N-[4-(acridin-9-ylamino)-3-(2,3-dihydroxypropylamino)phenyl]methanesulfonamide | 88412-92-4

• 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: N-[4-(acridin-9-ylamino)-3-(2,3-dihydroxypropylamino)phenyl]methanesulfonamide
• CAS: 88412-92-4
• 化学式: C₂₃H₂₄N₄O₄S
• 分子量: 452.534
• InChiKey: ICHTXPOQRBYDHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  132
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  N-(3-chloro-4-nitrophenyl)methanesulfonamide 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 N-[4-(acridin-9-ylamino)-3-(2,3-dihydroxypropylamino)phenyl]methanesulfonamide
  参考文献：
  名称：

  Potential antitumor agents. 41. Analogs of amsacrine with electron-donor substituents in the anilino ring

  摘要：

  The preparation and antitumor activity of a series of 3'-alkylamino and 3'-dialkylamino analogues of amsacrine are reported. The results support previous work suggesting that the presence of electron-donating groups in the 3'-position of the anilino ring substantially enhance the antitumor activity of amsacrine analogues, possibly by the provision of high levels of electron density at the 6'-position. The alkylamino derivatives generally possess tighter DNA binding, higher levels of in vitro and in vivo antileukemic activity, and greater aqueous solubility than the corresponding amsacrine analogues.

  DOI：

  10.1021/jm00369a022