1-Cyclopropyl-6,8-difluoro-7-((3aR,7aS)-3a-methylaminomethyl-octahydro-isoindol-2-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid; hydrochloride | 140197-29-1

• 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-6,8-difluoro-7-((3aR,7aS)-3a-methylaminomethyl-octahydro-isoindol-2-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid; hydrochloride
• CAS: 140197-29-1
• 化学式: C₂₃H₂₇F₂N₃O₃*ClH
• 分子量: 467.943
• InChiKey: YUYPSLJVHPURLS-SMQGHGRDSA-N

反应信息

• 作为产物：
  描述：

  1-Cyclopropyl-6,8-difluoro-7-{(3aR,7aR)-3a-[(formyl-methyl-amino)-methyl]-octahydro-isoindol-2-yl}-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 在 盐酸 作用下， 反应 1.0h， 生成 1-Cyclopropyl-6,8-difluoro-7-((3aR,7aS)-3a-methylaminomethyl-octahydro-isoindol-2-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid; hydrochloride
  参考文献：
  名称：

  Synthesis and antibacterial activity of new 7-(aminoazabicycloalkanyl)quinolonecarboxylic acids

  摘要：

  A series of novel 7-[amino-substituted azabicycloalkanyl]-6-fluoro-1-substituted quinolinecarboxylic acids (18-53) have been prepared and their antibacterial activities evaluated. These compounds are characterized structurally by a new amino-substituted azabicyclo[3.3.0]octane,-[4.3.0]nonane and -[5.3.0]decane ring systems at the 7-position of quinolonecarboxylic acids. To compare the biological activities of enantiomers, (+)-7[(1S, 5R)- and (-)-7[(1R, 5S)-1-aminomethyl-3-azabicyclo[3.3.0]-octan-3-yl]-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolonecarboxylic acid hydrochloride (43, 44) were synthesized and evaluated for antibacterial activity. Compound 43 was more potent than 44 against both Gram-positive and Gram-negative organisms. The structure-activity relationships of these quinolonecarboxylic acids are also discussed.

  DOI：

  10.1016/0223-5234(91)90131-6