ethyl 8-acetoxymethyl-6,7-difluoro-4-hydroxyquinoline-3-carboxylate | 130305-21-4

• 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: ethyl 8-acetoxymethyl-6,7-difluoro-4-hydroxyquinoline-3-carboxylate
• 英文别名: ethyl 6,7-difluoro-4-hydroxy-8-acetoxymethylquinoline-3-carboxylate；ethyl 8-(acetyloxymethyl)-6,7-difluoro-4-oxo-1H-quinoline-3-carboxylate
• CAS: 130305-21-4
• 化学式: C₁₅H₁₃F₂NO₅
• 分子量: 325.269
• InChiKey: QEPBYBHZSXVGMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  81.7
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ethyl 8-acetoxymethyl-6,7-difluoro-4-hydroxyquinoline-3-carboxylate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以85%的产率得到6,7-Difluoro-8-hydroxymethyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
  参考文献：
  名称：

  A practical route to C-8 substituted fluoroquinolones

  摘要：

  The ortho metalation of N-(tert-butoxycarbonyl)-3,4-difluoroaniline, with t-BuLi at -78-degrees-C in THF occured regioselectively at C-2 position. The resulting lithiated species reacted with a variety of electrophiles to give 2-substituted-3,4-difluoroanilines in good yields after hydrolysis. These compounds have been readily transformed into C-8 substituted fluoroquinolones. The nucleophilic substitution at C-7 by piperazines and the alkylation at N-1 on these quinolones have also been performed.

  DOI：

  10.1016/s0040-4020(01)88273-9
• 作为产物：
  描述：

  2,3-Difluoro-6-(tert-butoxycarbamoyl)benzaldehyde 在 吡啶 、 盐酸 、 sodium tetrahydroborate 作用下， 以 二苯醚 、 乙醚 为溶剂， 反应 4.17h， 生成 ethyl 8-acetoxymethyl-6,7-difluoro-4-hydroxyquinoline-3-carboxylate
  参考文献：
  名称：

  A practical route to C-8 substituted fluoroquinolones

  摘要：

  The ortho metalation of N-(tert-butoxycarbonyl)-3,4-difluoroaniline, with t-BuLi at -78-degrees-C in THF occured regioselectively at C-2 position. The resulting lithiated species reacted with a variety of electrophiles to give 2-substituted-3,4-difluoroanilines in good yields after hydrolysis. These compounds have been readily transformed into C-8 substituted fluoroquinolones. The nucleophilic substitution at C-7 by piperazines and the alkylation at N-1 on these quinolones have also been performed.

  DOI：

  10.1016/s0040-4020(01)88273-9

文献信息

• Novel pyridobenzoxazine derivative
  申请人：WAKUNAGA SEIYAKU KABUSHIKI KAISHA

  公开号：EP0373531A1

  公开（公告）日：1990-06-20

  Pyridobenzoxazine derivatives having a [3,2,1-­ij][3,1]benzoxazine structure represented by the formula (I) and their salts are disclosed. There are many varieties for the compound depending on the types of residues R₁-R₄, X₁, and X₂. The compounds of formula (I) and their salts have excellent antimicrobial activities and wide antimicrobial spectra, and are effective against both gram positive and gram negative microorganisms. They can be used as a medicine, an agrichemical, and a food preservative.

  揭示了具有由公式(I)表示的[3,2,1-ij][3,1]苯并噁嗪结构的吡啶苯并噁嗪衍生物及其盐。根据残基R₁-R₄、X₁和X₂的类型，该化合物有许多不同的变体。公式(I)的化合物及其盐具有出色的抗微生物活性和广泛的抗微生物谱，对革兰氏阳性和革兰氏阴性微生物均有效。它们可用作药物、农药和食品防腐剂。
• Tricyclic compound or salts thereof, method for producing the same and
  申请人：Wakunaga Seiyaku Kabushiki Kaisha

  公开号：US05399553A1

  公开（公告）日：1995-03-21

  A tricyclic compound represented by the general formula (1) and salts thereof are disclosed. ##STR1## A method for producing the tricyclic compound and salts thereof, and an antimicrobial agent containing the tricyclic compound and salts thereof as an active ingredient are also disclosed.

  本发明公开了一种由一般式（1）表示的三环化合物及其盐。##STR1##本发明还公开了制备该三环化合物及其盐的方法，以及含有该三环化合物及其盐作为活性成分的抗微生物剂。
• Novel tricyclic compound or salts thereof, method for producing the same and antimicrobial agent containing the same
  申请人：WAKUNAGA SEIYAKU KABUSHIKI KAISHA

  公开号：EP0470578A1

  公开（公告）日：1992-02-12

  A tricyclic compound represented by the general formula (1) and salts thereof. A method for producing the tricyclic compound and salts thereof, and an antimicrobial agent containing the tricyclic compound and salts thereof as an active ingredient are also disclosed.

  由通式（1）代表的三环化合物及其盐类。 此外，还公开了一种生产该三环化合物及其盐类的方法，以及一种含有该三环化合物及其盐类作为活性成分的抗菌剂。
• US5254685A
  申请人：——

  公开号：US5254685A

  公开（公告）日：1993-10-19
• US5399553A
  申请人：——

  公开号：US5399553A

  公开（公告）日：1995-03-21