1,2-dihydro-5,11-dimethyl-4-hydroxy-2-oxo-6H-pyrido<3,2-b>carbazole

• 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: 1,2-dihydro-5,11-dimethyl-4-hydroxy-2-oxo-6H-pyrido<3,2-b>carbazole
• 英文别名: 4-Hydroxy-5,11-dimethyl-1,6-dihydropyrido[3,2-b]carbazol-2-one；4-hydroxy-5,11-dimethyl-1,6-dihydropyrido[3,2-b]carbazol-2-one
• 化学式: C₁₇H₁₄N₂O₂
• 分子量: 278.31
• InChiKey: BHZINVYGRRVNLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  65.1
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-amino-1,4-dimethyl-9H-carbazole 以 二苯醚 为溶剂， 反应 0.83h， 生成 1,2-dihydro-5,11-dimethyl-4-hydroxy-2-oxo-6H-pyrido<3,2-b>carbazole
  参考文献：
  名称：

  In vitro cytotoxicity of carbazole derivatives IV. 5,11-Dimethyl-6H-pyrido[3,2-b]carbazoles substituted on the pyridine ring

  摘要：

  A series of 5,11-dimethyl-6H-pyrido[3,2-b]carbazoles, structurally related to the antitumor drug ellipticine, were synthesized from 3-amino-1,4-dimethyl-9H-carbazole. Among 17 derivatives, bearing various substituents on the pyridine ring, and preliminarily evaluated for cytotoxicity on L1210-cultured cells, 13 (76%) were found to be active. One of them, 5,11-dimethyl-4-ethoxy-6H-pyrido[3,2-b]carbazole, although non-substituted on C-9, displayed an activity similar to that of 9-hydroxy-N-2-methylellipticinium acetate. Structure-activity relationships have been described in detail.

  DOI：

  10.1016/0223-5234(93)90032-a

文献信息

• Moinet-Hedin V., Tabka T., Gauduchon P., Le Talaer J. Y., Letois B., Lanc+, Eur. J. Med. Chem, 28 (1993) N 9, S 721-726
  作者：Moinet-Hedin V., Tabka T., Gauduchon P., Le Talaer J. Y., Letois B., Lanc+

  DOI：——

  日期：——
• In vitro cytotoxicity of carbazole derivatives IV. 5,11-Dimethyl-6H-pyrido[3,2-b]carbazoles substituted on the pyridine ring
  作者：V Moinet-Hedin、T Tabka、P Gauduchon、JY Le Talaer、B Letois、JC Lancelot、S Rault、M Robba

  DOI：10.1016/0223-5234(93)90032-a

  日期：1993.1

  A series of 5,11-dimethyl-6H-pyrido[3,2-b]carbazoles, structurally related to the antitumor drug ellipticine, were synthesized from 3-amino-1,4-dimethyl-9H-carbazole. Among 17 derivatives, bearing various substituents on the pyridine ring, and preliminarily evaluated for cytotoxicity on L1210-cultured cells, 13 (76%) were found to be active. One of them, 5,11-dimethyl-4-ethoxy-6H-pyrido[3,2-b]carbazole, although non-substituted on C-9, displayed an activity similar to that of 9-hydroxy-N-2-methylellipticinium acetate. Structure-activity relationships have been described in detail.