3-(1-methyl-1H-indol-3-yl)-4-(1-(3-(1H-pyrrol-1-yl)propyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)-1H-pyrrole-2,5-dione | 1178564-51-6

• 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: 3-(1-methyl-1H-indol-3-yl)-4-(1-(3-(1H-pyrrol-1-yl)propyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)-1H-pyrrole-2,5-dione
• 英文别名: 3-(1-Methylindol-3-yl)-4-[1-(3-pyrrol-1-ylpropyl)pyrazolo[3,4-b]pyridin-3-yl]pyrrole-2,5-dione
• CAS: 1178564-51-6
• 化学式: C₂₆H₂₂N₆O₂
• 分子量: 450.5
• InChiKey: FAKXOEKPUFDOFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  86.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-(1-methyl-1H-indol-3-yl)-4-(1-(3-(1H-pyrrol-1-yl)propyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)-1-phenyl-1H-pyrrole-2,5-dione 在 ammonium acetate 作用下， 反应 6.0h， 以85.9%的产率得到3-(1-methyl-1H-indol-3-yl)-4-(1-(3-(1H-pyrrol-1-yl)propyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)-1H-pyrrole-2,5-dione
  参考文献：
  名称：

  Synthesis and evaluation of novel 7-azaindazolyl-indolyl-maleimide derivatives as antitumor agents and protein kinase C inhibitors

  摘要：

  A series of novel 7-azaindazolyl-indolyl-maleimides were synthesized and evaluated for their antiproliferative activity in vitro against various human cancer cell lines and protein kinase C inhibitory activity. Compounds 8a-c, 8e and 14a were the most promising compounds against K562, A549, ECA-109, KB and SMMC-7721 cell lines in vitro. Compounds 9a-j showed moderate PKC inhibition. Further mechanism of action studies revealed that the antiproliferative activity of compound 8b in KB cells might involve the mitochondria-mediated apoptosis pathway. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.04.043

文献信息

• Synthesis and evaluation of novel 7-azaindazolyl-indolyl-maleimide derivatives as antitumor agents and protein kinase C inhibitors
  作者：Qing Ye、Ji Cao、Xinglu Zhou、Dan Lv、Qiaojun He、Bo Yang、Yongzhou Hu

  DOI：10.1016/j.bmc.2009.04.043

  日期：2009.7

  A series of novel 7-azaindazolyl-indolyl-maleimides were synthesized and evaluated for their antiproliferative activity in vitro against various human cancer cell lines and protein kinase C inhibitory activity. Compounds 8a-c, 8e and 14a were the most promising compounds against K562, A549, ECA-109, KB and SMMC-7721 cell lines in vitro. Compounds 9a-j showed moderate PKC inhibition. Further mechanism of action studies revealed that the antiproliferative activity of compound 8b in KB cells might involve the mitochondria-mediated apoptosis pathway. (C) 2009 Elsevier Ltd. All rights reserved.