ethyl 6,7-difluoro-1-(2,4-difluorophenyl)-1,4-dihydro-5-methyl-4-oxo-3-quinolinecarboxylate | 119916-37-9

• 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: ethyl 6,7-difluoro-1-(2,4-difluorophenyl)-1,4-dihydro-5-methyl-4-oxo-3-quinolinecarboxylate
• 英文别名: Ethyl 1-(2,4-difluorophenyl)-5-methyl-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate；ethyl 1-(2,4-difluorophenyl)-6,7-difluoro-5-methyl-4-oxoquinoline-3-carboxylate
• CAS: 119916-37-9
• 化学式: C₁₉H₁₃F₄NO₃
• 分子量: 379.311
• InChiKey: QTYIWWXOSHKRFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ethyl 6,7-difluoro-1-(2,4-difluorophenyl)-1,4-dihydro-5-methyl-4-oxo-3-quinolinecarboxylate 生成 7-(3-amino-1-pyrrolidinyl)-6-fluoro-1-(2,4-difluorophenyl)-1,4-dihydro-5-methyl-4-oxo-3-quinolinecarboxylic acid
  参考文献：
  名称：

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

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl 3-(2,4-difluorophenylamino)-2-(2,4,5-trifluoro-6-methyl-benzoyl)-acrylate 生成 ethyl 6,7-difluoro-1-(2,4-difluorophenyl)-1,4-dihydro-5-methyl-4-oxo-3-quinolinecarboxylate
  参考文献：
  名称：

  Antibacterial agents

  摘要：

  描述了新型萘啶基和喹啉基羧酸作为抗菌剂的小说，以及它们的制造、配方和用于治疗细菌感染的方法，包括用于制造抗菌剂的某些新型中间体的描述。

  公开号：

  US04920120A1

文献信息

• Benzoheterocyclic compounds
  申请人：Otsuka Pharmaceutical Company, Limited

  公开号：US05290934A1

  公开（公告）日：1994-03-01

  Novel 4-oxoquinoline-3-carboxylic acid compounds of the formula: ##STR1## wherein R.sup.1 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, R.sup.2 is 5- to 9-membered saturated or unsaturated heterocyclic ring which may be substituted, R.sup.3 is alkyl, R is H or alkyl, and X is halogen, and pharmaceutically acceptable 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.

  以下是翻译结果： 本发明涉及一种4-氧喹啉-3-羧酸化合物，其化学式为：##STR1## 其中，R1为环丙基，可能有1至3个烷基和卤素取代基；苯基，可能被1至3个烷氧基、卤素和羟基取代；烷基，可能被卤素、烷酰氧基或羟基取代；烯基；或噻吩基，R2为5至9个成员的饱和或不饱和杂环环，可能被取代，R3为烷基，R为氢或烷基，X为卤素，以及其药学上可接受的盐。该化合物具有优异的抗微生物活性，因此可用作抗微生物剂，以及含有该化合物作为活性成分的制药组合物。
• Intermediates for anti-microbial benzoheterocyclic compounds
  申请人：Otsuka Pharmaceutical Company, Limited

  公开号：US05723648A1

  公开（公告）日：1998-03-03

  Novel 4-oxoquinoline-3-carboxylic acid compounds of the formula: ##STR1## wherein R.sup.1 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, R.sup.2 is 5- to 9-membered saturated or unsaturated heterocyclic ring which may be sustituted, R.sup.3 is alkyl, R is H or alkyl, and X is halogen, and pharmaceutically acceptable 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.

  化合物的名称为Novel 4-oxoquinoline-3-carboxylic acid compounds，化学式为：##STR1## 其中，R.sup.1可以是环丙基，可以有1到3个烷基和卤素取代基；苯基，可以被1到3个烷氧基，卤素和羟基取代；烷基，可以被卤素，烷酰氧或羟基取代；烯基；或噻吩基，R.sup.2是5到9个成员的饱和或不饱和杂环环，可以被取代，R.sup.3是烷基，R是氢或烷基，X是卤素，以及其药学上可接受的盐。这些化合物具有出色的抗微生物活性，因此可用作抗微生物剂，还包括含有该化合物作为活性成分的制药组合物。
• Intermediates for anti-microbial quinolone carboxylic acids
  申请人：Otsuka Pharmaceutical Company, Limited

  公开号：US05811576A1

  公开（公告）日：1998-09-22

  Novel 4-oxoquinoline-3-carboxylic acid compounds of the formula: ##STR1## wherein R.sup.1 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, R.sup.2 is 5- to 9-membered saturated or unsaturated heterocyclic ring which may be substituted, R.sup.3 is alkyl, R is H or alkyl, and X is halogen, and pharmaceutically acceptable 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.

  公式：##STR1##其中R1是环丙基，可以有1至3个烷基和卤素的取代基；苯基，可以被1至3个烷氧基，卤素和羟基的取代基所取代；烷基，可以被卤素，烷酰氧基或羟基的取代基所取代；烯基；或噻吩基，R2是5至9个成员的饱和或不饱和杂环环，可以被取代，R3是烷基，R是氢或烷基，X是卤素，以及其药学上可接受的盐，这些化合物具有优异的抗微生物活性，因此可用作抗微生物剂，以及含有该化合物作为活性成分的制药组合物。
• 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