| 1310361-44-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1310361-44-4
• 化学式: C₃₁H₂₆N₂O₃
• 分子量: 474.559
• InChiKey: CLFFNTCENRLLGW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.82
• 重原子数：
  36.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  53.35
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以86%的产率得到2-(2'-(1,5-diphenyl-1H-pyrazol-3-yl)biphenyl-3-yloxy)acetate 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-(2-甲氧基苯基)-1,5-二苯基-1H-吡唑 在 吡啶 、 palladium diacetate 、 三溴化硼 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 11.0h， 生成
  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

• New aromatic substituted pyrazoles as selective inhibitors of human adipocyte fatty acid-binding protein
  作者：Xiujie Liu、Xiaoli Huang、Wanhua Lin、Dongye Wang、Yanyan Diao、Honglin Li、Xiaoyan Hui、Yu Wang、Aimin Xu、Donghai Wu、Ding Ke

  DOI：10.1016/j.bmcl.2011.03.063

  日期：2011.5

  a-FABP is indespensible in inflammation and may serve as a new potential drug target for inflammation related diseases. We have successfully designed and synthesized a series of aromatic substituted pyrazoles as new human a-FABP inhibitors. The compounds strongly bound to the hydrophobic binding pocket of a-FABP, while showed significantly lower binding affinities to the closely related homologue protein h-FABP. The most potent and selective compound 5g bound to a-FABP with an apparent K-i value below 1.0 nM, while did not inhibit h-FABP at 50 mu M and thus represents one of the most potent and selective a-FABP inhibitors to date. The strong binding capacity of these inhibitors was further validated by their effective blockade of inflammatory responses as determined by the production of pro-inflammatory cytokines upon LPS stimulation. Compound 5g may serve as a lead compound for developing new effective therapeutic agent for prevention and treatment of atherosclerosis, type 2 diabetes and other inflammatory and metabolic related diseases. (C) 2011 Elsevier Ltd. All rights reserved.