1-cyclopropyl-6-fluoro-1,4-dihydro-3-formyl-7-(4-formyl-1-piperazinyl)-4-oxoquinoline | 110719-55-6

• 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-1,4-dihydro-3-formyl-7-(4-formyl-1-piperazinyl)-4-oxoquinoline
• 英文别名: 1-cyclopropyl-6-fluoro-7-(4-formylpiperazin-1-yl)-4-oxoquinoline-3-carbaldehyde
• CAS: 110719-55-6
• 化学式: C₁₈H₁₈FN₃O₃
• 分子量: 343.358
• InChiKey: WOAANLBXDMBMLU-UHFFFAOYSA-N

物化性质

• 沸点：
  623.3±55.0 °C(Predicted)
• 密度：
  1.541±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.57
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  62.62
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-cyclopropyl-6-fluoro-1,4-dihydro-3-formyl-7-(4-formyl-1-piperazinyl)-4-oxoquinoline 在 盐酸 作用下， 反应 0.5h， 以61.8%的产率得到1-环丙基-6-氟-4-氧代-7-哌嗪-1-基喹啉-3-甲醛
  参考文献：
  名称：

  Studies on prodrugs. 7. Synthesis and antimicrobial activity of 3-formylquinolone derivatives

  摘要：

  Several 3-formylquinolone derivatives (8a-c) were synthesized to assay the antibacterial activity both in vitro and in vivo. In vitro, all of the compounds 8a-c showed lower activity than that of the corresponding 3-carboxyl compounds 1a-c, and in vivo, they showed higher activity than that of compounds 1a-c. After oral administration of 3-formyl compounds 8a-c to mice, the compounds were rapidly metabolized into 3-carboxyl compounds 1a-c. In particular, the 3-formyl derivative (8a) of norfloxacin (NFLX, 1a) gave a 2-fold higher serum level than that of NFLX and functioned as a prodrug of NFLX.

  DOI：

  10.1021/jm00396a035
• 作为产物：
  描述：

  在 manganese(IV) oxide 作用下， 以 甲醇 为溶剂， 生成 1-cyclopropyl-6-fluoro-1,4-dihydro-3-formyl-7-(4-formyl-1-piperazinyl)-4-oxoquinoline
  参考文献：
  名称：

  Studies on prodrugs. 7. Synthesis and antimicrobial activity of 3-formylquinolone derivatives

  摘要：

  Several 3-formylquinolone derivatives (8a-c) were synthesized to assay the antibacterial activity both in vitro and in vivo. In vitro, all of the compounds 8a-c showed lower activity than that of the corresponding 3-carboxyl compounds 1a-c, and in vivo, they showed higher activity than that of compounds 1a-c. After oral administration of 3-formyl compounds 8a-c to mice, the compounds were rapidly metabolized into 3-carboxyl compounds 1a-c. In particular, the 3-formyl derivative (8a) of norfloxacin (NFLX, 1a) gave a 2-fold higher serum level than that of NFLX and functioned as a prodrug of NFLX.

  DOI：

  10.1021/jm00396a035

文献信息

• KONDO, HIROSATO;SAKAMOTO, FUMIO;KAWAKAMI, KIYOTAKA;TSUKAMOTO, GORO, J. MED. CHEM., 31,(1988) N 1, 221-225
  作者：KONDO, HIROSATO、SAKAMOTO, FUMIO、KAWAKAMI, KIYOTAKA、TSUKAMOTO, GORO

  DOI：——

  日期：——