N3-(4-methylphenyl)-6-chloro-2-methyl-4-phenyl-3-quinolinecarboxamide | 1203506-49-3

• 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: N3-(4-methylphenyl)-6-chloro-2-methyl-4-phenyl-3-quinolinecarboxamide
• 英文别名: 6-chloro-2-methyl-N-(4-methylphenyl)-4-phenylquinoline-3-carboxamide
• CAS: 1203506-49-3
• 化学式: C₂₄H₁₉ClN₂O
• 分子量: 386.881
• InChiKey: VWJPGWCJONYYFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N3-(4-methylphenyl)-6-chloro-2-methyl-4-phenyl-3-quinolinecarboxamide 在 劳森试剂 作用下， 以 甲苯 为溶剂， 以80%的产率得到N3-(4-methylphenyl)-6-chloro-2-methyl-4-phenyl-3-quinolinecarbothioamide
  参考文献：
  名称：

  Diversity-Oriented Synthesis of Quinolines via Friedländer Annulation Reaction under Mild Catalytic Conditions

  摘要：

  An efficient and practical method has been manifested for the diversity-oriented synthesis of quinolines via Friedlander annulation reaction for the generation of a wide range of structurally interesting and pharmacologically significant compounds by using ceric ammonium nitrate as a catalyst (10 mol %) at ambient temperature in 45 min. A variety of functional groups are introduced at various positions of the quinoline moiety, and further the diversity of the core skeleton was expanded at R-1 and R-2 positions by the synthesis of various hybrids. Initial screening of the compounds for cytotoxicity against a series of cancer cell lines showed promising results,

  DOI：

  10.1021/cc900129t
• 作为产物：
  描述：

  4'-甲基乙酰乙酰苯胺 、 2-氨基-5-氯二苯甲酮 在 ammonium cerium (IV) nitrate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以90%的产率得到N3-(4-methylphenyl)-6-chloro-2-methyl-4-phenyl-3-quinolinecarboxamide
  参考文献：
  名称：

  Diversity-Oriented Synthesis of Quinolines via Friedländer Annulation Reaction under Mild Catalytic Conditions

  摘要：

  An efficient and practical method has been manifested for the diversity-oriented synthesis of quinolines via Friedlander annulation reaction for the generation of a wide range of structurally interesting and pharmacologically significant compounds by using ceric ammonium nitrate as a catalyst (10 mol %) at ambient temperature in 45 min. A variety of functional groups are introduced at various positions of the quinoline moiety, and further the diversity of the core skeleton was expanded at R-1 and R-2 positions by the synthesis of various hybrids. Initial screening of the compounds for cytotoxicity against a series of cancer cell lines showed promising results,

  DOI：

  10.1021/cc900129t