7H-Pyrido[4,3-c]carbazol-10-ol | 62099-84-7

• 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
• 英文名称: 7H-Pyrido[4,3-c]carbazol-10-ol
• 英文别名: 7H-Pyrido(4,3-c)carbazol-10-ol
• CAS: 62099-84-7
• 化学式: C₁₅H₁₀N₂O
• 分子量: 234.257
• InChiKey: KTTXVLJSNQJARB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  48.9
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  10-甲氧基-7H-吡啶并(4,3-c)咔唑 在 氢溴酸 作用下， 反应 5.0h， 以50%的产率得到7H-Pyrido[4,3-c]carbazol-10-ol
  参考文献：
  名称：

  DNA intercalating compounds as potential antitumor agents. 1. Preparation and properties of 7H-pyridocarbazoles

  摘要：

  The DNA intercalating compounds derived from 6H-pyridocarbazole (ellipticines, olivacines) elicit high antitumor properties. In order to get information about the mechanism of action of these agents it is necessary to study structurally related analogues. For this purpose, various derivatives of the four isomeric 7H-pyridocarbazoles were synthesized by a single photochemical process on indolylpyridylethylenes. These derivatives are able to intercalate into DNA. The DNA binding affinities vary in the range of 10(4) to 10(6) M-1, depending mainly on the nature of the substituent, nitrogen quaternization being the most enhancing factor. The position of the pyridinic nitrogen does not markedly affect the DNA binding affinity. Three quaternized compounds elicit a significative but low antileukemic activity on L1210 mice leukemia. The properties of 7H-pyridocarbazoles are discussed and compared to those of 6H-pyridocarbazoles (ellipticines and olivacines).

  DOI：

  10.1021/jm00186a009

文献信息

• DNA intercalating compounds as potential antitumor agents. 1. Preparation and properties of 7H-pyridocarbazoles
  作者：Didier Pelaprat、Robert Oberlin、Irene Le Guen、Jean Bernard Le Pecq、Bernard P. Roques

  DOI：10.1021/jm00186a009

  日期：1980.12

  The DNA intercalating compounds derived from 6H-pyridocarbazole (ellipticines, olivacines) elicit high antitumor properties. In order to get information about the mechanism of action of these agents it is necessary to study structurally related analogues. For this purpose, various derivatives of the four isomeric 7H-pyridocarbazoles were synthesized by a single photochemical process on indolylpyridylethylenes. These derivatives are able to intercalate into DNA. The DNA binding affinities vary in the range of 10(4) to 10(6) M-1, depending mainly on the nature of the substituent, nitrogen quaternization being the most enhancing factor. The position of the pyridinic nitrogen does not markedly affect the DNA binding affinity. Three quaternized compounds elicit a significative but low antileukemic activity on L1210 mice leukemia. The properties of 7H-pyridocarbazoles are discussed and compared to those of 6H-pyridocarbazoles (ellipticines and olivacines).