1-(4-fluorophenyl)-2-(2-oxo-1,2-dihydropyridin-4-yl)ethane-1,2-dione | 1620085-50-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-(4-fluorophenyl)-2-(2-oxo-1,2-dihydropyridin-4-yl)ethane-1,2-dione
• CAS: 1620085-50-8
• 化学式: C₁₃H₈FNO₃
• 分子量: 245.21
• InChiKey: SEGYDQGGEOVRSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.58
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.0
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-(4-fluorophenyl)-2-(2-oxo-1,2-dihydropyridin-4-yl)ethane-1,2-dione 在 copper(ll) sulfate pentahydrate 、 ammonium acetate 、 溶剂黄146 、 sodium ascorbate 作用下， 以 乙醇 、 水 为溶剂， 反应 18.17h， 生成 C₂₆H₂₁FN₆O₃
  参考文献：
  名称：

  Synthesis and structure–activity relationships of 4-fluorophenyl-imidazole p38α MAPK, CK1δ and JAK2 kinase inhibitors

  摘要：

  The synthesis and structure-activity relationships of novel 4-(4 '-fluorophenyl)imidazoles as selective p38 alpha MAPK, CK1 delta and JAK2 inhibitors with improved water solubility are described. Microwave-assisted multicomponent reactions afforded 4-fluorophenyl-2,5-disubstituted imidazoles. Carboxylate and phosphonate groups were introduced via 'click' reactions. The kinase selectivity was influenced by the heteroaryl group at imidazole C-5 and the position of a carboxylic acid or tetrazole at imidazole C-2. For example, pyrimidines 15 and 34 inhibited p38 alpha MAPK with IC50 = 250 nM and 96 nM, respectively. Pyridine 3 gave CK1 delta inhibition with IC50 = 89 nM and pyridin-2-one 31 gave JAK2 inhibition with IC50 = 62 nM. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.05.080