1-ethyl-5,6,8-trifluoro-1,4-dihydro-7-(7-methyl-2,7-diazaspiro[4.4]non-2-yl)-4-oxo-3-quinolinecarboxylic acid | 106908-87-6

• 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-ethyl-5,6,8-trifluoro-1,4-dihydro-7-(7-methyl-2,7-diazaspiro[4.4]non-2-yl)-4-oxo-3-quinolinecarboxylic acid
• 英文别名: 1-Ethyl-5,6,8-trifluoro-7-(7-methyl-2,7-diazaspiro[4.4]nonan-2-yl)-4-oxoquinoline-3-carboxylic acid
• CAS: 106908-87-6
• 化学式: C₂₀H₂₂F₃N₃O₃
• 分子量: 409.408
• InChiKey: SVEHNJWIJXQLJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  64.1
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2-Methyl-2,7-diazaspiro[4.4]nonane Dihydrochloride 、 1-ethyl-5,6,7,8-tetrafluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 反应 18.0h， 以84%的产率得到1-ethyl-5,6,8-trifluoro-1,4-dihydro-7-(7-methyl-2,7-diazaspiro[4.4]non-2-yl)-4-oxo-3-quinolinecarboxylic acid
  参考文献：
  名称：

  Quinolone antibacterial agents substituted at the 7-position with spiroamines. Synthesis and structure-activity relationships

  摘要：

  A series of fluoroquinolone antibacterials having the 7-position (10-position of pyridobenzoxazines) substituted with 2,7-diazaspiro[4.4]nonane (4b), 1,7-diazaspiro[4.4]nonane (5a), or 2,8-diazaspiro[5.5]undecane (6b) was prepared, and their biological activities were compared with piperazine and pyrrolidine substituted analogues. Most exhibited potent Gram-positive and Gram-negative activity, especially when side chain 4b was N-alkylated.

  DOI：

  10.1021/jm00170a035

文献信息

• CULBERTSON, TOWNLEY P.;SANCHEZ, JOSEPH P.;GAMBINO, LAURA;SESNIE, JOSEPHIN+, J. MED. CHEM., 33,(1990) N, C. 2270-2275
  作者：CULBERTSON, TOWNLEY P.、SANCHEZ, JOSEPH P.、GAMBINO, LAURA、SESNIE, JOSEPHIN+

  DOI：——

  日期：——
• 5,6-Difluoronaphthyridines and 5,6,8-trifluoro-quinolines as antibacterial agents
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0202763B1

  公开（公告）日：1989-11-08
• US4657913A
  申请人：——

  公开号：US4657913A

  公开（公告）日：1987-04-14
• Quinolone antibacterial agents substituted at the 7-position with spiroamines. Synthesis and structure-activity relationships
  作者：Townley P. Culbertson、Joseph P. Sanchez、Laura Gambino、Josephine A. Sesnie

  DOI：10.1021/jm00170a035

  日期：1990.8

  A series of fluoroquinolone antibacterials having the 7-position (10-position of pyridobenzoxazines) substituted with 2,7-diazaspiro[4.4]nonane (4b), 1,7-diazaspiro[4.4]nonane (5a), or 2,8-diazaspiro[5.5]undecane (6b) was prepared, and their biological activities were compared with piperazine and pyrrolidine substituted analogues. Most exhibited potent Gram-positive and Gram-negative activity, especially when side chain 4b was N-alkylated.