5-(2-bromophenyl)-2,3-diphenyl-1H-pyrrole | 300657-47-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 5-(2-bromophenyl)-2,3-diphenyl-1H-pyrrole
• CAS: 300657-47-0
• 化学式: C₂₂H₁₆BrN
• 分子量: 374.28
• InChiKey: QFMBUHBMTLQAIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  15.8
• 氢给体数：
  1
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  5-(2-bromophenyl)-2,3-diphenyl-1H-pyrrole 在 四(三苯基膦)钯 三溴化硼 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 ethyl 2-((2'-(4,5-diphenyl-1H-pyrrol-2-yl)-[1,1'-biphenyl]-3-yl)oxy)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：

  4-(2-Bromophenyl)-1,2-diphenylbutane-1,4-dione 在 ammonium acetate 、 溶剂黄146 作用下， 生成 5-(2-bromophenyl)-2,3-diphenyl-1H-pyrrole
  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

文献信息

• Triphenyl modified 5-membered heterocycles and their use as anticancer and antiflammatory agents
  申请人：Freie Universität Berlin

  公开号：EP1889617A1

  公开（公告）日：2008-02-20

  The present invention provides 5-membered heterocycles, preferably pyrroles, furans and thiophenes, with three phenyl moieties wherein at least one of the three phenyl moieties is substituted with halogen or trihalomethyl. The compounds of the invention show antiproliferative effects and inhibitory effects on cyclooxygenases (COX-1 and COX-2). Therefore the invention is also directed to the use of said compounds for the manufacture of a pharmaceutical composition for prevention and treatment of cancer and/or inflammatory diseases. The invention further concerns a method for treating cancer or an inflammatory disease, which comprises the step of administering to a patient suffering from that disease a therapeutically effective amount of at least one of said compounds.

  本发明提供了具有三个苯基的五元杂环，优选吡咯、呋喃和噻吩，其中三个苯基中至少有一个被卤素或三卤甲基取代。本发明的化合物具有抗增殖作用和对环氧化酶（COX-1 和 COX-2）的抑制作用。因此，本发明还涉及使用上述化合物制造预防和治疗癌症和/或炎症性疾病的药物组合物。本发明还涉及一种治疗癌症或炎症性疾病的方法，该方法包括向患有该疾病的患者施用治疗有效量的至少一种所述化合物。
• 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.