4-氟-3-(四唑-5-基)苯基硼酸 | 1009303-56-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 4-氟-3-(四唑-5-基)苯基硼酸
• 英文名称: 5-[2-fluoro-5-(boronic acid)-phenyl]-1H-tetrazole
• 英文别名: [4-fluoro-3-(1H-tetrazol-5-yl)phenyl]boronic acid；[4-fluoro-3-(2H-tetrazol-5-yl)phenyl]boronic acid
• CAS: 1009303-56-3
• 化学式: C₇H₆BFN₄O₂
• 分子量: 207.96
• InChiKey: FELFJHZMQYCKPT-UHFFFAOYSA-N

物化性质

• 熔点：
  163-168°C

计算性质

• 辛醇/水分配系数(LogP)：
  -1.31
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  94.9
• 氢给体数：
  3
• 氢受体数：
  6

安全信息

• 危险品标志：
  Xn
• 危险类别码：
  R22

反应信息

• 作为反应物：
  描述：

  2-氨基-5-溴-3-碘吡啶 、 4-氟-3-(四唑-5-基)苯基硼酸 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 caesium carbonate 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Development of Pyridine-based Inhibitors for the Human Vaccinia-related Kinases 1 and 2

  摘要：

  Vaccinia-related kinases 1 and 2 (VRK1 and VRK2) are human Ser/Thr protein kinases associated with increased cell division and neurological disorders. Nevertheless, the cellular functions of these proteins are not fully understood. Despite their therapeutic potential, there are no potent and specific inhibitors available for VRK1 or VRK2. We report here the discovery and elaboration of an aminopyridine scaffold as a basis for VRK1 and VRK2 inhibitors. The most potent compound for VRK1 (26) displayed an IC50 value of 150 nM and was fairly selective in a panel of 48 human kinases (selectivity score S(50%) of 0.04). Differences in compound binding mode and substituent preferences between the two VRKs were identified by the structure-activity relationship combined with the crystallographic analysis of key compounds. We expect our results to serve as a starting point for the design of more specific and potent inhibitors against each of the two VRKs.

  DOI：

  10.1021/acsmedchemlett.9b00082
• 作为产物：
  描述：

  5-氰基-2-氟苯硼酸频哪醇酯 在 叠氮基三甲基硅烷 、 二正丁基氧化锡 、 sodium hydroxide 作用下， 以 甲醚 、 水 为溶剂， 反应 0.33h， 以85%的产率得到4-氟-3-(四唑-5-基)苯基硼酸
  参考文献：
  名称：

  Microwave-Assisted Preparation of Aryltetrazoleboronate Esters

  摘要：

  The addition of azido trimethylsilane to arylnitrileboronate esters is shown to proceed rapidly in dimethoxyethane to give aryltetrazoleboronate esters in moderate to good yields, with dibutyltin oxide as catalyst.

  DOI：

  10.1021/ol048896q