7-[4-[3-(6-Ethoxy-1,3-benzothiazol-2-yl)-4-oxo-1,3-thiazolidin-2-yl]piperazin-1-yl]-1-ethyl-6-fluoro-4-oxoquinoline-3-carboxylic acid | 1616781-17-9

• 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-[3-(6-Ethoxy-1,3-benzothiazol-2-yl)-4-oxo-1,3-thiazolidin-2-yl]piperazin-1-yl]-1-ethyl-6-fluoro-4-oxoquinoline-3-carboxylic acid
• 英文别名: 7-[4-[3-(6-ethoxy-1,3-benzothiazol-2-yl)-4-oxo-1,3-thiazolidin-2-yl]piperazin-1-yl]-1-ethyl-6-fluoro-4-oxoquinoline-3-carboxylic acid
• CAS: 1616781-17-9
• 化学式: C₂₈H₂₈FN₅O₅S₂
• 分子量: 597.691
• InChiKey: GXIKAGWSIUPMNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.05
• 重原子数：
  41.0
• 可旋转键数：
  7.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  108.21
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  对乙氧基苯胺 在 哌啶 、 溶剂黄146 作用下， 以 乙醇 、 苯 为溶剂， 反应 0.33h， 生成 7-[4-[3-(6-Ethoxy-1,3-benzothiazol-2-yl)-4-oxo-1,3-thiazolidin-2-yl]piperazin-1-yl]-1-ethyl-6-fluoro-4-oxoquinoline-3-carboxylic acid
  参考文献：
  名称：

  Discovery of the Highly Potent Fluoroquinolone-Based Benzothiazolyl-4-thiazolidinone Hybrids as Antibacterials

  摘要：

  A new series of fluoroquinolone‐based benzothiazolyl‐4‐thiazolidinone hybrids has been yielded via sulfated tungstate‐promoted highly accelerated N‐formylation at a piperazine residue of ciprofloxacin and norfloxacin entities. The formylated fluoroquinolone moieties were then coupled with substituted 2‐aminobenzothiazoles, which were generated from their respective para‐substituted amines to form corresponding Schiff base intermediates. The Schiff bases were then treated with thioglycolic acid to equip a new class of 4‐thiazolidinones to be analyzed for their antibacterial effects against two Gram‐positive (Staphylococcus aureus and Bacillus subtilis) and two Gram‐negative (Escherichia coli and Pseudomonas aeruginosa) bacterial strains and were found highly potent with lowest Minimum inhibitory concentrations (MIC), 1–2 μg/mL, that is, more potent than control drugs ciprofloxacin (3.12–6.25 μg/mL). Initial outcomes provided for these novel molecular systems will aid researchers to design and develop new antibacterial drugs. The structural assignments of the new products were done on the basis of FT‐IR, 1H NMR and 13C NMR spectroscopy, and elemental analysis.

  DOI：

  10.1111/cbdd.12299