7-Bromo-4-(2,4-dichloro-phenylamino)-quinoline-3-carboxylic acid ethyl ester | 705965-94-2

• 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-Bromo-4-(2,4-dichloro-phenylamino)-quinoline-3-carboxylic acid ethyl ester
• CAS: 705965-94-2
• 化学式: C₁₈H₁₃BrCl₂N₂O₂
• 分子量: 440.123
• InChiKey: BMJVPIUUAQOPTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.22
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  51.22
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  7-Bromo-4-(2,4-dichloro-phenylamino)-quinoline-3-carboxylic acid ethyl ester 在 palladium diacetate 、 sodium hydroxide 、 TEA 、 三(邻甲基苯基)磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3-Quinolinecarboxylate deriv. 13
  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
• 作为产物：
  描述：

  7-溴-4-羟基喹啉-3-甲酸乙酯 在 吡啶盐酸盐 、 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 7-Bromo-4-(2,4-dichloro-phenylamino)-quinoline-3-carboxylic acid ethyl ester
  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