7-Chloro-1-cyclopropylmethyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid | 106221-58-3

• 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-Chloro-1-cyclopropylmethyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid
• 英文别名: 7-Chloro-1-(cyclopropylmethyl)-6-fluoro-4-oxoquinoline-3-carboxylic acid
• CAS: 106221-58-3
• 化学式: C₁₄H₁₁ClFNO₃
• 分子量: 295.698
• InChiKey: KVBXRTGUPHILRP-UHFFFAOYSA-N

物化性质

• 沸点：
  474.9±45.0 °C(Predicted)
• 密度：
  1.553±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  哌嗪 、 7-Chloro-1-cyclopropylmethyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 在 吡啶 作用下， 反应 18.0h， 以34%的产率得到1-Cyclopropylmethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-quinoline-3-carboxylic acid
  参考文献：
  名称：

  Fluoronaphthyridines and quinolones as antibacterial agents. 1. Synthesis and structure-activity relationship of new 1-substituted derivatives

  摘要：

  A series of novel 7-piperazinyl-1-substituted-6-fluoroquinolones and naphthyridines have been prepared and their antibacterial activities evaluated. These derivatives are characterized by having alkyl, alkenyl, arylalkyl, cycloalkyl, and cycloalkenyl groups at the 1-position. As a result of this study, derivatives 7 and 26, which are substituted with tert-butyl groups at N-1, were found to possess excellent in vitro and in vivo potency, particularly against Staphylococcus aureus, comparable to that of norfloxacin or ciprofloxacin. Structure-activity relationships of N-1 substituted alkyls and cycloalkyls are also discussed.

  DOI：

  10.1021/jm00123a005
• 作为产物：
  描述：

  在 氢氧化钾 作用下， 以 水 为溶剂， 反应 1.5h， 生成 7-Chloro-1-cyclopropylmethyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid
  参考文献：
  名称：

  Fluoronaphthyridines and quinolones as antibacterial agents. 1. Synthesis and structure-activity relationship of new 1-substituted derivatives

  摘要：

  A series of novel 7-piperazinyl-1-substituted-6-fluoroquinolones and naphthyridines have been prepared and their antibacterial activities evaluated. These derivatives are characterized by having alkyl, alkenyl, arylalkyl, cycloalkyl, and cycloalkenyl groups at the 1-position. As a result of this study, derivatives 7 and 26, which are substituted with tert-butyl groups at N-1, were found to possess excellent in vitro and in vivo potency, particularly against Staphylococcus aureus, comparable to that of norfloxacin or ciprofloxacin. Structure-activity relationships of N-1 substituted alkyls and cycloalkyls are also discussed.

  DOI：

  10.1021/jm00123a005

文献信息

• ITO, YASUO;KATO, XIDEHO;EHTTYU, EHJITI;OGAVA, NOBUO;YAGI, NORIYUKI
  作者：ITO, YASUO、KATO, XIDEHO、EHTTYU, EHJITI、OGAVA, NOBUO、YAGI, NORIYUKI

  DOI：——

  日期：——