1-tert-butyl-7-(cyclopropylamino)-6-nitro-4-oxo-1H-quinolin-1-ium-3-carboxylate

• 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: 1-tert-butyl-7-(cyclopropylamino)-6-nitro-4-oxo-1H-quinolin-1-ium-3-carboxylate
• 化学式: C₁₇H₁₉N₃O₅
• 分子量: 345.355
• InChiKey: RIBTUVNZCIAWLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  116
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-氯-4-氟-5-硝基苯甲酰氯 在 sodium hydroxide 、 乙酸酐 、 potassium carbonate 、 三乙胺 、 magnesium chloride 作用下， 以 乙腈 为溶剂， 反应 7.5h， 生成 1-tert-butyl-7-(cyclopropylamino)-6-nitro-4-oxo-1H-quinolin-1-ium-3-carboxylate
  参考文献：
  名称：

  New 6-nitroquinolones: synthesis and antimicrobial activities

  摘要：

  Pursuing our searches on quinolonecarboxylic acids we used a simple three-step one pot procedure to synthesize novel 1,7-disubstituted-6-nitroquinolones. The new derivatives were tested against Mycobacterium tuberculosis and Mycobacterium avium complex (MAC) as well as against both gram-positive and gram-negative bacteria. In vitro assays showed some derivatives were endowed with good inhibiting activities against tested mycobacteria. Some derivatives were also found more potent than ciprofloxacin and ofloxacin (used as reference drugs) against gram-positive bacteria.

  DOI：

  10.1016/j.farmac.2004.01.014

文献信息

• Nitroquinolones with broad-spectrum antimycobacterial activity in vitro
  作者：Marino Artico、Antonello Mai、Gianluca Sbardella、Silvio Massa、Chiara Musiu、Stefania Lostia、Francesca Demontis、Paolo La Colla

  DOI：10.1016/s0960-894x(99)00251-6

  日期：1999.6

  During search on quinolonecarboxylic acids we used a facile, convenient two- or three-step procedure to synthesize new quinolone analogs, bearing at the C-7 position alkylamino substituents, and at the C-6 position a fluorine or alternatively a nitro group. The new derivatives were tested against both Gram-positive and Gram-negative bacteria and against a number of different mycobacteria. In vitro assay's showed 1-tert-butyl-7-tert-butylamino-6-nitro-1,4-dihydro-4-quinolone-3-carboxylic acid to be a potent inhibitor of Streptococcus and Staphylococcus with potencies superior to those of ofloxacin and ciprofloxacin, used as reference drugs. Some 6-nitroquinolones were found to exert good inhibiting activities against Mycobacterium tuberculosis and various atypical mycobacteria, whereas the 6-fluoro counterparts showed poor or no activity against this bacterium. (C) 1999 Elsevier Science Ltd. All rights reserved.
• New 6-nitroquinolones: synthesis and antimicrobial activities
  作者：Gianluca Sbardella、Antonello Mai、Marino Artico、Maria Giovanna Setzu、Graziella Poni、Paolo La Colla

  DOI：10.1016/j.farmac.2004.01.014

  日期：2004.6

  Pursuing our searches on quinolonecarboxylic acids we used a simple three-step one pot procedure to synthesize novel 1,7-disubstituted-6-nitroquinolones. The new derivatives were tested against Mycobacterium tuberculosis and Mycobacterium avium complex (MAC) as well as against both gram-positive and gram-negative bacteria. In vitro assays showed some derivatives were endowed with good inhibiting activities against tested mycobacteria. Some derivatives were also found more potent than ciprofloxacin and ofloxacin (used as reference drugs) against gram-positive bacteria.