1-ethyl-6-fluoro-1,4-dihydro-7-<4-(1,1-dimethyl-2-oxopropyl)-1-piperazinyl>-4-oxoquinoline-3-carboxylic acid | 103240-26-2

• 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-ethyl-6-fluoro-1,4-dihydro-7-<4-(1,1-dimethyl-2-oxopropyl)-1-piperazinyl>-4-oxoquinoline-3-carboxylic acid
• 英文别名: 1-Ethyl-6-fluoro-7-[4-(2-methyl-3-oxobutan-2-yl)piperazin-1-yl]-4-oxoquinoline-3-carboxylic acid
• CAS: 103240-26-2
• 化学式: C₂₁H₂₆FN₃O₄
• 分子量: 403.454
• InChiKey: CLWOHCMYTBFJIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  81.2
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-ethyl-6-fluoro-1,4-dihydro-7-<4-(1,1-dimethyl-2-oxopropyl)-1-piperazinyl>-4-oxoquinoline-3-carboxylic acid 生成 诺氟沙星
  参考文献：
  名称：

  KONDO, HIROSATO;SAKAMOTO, FUMIO;INOUE, YOSHIMASA;TSUKAMOTO, GORO, J. MED. CHEM., 32,(1989) N, C. 679-682

  摘要：

  DOI：
• 作为产物：
  描述：

  3-溴-3-甲基-2-丁酮 、 诺氟沙星 在 potassium hydrogencarbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以47%的产率得到1-ethyl-6-fluoro-1,4-dihydro-7-<4-(1,1-dimethyl-2-oxopropyl)-1-piperazinyl>-4-oxoquinoline-3-carboxylic acid
  参考文献：
  名称：

  Studies on prodrugs. 5. Synthesis and antimicrobial activity of N-(oxoalkyl)norfloxacin derivatives

  摘要：

  Several N-(oxoalkyl)norfloxacin derivatives (3a-g) were synthesized and evaluated for antibacterial activity in vitro and in vivo. Most of the compounds exhibited in vitro activity comparable to that of norfloxacin for Gram-positive bacteria, whereas their activity was lower than for Gram-negative bacteria. N-(2-Oxopropyl)norfloxacin (3b) liberated norfloxacin in the blood after oral administration in mice, and the serum level of norfloxacin was about 3-fold higher than that of norfloxacin itself. Thus, 3b showed high antibacterial activity in vivo.

  DOI：

  10.1021/jm00160a037

文献信息

• Studies on prodrugs. 5. Synthesis and antimicrobial activity of N-(oxoalkyl)norfloxacin derivatives
  作者：Hirosato Kondo、Fumio Sakamoto、Yasuo Kodera、Goro Tsukamoto

  DOI：10.1021/jm00160a037

  日期：1986.10

  Several N-(oxoalkyl)norfloxacin derivatives (3a-g) were synthesized and evaluated for antibacterial activity in vitro and in vivo. Most of the compounds exhibited in vitro activity comparable to that of norfloxacin for Gram-positive bacteria, whereas their activity was lower than for Gram-negative bacteria. N-(2-Oxopropyl)norfloxacin (3b) liberated norfloxacin in the blood after oral administration in mice, and the serum level of norfloxacin was about 3-fold higher than that of norfloxacin itself. Thus, 3b showed high antibacterial activity in vivo.
• KONDO, HIROSATO;SAKAMOTO, FUMIO;INOUE, YOSHIMASA;TSUKAMOTO, GORO, J. MED. CHEM., 32,(1989) N, C. 679-682
  作者：KONDO, HIROSATO、SAKAMOTO, FUMIO、INOUE, YOSHIMASA、TSUKAMOTO, GORO

  DOI：——

  日期：——