3-(4-((4-phenyl-1H-1,2,3-triazol-1-yl)methyl)phenyl)pyridine | 1239481-15-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-(4-((4-phenyl-1H-1,2,3-triazol-1-yl)methyl)phenyl)pyridine
• 英文别名: 3-[4-[(4-Phenyltriazol-1-yl)methyl]phenyl]pyridine
• CAS: 1239481-15-2
• 化学式: C₂₀H₁₆N₄
• 分子量: 312.374
• InChiKey: TYNIZPFUWFETEF-UHFFFAOYSA-N

物化性质

• 沸点：
  558.1±60.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对溴溴苄 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 sodium azide 、 copper(ll) sulfate pentahydrate 、 potassium carbonate 、 sodium ascorbate 作用下， 以 1,4-二氧六环 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 3-(4-((4-phenyl-1H-1,2,3-triazol-1-yl)methyl)phenyl)pyridine
  参考文献：
  名称：

  Discovery of novel anti-angiogenesis agents. Part 10: Multi-target inhibitors of VEGFR-2, Tie-2 and EphB4 incorporated with 1,2,3-triazol

  摘要：

  VEGFR-2, Tie-2, and EphB4 are essential for both angiogenesis and tumorigenesis. Herein, we developed a series of pyridines incorporated with 1,2,3-triazole as multi-target inhibitors based on the crystal structure alignment of the kinase domain of angiogenic RTKs. Biological results indicated that these multi-target inhibitors displayed considerable potential as novel anti-angiogenic agents. Among them, compound BD7 exhibited the most potent inhibition against the three RTKs simultaneously, and good activity on inhibiting viability of human umbilical endothelial cells. Therefore, 1,2,3-triazole could serve as a promising DFG binding group for multi-target inhibitors of VEGFR-2, Tie-2 and EphB4 bearing pyridine as hinge binding group. (C) 2018 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2018.11.042

文献信息

• A modular approach to catalytic synthesis using a dual-functional linker for Click and Suzuki coupling reactions
  作者：James R. White、Gareth J. Price、Stefanie Schiffers、Paul R. Raithby、Pawel K. Plucinski、Christopher G. Frost

  DOI：10.1016/j.tetlet.2010.05.104

  日期：2010.7

  boronate motif to be clicked onto other molecules under mild conditions. The utility of the azido-boronate motif as a modular building block is demonstrated in the rapid synthesis of drug-like structures employing sequential catalytic azide–alkyne cycloaddition and Suzuki coupling reactions.

  稳定的苄基叠氮基硼酸酯1作为双功能接头的一个例子，允许在温和条件下将合成有价值的硼酸酯基序点击到其他分子上。叠氮基硼酸酯基序作为模块化构件的实用性已在使用顺序催化叠氮化物-炔烃环加成反应和Suzuki偶联反应的药物样结构快速合成中得到证明。