5-hydroxyquinolin-4(1H)-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 5-hydroxyquinolin-4(1H)-one
• 英文别名: Quinoline-4,5-diol；5-hydroxy-1H-quinolin-4-one
• 化学式: C₉H₇NO₂
• 分子量: 161.16
• InChiKey: KIOYICATQGCAMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-氯-3-硝基苯酚 在 盐酸 、 甲醇 、 氢氧化钾 、 tin 、 palladium on activated charcoal 、 乙醚 、 sodium acetate 、 mineral oil 作用下， 生成 5-hydroxyquinolin-4(1H)-one
  参考文献：
  名称：

  Musajo; Minchilli, Gazzetta Chimica Italiana, 1941, vol. 71, p. 762,763 Anm.

  摘要：

  DOI：

文献信息

• 91. Synthesis of 4-hydroxy-5 : 6 : 2′ : 3′-pyridoquinoline (4-hydroxy-m-phenanthroline)
  作者：W. O. Kermack、W. Tebrich

  DOI：10.1039/jr9450000375

  日期：——
• 4-Quinolones as Noncovalent Inhibitors of High Molecular Mass Penicillin-Binding Proteins
  作者：Abbas G. Shilabin、Liudmila Dzhekieva、Pushpa Misra、B. Jayaram、R. F. Pratt

  DOI：10.1021/ml3001006

  日期：2012.7.12

  Penicillin-binding proteins (PBPs) are important bacterial enzymes that carry out the final steps of bacterial cell wall assembly. Their DD-transpeptidase activity accomplishes the essential peptide cross linking step of the cell wall. To date, all attempts to discover effective inhibitors of PBPs, apart from beta-lactams, have not led to new antibiotics. Therefore, the need for new classes of efficient inhibitors of these enzymes remains. Guided by a computational fragment based docking procedure, carried out on Escherichia cob PBPS, we have designed and synthesized a series of 4-quinolones as potential inhibitors of PBPs. We describe their binding to the PBPs of E cob and Bacillus subtilis. Notably, these compounds bind quite tightly to the essential high molecular mass PBPs.
• Musajo; Minchilli, Gazzetta Chimica Italiana, 1941, vol. 71, p. 762,763 Anm.
  作者：Musajo、Minchilli

  DOI：——

  日期：——