1-cyclopropyl-6-fluoro-N'-(4-hydroxybenzylidene)-7-(4-(4-methoxyphenyl)piperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carbohydrazide | 1187831-44-2

• 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-N'-(4-hydroxybenzylidene)-7-(4-(4-methoxyphenyl)piperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carbohydrazide
• CAS: 1187831-44-2
• 化学式: C₃₁H₃₀FN₅O₄
• 分子量: 555.609
• InChiKey: LIAIOFAAYNJBTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.28
• 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：
  0.26
• 拓扑面积：
  99.4
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  1-cyclopropyl-6-fluoro-N'-(4-hydroxybenzylidene)-7-(4-(4-methoxyphenyl)piperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carbohydrazide 、 巯基乙酸 在 zinc(II) chloride 作用下， 以 1,4-二氧六环 为溶剂， 以61%的产率得到1-cyclopropyl-6-fluoro-N-[2-(4-hydroxyphenyl)-4-oxo-1,3-thiazolidin-3-yl]-7-[4-(4-methoxyphenyl)piperazin-1-yl]-4-oxoquinoline-3-carboxamide
  参考文献：
  名称：

  Synthesis and antimicrobial study of fluoroquinolone-based 4-thiazolidinones

  摘要：

  The title compounds 2-substituted phenyl-3-{1-cyclopropyl-6-fluoro-7-[4-(4-methoxyphenylpiperazin-1-yl]-4-oxo-1,4-dihydroquinoline} carboxamido-1,3-thiazolidin-4-ones 6a-j have been synthesized from lead molecule 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 1; this reacted with thionyl chloride to give acid chloride 2 and with hydrazine hydrate to afford hydrazide 3. The hydrazide 3 on condensation with substituted aromatic aldehydes a-j gave Schiff base; these on reaction with N-(4-methoxyphenyl) piperazine and thioglycolic acid furnished title compounds 6a-j. All of the synthesized compounds have been established by elemental analysis. IR and NMR spectral data and have been screened for antifungal and antibacterial activities.

  DOI：

  10.1007/s00044-009-9228-2
• 作为产物：
  描述：

  7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid hydrazide 以 吡啶 、 苯 为溶剂， 生成 1-cyclopropyl-6-fluoro-N'-(4-hydroxybenzylidene)-7-(4-(4-methoxyphenyl)piperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carbohydrazide
  参考文献：
  名称：

  Synthesis and antimicrobial study of fluoroquinolone-based 4-thiazolidinones

  摘要：

  The title compounds 2-substituted phenyl-3-{1-cyclopropyl-6-fluoro-7-[4-(4-methoxyphenylpiperazin-1-yl]-4-oxo-1,4-dihydroquinoline} carboxamido-1,3-thiazolidin-4-ones 6a-j have been synthesized from lead molecule 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 1; this reacted with thionyl chloride to give acid chloride 2 and with hydrazine hydrate to afford hydrazide 3. The hydrazide 3 on condensation with substituted aromatic aldehydes a-j gave Schiff base; these on reaction with N-(4-methoxyphenyl) piperazine and thioglycolic acid furnished title compounds 6a-j. All of the synthesized compounds have been established by elemental analysis. IR and NMR spectral data and have been screened for antifungal and antibacterial activities.

  DOI：

  10.1007/s00044-009-9228-2