3-(4-bromo-benzylidene)-5-phenyl-3H-furan-2-one

• 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: 3-(4-bromo-benzylidene)-5-phenyl-3H-furan-2-one
• 英文别名: (3Z)-3-[(4-bromophenyl)methylidene]-5-phenylfuran-2-one
• 化学式: C₁₇H₁₁BrO₂
• 分子量: 327.177
• InChiKey: KCAQUBUBUKQBIR-UVTDQMKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(4-bromo-benzylidene)-5-phenyl-3H-furan-2-one 、 苯胺 在 溶剂黄146 作用下， 反应 26.0h， 以29%的产率得到3-(4-bromobenzylidene)-1,5-diphenyl-1,3-dihydropyrrol-2-one
  参考文献：
  名称：

  Shape-based virtual screening, synthesis and evaluation of novel pyrrolone derivatives as antiviral agents against HCV

  摘要：

  A ligand-based approach was applied to screen in silico a library of commercially available compounds, with the aim to find novel inhibitors of the HCV replication starting from the study of the viral NS3 helicase. Six structures were selected for evaluation in the HCV subgenomic replicon assay and one hit was found to inhibit the HCV replicon replication in the low micromolar range. A small series of new pyrrolone compounds was designed and synthesised, and novel structures were identified with improved antiviral activity. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.12.087
• 作为产物：
  描述：

  对溴苯甲醛 、 3-苯丙烯溴酸酯 在 sodium acetate 、 乙酸酐 作用下， 反应 2.0h， 以51%的产率得到3-(4-bromo-benzylidene)-5-phenyl-3H-furan-2-one
  参考文献：
  名称：

  Shape-based virtual screening, synthesis and evaluation of novel pyrrolone derivatives as antiviral agents against HCV

  摘要：

  A ligand-based approach was applied to screen in silico a library of commercially available compounds, with the aim to find novel inhibitors of the HCV replication starting from the study of the viral NS3 helicase. Six structures were selected for evaluation in the HCV subgenomic replicon assay and one hit was found to inhibit the HCV replicon replication in the low micromolar range. A small series of new pyrrolone compounds was designed and synthesised, and novel structures were identified with improved antiviral activity. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.12.087

文献信息

• Shape-based virtual screening, synthesis and evaluation of novel pyrrolone derivatives as antiviral agents against HCV
  作者：Marcella Bassetto、Pieter Leyssen、Johan Neyts、Mark M. Yerukhimovich、David N. Frick、Andrea Brancale

  DOI：10.1016/j.bmcl.2016.12.087

  日期：2017.2

  A ligand-based approach was applied to screen in silico a library of commercially available compounds, with the aim to find novel inhibitors of the HCV replication starting from the study of the viral NS3 helicase. Six structures were selected for evaluation in the HCV subgenomic replicon assay and one hit was found to inhibit the HCV replicon replication in the low micromolar range. A small series of new pyrrolone compounds was designed and synthesised, and novel structures were identified with improved antiviral activity. (C) 2017 Elsevier Ltd. All rights reserved.