Ethynyl-4-phenylamino-3-quinolinecarbonitrile 3b

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: Ethynyl-4-phenylamino-3-quinolinecarbonitrile 3b
• 英文别名: 4-(2,4-dichloro-5-methoxyanilino)-7-(2-pyridin-3-ylethynyl)quinoline-3-carbonitrile
• 化学式: C₂₄H₁₄Cl₂N₄O
• 分子量: 445.307
• InChiKey: SQKNEXBFHCJKNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  70.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,4-二氯-5-甲氧基苯胺 在 copper(l) iodide 、 四(三苯基膦)钯 、 TEA 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 Ethynyl-4-phenylamino-3-quinolinecarbonitrile 3b
  参考文献：
  名称：

  Synthesis and inhibition of Src kinase activity by 7-ethenyl and 7-ethynyl-4-anilino-3-quinolinecarbonitriles

  摘要：

  A series of 7-ethynyl and 7-ethenyl-4-anilino-3-quinolinecarbonitriles were synthesized and tested for Src inhibition. Derivatives bearing a C-6 methoxy group and 2,4-dichloro-5-methoxyaniline at C-4 showed optimal inhibition of Src enzymatic and cellular activity. The ethenyl and ethynyl groups were incorporated at C-7 utilizing a Stille, Heck, or Sonogashira coupling reaction. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.035

文献信息

• Synthesis and inhibition of Src kinase activity by 7-ethenyl and 7-ethynyl-4-anilino-3-quinolinecarbonitriles
  作者：Ana Carolina Barrios Sosa、Diane H Boschelli、Fei Ye、Jennifer M Golas、Frank Boschelli

  DOI：10.1016/j.bmcl.2004.02.035

  日期：2004.5

  A series of 7-ethynyl and 7-ethenyl-4-anilino-3-quinolinecarbonitriles were synthesized and tested for Src inhibition. Derivatives bearing a C-6 methoxy group and 2,4-dichloro-5-methoxyaniline at C-4 showed optimal inhibition of Src enzymatic and cellular activity. The ethenyl and ethynyl groups were incorporated at C-7 utilizing a Stille, Heck, or Sonogashira coupling reaction. (C) 2004 Elsevier Ltd. All rights reserved.