N3-[(1R)-1-Phenylethyl]-6-chloro-2-methyl-4-phenyl-3-quinolinecarboxamide | 1203506-46-0

• 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-[(1R)-1-Phenylethyl]-6-chloro-2-methyl-4-phenyl-3-quinolinecarboxamide
• 英文别名: 6-chloro-2-methyl-4-phenyl-N-[(1R)-1-phenylethyl]quinoline-3-carboxamide
• CAS: 1203506-46-0
• 化学式: C₂₅H₂₁ClN₂O
• 分子量: 400.908
• InChiKey: VUZAFRLUFKFZNG-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氨基-5-氯二苯甲酮 、 (R)-(+)-N-(1-phenylethyl)-3-oxobutyramide 在 ammonium cerium (IV) nitrate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 N3-[(1R)-1-Phenylethyl]-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

文献信息

• Diversity-Oriented Synthesis of Quinolines via Friedländer Annulation Reaction under Mild Catalytic Conditions
  作者：D. Subhas Bose、Mohd. Idrees、N. M. Jakka、J. Venkateswara Rao

  DOI：10.1021/cc900129t

  日期：2010.1.11

  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,