6-(4-(3-(4-aminophenyl)-3-oxopropyl)-4,5-dihydro-5-sulfanylene-1,3,4-oxadiazol-2-yl)-9-fluoro-2,3-dihydro-3-methyl-10-(4-methylpiperazin-1-yl)-[1,4]oxazino[2,3,4-ij]quinolin-7-one | 1315249-18-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-(4-(3-(4-aminophenyl)-3-oxopropyl)-4,5-dihydro-5-sulfanylene-1,3,4-oxadiazol-2-yl)-9-fluoro-2,3-dihydro-3-methyl-10-(4-methylpiperazin-1-yl)-[1,4]oxazino[2,3,4-ij]quinolin-7-one
• 英文别名: 11-[4-[3-(4-Aminophenyl)-3-oxopropyl]-5-sulfanylidene-1,3,4-oxadiazol-2-yl]-7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraen-10-one；11-[4-[3-(4-aminophenyl)-3-oxopropyl]-5-sulfanylidene-1,3,4-oxadiazol-2-yl]-7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraen-10-one
• CAS: 1315249-18-3
• 化学式: C₂₈H₂₉FN₆O₄S
• 分子量: 564.64
• InChiKey: KQBLMBXAUJVVQL-UHFFFAOYSA-N

物化性质

• 熔点：
  242-245 °C
• 沸点：
  758.3±70.0 °C(predicted)
• 密度：
  1.51±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  40
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  136
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  氧氟沙星 在 硫酸 、 一水合肼 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 54.0h， 生成 6-(4-(3-(4-aminophenyl)-3-oxopropyl)-4,5-dihydro-5-sulfanylene-1,3,4-oxadiazol-2-yl)-9-fluoro-2,3-dihydro-3-methyl-10-(4-methylpiperazin-1-yl)-[1,4]oxazino[2,3,4-ij]quinolin-7-one
  参考文献：
  名称：

  Design, synthesis, and docking studies of novel ofloxacin analogues as antimicrobial agents

  摘要：

  A number of novel ofloxacin analogues were synthesized by modifying the carboxylic acid at C-6. To investigate the antimicrobial data on structural basis, in-silico docking studies of the tested compounds into the crystal structure of topoisomerase II using Autodock vina 4.0 program was performed in order to predict the affinity and orientation of the synthesized compounds at the activities. R (2) values show good agreement with predicted binding affinities obtained by molecular docking studies. Also, it is verified by in-vitro antimicrobial screening, where all the compounds were most active against Staphylococcus aureus, Staphylococcus epidermidis and Bacillus subtilis. Among these compounds 3a, 3b, 3f showed good MIC (0.125 mu g/ml).

  DOI：

  10.1007/s00044-011-9655-8

文献信息

• Design, synthesis, and docking studies of novel ofloxacin analogues as antimicrobial agents
  作者：S. Jubie、P. Prabitha、R. Rajesh Kumar、R. Kalirajan、R. Gayathri、S. Sankar、K. Elango

  DOI：10.1007/s00044-011-9655-8

  日期：2012.7

  A number of novel ofloxacin analogues were synthesized by modifying the carboxylic acid at C-6. To investigate the antimicrobial data on structural basis, in-silico docking studies of the tested compounds into the crystal structure of topoisomerase II using Autodock vina 4.0 program was performed in order to predict the affinity and orientation of the synthesized compounds at the activities. R (2) values show good agreement with predicted binding affinities obtained by molecular docking studies. Also, it is verified by in-vitro antimicrobial screening, where all the compounds were most active against Staphylococcus aureus, Staphylococcus epidermidis and Bacillus subtilis. Among these compounds 3a, 3b, 3f showed good MIC (0.125 mu g/ml).