1-(3'-fluoro-[1,1'-biphenyl]-3-yl)ethanone | 886762-37-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(3'-fluoro-[1,1'-biphenyl]-3-yl)ethanone
• 英文别名: 1-[3-(3-Fluorophenyl)phenyl]ethanone
• CAS: 886762-37-4
• 化学式: C₁₄H₁₁FO
• 分子量: 214.239
• InChiKey: IFSMWLZKBARSCC-UHFFFAOYSA-N

物化性质

• 沸点：
  349.1±25.0 °C(Predicted)
• 密度：
  1.124±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(3'-fluoro-[1,1'-biphenyl]-3-yl)ethanone 、 3,4-二甲氧基苯甲醛 在 三甲基氯硅烷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以56.35%的产率得到(E)-3-(3,4-dimethoxyphenyl)-1-(3'-fluoro-[1,1'-biphenyl]-3-yl)prop-2-en-1-one
  参考文献：
  名称：

  Synthesis and cytotoxicity evaluation of biaryl-based chalcones and their potential in TNFα-induced nuclear factor-κB activation inhibition

  摘要：

  A series of biaryl-based chalcones were designed as a combination of the natural chalcone and biphenyl moieties, and synthesized by two step chemistry involving Knoevenagel reaction and microwave assistant Suzuki coupling. Sulforhodamine B (SRB) assay was performed to evaluate the cell viability inhibitory abilities of these compounds against five cancer cell lines (A549, CNE2, SW480, MCF-7, and HepG2) from different tissues. Their Nuclear Factor-kappa B (NF-kappa B) nuclear translocation inhibitory activities were further investigated by High Content Analysis (HCA) based assay. Most of the compounds showed moderate to strong anticancer and NF-kappa B nuclear translocation inhibition activities and potent compounds were found. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.02.023
• 作为产物：
  描述：

  3-氟苯基硼酸 、 3'-溴苯乙酮 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.33h， 以70.02%的产率得到1-(3'-fluoro-[1,1'-biphenyl]-3-yl)ethanone
  参考文献：
  名称：

  Synthesis and cytotoxicity evaluation of biaryl-based chalcones and their potential in TNFα-induced nuclear factor-κB activation inhibition

  摘要：

  A series of biaryl-based chalcones were designed as a combination of the natural chalcone and biphenyl moieties, and synthesized by two step chemistry involving Knoevenagel reaction and microwave assistant Suzuki coupling. Sulforhodamine B (SRB) assay was performed to evaluate the cell viability inhibitory abilities of these compounds against five cancer cell lines (A549, CNE2, SW480, MCF-7, and HepG2) from different tissues. Their Nuclear Factor-kappa B (NF-kappa B) nuclear translocation inhibitory activities were further investigated by High Content Analysis (HCA) based assay. Most of the compounds showed moderate to strong anticancer and NF-kappa B nuclear translocation inhibition activities and potent compounds were found. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.02.023

文献信息

• Synthesis and cytotoxicity evaluation of biaryl-based chalcones and their potential in TNFα-induced nuclear factor-κB activation inhibition
  作者：Yinglin Zuo、Yi Yu、Shuni Wang、Weiyan Shao、Binhua Zhou、Li Lin、Zhuoyu Luo、Ruogu Huang、Jun Du、Xianzhang Bu

  DOI：10.1016/j.ejmech.2012.02.023

  日期：2012.4

  A series of biaryl-based chalcones were designed as a combination of the natural chalcone and biphenyl moieties, and synthesized by two step chemistry involving Knoevenagel reaction and microwave assistant Suzuki coupling. Sulforhodamine B (SRB) assay was performed to evaluate the cell viability inhibitory abilities of these compounds against five cancer cell lines (A549, CNE2, SW480, MCF-7, and HepG2) from different tissues. Their Nuclear Factor-kappa B (NF-kappa B) nuclear translocation inhibitory activities were further investigated by High Content Analysis (HCA) based assay. Most of the compounds showed moderate to strong anticancer and NF-kappa B nuclear translocation inhibition activities and potent compounds were found. (C) 2012 Elsevier Masson SAS. All rights reserved.