4-[(2,4-dichlorophenyl)amino]-7-fluoro-6-methoxy-3-quinolinecarbonitrile | 622369-75-9

• 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-dichlorophenyl)amino]-7-fluoro-6-methoxy-3-quinolinecarbonitrile
• 英文别名: 4-[(2,4-dichlorophenyl)amino]-7-fluoro-6-methoxyquinoline-3-carbonitrile；4-(2,4-Dichloroanilino)-7-fluoro-6-methoxyquinoline-3-carbonitrile
• CAS: 622369-75-9
• 化学式: C₁₇H₁₀Cl₂FN₃O
• 分子量: 362.19
• InChiKey: WMVDXIMMDJWYCA-UHFFFAOYSA-N

物化性质

• 沸点：
  491.1±45.0 °C(Predicted)
• 密度：
  1.49±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  57.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-甲基-4-哌啶甲醇 、 4-[(2,4-dichlorophenyl)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28%的产率得到4-[(2,4-dichlorophenyl)amino]-6-methoxy-7-[(1-methylpiperidin-4-yl)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
• 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 8.0h， 生成 4-[(2,4-dichlorophenyl)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

• Process for the preparation of 7-substituted-3 quinolinecarbonitriles
  申请人：Wyeth Holdings Corporation

  公开号：US20030212276A1

  公开（公告）日：2003-11-13

  There is provided a process for the preparation of 7-substituted-3-quinolinecarbonitriles and intermediates useful in a process to prepare 7-substituted-3-quinolinecarbonitriles and pharmaceutically acceptable salts is described. Where 7-fluoro-4-oxo-1,4-dihydro-3-quinolinecarbonitrile is converted in three steps to 7-substituted-3-quinolinecarbonitriles which inhibit the action of certain protein kinases and are useful in the treatment of cancer.

  提供了一种制备7-取代-3-喹啉羰基腈和中间体的方法，该中间体在制备7-取代-3-喹啉羰基腈和药用可接受盐的过程中有用。将7-氟-4-氧代-1,4-二氢-3-喹啉羰基腈转化为7-取代-3-喹啉羰基腈，经过三个步骤，这些化合物抑制某些蛋白激酶的作用，并在癌症治疗中有用。
• PROCESS FOR THE PREPARATION OF 7-SUBSTITUTED-3-QUINOLINE AND 3-QUINOL-4-ONE CARBONITRILES
  申请人：Wyeth Holdings Corporation

  公开号：EP1499594B1

  公开（公告）日：2005-08-17
• US6780996B2
  申请人：——

  公开号：US6780996B2

  公开（公告）日：2004-08-24
• 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.