1-Decyl-3,1-benzoxazine-2,4-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 1-Decyl-3,1-benzoxazine-2,4-dione
• 化学式: C₁₈H₂₅NO₃
• 分子量: 303.401
• InChiKey: KNVUAIRNTSTDSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-Decyl-3,1-benzoxazine-2,4-dione 在 盐酸羟胺 、 potassium carbonate 、 溶剂黄146 作用下， 以 乙腈 为溶剂， 反应 15.0h， 生成 1-decyl-3-hydroxy-2-(2-hydroxyphenyl)-2,3-dihydro quinazolin-4(1H)-one
  参考文献：
  名称：

  Synthesis and antibiofilm evaluation of 3-hydroxy-2,3-dihydroquinazolin-4(1H)-one derivatives against opportunistic pathogen Acinetobacter baumannii

  摘要：

  The emergence of multidrug resistant microorganisms has triggered the impending need for new aitimicrobial strategies. The antivirulence strategy with the benefite of alleviating the drug resistance becomes the focus of research. In this study, 22 quorum sensing inhibitors were synthesized by mimicking the structure of autoinducer and acinetobactin and up to 34% biofilm inhibition was observed with 5u. The biofilm inhibition effect was further demonstrated with extracellular polysaccharides inhibition and synergism with Gentamycin sulphate.

  DOI：

  10.1016/j.bmc.2020.115606
• 作为产物：
  描述：

  靛红酸酐 、 癸基溴 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 25.0h， 生成 1-Decyl-3,1-benzoxazine-2,4-dione
  参考文献：
  名称：

  Synthesis and antibiofilm evaluation of 3-hydroxy-2,3-dihydroquinazolin-4(1H)-one derivatives against opportunistic pathogen Acinetobacter baumannii

  摘要：

  The emergence of multidrug resistant microorganisms has triggered the impending need for new aitimicrobial strategies. The antivirulence strategy with the benefite of alleviating the drug resistance becomes the focus of research. In this study, 22 quorum sensing inhibitors were synthesized by mimicking the structure of autoinducer and acinetobactin and up to 34% biofilm inhibition was observed with 5u. The biofilm inhibition effect was further demonstrated with extracellular polysaccharides inhibition and synergism with Gentamycin sulphate.

  DOI：

  10.1016/j.bmc.2020.115606