5-hydroxy-2-methyl-8-nitroquinoline-6-carboxylic acid | 934611-85-5

• 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-hydroxy-2-methyl-8-nitroquinoline-6-carboxylic acid
• 英文别名: 2-methyl-5-hydroxy-8-nitro-quinoline-6-carboxylic acid；5-Hydroxy-2-methyl-8-nitro-quinoline-6-carboxylic acid
• CAS: 934611-85-5
• 化学式: C₁₁H₈N₂O₅
• 分子量: 248.195
• InChiKey: REWKNFQFYJBLIO-UHFFFAOYSA-N

物化性质

• 熔点：
  280 °C (decomp)
• 沸点：
  457.5±45.0 °C(Predicted)
• 密度：
  1.592±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  116
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-hydroxy-2-methyl-8-nitroquinoline-6-carboxylic acid 在 sodium dithionite 、 盐酸 作用下， 以 水 为溶剂， 反应 0.17h， 生成
  参考文献：
  名称：

  Investigating the anti-proliferative activity of styrylazanaphthalenes and azanaphthalenediones

  摘要：

  A group of styrylazanaphthalenes and azanaphthalenediones were synthesized and tested for their anti-proliferative activity. Most of the compounds were obtained with the use of microwave-assisted synthesis. The lipophilicity of the compounds was measured by RP-HPLC and their anti-proliferative activity was assayed against the human SK-N-MC neuroepithelioma and HCT116 human colon carcinoma cell lines. Active compounds were also tested in clonogenity and comet assays. Several quinazolinone and styrylquinazoline analogues were found to have markedly greater anti-proliferative activity than desferoxamine and cis-platin. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.02.025
• 作为产物：
  描述：

  5-hydroxy-2-methylquinoline-6-carboxylic acid 在 硫酸 、 硝酸 作用下， 以53%的产率得到5-hydroxy-2-methyl-8-nitroquinoline-6-carboxylic acid
  参考文献：
  名称：

  Investigating biological activity spectrum for novel quinoline analogues 2: Hydroxyquinolinecarboxamides with photosynthesis-inhibiting activity

  摘要：

  Two series of amides based on quinoline scaffold were designed and synthesized in search of photosynthesis inhibitors. The compounds were tested for their photosynthesis-inhibiting activity against Spinacia oleracea L. and Chlorella vulgaris Beij. The compounds lipophilicity was determined by the RP-HPLC method. Several compounds showed biological activity similar or even higher than that of the standard ( DCMU). The structure-activity relationships are discussed. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.02.065