perspicamide A | 873334-33-9

• 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: perspicamide A
• 英文别名: N-(4-Hydroxystyryl)-4,8-dihydroxyquinoline-2-carboxamide；8-hydroxy-N-[(E)-2-(4-hydroxyphenyl)ethenyl]-4-oxo-1H-quinoline-2-carboxamide
• CAS: 873334-33-9
• 化学式: C₁₈H₁₄N₂O₄
• 分子量: 322.32
• InChiKey: KWKWBUHGGDKPDV-CMDGGOBGSA-N

物化性质

• 沸点：
  722.0±60.0 °C(Predicted)
• 密度：
  1.456±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  98.7
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-苄氧基苯胺 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 、 二苯醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 32.42h， 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

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).

表征谱图