ethyl 8-(benzyloxy)-4-oxo-1,4-dihydroquinoline-2-carboxylate | 1421606-41-8

• 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: ethyl 8-(benzyloxy)-4-oxo-1,4-dihydroquinoline-2-carboxylate
• 英文别名: ethyl 4-oxo-8-phenylmethoxy-1H-quinoline-2-carboxylate
• CAS: 1421606-41-8
• 化学式: C₁₉H₁₇NO₄
• 分子量: 323.348
• InChiKey: AJNUELZUJADLLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 8-(benzyloxy)-4-oxo-1,4-dihydroquinoline-2-carboxylate 在 copper(I) oxide 、 ammonium hydroxide 、 水 、 三氯化硼 、 potassium carbonate 、 caesium carbonate 、 N,N'-二甲基乙二胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.25h， 生成 perspicamide A
  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：

  2-苄氧基苯胺 以 甲醇 、 二苯醚 为溶剂， 反应 6.17h， 生成 ethyl 8-(benzyloxy)-4-oxo-1,4-dihydroquinoline-2-carboxylate
  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