1-cyclopropyl-6-fluoro-7-{4-[2-(4-methoxy-benzyloxycarbonyl)-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.3.0]oct-2-en-3-ylmethyl]-piperazin-1-yl}-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid | 143488-25-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: 1-cyclopropyl-6-fluoro-7-{4-[2-(4-methoxy-benzyloxycarbonyl)-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.3.0]oct-2-en-3-ylmethyl]-piperazin-1-yl}-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid
• 英文别名: 1-cyclopropyl-6-fluoro-7-[4-[[(6R,7R)-2-[(4-methoxyphenyl)methoxycarbonyl]-8-oxo-7-[(2-phenylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]piperazin-1-yl]-4-oxoquinoline-3-carboxylic acid
• CAS: 143488-25-9
• 化学式: C₄₁H₄₀FN₅O₈S
• 分子量: 781.862
• InChiKey: MWYQIJFCPQHFGV-JGBHCADMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  56
• 可旋转键数：
  13
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  174
• 氢给体数：
  2
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  1-cyclopropyl-6-fluoro-7-{4-[2-(4-methoxy-benzyloxycarbonyl)-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.3.0]oct-2-en-3-ylmethyl]-piperazin-1-yl}-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 在 苯甲醚 、 三氟乙酸 作用下， 反应 0.75h， 以69.5%的产率得到7-[4-(carboxy-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-3-ylmethyl)-piperazin-1-yl]-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid
  参考文献：
  名称：

  Syntheses and studies of quinolone-cephalosporins as potential anti-tuberculosis agents

  摘要：

  The syntheses and anti-tuberculosis activity of quinolone-cephalosporin conjugates (1 and 2) are described. Both showed broad-spectrum antibacterial activity and significant anti-TB activity. The carbamate-linked quinolone-cephem 2 showed better antimycobacterial activity, including anti-TB activity, than the direct amine-linked quinolone-cephem 1, while quinolone-cephem 1 was slightly more effective against some Gram-negative bacterial strains. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.045
• 作为产物：
  描述：

  7-苯乙酰氨基-3-氯甲基-4-头孢烷酸对甲氧基苄酯 在 N-甲基-N-(三甲基硅烷基)三氟乙酰胺 、 sodium iodide 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 6.5h， 生成 1-cyclopropyl-6-fluoro-7-{4-[2-(4-methoxy-benzyloxycarbonyl)-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.3.0]oct-2-en-3-ylmethyl]-piperazin-1-yl}-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid
  参考文献：
  名称：

  Syntheses and studies of quinolone-cephalosporins as potential anti-tuberculosis agents

  摘要：

  The syntheses and anti-tuberculosis activity of quinolone-cephalosporin conjugates (1 and 2) are described. Both showed broad-spectrum antibacterial activity and significant anti-TB activity. The carbamate-linked quinolone-cephem 2 showed better antimycobacterial activity, including anti-TB activity, than the direct amine-linked quinolone-cephem 1, while quinolone-cephem 1 was slightly more effective against some Gram-negative bacterial strains. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.045