquine-resistant malarial parasites. (C) 2011 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2011.03.037