6-Chloro-9-(4-methanesulfonylamino-2-methoxy-phenylamino)-acridine-4-carboxylic acid carbamoylmethyl-amide | 86611-60-1

• 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: 6-Chloro-9-(4-methanesulfonylamino-2-methoxy-phenylamino)-acridine-4-carboxylic acid carbamoylmethyl-amide
• 英文别名: N-(2-amino-2-oxoethyl)-6-chloro-9-[4-(methanesulfonamido)-2-methoxyanilino]acridine-4-carboxamide
• CAS: 86611-60-1
• 化学式: C₂₄H₂₂ClN₅O₅S
• 分子量: 527.988
• InChiKey: ZVZNIJFMVTVCSC-UHFFFAOYSA-N

物化性质

• 密度：
  1.504±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  161
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  氯苯扎利 在 吡啶 、 氯化亚砜 、 硫酸 、 N,N-二甲基甲酰胺 、 三氯化磷 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.5h， 生成 6-Chloro-9-(4-methanesulfonylamino-2-methoxy-phenylamino)-acridine-4-carboxylic acid carbamoylmethyl-amide
  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

• Potential antitumor agents. Part 38. 3-Substituted 5-carboxamido derivatives of amsacrine
  作者：William A. Denny、Graham J. Atwell、Bruce C. Baguley

  DOI：10.1021/jm00365a013

  日期：1983.11

  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.