6,9-dimethoxy-11H-indeno[1,2-c]quinolin-11-one | 1135132-39-6

• 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: 6,9-dimethoxy-11H-indeno[1,2-c]quinolin-11-one
• 英文别名: 6,9-Dimethoxyindeno[1,2-c]quinolin-11-one
• CAS: 1135132-39-6
• 化学式: C₁₈H₁₃NO₃
• 分子量: 291.306
• InChiKey: VJCSMQWRGRVBGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  48.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6,9-dimethoxy-11H-indeno[1,2-c]quinolin-11-one 在 盐酸羟胺 作用下， 反应 0.5h， 以84%的产率得到(E)-6,9-dimethoxy-11-(hydroxylimino)-11H-indeno[1,2-c]quinoline
  参考文献：
  名称：

  Discovery of Indeno[1,2-c]quinoline Derivatives as Inhibitors of Osteoclastogenesis Induced by Receptor Activator of NF-κB Ligand (RANKL)

  摘要：

  Certain indeno[1,2-c]quinolines were synthesized and evaluated for antiosteoclastogenic activities. Among them, 6,9-dimethoxy-11H-indeno[1,2-c]quinolin-11-one (8a) and 9-methoxy-6-(methylthio)-11H-indeno[1,2-c]quinolin-11-one (16a) inhibited RANKL-induced osteoclast formation in Raw 264.7 cells with an IC50 of 2.00 and 2.58 mu M, respectively. Compound 8a was only weakly active in the inhibition of the: RANKL-induced NFAT activation; while 16a was inactive. These results indicated that the antiosteoclastogenic effect of 8a is only; partly related while 16a is not related to the suppression of NFAT.

  DOI：

  10.1021/jm1016494
• 作为产物：
  描述：

  6-chloro-9-methoxy-11H-indeno[1,2-c]quinolin-11-one 在 盐酸 、 水 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 10.0h， 生成 6,9-dimethoxy-11H-indeno[1,2-c]quinolin-11-one
  参考文献：
  名称：

  Discovery of Indeno[1,2-c]quinoline Derivatives as Inhibitors of Osteoclastogenesis Induced by Receptor Activator of NF-κB Ligand (RANKL)

  摘要：

  Certain indeno[1,2-c]quinolines were synthesized and evaluated for antiosteoclastogenic activities. Among them, 6,9-dimethoxy-11H-indeno[1,2-c]quinolin-11-one (8a) and 9-methoxy-6-(methylthio)-11H-indeno[1,2-c]quinolin-11-one (16a) inhibited RANKL-induced osteoclast formation in Raw 264.7 cells with an IC50 of 2.00 and 2.58 mu M, respectively. Compound 8a was only weakly active in the inhibition of the: RANKL-induced NFAT activation; while 16a was inactive. These results indicated that the antiosteoclastogenic effect of 8a is only; partly related while 16a is not related to the suppression of NFAT.

  DOI：

  10.1021/jm1016494

文献信息

• Discovery of Indeno[1,2-<i>c</i>]quinoline Derivatives as Inhibitors of Osteoclastogenesis Induced by Receptor Activator of NF-κB Ligand (RANKL)
  作者：Chih-Hua Tseng、Ru-Wei Lin、Yeh-Long Chen、Gwo-Jaw Wang、Mei-Ling Ho、Cherng-Chyi Tzeng

  DOI：10.1021/jm1016494

  日期：2011.4.28

  Certain indeno[1,2-c]quinolines were synthesized and evaluated for antiosteoclastogenic activities. Among them, 6,9-dimethoxy-11H-indeno[1,2-c]quinolin-11-one (8a) and 9-methoxy-6-(methylthio)-11H-indeno[1,2-c]quinolin-11-one (16a) inhibited RANKL-induced osteoclast formation in Raw 264.7 cells with an IC50 of 2.00 and 2.58 mu M, respectively. Compound 8a was only weakly active in the inhibition of the: RANKL-induced NFAT activation; while 16a was inactive. These results indicated that the antiosteoclastogenic effect of 8a is only; partly related while 16a is not related to the suppression of NFAT.