8-(4-nitrobenzyloxy)quinoline

• 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: 8-(4-nitrobenzyloxy)quinoline
• 英文别名: 8-p-nitrobenzyloxy quinoline；8-p-nitrobenzyloxyquinoline；8-[(4-Nitrophenyl)methoxy]quinoline
• 化学式: C₁₆H₁₂N₂O₃
• mdl: MFCD00413779
• 分子量: 280.283
• InChiKey: JGDBDRRKKSGUJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  67.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  8-羟基喹啉 、 alkaline earth salt of/the/ methylsulfuric acid 在 四丁基溴化铵 、 potassium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 以76%的产率得到8-(4-nitrobenzyloxy)quinoline
  参考文献：
  名称：

  Development of 8-benzyloxy-substituted quinoline ethers and evaluation of their antimicrobial activities

  摘要：

  A series of 8-benzyloxy-substituted quinoline ethers (2a-n) compounds were synthesized. All synthesized compounds were screened in vitro for their preliminary antimicrobial activities against two Gram-negative bacteria (Pseudomonas aeruginosa and Escherichia coli), two Gram-positive bacteria (Staphylococcus aureus and Staphylococcus epidermidis), and a fungal species (Aspergillus niger). Among all synthesized compounds, compound 2e showed a significant growth inhibitory activity with MIC value 3.125 mu g/mL which was comparable to 8-hydroxyquinoline (2.5 mu g/mL) and terbinafine (1.25 mu g/mL) against A. niger.

  DOI：

  10.1007/s00044-014-1217-4

文献信息

• NMR study of <i>O</i> and <i>N</i> , <i>O</i> -substituted 8-quinolinol derivatives
  作者：Sobia Mastoor、Shaheen Faizi、Rubeena Saleem、Bina Shaheen Siddiqui

  DOI：10.1002/mrc.4034

  日期：2014.3

  degrees , NOESY, and HeteroCOSY. Electron donating resonance and electron withdrawing inductive effect of several groups showed marked changes in chemical shifts of nuclei at the seventh positions of O-substituted quinolinols (2-15). Although in N-alkyl, 8-alkoxyquinolinium halides (16-21), ring A rightly showed low frequency chemical shift values.

  通过广泛的NMR研究，包括均解耦和2D-NMR实验（例如COSY-45度，NOESY和HeteroCOSY），对8-喹啉醇的几种生物活性衍生物进行了（1）H和（13）C NMR光谱研究。几个基团的给电子共振和吸电子诱导作用表明，在O-取代的喹啉醇的第七个位置，核的化学位移发生了显着变化（2-15）。尽管在N-烷基，8-烷氧基喹啉鎓卤化物（16-21）中，环A正确显示了低频化学位移值。
• GENE EXPRESSION CASSETTE AND TRANSFORMANT, AND PROCESS FOR PRODUCTION OF 2-DEOXY-SCYLLO-INOSOSE AND PROCESS FOR PURIFICATION OF 2-DEOXY-SCYLLO-INOSOSE USING THE TRANSFORMANT
  申请人：Niigata Bio-Research Center, Inc.

  公开号：EP1865056A1

  公开（公告）日：2007-12-12

  A transformant is prepared to insert at least a gene expression cassette comprising a gene involved in the synthesis of 2-deoxy-scyllo-inosose into E. coli as host cells. A 2-deoxy-scyllo-inosose is synthesized from D-glucose, oligosaccharide, polysaccharide, starch and rice bran, using the transformant. A culture solution containing the 2-deoxy-scyllo-inosose is treated with a mixed bed or double bed type column comprising a hydrogen form of strong acidic cation exchange resin and an organic ion form of basic anion exchange resin. The 2-deoxy-scyllo-inosose as purified is reacted with trimethoxymethane to convert into 2-deoxy-scyllo-inosose dimethylketal, and the dimethylketal is crystallized and purified. Then, DOI is highly purified through hydrolyzing the dimethylketal in the presence of acid.

  制备转化体，将至少一个包含参与合成 2-脱氧苏木糖的基因的基因表达盒插入作为宿主细胞的大肠杆菌中。利用该转化子从 D-葡萄糖、寡糖、多糖、淀粉和米糠中合成 2-脱氧苏木糖。含有 2-脱氧-scyllo-肌苷的培养液用混床或双床型色谱柱处理，该色谱柱由氢形式的强酸性阳离子交换树脂和有机离子形式的碱性阴离子交换树脂组成。纯化后的 2-脱氧酰基肌苷与三甲氧基甲烷反应，转化为 2-脱氧酰基肌苷二甲基缩酮，然后将二甲基缩酮结晶并纯化。然后，在酸的存在下通过水解二甲基缩酮对 DOI 进行高度提纯。
• Synthesis of 8-Quinolinyl Ethers Under Microwave Irradiation
  作者：Jin-Xian Wang、Chin-Hsien Wang、Manli Zhang、Yulai Hu

  DOI：10.1080/00397919808004292

  日期：1998.7

  A simple. rapid and efficient procedure for the synthesis of 8-quinolinyl ethers via microwave irradiation is reported.
• Khan; Ahmed Khan; Khalid, Arzneimittel-Forschung/Drug Research, 1994, vol. 44, # 8, p. 972 - 975
  作者：Khan、Ahmed Khan、Khalid、Ahmed、Siddiqui、Saleem、Siddiqui、Faizi

  DOI：——

  日期：——
• Dérivés d'indénoindolones, leur procédé de préparation et les compositions pharmaceutiques qui les contiennent
  申请人：Les Laboratoires Servier

  公开号：EP1266887B1

  公开（公告）日：2005-08-17