4-(2-fluorophenyl)-2-oxo-6-phenyl-1H-pyridine-3-carbonitrile | 888292-34-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-(2-fluorophenyl)-2-oxo-6-phenyl-1H-pyridine-3-carbonitrile
• CAS: 888292-34-0
• 化学式: C₁₈H₁₁FN₂O
• 分子量: 290.297
• InChiKey: HVAYUZYSGOYRQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氟苯甲醛 、 苯乙酮 、 氰乙酸乙酯 在 ammonium acetate 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以84%的产率得到4-(2-fluorophenyl)-2-oxo-6-phenyl-1H-pyridine-3-carbonitrile
  参考文献：
  名称：

  Synthesis and biological screening of some pyridine derivatives as anti-malarial agents

  摘要：

  Two series of pyridine derivatives were synthesised and evaluated for their in vivo anti-malarial activity against Plasmodium berghei. The anti-malarial activity was determined in vivo by applying 4-day standard suppressive test using chloroquine (CQ)-sensitive P. berghei ANKA strain-infected mice. Compounds 2a, 2g and 2h showed inhibition of the parasite multiplication by 90, 91 and 80%, respectively, at a dose level of 50 mu mol/kg. Moreover, The most active compounds (2a, 2g and 2h) were tested in vitro against CQ-resistant Plasmodium falciparum RKL9 strains where compound 2g showed promising activity with IC50 = 0.0402 mu M. The compounds were non-toxic at 300 and 100 mg/kg through the oral and parenteral routes, respectively. The docking pose of the most active compounds (2a, 2g and 2h) in the active site of dihydrofolate reductase enzyme revealed several hydrogen and hydrophobic interactions that contribute to the observed anti-malarial activities.

  DOI：

  10.3109/14756366.2011.575071