N-(5-acetyl-4'-fluorobiphenyl-2-yl)acetamide | 1367349-46-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-(5-acetyl-4'-fluorobiphenyl-2-yl)acetamide
• 英文别名: N-(5-acetyl-4'-fluoro-[1,1'-biphenyl]-2-yl)acetamide；N-(5-Acetyl-4'-fluoro-biphenyl-2-yl)-acetamide；N-[4-acetyl-2-(4-fluorophenyl)phenyl]acetamide
• CAS: 1367349-46-9
• 化学式: C₁₆H₁₄FNO₂
• 分子量: 271.291
• InChiKey: LUZRIBWLWNOSNR-UHFFFAOYSA-N

物化性质

• 沸点：
  459.7±40.0 °C(Predicted)
• 密度：
  1.213±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(5-acetyl-4'-fluorobiphenyl-2-yl)acetamide 、 3,4-二甲氧基苯甲醛 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 以79.57%的产率得到(E)-N-(5-(3-(3,4-dimethoxyphenyl)acryloyl)-4'-fluoro-[1,1'-biphenyl]-2-yl)acetamide
  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：

  4-氟苯硼酸 、 4-乙酰胺基-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89.65%的产率得到N-(5-acetyl-4'-fluorobiphenyl-2-yl)acetamide
  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

• [EN] PAN-GENOMIC INHIBITORS OF NS5A PROTEIN ENCODED BY HCV, PHARMACEUTICAL COMPOSITIONS, INTERMEDIATES FOR INHIBITOR SYNTHESIS, AND THEIR SYNTHESIS AND APPLICATION METHODS.<br/>[FR] INHIBITEURS PAN-GÉNOMIQUES DE LA PROTÉINE NSSA CODÉE PAR LE VIRUS DE L'HÉPATITE C (VHC), COMPOSITIONS PHARMACEUTIQUES, INTERMÉDIAIRES POUR LA SYNTHÈSE DE CES INHIBITEURS, ET PROCÉDÉS DE SYNTHÈSE ET D'APPLICATION DE CEUX-CI
  申请人：IVACHTCHENKO ALEXANDRE VASILIEVICH

  公开号：WO2017039791A1

  公开（公告）日：2017-03-09

  Compound represented by formula 1 : or a pharmaceutically acceptable salt, a hydrate, a crystalline form, or a stereoisomer thereof, wherein: where R11 is an optionally substituted C1-C6 alkyl, an optionally substituted C3-C6 cycloalkyl, or an optionally substituted C1-C6 alkyloxy, and arrows (<— ) indicate the position of substituents attachment; R2 is hydrogen, halogen, or C1-C4alkyl; R3 is an optionally substituted aryl, an optionally substituted aryloxy, an optionally substituted arylsulfanyl, an optionally substituted arylamino, or an optionally substituted nitrogen hetaryl; where R41 is an optionally substituted C1-C6 alkyl, an optionally substituted C3-C6 cycloalkyl, or an optionally substituted C1-C6 alkyloxy; X is buta-1,3-diynylene or 1,4-phenylene; arrows (<— ) indicate the position of substituents attachment.

  由以下公式代表的化合物：或其药用可接受盐、水合物、结晶形式或立体异构体，其中：其中R11是可选择取代的C1-C6烷基、可选择取代的C3-C6环烷基或可选择取代的C1-C6烷氧基，箭头（<—）表示取代基的连接位置；R2是氢、卤素或C1-C4烷基；R3是可选择取代的芳基、可选择取代的芳氧基、可选择取代的芳基硫醚基、可选择取代的芳胺基或可选择取代的氮杂芳基；其中R41是可选择取代的C1-C6烷基、可选择取代的C3-C6环烷基或可选择取代的C1-C6烷氧基；X是丁-1,3-二炔基或1,4-苯基；箭头（<—）表示取代基的连接位置。
• PAN-GENOMIC INHIBITORS OF NS5A PROTEIN ENCODED BY HCV, PHARMACEUTICAL COMPOSITIONS, INTERMEDIATES FOR INHIBITOR SYNTHESIS, AND THEIR SYNTHESIS AND APPLICATION METHODS.
  申请人：Ivachtchenko, Alexandre Vasilievich

  公开号：EP3344617A1

  公开（公告）日：2018-07-11
• Pan-genomic inhibitors of NS5A protein encoded by HCV, pharmaceutical compositions, intermediates for inhibitor synthesis, and their synthesis and application methods
  申请人：Ivachtchenko Alexandre Vasilievich

  公开号：US20170066746A1

  公开（公告）日：2017-03-09

  Compound represented by formula 1: or a pharmaceutically acceptable salt, a hydrate, a crystalline form, or a stereoisomer thereof, wherein: R1 is hydrogen, tert-butoxycarbonyl, where R11 is an optionally substituted C 1 -C 6 alkyl, an optionally substituted C 3 -C 6 cycloalkyl, or an optionally substituted C 1 -C 6 alkyloxy, and arrows (←) indicate the position of substituents attachment; R2 is hydrogen, halogen, or C 1 -C 4 alkyl; R3 is an optionally substituted aryl, an optionally substituted aryloxy, an optionally substituted arylsulfanyl, an optionally substituted arylamino, or an optionally substituted nitrogen hetaryl; where R41 is an optionally substituted C 1 -C 6 alkyl, an optionally substituted C 3 -C 6 cycloalkyl, or an optionally substituted C 1 -C 6 alkyloxy; X is buta-1,3-diynylene or 1,4-phenylene; arrows (←) indicate the position of substituents attachment.
• US9790207B2
  申请人：——

  公开号：US9790207B2

  公开（公告）日：2017-10-17
• 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.