1-ethenyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid | 91187-99-4

• 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-ethenyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid
• 英文别名: 1-Ethenyl-6,7,8-trifluoro-4-oxoquinoline-3-carboxylic acid
• CAS: 91187-99-4
• 化学式: C₁₂H₆F₃NO₃
• 分子量: 269.18
• InChiKey: OXNJPSZQVRRXPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-ethenyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid 生成 6-Fluoro-1-(2-fluoroethyl)-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxoquinoline-3-carboxylic acid
  参考文献：
  名称：

  摘要：

  DOI：
• 作为产物：
  描述：

  6,7,8-三氟-1,4-二氢-4-氧代-3-喹啉羧酸乙酯 在 盐酸 、 potassium carbonate 作用下， 以 溶剂黄146 为溶剂， 反应 52.5h， 生成 1-ethenyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid
  参考文献：
  名称：

  1-取代的7- [3-[（[乙基氨基）甲基] -1-吡咯烷基] -6,8-二氟-1,4-二氢-4-氧代-3-喹啉羧酸。喹诺酮类抗生素在N1处具有新的定量构效关系。

  摘要：

  一系列18个1-取代的7- [3-[（[乙基氨基）甲基] -1-吡咯烷基] -6,8-二氟-1,4-二氢-4-氧代-3-喹啉-羧酸（N1类似物合成CI-934）并评估其抗菌活性和DNA回转酶抑制作用。建立了DNA促旋酶抑制作用与抗菌能力之间的关系。通过使用11种细菌菌株的抗菌能力和革兰氏阴性平均值得出定量构效关系（QSAR）。该方程式表明，抗菌效力在很大程度上取决于STERIMOL的长度和宽度以及N1取代基的不饱和度。一些菌株还显示出对N1组中杂原子（O，N，S）的依赖性。旋回酶抑制与这些参数的组合之间没有发现显着的相关性。结合分子建模研究的构象分析，讨论了这些QSAR结果。在所有方面，最能提高喹诺酮活性的取代基是环丙基。该类似物1-环丙基-7- [3-[（[乙基氨基）-甲基] -1-吡咯烷基] -6，8-二氟-1,4-二氢-4-氧代-3-喹啉羧酸（PD 117558），与相关标准相比，在体外和体内均具有出色的广谱活性。

  DOI：

  10.1021/jm00400a017

文献信息

• Antibacterial agents
  申请人：Warner-Lambert Company

  公开号：US04571396A1

  公开（公告）日：1986-02-18

  Novel naphthyridine-, quinoline- and benzoxazine-carboxylic acids as antibacterial agents are described as well as methods for their manufacture, formulation, and use in treating bacterial infections including the description of certain novel intermediates used in the manufacture of the antibacterial agents.

  描述了新型萘啉基、喹啉基和苯并噁嗪基羧酸作为抗菌剂，以及它们的制备、配方和用于治疗细菌感染的方法，包括用于制备抗菌剂的某些新型中间体的描述。
• 7-Substituted-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids; 7-substituted-1-cyclopropyl-1,4-dihydro-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acids; their derivatives; and a process for preparing the compounds
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0153163A2

  公开（公告）日：1985-08-28

  Compound of formula where X is CH, CCl, CF, C-OH, CO-alkyl having from one to three carbons, C-NH-alkyl having from one to three carbons, or N; Y is H, F, Cl or Br; R2 is alkyl having from one to four carbon atoms, vinyl, haloalkyl, or hydroxyalkyl having from two to four carbon atoms or cycloalkyl having three to six carbon atoms. Also described are methods for their manufacture, formulation, and use in treating bacterial infections including the description of certain novel intermediates used in the manufac- ture of the compounds. The compounds are useful as antibacterial agents.

  式中 X 为 CH、CCl、CF、C-OH、具有一至三个碳原子的 CO-烷基、具有一至三个碳原子的 C-NH- 烷基或 N；Y 为 H、F、Cl 或 Br；R2 为具有一至四个碳原子的烷基、具有二至四个碳原子的乙烯基、卤代烷基或羟基烷基或具有三至六个碳原子的环烷基。 还描述了其制造、配制和用于治疗细菌感染的方法，包括描述了用于制造这些化合物的某些新型中间体。 这些化合物可用作抗菌剂。
• Substituted naphthyridine-, quinoline- and benzoxazine- carboxylic acids as antibacterial agents and processes for their production
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0159174A2

  公开（公告）日：1985-10-23

  Compounds of the formula wherein Z is in which R is hydrogen, alkyl of one to three carbon atoms, hydroxyalkyl of two or three carbon atoms, benzyl, or p-aminobenzyl; R' is hydrogen or alkanoyl of from one to three carbon atoms; W is O, NR, S, or CH; X is CH, CF, or N; Y is hydrogen, fluoro, or amino; R, is hydrogen, alkyl having from one to six carbon atoms or a cation; R2 is alkyl having from one to four carbon atoms, vinyl, haloalkyl, hydroxyalkyl having from two to four carbon atoms or cycloalkyl having three to six carbon atoms; R3 is hydrogen or alkyl having from one to three carbon atoms; R4 is hydrogen or alkyl from one to three carbon atoms; or a pharmaceutically acceptable acid addition or base salt thereof. Also described are processes for producing the compounds and novel intermediates used in the manufacture of the antibacterial agents.

  式中的化合物 其中 Z 是 其中 R 是氢、一至三个碳原子的烷基、二或三个碳原子的羟烷基、苄基或对氨基苄基；R'是氢或一至三个碳原子的烷酰基；W 是 O、NR、S 或 CH；X 是 CH、CF 或 N；Y 是氢、氟或氨基；R, 是氢、一至六个碳原子的烷基或阳离子；R2是具有一至四个碳原子的烷基、乙烯基、卤代烷基、具有二至四个碳原子的羟烷基或具有三至六个碳原子的环烷基；R3是氢或具有一至三个碳原子的烷基；R4是氢或具有一至三个碳原子的烷基；或其药学上可接受的酸加成盐或碱式盐。此外，还描述了用于生产抗菌剂的化合物和新型中间体的生产工艺。
• Substituted-9-fluoro-3-methyl-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylic acids; substituted-5-amino-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acids; substituted-5-amino-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acids; derivatives thereof; pharmaceutical compositions comprising the compounds; and processes for producing the compounds
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0172651A1

  公开（公告）日：1986-02-26

  Novel naphthyridine-, quinoline- and benzoxazine carboxylic acids of formula or as antibacterial agents are described as well as methods for their manufacture and formulation. Also disclosed are certain novel intermediates used in the manufacture of the antibacterial agents.

  描述了新颖的式或作为抗菌剂的萘啶、喹啉和苯并噁嗪羧酸及其制造和配制方法。 此外，还公开了用于制造抗菌剂的某些新型中间体。
• Substituted-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acids, derivatives thereof, pharmaceutical compositions comprising the compounds, and processes for producing the compounds
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0265230A1

  公开（公告）日：1988-04-27

  Novel naphthyridine-, quinoline- and benzoxazinecarboxylic acids of formula in which Z is are disclosed. The compounds are useful as antibacterial agents. Also disclosed is a process for producing the compounds and a pharmaceutical composition comprising the compounds.

  新颖的萘啶、喹啉和苯并噁嗪羧酸，其式为 其中 Z 为 的新型萘啶-喹啉-和苯并噁嗪羧酸。这些化合物可用作抗菌剂。还公开了生产这些化合物的工艺和包含这些化合物的药物组合物。