3-Brom-4-phenyl-pyrazol | 114382-19-3

• 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-Brom-4-phenyl-pyrazol
• 英文别名: 3-bromo-4-phenyl-1(2)H-pyrazole；3-Brom-4-phenyl-1(2)H-pyrazol；3-Bromo-4-phenylpyrazole；5-bromo-4-phenyl-1H-pyrazole
• CAS: 114382-19-3
• 化学式: C₉H₇BrN₂
• mdl: MFCD13811400
• 分子量: 223.072
• InChiKey: ZFJXWTGRCQGNMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12
• 可旋转键数：
  1
• 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：
  1

反应信息

• 作为反应物：
  描述：

  二碳酸二叔丁酯 、 3-Brom-4-phenyl-pyrazol 在 4-二甲氨基吡啶 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 tert-butyl 3-bromo-4-phenyl-1H-pyrazole-1-carboxylate
  参考文献：
  名称：

  Discovery of Potent and Selective RSK Inhibitors as Biological Probes

  摘要：

  While the p90 ribosomal S6 kinase (RSK) family has been implicated in multiple tumor cell functions, the full understanding of this kinase family has been restricted by the lack of highly selective inhibitors. A bis-phenol pyrazole was identified from high-throughput screening as an inhibitor of the N-terminal kinase of RSK2. Structure-based drug design using crystallography, conformational analysis, and scaffold morphing resulted in highly optimized difluorophenol pyridine inhibitors of the RSK kinase family as demonstrated cellularly by the inhibition of YB1 phosphorylation. These compounds provide for the first time in vitro tools with an improved selectivity and potency profile to examine the importance of RSK signaling in cancer cells and to fully evaluate RSK as a therapeutic target.

  DOI：

  10.1021/acs.jmedchem.5b00450
• 作为产物：
  描述：

  重氮甲烷 、 (2-溴-2-硝基乙烯基)苯 在 乙醚 作用下， 生成 3-Brom-4-phenyl-pyrazol
  参考文献：
  名称：

  The Condensation of Diazo Compounds with Nitroölefins. II. 3-Bromo- and 3-Nitropyrazoles

  摘要：

  DOI：

  10.1021/ja01154a051