(E)-4-fluoro-2-((pyridin-2-ylimino)methyl)phenol | 1226807-22-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (E)-4-fluoro-2-((pyridin-2-ylimino)methyl)phenol
• 英文别名: 4-Fluoro-2-[(e)-2-pyridyliminomethyl]phenol；4-fluoro-2-[(E)-pyridin-2-yliminomethyl]phenol
• CAS: 1226807-22-2
• 化学式: C₁₂H₉FN₂O
• 分子量: 216.215
• InChiKey: GLJNSQNAIFAYQA-OVCLIPMQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氨基吡啶 、 5-氟水杨醛 以 甲醇 为溶剂， 以85%的产率得到(E)-4-fluoro-2-((pyridin-2-ylimino)methyl)phenol
  参考文献：
  名称：

  Design and synthesis of potent inhibitors of β-ketoacyl-acyl carrier protein synthase III (FabH) as potential antibacterial agents

  摘要：

  Twenty new Schiff bases were synthesized by reacting 5-fluoro-salicylaldehyde and primary amine as potent inhibitors of FabH. These compounds were assayed for antibacterial activity against Escherichia coli, Pseudomonas fluorescence, Bacillus subtilis and Staphylococcus aureus. Compounds with potent antibacterial activities were tested for their E. coli FabH inhibitory activity. (E)-4-fluoro-2-((4-hydroxyphenethylimino)methyl)phenol (10) showed the most potent antibacterial activity with MIC of 1.56-6.25 mu g/mL against the tested bacterial strains and exhibited the most potent E. coli FabH inhibitory activity with IC50 of 2.7 mu M. Docking simulation was performed to position compound 10 into the E. coli FabH active site to determine the probable binding conformation. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.05.033

文献信息

• Design and synthesis of potent inhibitors of β-ketoacyl-acyl carrier protein synthase III (FabH) as potential antibacterial agents
  作者：Lei Shi、Rui-Qin Fang、Zhen-Wei Zhu、Ying Yang、Kui Cheng、Wei-Qing Zhong、Hai-Liang Zhu

  DOI：10.1016/j.ejmech.2010.05.033

  日期：2010.9

  Twenty new Schiff bases were synthesized by reacting 5-fluoro-salicylaldehyde and primary amine as potent inhibitors of FabH. These compounds were assayed for antibacterial activity against Escherichia coli, Pseudomonas fluorescence, Bacillus subtilis and Staphylococcus aureus. Compounds with potent antibacterial activities were tested for their E. coli FabH inhibitory activity. (E)-4-fluoro-2-((4-hydroxyphenethylimino)methyl)phenol (10) showed the most potent antibacterial activity with MIC of 1.56-6.25 mu g/mL against the tested bacterial strains and exhibited the most potent E. coli FabH inhibitory activity with IC50 of 2.7 mu M. Docking simulation was performed to position compound 10 into the E. coli FabH active site to determine the probable binding conformation. (C) 2010 Elsevier Masson SAS. All rights reserved.