3-(1-methyl-1H-indol-3-yl)-1-(naphthalen-1-yl)-4-(1-(3-(piperidin-1-yl)propyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)-1H-pyrrole-2,5-dione | 1178564-60-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-(1-methyl-1H-indol-3-yl)-1-(naphthalen-1-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: 3-(1-Methylindol-3-yl)-1-naphthalen-1-yl-4-[1-(3-piperidin-1-ylpropyl)pyrazolo[3,4-b]pyridin-3-yl]pyrrole-2,5-dione
• CAS: 1178564-60-7
• 化学式: C₃₇H₃₄N₆O₂
• 分子量: 594.716
• InChiKey: FEIOXWASXIIGLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  45
• 可旋转键数：
  7
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  76.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-(3-氯丙基)哌啶 、 3-(1-methyl-1H-indol-3-yl)-1-(naphthalen-1-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82.1%的产率得到3-(1-methyl-1H-indol-3-yl)-1-(naphthalen-1-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.