p-nitrophenyl 3-chloro-9-oxoacridan-5-carboxylate | 86632-08-8

• 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: p-nitrophenyl 3-chloro-9-oxoacridan-5-carboxylate
• 英文别名: (4-nitrophenyl) 6-chloro-9-oxo-10H-acridine-4-carboxylate
• CAS: 86632-08-8
• 化学式: C₂₀H₁₁ClN₂O₅
• 分子量: 394.771
• InChiKey: JIDKFVSKTSPWDT-UHFFFAOYSA-N

物化性质

• 熔点：
  311-312 °C
• 沸点：
  632.6±55.0 °C(Predicted)
• 密度：
  1.485±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.46
• 重原子数：
  28.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  102.3
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  p-nitrophenyl 3-chloro-9-oxoacridan-5-carboxylate 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 反应 0.5h， 生成
  参考文献：
  名称：

  Potential antitumor agents. Part 38. 3-Substituted 5-carboxamido derivatives of amsacrine

  摘要：

  The synthesis and biological evaluation of a series of 3-substituted 5-carboxamido derivatives of amsacrine (m-AMSA) are described. This series was developed as the result of previous quantitative structure-activity relationship (QSAR) studies of the antitumor activity of 9-anilinoacridine derivatives. In agreement with these studies, this class of compounds, possessing a variety of small nonpolar groups at the 3-position, together with very hydrophilic carboxamido groups at the 5-position, have high in vivo activity against animal leukemia models.

  DOI：

  10.1021/jm00365a013
• 作为产物：
  描述：

  氯苯扎利 在 吡啶 、 硫酸 、 三氯化磷 作用下， 反应 2.0h， 生成 p-nitrophenyl 3-chloro-9-oxoacridan-5-carboxylate
  参考文献：
  名称：

  Potential antitumor agents. Part 38. 3-Substituted 5-carboxamido derivatives of amsacrine

  摘要：

  The synthesis and biological evaluation of a series of 3-substituted 5-carboxamido derivatives of amsacrine (m-AMSA) are described. This series was developed as the result of previous quantitative structure-activity relationship (QSAR) studies of the antitumor activity of 9-anilinoacridine derivatives. In agreement with these studies, this class of compounds, possessing a variety of small nonpolar groups at the 3-position, together with very hydrophilic carboxamido groups at the 5-position, have high in vivo activity against animal leukemia models.

  DOI：

  10.1021/jm00365a013

文献信息

• DENNY, W. A.;ATWELL, G. J.;BAGULEY, B. C., J. MED. CHEM., 1983, 26, N 11, 1619-1625
  作者：DENNY, W. A.、ATWELL, G. J.、BAGULEY, B. C.

  DOI：——

  日期：——