(E)-1-(5-bromopyridin-2-yl)-3-(2,6-difluorophenyl)prop-2-en-1-one | 1220889-25-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-1-(5-bromopyridin-2-yl)-3-(2,6-difluorophenyl)prop-2-en-1-one
• CAS: 1220889-25-7
• 化学式: C₁₄H₈BrF₂NO
• 分子量: 324.124
• InChiKey: YARXBEGRAVAMFW-FNORWQNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.02
• 重原子数：
  19.0
• 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：
  29.96
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (E)-1-(5-bromopyridin-2-yl)-3-(2,6-difluorophenyl)prop-2-en-1-one 、 alkaline earth salt of/the/ methylsulfuric acid 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 18.0h， 以55%的产率得到(E)-3-(2,6-difluorophenyl)-1-[5-(2,3-dimethylphenyl)pyridin-2-yl]prop-2-en-1-one
  参考文献：
  名称：

  Exploration of a new series of PAR1 antagonists

  摘要：

  Two series of new PAR1 antagonists have been identified. The first incorporates a cinnamoylpiperidine motif and the second a cinnamoylpyridine pattern. The synthesis, biological activity and structure-activity relationship of these compounds are presented. In each series, one analog showed potent in vivo anti-thrombotic activity in a rat AV shunt model, with up to 53% inhibition at 1.25 mpk iv for compound 30. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.050
• 作为产物：
  描述：

  2,5-二溴吡啶 、 (E)-3-(2,6-difluorophenyl)-N-methoxy-N-methyl-acrylamide 在 正丁基锂 作用下， 以 甲苯 为溶剂， 以74%的产率得到(E)-1-(5-bromopyridin-2-yl)-3-(2,6-difluorophenyl)prop-2-en-1-one
  参考文献：
  名称：

  Exploration of a new series of PAR1 antagonists

  摘要：

  Two series of new PAR1 antagonists have been identified. The first incorporates a cinnamoylpiperidine motif and the second a cinnamoylpyridine pattern. The synthesis, biological activity and structure-activity relationship of these compounds are presented. In each series, one analog showed potent in vivo anti-thrombotic activity in a rat AV shunt model, with up to 53% inhibition at 1.25 mpk iv for compound 30. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.050