8-chloro-4-ethoxyquinoline-2-carboxamide | 1421606-58-7

• 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: 8-chloro-4-ethoxyquinoline-2-carboxamide
• 英文别名: 8-Chloro-4-ethoxyquinoline-2-carboxamide
• CAS: 1421606-58-7
• 化学式: C₁₂H₁₁ClN₂O₂
• 分子量: 250.685
• InChiKey: AMZXJAJPUKIDHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  65.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [(Z)-2-溴乙烯基]苯 、 8-chloro-4-ethoxyquinoline-2-carboxamide 在 噻吩-2-甲酸亚铜(I) 、 caesium carbonate 、 N,N'-二甲基乙二胺 作用下， 以73%的产率得到(E)-8-chloro-4-ethoxy-N-styrylquinoline-2-carboxamide
  参考文献：
  名称：

  Synthesis of Perspicamide A and Related Diverse Analogues: Their Bioevaluation as Potent Antileishmanial Agents

  摘要：

  The first protocol for the synthesis of perspicamide A and related diverse analogues has been developed from economical and readily available starting materials. Furthermore, a few synthesized analogues, 24a, 246, 24c, 24d, and 241, exhibited potent activity against Leishmania donovani with IC50 values ranging from 3.75 to 10.37 mu M and a selectivity index (SI) ranging from 9.58 to 53.12, which is improved compared to the standard drug Miltefosine (IC50 12.4 mu M and SI 4.1).

  DOI：

  10.1021/jo3025626
• 作为产物：
  描述：

  N-(o-Chlorphenyl)-aminofumarsaeureethylester 在 ammonium hydroxide 、 水 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 生成 8-chloro-4-ethoxyquinoline-2-carboxamide
  参考文献：
  名称：

  Synthesis of Perspicamide A and Related Diverse Analogues: Their Bioevaluation as Potent Antileishmanial Agents

  摘要：

  The first protocol for the synthesis of perspicamide A and related diverse analogues has been developed from economical and readily available starting materials. Furthermore, a few synthesized analogues, 24a, 246, 24c, 24d, and 241, exhibited potent activity against Leishmania donovani with IC50 values ranging from 3.75 to 10.37 mu M and a selectivity index (SI) ranging from 9.58 to 53.12, which is improved compared to the standard drug Miltefosine (IC50 12.4 mu M and SI 4.1).

  DOI：

  10.1021/jo3025626