2-[6-(dimethylamino)-9H-purin-9-yl]-1-(1H-indol-3-yl)ethanone | 1148034-26-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 2-[6-(dimethylamino)-9H-purin-9-yl]-1-(1H-indol-3-yl)ethanone
• 英文别名: 2-[6-(dimethylamino)purin-9-yl]-1-(1H-indol-3-yl)ethanone
• CAS: 1148034-26-7
• 化学式: C₁₇H₁₆N₆O
• 分子量: 320.354
• InChiKey: FXGBQQHTSADYSH-UHFFFAOYSA-N

物化性质

• 沸点：
  608.8±65.0 °C(predicted)
• 密度：
  1.40±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  79.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-溴-1-(1H-吲哚-3-基)乙酮 、 二甲胺 、 6-氯嘌呤 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以42.3%的产率得到2-[6-(dimethylamino)-9H-purin-9-yl]-1-(1H-indol-3-yl)ethanone
  参考文献：
  名称：

  Design, synthesis and characterization of N9/N7-substituted 6-aminopurines as VEGF-R and EGF-R inhibitors

  摘要：

  In this study we report on the design, synthesis and biological characterization of novel N-9 or N-7 arylethanone-substituted 6-aminopurines and 6-methoxypurines, respectively, as EGF-R and VEGF-R. inhibitors. The compounds were initially profiled in a panel of 24 cancer-relevant protein kinases. Dependent on the regio-substitution of the purine core we found inhibition activity for EGF-R. and VEGF-R with IC50 values in the mu M range. The two novel N-9/N-7 2-(6-amino-purine)-1-(1H-indole-3-yl)ethanone derivatives were characterized in an enhanced panel of 78 kinases showing the N-9 derivative to also inhibit MNK1 and IRR while the N-7 isomer was found to be specific for VEGF-R2. (c) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.04.012