| 479251-94-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• CAS: 479251-94-0
• 化学式: C₂₄H₃₁N₅O₂
• 分子量: 421.542
• InChiKey: ZRBJYLXUNVVSDA-OPVJXMOQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.17
• 重原子数：
  31.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  105.55
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  在 盐酸 、 sodium tetrahydroborate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 54.0h， 生成
  参考文献：
  名称：

  Synthesis of 1,3,5-cis,cis-Triaminocyclohexane N-Pyridyl Derivatives as Potential Antitumor Agents

  摘要：

  Iron deprivation has been previously proven to be a promising strategy in treating tumor cells. A series of cis,cis-1,3,5-triaminocyclohexane N-pyridyl derivatives as iron-depleting antitumor agents were prepared. Cytotoxic activity of these derivatives was evaluated in the HeLa cancer cell line. Among the tested derivatives, N-ethyl-N,N',N"-tris(2-pyridylmethyl)-cis,cis-1,3,5-triaminocyclohexane (17) exhibited potent cytotoxicity against this cancer cell line. On the basis of the structure of 17, a bifunctional iron chelator 24 was designed and prepared. Bifunctional agent 24 possessing a maleimide linker that is functional for conjugation to thiolated monoclonal antibodies is a promising lead compound for development of antitumor conjugates for antibody-targeted therapies.

  DOI：

  10.1021/jo0204911
• 作为产物：
  描述：

  吡啶-2-甲醛 在 sodium tetrahydroborate 、 potassium carbonate 、 三氟乙酸 作用下， 以 甲醇 、 乙醇 、 氯仿 、 乙腈 、 苯 为溶剂， 反应 117.0h， 生成
  参考文献：
  名称：

  Synthesis of 1,3,5-cis,cis-Triaminocyclohexane N-Pyridyl Derivatives as Potential Antitumor Agents

  摘要：

  Iron deprivation has been previously proven to be a promising strategy in treating tumor cells. A series of cis,cis-1,3,5-triaminocyclohexane N-pyridyl derivatives as iron-depleting antitumor agents were prepared. Cytotoxic activity of these derivatives was evaluated in the HeLa cancer cell line. Among the tested derivatives, N-ethyl-N,N',N"-tris(2-pyridylmethyl)-cis,cis-1,3,5-triaminocyclohexane (17) exhibited potent cytotoxicity against this cancer cell line. On the basis of the structure of 17, a bifunctional iron chelator 24 was designed and prepared. Bifunctional agent 24 possessing a maleimide linker that is functional for conjugation to thiolated monoclonal antibodies is a promising lead compound for development of antitumor conjugates for antibody-targeted therapies.

  DOI：

  10.1021/jo0204911