(S)-7-(4-(2-(benzyloxycarbonylamino)propanoyl)piperazin-1-yl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid | 1593705-17-9

• 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: (S)-7-(4-(2-(benzyloxycarbonylamino)propanoyl)piperazin-1-yl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• 英文别名: 1-ethyl-6-fluoro-4-oxo-7-[4-[(2S)-2-(phenylmethoxycarbonylamino)propanoyl]piperazin-1-yl]quinoline-3-carboxylic acid
• CAS: 1593705-17-9
• 化学式: C₂₇H₂₉FN₄O₆
• 分子量: 524.549
• InChiKey: CTBKJVYVENAUQU-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  38
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  120
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  苄氧羰基-L-丙氨酸 在 氯化亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 5.0h， 生成 (S)-7-(4-(2-(benzyloxycarbonylamino)propanoyl)piperazin-1-yl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
  参考文献：
  名称：

  Synthesis and antibacterial evaluation of amino acid–antibiotic conjugates

  摘要：

  Amino acid conjugates of quinolone, metronidazole and sulfadiazine antibiotics were synthesized in good yields using benzotriazole methodology. All the conjugates were screened for their antibacterial activity using methods adapted from the Clinical and Laboratory Standards Institute. Antibiotic conjugates were tested for activity in four medically relevant organisms; Staphylococcus aureus (RN4220), Escherichia coli (DH5a), Pseudomonas aeruginosa (PAO1), and Bacillus subtilis (168). Several antibiotic conjugates show promising results against several of the strains screened. (c) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2014.01.065

文献信息

• Synthesis and antibacterial evaluation of amino acid–antibiotic conjugates
  作者：Mohamed A. Ibrahim、Siva S. Panda、Antoinette S. Birs、Juan C. Serrano、Claudio F. Gonzalez、Khalid A. Alamry、Alan R. Katritzky

  DOI：10.1016/j.bmcl.2014.01.065

  日期：2014.4

  Amino acid conjugates of quinolone, metronidazole and sulfadiazine antibiotics were synthesized in good yields using benzotriazole methodology. All the conjugates were screened for their antibacterial activity using methods adapted from the Clinical and Laboratory Standards Institute. Antibiotic conjugates were tested for activity in four medically relevant organisms; Staphylococcus aureus (RN4220), Escherichia coli (DH5a), Pseudomonas aeruginosa (PAO1), and Bacillus subtilis (168). Several antibiotic conjugates show promising results against several of the strains screened. (c) 2014 Published by Elsevier Ltd.