7-(4-((1-tert-butyl-1H-tetrazol-5-yl)(4-isopropylphenyl)methyl)piperazin-1-yl)-6-fluoro-4-oxo-1-(4-(trifluoromethyl)benzyl)-1,4-dihydroquinoline-3-carboxylic acid | 1604044-98-5

• 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: 7-(4-((1-tert-butyl-1H-tetrazol-5-yl)(4-isopropylphenyl)methyl)piperazin-1-yl)-6-fluoro-4-oxo-1-(4-(trifluoromethyl)benzyl)-1,4-dihydroquinoline-3-carboxylic acid
• 英文别名: 7-[4-[(1-Tert-butyltetrazol-5-yl)-(4-propan-2-ylphenyl)methyl]piperazin-1-yl]-6-fluoro-4-oxo-1-[[4-(trifluoromethyl)phenyl]methyl]quinoline-3-carboxylic acid；7-[4-[(1-tert-butyltetrazol-5-yl)-(4-propan-2-ylphenyl)methyl]piperazin-1-yl]-6-fluoro-4-oxo-1-[[4-(trifluoromethyl)phenyl]methyl]quinoline-3-carboxylic acid
• CAS: 1604044-98-5
• 化学式: C₃₇H₃₉F₄N₇O₃
• 分子量: 705.755
• InChiKey: CVRGHQDLYQMBEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  51
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  3,4-二氟苯胺 在 sodium hydride 、 potassium carbonate 、 sodium hydroxide 作用下， 以 甲醇 、 二苯醚 、 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 0.17h， 生成 7-(4-((1-tert-butyl-1H-tetrazol-5-yl)(4-isopropylphenyl)methyl)piperazin-1-yl)-6-fluoro-4-oxo-1-(4-(trifluoromethyl)benzyl)-1,4-dihydroquinoline-3-carboxylic acid
  参考文献：
  名称：

  Investigation of Ugi-4CC derived 1H-tetrazol-5-yl-(aryl) methyl piperazinyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid: Synthesis, Biology and 3D-QSAR analysis

  摘要：

  Novel series of 7-piperazinylquinolones with tetrazole derivatives were synthesized and evaluated for their antibacterial activity against various strains of Staphylococcus aureus. All the synthesized compounds showed significant in vitro antibacterial activity against Gram-positive bacteria whereas some compounds displayed moderate activity against Gram-negative bacteria. Among all the synthesized compounds, compounds (6a-c, 6e-g, 6i-k, 6m, 6'f and 6'm) were found to be more effective with MIC ranging from (0.78-3.12 mu g/mL) against S. aureus (ATCC-29213) than the control; ciprofloxacin (MIC = 25 mu g/mL). Moreover, these analogues displayed no toxicity up to MIC = 0.39 mu g/mL against mammalian cell line L-929. Furthermore, to correlate the biological activities of synthesized compounds with their 3D conformation, we attempted 3D-QSAR study. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.03.069

文献信息

• Investigation of Ugi-4CC derived 1H-tetrazol-5-yl-(aryl) methyl piperazinyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid: Synthesis, Biology and 3D-QSAR analysis
  作者：Kuldeep Chauhan、Pratiksha Singh、Vikash Kumar、Praveen K. Shukla、Mohammad Imran Siddiqi、Prem M.S. Chauhan

  DOI：10.1016/j.ejmech.2014.03.069

  日期：2014.5

  Novel series of 7-piperazinylquinolones with tetrazole derivatives were synthesized and evaluated for their antibacterial activity against various strains of Staphylococcus aureus. All the synthesized compounds showed significant in vitro antibacterial activity against Gram-positive bacteria whereas some compounds displayed moderate activity against Gram-negative bacteria. Among all the synthesized compounds, compounds (6a-c, 6e-g, 6i-k, 6m, 6'f and 6'm) were found to be more effective with MIC ranging from (0.78-3.12 mu g/mL) against S. aureus (ATCC-29213) than the control; ciprofloxacin (MIC = 25 mu g/mL). Moreover, these analogues displayed no toxicity up to MIC = 0.39 mu g/mL against mammalian cell line L-929. Furthermore, to correlate the biological activities of synthesized compounds with their 3D conformation, we attempted 3D-QSAR study. (C) 2014 Elsevier Masson SAS. All rights reserved.