4-Bromo-3-[2-[(4-methoxyphenyl)methoxymethyl]phenyl]-2-[(4-methoxyphenyl)methyl]-6-methylisoquinolin-1-one | 946075-35-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-Bromo-3-[2-[(4-methoxyphenyl)methoxymethyl]phenyl]-2-[(4-methoxyphenyl)methyl]-6-methylisoquinolin-1-one
• CAS: 946075-35-0
• 化学式: C₃₃H₃₀BrNO₄
• 分子量: 584.51
• InChiKey: KATWMEGRGZVXFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  39
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-Bromo-3-[2-[(4-methoxyphenyl)methoxymethyl]phenyl]-2-[(4-methoxyphenyl)methyl]-6-methylisoquinolin-1-one 在 重铬酸吡啶 、 正丁基锂 、 水 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 4-Bromo-3-(2-ethenylphenyl)-2-[(4-methoxyphenyl)methyl]-6-methylisoquinolin-1-one
  参考文献：
  名称：

  Design, docking, and synthesis of novel indeno[1,2-c]isoquinolines for the development of antitumor agents as topoisomerase I inhibitors

  摘要：

  An intramolecular radical cyclization reaction of 4-bromo-3-arylisoquinolines 11a-c allowed the efficient synthesis of 11-methylindenoisoquinolines 2a-c. 5-(2-Aminoethylainino)indeno[1,2-c]isoquinolin-11-one 4 was also prepared in the convenient manner. The synthesized compounds were tested in vitro for cytotoxicity and DNA-topoisomerase 1 (top 1) inhibitory activity. The dramatic enhancement of top 1 inhibitory activity of 4 was explained by a docking study using the FlexX program. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.064
• 作为产物：
  描述：

  N,2,4-三甲基苯甲酰胺 在 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 、 potassium carbonate 、 1,1'-偶氮(氰基环己烷) 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 生成 4-Bromo-3-[2-[(4-methoxyphenyl)methoxymethyl]phenyl]-2-[(4-methoxyphenyl)methyl]-6-methylisoquinolin-1-one
  参考文献：
  名称：

  Design, docking, and synthesis of novel indeno[1,2-c]isoquinolines for the development of antitumor agents as topoisomerase I inhibitors

  摘要：

  An intramolecular radical cyclization reaction of 4-bromo-3-arylisoquinolines 11a-c allowed the efficient synthesis of 11-methylindenoisoquinolines 2a-c. 5-(2-Aminoethylainino)indeno[1,2-c]isoquinolin-11-one 4 was also prepared in the convenient manner. The synthesized compounds were tested in vitro for cytotoxicity and DNA-topoisomerase 1 (top 1) inhibitory activity. The dramatic enhancement of top 1 inhibitory activity of 4 was explained by a docking study using the FlexX program. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.064