1-(4-methoxyphenyl)-3-(1-methyl-1H-indol-3-yl)-4-(1-(3-(piperidin-1-yl)propyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)-1H-pyrrole-2.5-dione | 1178564-63-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 1-(4-methoxyphenyl)-3-(1-methyl-1H-indol-3-yl)-4-(1-(3-(piperidin-1-yl)propyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)-1H-pyrrole-2.5-dione
• 英文别名: 1-(4-Methoxyphenyl)-3-(1-methylindol-3-yl)-4-[1-(3-piperidin-1-ylpropyl)pyrazolo[3,4-b]pyridin-3-yl]pyrrole-2,5-dione
• CAS: 1178564-63-0
• 化学式: C₃₄H₃₄N₆O₃
• 分子量: 574.682
• InChiKey: FBTDBSINRIPHSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  43
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  85.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-(3-氯丙基)哌啶 、 1-(4-methoxyphenyl)-3-(1-methyl-1H-indol-3-yl)-4-(1H-pyrazolo[3,4-b]pyridin-3-yl)-1H-pyrrole-2,5-dione 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以68.7%的产率得到1-(4-methoxyphenyl)-3-(1-methyl-1H-indol-3-yl)-4-(1-(3-(piperidin-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.