potassium 1H-indazole-4-trifluoroborate | 1542163-50-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: potassium 1H-indazole-4-trifluoroborate
• 英文别名: Potassium trifluoro(1H-indazol-4-yl)borate；potassium;trifluoro(1H-indazol-4-yl)boranuide
• CAS: 1542163-50-7
• 化学式: C₇H₅BF₃N₂*K
• 分子量: 224.035
• InChiKey: FYHAVBQLKOPEDV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.38
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(2-chloropyrido[3,2-d]pyrimidin-4-yl)morpholine 、 potassium 1H-indazole-4-trifluoroborate 在 potassium carbonate 、 四(三苯基膦)钯 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 1.25h， 以49%的产率得到2-(1H-indazol-4-yl)-4-morpholinopyrido[3,2-d]pyrimidine
  参考文献：
  名称：

  Design, Synthesis, and Biological Activity of Pyridopyrimidine Scaffolds as Novel PI3K/mTOR Dual Inhibitors

  摘要：

  The design, synthesis, and screening of dual PI3K/mTOR inhibitors that gave nanomolar enzymatic and cellular activities on both targets with an acceptable kinase selectivity profile are described. A docking study was performed to understand the binding mode of the compounds and to explain the differences in biological activity. In addition, cellular effects of the best dual inhibitors were determined on six cancer cell lines and compared to those on a healthy diploid cell line for cellular cytotoxicity. Two compounds are highly potent on cancer cells in the submicromolar range without any toxicity on healthy cells. A more detailed analysis of the cellular effect of these PI3K/mTOR dual inhibitors demonstrated that they induce GI-phase cell cycle arrest in breast cancer cells and trigger apoptosis. These compounds show an interesting kinase profile as dual PI3K/mTOR tool compounds or as a chemical series for further optimization to progress into in vivo experiments.

  DOI：

  10.1021/jm401138v