7-fluoro-6-methoxy-4-[(5-methoxy-2-methylphenyl)amino]-3-quinolinecarbonitrile | 622369-78-2

• 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: 7-fluoro-6-methoxy-4-[(5-methoxy-2-methylphenyl)amino]-3-quinolinecarbonitrile
• 英文别名: 7-fluoro-6-methoxy-4-[(5-methoxy-2-methylphenyl)amino]-quinoline-3-carbonitrile；7-Fluoro-6-methoxy-4-(5-methoxy-2-methylanilino)quinoline-3-carbonitrile
• CAS: 622369-78-2
• 化学式: C₁₉H₁₆FN₃O₂
• 分子量: 337.353
• InChiKey: LBSLHGJLLUXCBL-UHFFFAOYSA-N

物化性质

• 沸点：
  496.6±45.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  25
• 可旋转键数：
  4
• 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 、 7-fluoro-6-methoxy-4-[(5-methoxy-2-methylphenyl)amino]-3-quinolinecarbonitrile 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以78%的产率得到6-methoxy-4-[(5-methoxy-2-methylphenyl)amino]-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 8.0h， 生成 7-fluoro-6-methoxy-4-[(5-methoxy-2-methylphenyl)amino]-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。
• [EN] PROCESS FOR THE PREPARATION OF 7-SUBSTITUTED-3-QUINOLINE AND 3-QUINOL-4-ONE CARBONITRILES<br/>[FR] PREPARATION DE 3-QUINOLINE ET DE 3-QUINOL- 4-ONE CARBONITRILES SUBSTITUES EN POSITION 7
  申请人：WYETH CORP

  公开号：WO2003093241A1

  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-喹啉羰基腈及其中间体的方法，该中间体可用于制备7-取代-3-喹啉羰基腈及其药用可接受盐的方法。其中，7-氟-4-氧代-1,4-二氢-3-喹啉羰基腈经过三步转化成为抑制某些蛋白激酶作用且用于治疗癌症的7-取代-3-喹啉羰基腈。
• PROCESS FOR THE PREPARATION OF 7-SUBSTITUTED-3-QUINOLINE AND 3-QUINOL-4-ONE CARBONITRILES
  申请人：Wyeth Holdings Corporation

  公开号：EP1499594A1

  公开（公告）日：2005-01-26
• 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.