1-(2-溴苯基)-5-乙基-3,4-二苯基-1H-吡唑 | 300658-42-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1-(2-溴苯基)-5-乙基-3,4-二苯基-1H-吡唑
• 英文名称: 1-(2-bromophenyl)-5-ethyl-3,4-diphenyl-1H-pyrazole
• 英文别名: 1-(2-bromophenyl)-5-ethyl-3,4-diphenylpyrazole
• CAS: 300658-42-8
• 化学式: C₂₃H₁₉BrN₂
• 分子量: 403.321
• InChiKey: WCPNQTWCPYBSEI-UHFFFAOYSA-N

物化性质

• 沸点：
  503.4±50.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2933199090

反应信息

• 作为反应物：
  描述：

  1-(2-溴苯基)-5-乙基-3,4-二苯基-1H-吡唑 在 四(三苯基膦)钯 三溴化硼 、 sodium hydride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 Ethyl 2-[3-[2-(5-ethyl-3,4-diphenylpyrazol-1-yl)phenyl]phenoxy]acetate
  参考文献：
  名称：

  Potent and selective biphenyl azole inhibitors of adipocyte fatty acid binding protein (aFABP)

  摘要：

  Herein we report the first disclosure of biphenyl azoles that are nanomolar binders of adipocyte fatty acid binding protein (aFABP or aP2) with up to thousand-fold selectivity against muscle fatty acid binding protein and epidermal fatty acid binding protein. In addition a new radio-ligand to determine binding against the three fatty acid binding proteins was also synthesized. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.12.044
• 作为产物：
  描述：

  2-溴苯肼盐酸盐 在 sodium acetate 、 sodium hydride 作用下， 以 N-甲基吡咯烷酮 、 乙醇 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 42.08h， 生成 1-(2-溴苯基)-5-乙基-3,4-二苯基-1H-吡唑
  参考文献：
  名称：

  Synthesis of BMS-309403-Related Compounds, Including [14C]BMS-309403, a Radioligand for Adipocyte Fatty Acid Binding Protein

  摘要：

  脂肪细胞脂肪酸结合蛋白（A-FABP；FABP4）主要在巨噬细胞和脂肪组织中表达，调节脂肪酸储存和脂肪分解，也是炎症的重要介质。这里，我们报告了一种 14C 标记的 2-[2′-(5-乙基-3,4-二苯基-1H-吡唑-1-基)联苯-3-基氧基]乙酸（BMS309403）的合成，这是一种强效、选择性的小分子 FABP4 抑制剂，是研究 FABP4 在炎症和代谢紊乱中作用的化学工具。报告还介绍了几种 BMS 衍生物抑制 FABP4 的结构-活性关系。

  DOI：

  10.1248/cpb.60.164

文献信息

• Process for removing metals from liquids
  申请人：——

  公开号：US20040170547A1

  公开（公告）日：2004-09-02

  A process is provided for removing one or more metals from liquids. Also provided is a process for the synthesis of aP2 inhibiting compounds having the formula (I) 1 wherein R 1 , R 2 , R 3 , R 4 , HET, and X-Z are as described herein, which process comprising the step of removing one or more metals from a solution of the compound of formula I or an intermediate or precursor thereof. The processes for removing metal comprise the step of contacting the liquid with a solid extractant comprising a metal-binding functionality.

  提供了一种从液体中去除一种或多种金属的过程。还提供了一种合成具有公式（I）1的aP2抑制化合物的过程，其中R1、R2、R3、R4、HET和X-Z如本文所述，该过程包括从公式I化合物或其中间体或前体的溶液中去除一种或多种金属的步骤。去除金属的过程包括将液体与具有金属结合功能的固体萃取剂接触的步骤。
• HETEROCYCLIC CONTAINING BIPHENYL aP2 INHIBITORS AND METHOD
  申请人：Bristol-Myers Squibb Company

  公开号：EP1181014B1

  公开（公告）日：2007-05-23
• US7300639B2
  申请人：——

  公开号：US7300639B2

  公开（公告）日：2007-11-27
• Potent and selective biphenyl azole inhibitors of adipocyte fatty acid binding protein (aFABP)
  作者：Richard Sulsky、David R. Magnin、Yanting Huang、Ligaya Simpkins、Prakash Taunk、Manorama Patel、Yeheng Zhu、Terry R. Stouch、Donna Bassolino-Klimas、Rex Parker、Thomas Harrity、Robert Stoffel、David S. Taylor、Thomas B. Lavoie、Kevin Kish、Bruce L. Jacobson、Steven Sheriff、Leonard P. Adam、William R. Ewing、Jeffrey A. Robl

  DOI：10.1016/j.bmcl.2006.12.044

  日期：2007.6

  Herein we report the first disclosure of biphenyl azoles that are nanomolar binders of adipocyte fatty acid binding protein (aFABP or aP2) with up to thousand-fold selectivity against muscle fatty acid binding protein and epidermal fatty acid binding protein. In addition a new radio-ligand to determine binding against the three fatty acid binding proteins was also synthesized. (c) 2007 Elsevier Ltd. All rights reserved.
• Synthesis of BMS-309403-Related Compounds, Including [14C]BMS-309403, a Radioligand for Adipocyte Fatty Acid Binding Protein
  作者：Toshihiko Okada、Makoto Hiromura、Masato Otsuka、Shuichi Enomoto、Hiroyuki Miyachi

  DOI：10.1248/cpb.60.164

  日期：——

  Adipocyte fatty acid binding protein (A-FABP; FABP4), which is predominantly expressed in macrophages and adipose tissue, regulates fatty acid storage and lipolysis, and is also an important mediator of inflammation. Here, we report a synthesis of 14C-labeled 2-[2′-(5-ethyl-3,4-diphenyl-1H-pyrazol-1-yl)biphenyl-3-yloxy]acetic acid (BMS309403), a potent and selective small-molecular FABP4 inhibitor, as a chemical tool for investigating the roles of FABP4 in inflammatory and metabolic disorders. The structure–activity relationship of several BMS derivatives for inhibition of FABP4 is also reported.

  脂肪细胞脂肪酸结合蛋白（A-FABP；FABP4）主要在巨噬细胞和脂肪组织中表达，调节脂肪酸储存和脂肪分解，也是炎症的重要介质。这里，我们报告了一种 14C 标记的 2-[2′-(5-乙基-3,4-二苯基-1H-吡唑-1-基)联苯-3-基氧基]乙酸（BMS309403）的合成，这是一种强效、选择性的小分子 FABP4 抑制剂，是研究 FABP4 在炎症和代谢紊乱中作用的化学工具。报告还介绍了几种 BMS 衍生物抑制 FABP4 的结构-活性关系。