2-(2-chloropyridin-4-yl)-3-(4-fluorophenyl)chromone | 1338055-80-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 2-(2-chloropyridin-4-yl)-3-(4-fluorophenyl)chromone
• 英文别名: 2-(2-Chloropyridin-4-yl)-3-(4-fluorophenyl)chromen-4-one
• CAS: 1338055-80-3
• 化学式: C₂₀H₁₁ClFNO₂
• 分子量: 351.764
• InChiKey: BYBFWIAMPFYHEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2-chloropyridin-4-yl)-3-(4-fluorophenyl)chromone 、 3-甲氧基丙胺 在 1,3-双(二苯基膦)丙烷 、 palladium diacetate 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 1.5h， 以49%的产率得到3-(4-fluorophenyl)-2-(2-((3-methoxypropyl)amino)pyridin-4-yl)chromone
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of Chromone-Based p38 MAP Kinase Inhibitors

  摘要：

  3-(4-Fluorophenyl)-2-(4-pyridyl)chromone derivatives were synthesized and evaluated as p38 MAP kinase inhibitors. Introduction of an amino group in the 2-position of the pyridyl moiety gave p38 alpha inhibitors with IC50 in the low nanomolar range (e.g., 8a, IC50 = 17 nm). The inhibitors (8a and 8e) showed excellent selectivity profiles when tested on a panel of 62 kinases, as well as efficient inhibition (8e) of p38 signaling in human breast cancer cells.

  DOI：

  10.1021/jm200818j
• 作为产物：
  描述：

  2-氯异烟酸 在 吡啶 、 氯化亚砜 、 硫酸 、 palladium diacetate 、 potassium carbonate 、 potassium hydroxide 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 吡啶 、 PEG-400 、 乙醇 为溶剂， 反应 30.41h， 生成 2-(2-chloropyridin-4-yl)-3-(4-fluorophenyl)chromone
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of Chromone-Based p38 MAP Kinase Inhibitors

  摘要：

  3-(4-Fluorophenyl)-2-(4-pyridyl)chromone derivatives were synthesized and evaluated as p38 MAP kinase inhibitors. Introduction of an amino group in the 2-position of the pyridyl moiety gave p38 alpha inhibitors with IC50 in the low nanomolar range (e.g., 8a, IC50 = 17 nm). The inhibitors (8a and 8e) showed excellent selectivity profiles when tested on a panel of 62 kinases, as well as efficient inhibition (8e) of p38 signaling in human breast cancer cells.

  DOI：

  10.1021/jm200818j

文献信息

• Design, Synthesis, and Biological Evaluation of Chromone-Based p38 MAP Kinase Inhibitors
  作者：Christine Dyrager、Linda Nilsson Möllers、Linda Karlsson Kjäll、John Patrick Alao、Peter Dinér、Fredrik K. Wallner、Per Sunnerhagen、Morten Grøtli

  DOI：10.1021/jm200818j

  日期：2011.10.27

  3-(4-Fluorophenyl)-2-(4-pyridyl)chromone derivatives were synthesized and evaluated as p38 MAP kinase inhibitors. Introduction of an amino group in the 2-position of the pyridyl moiety gave p38 alpha inhibitors with IC50 in the low nanomolar range (e.g., 8a, IC50 = 17 nm). The inhibitors (8a and 8e) showed excellent selectivity profiles when tested on a panel of 62 kinases, as well as efficient inhibition (8e) of p38 signaling in human breast cancer cells.