11-hydroxy-2,6-dimethyl-11H-indeno[1,2-c]isoquinolin-5-one | 958008-43-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 11-hydroxy-2,6-dimethyl-11H-indeno[1,2-c]isoquinolin-5-one
• CAS: 958008-43-0
• 化学式: C₁₈H₁₅NO₂
• 分子量: 277.323
• InChiKey: KDUPQDGOYZQKMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  11-hydroxy-2,6-dimethyl-11H-indeno[1,2-c]isoquinolin-5-one 在 重铬酸吡啶 作用下， 以 二氯甲烷 为溶剂， 以89%的产率得到2,6-Dimethylindeno[1,2-c]isoquinoline-5,11-dione
  参考文献：
  名称：

  Convenient synthesis of indeno[1,2-c]isoquinolines as constrained forms of 3-arylisoquinolines and docking study of a topoisomerase I inhibitor into DNA–topoisomerase I complex

  摘要：

  11-Hydroxyindeno[1,2-c]isoquinotines 12a-c were prepared as constrained forms of 3-arylisoquinolines through an intramolecular cyclization reaction. Among the synthesized compounds, the 11-butoxy analog 15I displayed potent in vitro cytotoxicity against four different tumor cell lines as well as topoisomerase I inhibitory activity. A FlexX docking study was performed to explain the topoisomerase I activity of 151. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.08.062
• 作为产物：
  描述：

  2-(2,6-Dimethyl-1-oxoisoquinolin-3-yl)benzaldehyde 在 盐酸 作用下， 以 丙酮 为溶剂， 以93%的产率得到11-hydroxy-2,6-dimethyl-11H-indeno[1,2-c]isoquinolin-5-one
  参考文献：
  名称：

  Convenient synthesis of indeno[1,2-c]isoquinolines as constrained forms of 3-arylisoquinolines and docking study of a topoisomerase I inhibitor into DNA–topoisomerase I complex

  摘要：

  11-Hydroxyindeno[1,2-c]isoquinotines 12a-c were prepared as constrained forms of 3-arylisoquinolines through an intramolecular cyclization reaction. Among the synthesized compounds, the 11-butoxy analog 15I displayed potent in vitro cytotoxicity against four different tumor cell lines as well as topoisomerase I inhibitory activity. A FlexX docking study was performed to explain the topoisomerase I activity of 151. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.08.062