| 1618136-61-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• CAS: 1618136-61-0
• 化学式: C₂₈H₃₃N₃O₆S
• 分子量: 539.653
• InChiKey: NHQNVOAZYOLMIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.45
• 重原子数：
  38.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  103.91
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  在 盐酸 、 乌洛托品 、 硫酸 、 双氧水 作用下， 以 1,4-二氧六环 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.33h， 生成 2-(5-((tert-butoxycarbonyl)amino)pentyl)-9-hydroxy-5,6,11-trimethyl-6H-pyrido[4,3-b]carbazol-2-ium 4-methylbenzenesulfonate
  参考文献：
  名称：

  Synthesis and in vitro antitumor activity of novel 2-alkyl-5-methoxycarbonyl-11-methyl-6H-pyrido[4,3-b]carbazol-2-ium and 2-alkylellipticin-2-ium chloride derivatives

  摘要：

  Twenty-one types of novel ellipticine derivatives and pyridocarbazoles (5-methoxycarbonyl-11-methyl-6H-pyrido[4,3-b]carbazoles) with a nitrosourea moiety, linked by an oxydiethylene unit at the 2 position, were synthesized, and their cytotoxicity against HeLa S-3 cells was evaluated. Some of these new compounds exhibited potent antitumor activity by comparison with that of ellipticine. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.05.032
• 作为产物：
  描述：

  1,4,9-trimethyl-9H-carbazole-3-carbaldehyde 在 吡啶 、 sodium tetrahydroborate 作用下， 以 甲醇 、 乙腈 、 苯 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  Synthesis and in vitro antitumor activity of novel 2-alkyl-5-methoxycarbonyl-11-methyl-6H-pyrido[4,3-b]carbazol-2-ium and 2-alkylellipticin-2-ium chloride derivatives

  摘要：

  Twenty-one types of novel ellipticine derivatives and pyridocarbazoles (5-methoxycarbonyl-11-methyl-6H-pyrido[4,3-b]carbazoles) with a nitrosourea moiety, linked by an oxydiethylene unit at the 2 position, were synthesized, and their cytotoxicity against HeLa S-3 cells was evaluated. Some of these new compounds exhibited potent antitumor activity by comparison with that of ellipticine. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.05.032

文献信息

• A transition metal-free approach to a regioselective total synthesis of the natural product derivative 6-methylellipticine, a potent anticancer agent
  作者：Song-Bo Lin、Wan-Wan Wang、Jin-Peng Meng、Xi-Wang Li、Jun Wu、Xiao-Ling Sun

  DOI：10.1016/j.tetlet.2019.151309

  日期：2019.12

  A transition metal-free and regioselective total synthesis of 6-methylellipticine, a potent anticancer agent, was developed. This synthetic approach mainly involved two key reactions: a direct amination of multi-functional phenol via an alkylation-Smiles rearrangement protocol, and an intramolecular C-H bond arylation reaction promoted by potassium tert-butoxide. These reactions resulted in the formation

  开发了无过渡金属和区域选择性的6-甲基玫瑰树碱的全合成，这是一种有效的抗癌药。这种合成方法主要涉及两个关键反应：通过烷基化-Smiles重排方案直接胺化多功能酚，以及叔丁醇钾促进的分子内CH键芳基化反应。这些反应导致在无过渡金属的条件下形成两种关键中间体二芳基胺和咔唑衍生物。最后的环化得到目标产物6-甲基玫瑰树碱。