p-bromophenyl(m-vinylphenyl)ketone | 918825-52-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: p-bromophenyl(m-vinylphenyl)ketone
• 英文别名: (4-Bromophenyl)(3-ethenylphenyl)methanone；(4-bromophenyl)-(3-ethenylphenyl)methanone
• CAS: 918825-52-2
• 化学式: C₁₅H₁₁BrO
• 分子量: 287.156
• InChiKey: ZFPBZAFYHMLOCT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  p-bromophenyl(m-vinylphenyl)ketone 在 9-硼双环[3.3.1]壬烷 、 sodium perborate 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 9.0h， 生成 (4-bromophenyl)(3-(2-hydroxyethyl)phenyl)methanone
  参考文献：
  名称：

  Discovery of biphenylketones as dual modulators of inflammation and bone loss

  摘要：

  Biphenylketones were identified as novel inhibitors of NF kappa B activation. Structure-activity studies led to the identification of compound 4c, which had good potency against osteoclasts (IC(50) = 0.8 mu M), showed oral activity, and was able to completely prevent inflammation and bone loss in vivo. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.055
• 作为产物：
  描述：

  3-溴苯乙烯 、 4-溴-N-甲氧基-N-甲基苯胺 在 magnesium 作用下， 以 四氢呋喃 为溶剂， 生成 p-bromophenyl(m-vinylphenyl)ketone
  参考文献：
  名称：

  Discovery of biphenylketones as dual modulators of inflammation and bone loss

  摘要：

  Biphenylketones were identified as novel inhibitors of NF kappa B activation. Structure-activity studies led to the identification of compound 4c, which had good potency against osteoclasts (IC(50) = 0.8 mu M), showed oral activity, and was able to completely prevent inflammation and bone loss in vivo. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.055

文献信息

• Synthesis of Ketones from Acyl Chlorides and Triorganoindium Reagents by Pd‐Catalyzed Cross‐Coupling
  作者：C. Croix、A. Balland‐Longeau、A. Duchêne、J. Thibonnet

  DOI：10.1080/00397910600910625

  日期：2006.10.1

  Abstract Triorganoindium reagents prepared from indium tribromide and 3 equiv of organolithium reagents react with acyl chlorides in palladium‐catalyzed cross‐coupling for preparation of new ketones.

  摘要 由三溴化铟和 3 当量的有机锂试剂制备的三有机铟试剂在钯催化的交叉偶联中与酰氯反应制备新的酮。
• Discovery of biphenylketones as dual modulators of inflammation and bone loss
  作者：Iain R. Greig、Emmanuel Coste、Stuart H. Ralston、Rob J. van’t Hof

  DOI：10.1016/j.bmcl.2010.07.055

  日期：2010.9

  Biphenylketones were identified as novel inhibitors of NF kappa B activation. Structure-activity studies led to the identification of compound 4c, which had good potency against osteoclasts (IC(50) = 0.8 mu M), showed oral activity, and was able to completely prevent inflammation and bone loss in vivo. (C) 2010 Elsevier Ltd. All rights reserved.