3-methyl-1-phenylpyrazolo[3,4-e]pyrrolo[3,4-g]indolizine-4,6-(1H,5H)-dione | 1510825-70-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-methyl-1-phenylpyrazolo[3,4-e]pyrrolo[3,4-g]indolizine-4,6-(1H,5H)-dione
• 英文别名: 5-Methyl-3-phenyl-1,3,4,9-tetrazatetracyclo[10.3.0.02,6.07,11]pentadeca-2(6),4,7(11),12,14-pentaene-8,10-dione；5-methyl-3-phenyl-1,3,4,9-tetrazatetracyclo[10.3.0.02,6.07,11]pentadeca-2(6),4,7(11),12,14-pentaene-8,10-dione
• CAS: 1510825-70-3
• 化学式: C₁₈H₁₂N₄O₂
• 分子量: 316.319
• InChiKey: SNNXMXIKCVZEQI-UHFFFAOYSA-N

物化性质

• 密度：
  1.54±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  68.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  sodium 3,4-dicyanobut-2-en-2-olate 在 sodium ethanolate 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 8.5h， 生成 3-methyl-1-phenylpyrazolo[3,4-e]pyrrolo[3,4-g]indolizine-4,6-(1H,5H)-dione
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of 1-Phenylpyrazolo[3,4-e]pyrrolo[3,4-g]indolizine-4,6(1H,5H)-diones as New Glycogen Synthase Kinase-3β Inhibitors

  摘要：

  Compound 5 was selected from our in-house library as a suitable starting point for the rational design of new GSK-3 beta inhibitors. MC/FEP calculations of 5 led to the identication of a structural class of new GSK-3 beta inhibitors. Compound 18 inhibited GSK-3 beta with an IC50 of 0.24 mu M and inhibited tau phosphorylation in a cell-based assay. It proved to be a selective inhibitor of GSK-3 against a panel of 17 kinases and showed >10-fold selectivity against CDK2. Calculated physicochemical properties and Volsurf predictions suggested that compound 18 has the potential to diffuse passively across the blood brain barrier.

  DOI：

  10.1021/jm401466v