1-(methoxy(phenyl)methyl)-2-nitrobenzene | 179104-54-2

• 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: 1-(methoxy(phenyl)methyl)-2-nitrobenzene
• 英文别名: 1-[Methoxy(phenyl)methyl]-2-nitrobenzene
• CAS: 179104-54-2
• 化学式: C₁₄H₁₃NO₃
• 分子量: 243.262
• InChiKey: MNZFDOFCSHWSRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(methoxy(phenyl)methyl)-2-nitrobenzene 在 镍 吡啶 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 生成 α-Phenyl-2-(N-trifluoroacetylamino)benzyl methyl ether
  参考文献：
  名称：

  Novel indole-ring formation by thermolysis of 2-(N-acylamino)-benzylphosphonium salts. Effective synthesis of 2-trifluoromethylindoles

  摘要：

  2-(N-酰氨基)苄基甲基醚在酸催化剂和三苯基膦存在下，或在2-(N-酰氨基)苄基膦盐的作用下的热分解被发现是一种新颖的吲哚形成方法，特别用于合成2-三氟甲基吲哚。苄基甲基醚的反应被认为涉及一个膦盐中间体，该中间体通过热分解生成吲哚。

  DOI：

  10.1039/p19960001261
• 作为产物：
  描述：

  2-硝基碘苯 在 苯基氯化镁 、 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 2.17h， 生成 1-(methoxy(phenyl)methyl)-2-nitrobenzene
  参考文献：
  名称：

  Validation of PqsD as an Anti-biofilm Target in Pseudomonas aeruginosa by Development of Small-Molecule Inhibitors

  摘要：

  2-Hepty1-4-hydroxyquinoline (HHQ) and Pseudomonas quinolone signal (PQS) are involved in the regulation of virulence factor production and biofilm formation in Pseudomonas aeruginosa. PqsD is a key enzyme in the biosynthesis of these signal molecules. Using a ligand-based approach, we have identified the first class of PqsD inhibitors. Simplification and rigidization led to fragments with high ligand efficiencies. These small molecules repress HHQ and PQS production and biofilm formation in P. aeruginosa. This validates PqsD as a target for the development of anti-infectives.

  DOI：

  10.1021/ja3072397

文献信息

• Validation of PqsD as an Anti-biofilm Target in Pseudomonas aeruginosa by Development of Small-Molecule Inhibitors
  作者：Michael P. Storz、Christine K. Maurer、Christina Zimmer、Nathalie Wagner、Christian Brengel、Johannes C. de Jong、Simon Lucas、Mathias Müsken、Susanne Häussler、Anke Steinbach、Rolf W. Hartmann

  DOI：10.1021/ja3072397

  日期：2012.10.3

  2-Hepty1-4-hydroxyquinoline (HHQ) and Pseudomonas quinolone signal (PQS) are involved in the regulation of virulence factor production and biofilm formation in Pseudomonas aeruginosa. PqsD is a key enzyme in the biosynthesis of these signal molecules. Using a ligand-based approach, we have identified the first class of PqsD inhibitors. Simplification and rigidization led to fragments with high ligand efficiencies. These small molecules repress HHQ and PQS production and biofilm formation in P. aeruginosa. This validates PqsD as a target for the development of anti-infectives.
• Novel indole-ring formation by thermolysis of 2-(N-acylamino)-benzylphosphonium salts. Effective synthesis of 2-trifluoromethylindoles
  作者：Kazuyuki Miyashita、Katsunori Kondoh、Katsutoshi Tsuchiya、Hideto Miyabe、Takeshi Imanishi

  DOI：10.1039/p19960001261

  日期：——

  Thermolysis of 2-(N-acylamino)benzyl methyl ethers, in the presence of an acid catalyst and triphenylphosphine, or 2-(N-acylamino)benzylphosphonium salts is found to serve as a novel method for indole formation, in particular for the synthesis of 2-trifluoromethylindoles. The reaction of the benzyl methyl ethers is suggested to involve a phosphonium intermediate, which thermally decomposes to the indoles.

  2-(N-酰氨基)苄基甲基醚在酸催化剂和三苯基膦存在下，或在2-(N-酰氨基)苄基膦盐的作用下的热分解被发现是一种新颖的吲哚形成方法，特别用于合成2-三氟甲基吲哚。苄基甲基醚的反应被认为涉及一个膦盐中间体，该中间体通过热分解生成吲哚。