[2-(1,5-Diphenylpyrazol-3-yl)phenyl] trifluoromethanesulfonate | 1426533-83-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: [2-(1,5-Diphenylpyrazol-3-yl)phenyl] trifluoromethanesulfonate
• 英文别名: [2-(1,5-diphenylpyrazol-3-yl)phenyl] trifluoromethanesulfonate
• CAS: 1426533-83-6
• 化学式: C₂₂H₁₅F₃N₂O₃S
• 分子量: 444.434
• InChiKey: BKYHYMMFUNZBQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  69.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  ethyl 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)acetate 、 [2-(1,5-Diphenylpyrazol-3-yl)phenyl] trifluoromethanesulfonate 在 palladium diacetate 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 1,4-二氧六环 为溶剂， 以46%的产率得到
  参考文献：
  名称：

  Structure-guided design, synthesis and in vitro evaluation of a series of pyrazole-based fatty acid binding protein (FABP) 3 ligands

  摘要：

  We designed a series of pyrazole-based carboxylic acids as candidate ligands of heart fatty acid binding protein (H-FABP, or FABP3), based on a comparison of the X-ray crystallographic structures of adipocyte fatty acid binding protein (FABP4)-selective inhibitor (BMS309403) complex and FABP3-elaidic acid complex. Some of the synthesized compounds exhibited dual FABP3/4 ligand activity, and some exhibited selectivity for FABP3. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.054
• 作为产物：
  描述：

  2'-甲氧基苯乙酮 在 吡啶 、 三溴化硼 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 potassium hydroxide 作用下， 以 乙醇 、 二氯甲烷 、 苯 为溶剂， 反应 95.0h， 生成 [2-(1,5-Diphenylpyrazol-3-yl)phenyl] trifluoromethanesulfonate
  参考文献：
  名称：

  Structure-guided design, synthesis and in vitro evaluation of a series of pyrazole-based fatty acid binding protein (FABP) 3 ligands

  摘要：

  We designed a series of pyrazole-based carboxylic acids as candidate ligands of heart fatty acid binding protein (H-FABP, or FABP3), based on a comparison of the X-ray crystallographic structures of adipocyte fatty acid binding protein (FABP4)-selective inhibitor (BMS309403) complex and FABP3-elaidic acid complex. Some of the synthesized compounds exhibited dual FABP3/4 ligand activity, and some exhibited selectivity for FABP3. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.054