1-cyclopropyl-6-fluoro-7-{4-[5-(1-methyl-5-nitro-2-imidazolyl)-1,3,4-thiadiazole-2-yl]-1-piperazinyl}-4-oxo-1,4-dihydro-3-quinoline carboxylic acid

• 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-cyclopropyl-6-fluoro-7-{4-[5-(1-methyl-5-nitro-2-imidazolyl)-1,3,4-thiadiazole-2-yl]-1-piperazinyl}-4-oxo-1,4-dihydro-3-quinoline carboxylic acid
• 英文别名: 1-Cyclopropyl-6-fluoro-7-[4-[5-(1-methyl-5-nitroimidazol-2-yl)-1,3,4-thiadiazol-2-yl]piperazin-1-yl]-4-oxoquinoline-3-carboxylic acid
• 化学式: C₂₃H₂₁FN₈O₅S
• 分子量: 540.535
• InChiKey: ZZUUBWXTNYZMPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  38
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  182
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  1-methyl-5-nitro-2-imidazolecarboxaldehyde thiosemicarbazone 在 盐酸 、 ammonium ferric sulfate 、 铜 、 碳酸氢钠 、 sodium nitrite 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 1-cyclopropyl-6-fluoro-7-{4-[5-(1-methyl-5-nitro-2-imidazolyl)-1,3,4-thiadiazole-2-yl]-1-piperazinyl}-4-oxo-1,4-dihydro-3-quinoline carboxylic acid
  参考文献：
  名称：

  Synthesis and in vitro antibacterial activity of some N-(5-aryl-1,3,4-thiadiazole-2-yl)piperazinyl quinolone derivatives

  摘要：

  A series of N-[5-(1-methyl-5-nitro-2-imidazolyl)-1,3,4-thiadiazole-2-yl] and N-[5-(nitrophenyl)-1,3,4-thiadiazole-2-yl] piperazinyl quinolone derivatives (5a-c and 5d-l) were synthesized and evaluated for in vitro antibacterial activity against some Gram-positive and Gram-negative bacteria. The antibacterial data revealed that all nitroimidazole derivatives (5a-c) showed interesting activity against tested Gram-positive bacteria (minimum inhibitory concentration, MIC=0.008-0.03 microg/ml) while they did not show good activity against Gram-negative organisms. Despite the significant activity of nitroimidazole series, all nitrophenyl analogues (5d-l) were inactive against both Gram-positive and Gram-negative bacteria. Among all of the tested compounds, 5a (ciprofloxacin derivative in nitroimidazole series) exhibited excellent activity against Staphylococcus aureus and Staphylococcus epidermidis (MIC=0.008 microg/ml).

  DOI：

  10.1016/s0014-827x(03)00191-5