3-(2-bromophenyl)-1,5-diphenyl-4,5-dihydro-1H-pyrazole | 1310361-18-2

• 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-(2-bromophenyl)-1,5-diphenyl-4,5-dihydro-1H-pyrazole
• CAS: 1310361-18-2
• 化学式: C₂₁H₁₇BrN₂
• 分子量: 377.283
• InChiKey: WHBFRNUULOSSCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  15.6
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-(2-bromophenyl)-1,5-diphenyl-4,5-dihydro-1H-pyrazole 在 manganese(IV) oxide 作用下， 以 甲苯 为溶剂， 以100%的产率得到3-(2-bromophenyl)-1,5-diphenyl-1H-pyrazole
  参考文献：
  名称：

  New aromatic substituted pyrazoles as selective inhibitors of human adipocyte fatty acid-binding protein

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2011.03.063
• 作为产物：
  描述：

  苯甲醛 在 溶剂黄146 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 22.0h， 生成 3-(2-bromophenyl)-1,5-diphenyl-4,5-dihydro-1H-pyrazole
  参考文献：
  名称：

  New aromatic substituted pyrazoles as selective inhibitors of human adipocyte fatty acid-binding protein

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2011.03.063