4-[(2,4-dichloro-5-ethoxyphenyl)amino]-7-fluoro-6-methoxy-3-quinolinecarbonitrile | 681819-23-8

• 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: 4-[(2,4-dichloro-5-ethoxyphenyl)amino]-7-fluoro-6-methoxy-3-quinolinecarbonitrile
• 英文别名: 4-(2,4-Dichloro-5-ethoxyanilino)-7-fluoro-6-methoxyquinoline-3-carbonitrile
• CAS: 681819-23-8
• 化学式: C₁₉H₁₄Cl₂FN₃O₂
• 分子量: 406.243
• InChiKey: UQOCNTQMXGMHIR-UHFFFAOYSA-N

物化性质

• 沸点：
  521.9±50.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  67.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-甲基-4-哌啶甲醇 、 4-[(2,4-dichloro-5-ethoxyphenyl)amino]-7-fluoro-6-methoxy-3-quinolinecarbonitrile 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以51%的产率得到4-[(2,4-dichloro-5-ethoxyphenyl)amino]-6-methoxy-7-[(1-methylpiperidin-4-yl)methoxy]quinoline-3-carbonitrile
  参考文献：
  名称：

  7-Alkoxy-4-phenylamino-3-quinolinecar-bonitriles as Dual Inhibitors of Src and Abl Kinases

  摘要：

  We previously reported that several 7-alkoxy-4-phenylamino-3-quinolinecarbonitriles were potent inhibitors of Src kinase activity. We disclose here a new highly efficient and versatile route to these compounds, which are also potent inhibitors of Abl kinase.

  DOI：

  10.1021/jm0499458
• 作为产物：
  描述：

  3-氟-4-甲氧基苯胺 在 吡啶盐酸盐 、 三氯氧磷 作用下， 以 乙二醇乙醚 、 甲苯 为溶剂， 反应 5.0h， 生成 4-[(2,4-dichloro-5-ethoxyphenyl)amino]-7-fluoro-6-methoxy-3-quinolinecarbonitrile
  参考文献：
  名称：

  7-Alkoxy-4-phenylamino-3-quinolinecar-bonitriles as Dual Inhibitors of Src and Abl Kinases

  摘要：

  We previously reported that several 7-alkoxy-4-phenylamino-3-quinolinecarbonitriles were potent inhibitors of Src kinase activity. We disclose here a new highly efficient and versatile route to these compounds, which are also potent inhibitors of Abl kinase.

  DOI：

  10.1021/jm0499458

文献信息

• 7-Alkoxy-4-phenylamino-3-quinolinecar-bonitriles as Dual Inhibitors of Src and Abl Kinases
  作者：Diane H. Boschelli、Yanong D. Wang、Steve Johnson、Biqi Wu、Fei Ye、Ana Carolina Barrios Sosa、Jennifer M. Golas、Frank Boschelli

  DOI：10.1021/jm0499458

  日期：2004.3.1

  We previously reported that several 7-alkoxy-4-phenylamino-3-quinolinecarbonitriles were potent inhibitors of Src kinase activity. We disclose here a new highly efficient and versatile route to these compounds, which are also potent inhibitors of Abl kinase.