7-(2,5-diazabicyclo[2.2.2]oct-2-yl)-1-cyclopropyl-6, 8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

• 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: 7-(2,5-diazabicyclo[2.2.2]oct-2-yl)-1-cyclopropyl-6, 8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid
• 英文别名: 7-(2,5-diazabicyclo[2.2.2]oct-2-yl)-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid；1-cyclopropyl-7-(2,5-diazabicyclo[2.2.2]octan-2-yl)-6,8-difluoro-4-oxoquinoline-3-carboxylic acid
• 化学式: C₁₉H₁₉F₂N₃O₃
• 分子量: 375.375
• InChiKey: YEGBYBZWOAXYLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  72.9
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1-环丙基-6,7,8-三氟-4-氧代-1,4-二氢喹啉-3-羧酸 、 2,5-二氮杂双环[2.2.2]辛烷 生成 7-(2,5-diazabicyclo[2.2.2]oct-2-yl)-1-cyclopropyl-6, 8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid
  参考文献：
  名称：

  HUTT, M. P.;MICH, T. F.;CULBERTSON, T. P.

  摘要：

  DOI：

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。
• 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。
• Improved process for production of quinoline-3-carboxylic acid antibacterial agents
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0200307A1

  公开（公告）日：1986-11-05

  An improved process for the preparation of 7- substituted amino-1-cyclopropyl-6, 8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids of formula and pharmaceutically acceptable acid addition or base salts thereof, wherein A is a substituted amino group, X is hydrogen or fluorine, and R2 is alkyl of one to three carbon atoms or cycloalkyl of three to six carbon atoms, is described. An alkyl ester precursor is converted via an anhydrous preparation to an alkali metal salt which in a separate step or in situ is displaced and hydrolyzed to the desired product.

  一种制备式 7-取代氨基-1-环丙基-6, 8-二氟-1,4-二氢-4-氧代-3-喹啉羧酸及其药物可接受的酸加成盐或碱盐的改进工艺 及其药学上可接受的酸加成盐或碱盐，其中 A 是取代的氨基，X 是氢或氟，R2 是 1 至 3 个碳原子的烷基或 3 至 6 个碳原子的环烷基。烷基酯前体通过无水制备转化为碱金属盐，碱金属盐在单独步骤中或原位置换并水解为所需产物。
• Process for quinoline-3-carboxylic acid antibacterial agents
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0236673A2

  公开（公告）日：1987-09-16

  An improved process for the preparation of 7-substituted amino-l-alkyl- or cyclopropyl-6,8-difluoro-l,4-dihydro-4-oxo-3-quinolinecarboxylic acids is described where tetrafluorobenzoyl chloride is converted in three operations via l-alkyl or l-cycloalkyl-l,4-dihydro-6,7,8-trifluoro-4-oxo-­quinoline-3-carbonitrile which in a separate step or in situ is displaced and hydrolyzed to the desired product.

  本发明描述了一种制备 7-取代氨基-l-烷基-或环丙基-6,8-二氟-l,4-二氢-4-氧代-3-喹啉羧酸的改进工艺，其中四氟苯甲酰氯通过 l-烷基或 l-环烷基-l,4-二氢-6,7,8-三氟-4-氧代-3-喹啉腈在三个步骤中进行转化，而后在单独步骤中或原位置换并水解为所需产物。
• 7-(Azabicycloalkyl)-chinoloncarbonsäure- und -naphthyridoncarbonsäure-Derivate
  申请人：BAYER AG

  公开号：EP0230274A2

  公开（公告）日：1987-07-29

  Die Erfindung betrifft neue 7-(Azabicycloalkyl)-chinolon- carbonsäure- und -naphthyridoncarbonsäure-Derivate der allgemeinen Formel (I) in der R1, R2, R3, X1 und A die in der Beschreibung angegebene Bedeutung haben, Verfahren zu ihrer Herstellung sowie diese enthaltende antibakterielle Mittel und Futterzusatzstoffe.

  本发明涉及通式(I)的新的 7-(氮杂双环烷基)-喹啉酮羧酸和-萘啶酮羧酸衍生物，其中 R1、R2、R3、X1 和 A 具有说明中给出的含义。 中 R1、R2、R3、X1 和 A 的含义，以及它们的制备工艺和含有它们的抗菌剂和饲料添加剂。