2-<<3-(dimethylamino)propyl>thio>perimidine | 110191-72-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类 - 二氮杂萘
• 英文名称: 2-<<3-(dimethylamino)propyl>thio>perimidine
• 英文别名: 2-{[3-(dimethylamino)propyl]thio}perimidine；N,N-dimethyl-3-(1H-perimidin-2-ylsulfanyl)propan-1-amine
• CAS: 110191-72-5
• 化学式: C₁₆H₁₉N₃S
• 分子量: 285.413
• InChiKey: RTZYOOJZAZAUOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  52.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,8-二氨基萘 在 氢氧化钾 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 0.75h， 生成 2-<<3-(dimethylamino)propyl>thio>perimidine
  参考文献：
  名称：

  Potential antitumor agents. 53. Synthesis, DNA binding properties, and biological activity of perimidines designed as minimal DNA-intercalating agents

  摘要：

  A series of compounds based on perimidine have been synthesized and evaluated for their DNA-binding properties and antitumor activity. The fused tricyclic permidine chromophore appears to be the minimal structural requirement for intercalative binding to DNA since the mode of binding could be dictated by the position of attachment of the side chain. The intercalating compounds have DNA association constants (log K = 5.8-6.5) and cytotoxic potencies (IC50 = 500-1500 nM) comparable to those shown by other classes of linear, tricyclic DNA-intercalating antitumor agents (acridinecarboxamides, phenazinecarboxamides), but none of the compounds showed in vivo activity.

  DOI：

  10.1021/jm00394a025

文献信息

• Potential antitumor agents. 53. Synthesis, DNA binding properties, and biological activity of perimidines designed as minimal DNA-intercalating agents
  作者：John M. Herbert、Paul D. Woodgate、William A. Denny

  DOI：10.1021/jm00394a025

  日期：1987.11

  A series of compounds based on perimidine have been synthesized and evaluated for their DNA-binding properties and antitumor activity. The fused tricyclic permidine chromophore appears to be the minimal structural requirement for intercalative binding to DNA since the mode of binding could be dictated by the position of attachment of the side chain. The intercalating compounds have DNA association constants (log K = 5.8-6.5) and cytotoxic potencies (IC50 = 500-1500 nM) comparable to those shown by other classes of linear, tricyclic DNA-intercalating antitumor agents (acridinecarboxamides, phenazinecarboxamides), but none of the compounds showed in vivo activity.