1-ethyl-6-fluoro-1,4-dihydro-5-methyl-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid | 119915-17-2

• 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-5-methyl-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid
• 英文别名: 1-Ethyl-6-fluoro-5-methyl-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid
• CAS: 119915-17-2
• 化学式: C₁₇H₂₀FN₃O₃
• 分子量: 333.363
• InChiKey: PUYDDJZAKVGXFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  72.9
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-ethyl-6,7-difluoro-1,4-dihydro-5-methyl-4-oxo-3-quinolinecarboxylic acid 生成 1-ethyl-6-fluoro-1,4-dihydro-5-methyl-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid
  参考文献：
  名称：

  DOMAGALA, JOHN M.;HAGEN, SUSAN E.;KIELY, JOHN S.

  摘要：

  DOI：

文献信息

• Benzoheterocyclic compounds
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：EP0565132A2

  公开（公告）日：1993-10-13

  Novel 4-oxoquinoline-3-carboxylic acid compounds of the formula: wherein R¹ is cyclopropyl which may have 1 to 3 substituents of alkyl and halogen; phenyl which may be substituted by 1 to 3 substituents of alkoxy, halogen and OH; alkyl which may be substituted by halogen, alkanoyloxy or OH; alkenyl; or thienyl, R² is 5- to 9-membered saturated or unsaturated heterocyclic ring which may be sustituted, R³ is H, alkyl or halogen, R⁴ is alkyl or halogen, R is H or alkyl, R¹ and R³ may be taken together to form wherein R³¹ is H or alkyl, and X is halogen, provided that R³ and R⁴ are not simultaneously halogen, and that when R³ is H, R⁴ is alkyl, and salts thereof, said compounds having excellent antimicrobial activity and hence being useful as an antimicrobial agent, and a pharmaceutical composition containing said compound as an active ingredient.

  式中的新型 4-氧代喹啉-3-羧酸化合物： 其中 R¹ 是环丙基，可被 1 至 3 个烷基和卤素取代；苯基，可被 1 至 3 个烷氧基、卤素和 OH 取代；烷基，可被卤素、烷酰氧基或 OH 取代；烯基；或噻吩基，R² 是 5 至 9 元饱和或不饱和杂环，可被取代，R³ 是 H、烷基或卤素，R⁴ 是烷基或卤素，R 是 H 或烷基，R¹ 和 R³ 可结合在一起形成 其中 R³¹ 是 H 或烷基，X 是卤素，条件是 R³ 和 R⁴ 不同时是卤素，当 R³ 是 H 时，R⁴ 是烷基，以及它们的盐，所述化合物具有优异的抗菌活性，因此可用作抗菌剂，以及含有所述化合物作为活性成分的药物组合物。
• Synthesis and biological activity of 5-alkyl-1,7,8-trisubstituted-6-fluoroquinoline-3-carboxylic acids
  作者：Susan E. Hagen、John M. Domagala、Carl L. Heifetz、Judith Johnson

  DOI：10.1021/jm00107a040

  日期：1991.3

  A series of 5-alkyl-1,7,8-trisubstituted-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids was prepared and evaluated for in vitro and in vivo antibacterial activity. When compared to the 5-hydrogen analogues, the presence of the 5-methyl group enhanced in vitro potency for those compounds containing a cyclopropyl moiety at N1 but decreased potency for those containing an ethyl group at N1. Replacing the 5-methyl with a 5-ethyl significantly reduced the efficacy. In general, the 5-methyl and 5-hydrogen analogues were equipotent in vivo. Several of the 5-methyl-1-cyclopropylquinolones displayed excellent in vitro and in vivo activity, warranting further development.
• 7-Piperazinyl- or 7-Morpholino-4-oxo-quinoline-3-carboxylic acid derivatives, their preparation and their use as antimicrobial agents
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：EP0287951B1

  公开（公告）日：1996-07-03
• DOMAGALA, JOHN M.;HAGEN, SUSAN E.;KIELY, JOHN S.
  作者：DOMAGALA, JOHN M.、HAGEN, SUSAN E.、KIELY, JOHN S.

  DOI：——

  日期：——
• HAGEN, SUSAN E.;DOMAGALA, JOHN M.;HEIFETZ, CARL L.;JOHNSON, JUDITH, J. MED. CHEM., 34,(1991) N, C. 1155-1161
  作者：HAGEN, SUSAN E.、DOMAGALA, JOHN M.、HEIFETZ, CARL L.、JOHNSON, JUDITH

  DOI：——

  日期：——