5-(4-Bromophenyl)-3-(2-methoxyphenyl)-1-phenylpyrazole | 1426534-14-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(4-Bromophenyl)-3-(2-methoxyphenyl)-1-phenylpyrazole
• 英文别名: 5-(4-bromophenyl)-3-(2-methoxyphenyl)-1-phenylpyrazole
• CAS: 1426534-14-6
• 化学式: C₂₂H₁₇BrN₂O
• 分子量: 405.294
• InChiKey: HBUDUSPECMRMIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  26
• 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：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-(4-Bromophenyl)-3-(2-methoxyphenyl)-1-phenylpyrazole 在 三溴化硼 、 sodium hydride 、 sodium hydroxide 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 生成 5-[2-[5-(4-Bromophenyl)-1-phenylpyrazol-3-yl]phenoxy]pentanoic acid
  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：

  3-(4-bromophenyl)-1-(2-methoxyphenyl)prop-2-en-1-one 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 乙醇 、 苯 为溶剂， 反应 36.0h， 生成 5-(4-Bromophenyl)-3-(2-methoxyphenyl)-1-phenylpyrazole
  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

文献信息

• Structure-guided design, synthesis and in vitro evaluation of a series of pyrazole-based fatty acid binding protein (FABP) 3 ligands
  作者：Yoko Beniyama、Kenji Matsuno、Hiroyuki Miyachi

  DOI：10.1016/j.bmcl.2013.01.054

  日期：2013.3

  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.