9-Chloro-6-nitro-acridine-4-carbonyl chloride | 164257-10-7

• 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: 9-Chloro-6-nitro-acridine-4-carbonyl chloride
• CAS: 164257-10-7
• 化学式: C₁₄H₆Cl₂N₂O₃
• 分子量: 321.119
• InChiKey: JSHJZVGCMKWIHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.33
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  73.1
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  9-Chloro-6-nitro-acridine-4-carbonyl chloride 在 ammonium hydroxide 作用下， 以 二氯甲烷 为溶剂， 以1.1 g的产率得到
  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：

  2-氯-4-硝基苯甲酸 在 N-甲基吡咯烷酮 、 氯化亚砜 、 polyphosphate ester 、 硫酸 、 copper diacetate 、 N,N-二异丙基乙胺 、 N,N-二甲基甲酰胺 作用下， 反应 11.0h， 生成 9-Chloro-6-nitro-acridine-4-carbonyl chloride
  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