4,8-bis(benzyloxy)quinoline-2-carboxamide | 1421606-44-1

• 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: 4,8-bis(benzyloxy)quinoline-2-carboxamide
• 英文别名: 4,8-Bis(phenylmethoxy)quinoline-2-carboxamide；4,8-bis(phenylmethoxy)quinoline-2-carboxamide
• CAS: 1421606-44-1
• 化学式: C₂₄H₂₀N₂O₃
• 分子量: 384.434
• InChiKey: ZEJHUXFLOPKLQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  74.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-1-(benzyloxy)-4-(2-iodovinyl)benzene 、 4,8-bis(benzyloxy)quinoline-2-carboxamide 在 copper(I) oxide 、 caesium carbonate 、 N,N'-二甲基乙二胺 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 以82%的产率得到(E)-4,8-bis(benzyloxy)-N-(4-(benzyloxy)styryl)quinoline-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：

  2-苄氧基苯胺 在 ammonium hydroxide 、 水 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 二苯醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.42h， 生成 4,8-bis(benzyloxy)quinoline-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

文献信息

• Synthesis of Perspicamide A and Related Diverse Analogues: Their Bioevaluation as Potent Antileishmanial Agents
  作者：Anand Kumar Pandey、Rashmi Sharma、Rahul Shivahare、Ashish Arora、Neeraj Rastogi、Suman Gupta、Prem M. S. Chauhan

  DOI：10.1021/jo3025626

  日期：2013.2.15

  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).