1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-[[N⁴-[1'-(5-methyl-β-semicarbazoisatinyl)]methyl]-N¹-piperazinyl]-3-quinolinecarboxylic acid

• 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-4-oxo-7-[[N⁴-[1'-(5-methyl-β-semicarbazoisatinyl)]methyl]-N¹-piperazinyl]-3-quinolinecarboxylic acid
• 英文别名: 7-[4-[[3-(carbamoylhydrazinylidene)-5-methyl-2-oxoindol-1-yl]methyl]piperazin-1-yl]-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic acid
• 化学式: C₂₈H₂₈FN₇O₅
• 分子量: 561.573
• InChiKey: QKHMLJOIBYDEPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.98
• 重原子数：
  41.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  153.57
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 环丙沙星 、 1-(5-methyl-2-oxoindolin-3-ylidene)semicarbazide 以 乙醇 为溶剂， 反应 24.0h， 以82.9%的产率得到1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-[[N⁴-[1'-(5-methyl-β-semicarbazoisatinyl)]methyl]-N¹-piperazinyl]-3-quinolinecarboxylic acid
  参考文献：
  名称：

  Synthesis and antimycobacterial evaluation of various 7-substituted ciprofloxacin derivatives

  摘要：

  Tuberculosis continues to be a major cause of morbidity and mortality all over the world. Various 7-substituted ciprofloxacin derivatives were synthesized and evaluated for antimycobacterial activity in vitro and in vivo against Mycobacterium tuberculosis and for inhibition of the supercoiling activity of DNA gyrase from Mycobacterium smegmatis. Preliminary results indicated that most of the compounds demonstrated better in vitro antimycobacterial activity against M. tuberculosis than ciprofloxacin. Compound 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-[[N-4-[1'-(5- methylisatinyl-ss-semicarbazo)]methyl]N'-piperazinyl]-3-quinoline carboxylic acid (3h) decreased the bacterial load in spleen tissue with 0.76-log(10) protections and was considered to be moderately active in reducing bacterial count in spleen. The results demonstrated the potential and importance of developing new quinolone derivatives against mycobacterial infections. (c) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2005.05.063

文献信息

• Synthesis and antimycobacterial evaluation of various 7-substituted ciprofloxacin derivatives
  作者：Dharmarajan Sriram、Perumal Yogeeswari、Jafar Sadik Basha、Deshpande R. Radha、Valakunja Nagaraja

  DOI：10.1016/j.bmc.2005.05.063

  日期：2005.10

  Tuberculosis continues to be a major cause of morbidity and mortality all over the world. Various 7-substituted ciprofloxacin derivatives were synthesized and evaluated for antimycobacterial activity in vitro and in vivo against Mycobacterium tuberculosis and for inhibition of the supercoiling activity of DNA gyrase from Mycobacterium smegmatis. Preliminary results indicated that most of the compounds demonstrated better in vitro antimycobacterial activity against M. tuberculosis than ciprofloxacin. Compound 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-[[N-4-[1'-(5- methylisatinyl-ss-semicarbazo)]methyl]N'-piperazinyl]-3-quinoline carboxylic acid (3h) decreased the bacterial load in spleen tissue with 0.76-log(10) protections and was considered to be moderately active in reducing bacterial count in spleen. The results demonstrated the potential and importance of developing new quinolone derivatives against mycobacterial infections. (c) 2005 Published by Elsevier Ltd.