5-(N,N-dimethylamino)-2-methyl-1-(3',4',5'-trimethoxybenzoyl)indole | 1041752-14-0

• 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: 5-(N,N-dimethylamino)-2-methyl-1-(3',4',5'-trimethoxybenzoyl)indole
• 英文别名: [5-(Dimethylamino)-2-methylindol-1-yl]-(3,4,5-trimethoxyphenyl)methanone
• CAS: 1041752-14-0
• 化学式: C₂₁H₂₄N₂O₄
• 分子量: 368.433
• InChiKey: SVFPXASEULFFSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  52.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-amino-2-methyl-1-(3',4',5'-trimethoxybenzoyl)indole 、 碘甲烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以30%的产率得到5-(N,N-dimethylamino)-2-methyl-1-(3',4',5'-trimethoxybenzoyl)indole
  参考文献：
  名称：

  Discovery of 4-Amino and 4-Hydroxy-1-aroylindoles as Potent Tubulin Polymerization Inhibitors

  摘要：

  1-Aroylindoline, 1-aroyl-1,2,3,4-tetrahydroquinoline, and 1-aroylindole derivatives were synthesized and evaluated for anticancer activity. The 4-amino and 4-hydroxy-1-aroylindoles 26 and 27 with IC(50) Of 0.9 and 0.6 mu M, respectively, exhibited antitubulin activity superior or comparable to that of colchicine and combretastatin A-4. They also showed antiproliferative activity with IC(50) of 0.3-5.4 nM in a set of human cancer cell lines.

  DOI：

  10.1021/jm800150d

文献信息

• Discovery of 4-Amino and 4-Hydroxy-1-aroylindoles as Potent Tubulin Polymerization Inhibitors
  作者：Jing-Ping Liou、Zi-Yi Wu、Ching-Chuan Kuo、Chi-Yen Chang、Pei-Yi Lu、Chi-Ming Chen、Hsing-Pang Hsieh、Jang-Yang Chang

  DOI：10.1021/jm800150d

  日期：2008.7.1

  1-Aroylindoline, 1-aroyl-1,2,3,4-tetrahydroquinoline, and 1-aroylindole derivatives were synthesized and evaluated for anticancer activity. The 4-amino and 4-hydroxy-1-aroylindoles 26 and 27 with IC(50) Of 0.9 and 0.6 mu M, respectively, exhibited antitubulin activity superior or comparable to that of colchicine and combretastatin A-4. They also showed antiproliferative activity with IC(50) of 0.3-5.4 nM in a set of human cancer cell lines.