ethyl 1-cyclopropyl-6,7-difluoro-8-difluoromethoxyl-1,4-dihydro-4-oxo quinoline-3-carboxylate | 128426-94-8

• 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 1-cyclopropyl-6,7-difluoro-8-difluoromethoxyl-1,4-dihydro-4-oxo quinoline-3-carboxylate
• 英文别名: ethyl 1-cyclopropyl-6,7-difluoro-8-difluoromethoxyl-1,4-dihydro-4-oxoquinoline-3-carboxylate；Ethyl 1-cyclopropyl-8-(difluoromethoxy)-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate；ethyl 1-cyclopropyl-8-(difluoromethoxy)-6,7-difluoro-4-oxoquinoline-3-carboxylate
• CAS: 128426-94-8
• 化学式: C₁₆H₁₃F₄NO₄
• 分子量: 359.277
• InChiKey: QRKGMXIQKJKKBL-UHFFFAOYSA-N

物化性质

• 沸点：
  455.4±45.0 °C(Predicted)
• 密度：
  1.498±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  ethyl 1-cyclopropyl-6,7-difluoro-8-difluoromethoxyl-1,4-dihydro-4-oxo quinoline-3-carboxylate 在 硫酸 、 potassium nitrate 作用下， 反应 1.0h， 以45.5%的产率得到ethyl 1-cyclopropyl-6,7-difluoro-8-difluoromethoxyl-5-nitro-1,4-dihydro-4-oxoquinoline-3-carboxylate
  参考文献：
  名称：

  QUINOLONECARBOXYLIC ACID COMPOUNDS, PREPARATION METHODS AND PHARMACEUTICAL USES THEREOF

  摘要：

  公开号：

  EP1767536B1
• 作为产物：
  描述：

  ethyl (Z)-3-(cyclopropylamino)-2-[3-(difluoromethoxy)-2,4,5-trifluorobenzoyl]prop-2-enoate 生成 ethyl 1-cyclopropyl-6,7-difluoro-8-difluoromethoxyl-1,4-dihydro-4-oxo quinoline-3-carboxylate
  参考文献：
  名称：

  4-oxoquinoline-3-carboxylic acid derivatives and their use

  摘要：

  公式（I）的化合物：##STR1##（其中：R.sup.1代表氟代甲氧基；R.sup.2代表含氮杂环基团；R.sup.3代表氢或氨基）和其药学上可接受的盐、酯和酰胺是有价值的抗菌剂，可通过将类似于公式（I）中R.sup.2被卤素原子替换的化合物与提供所需的R.sup.2基团的化合物反应而制备得到。

  公开号：

  US05348961A1

文献信息

• Intermediates for certain 4-oxoquinoline-3-carboxylic acid derivatives
  申请人：Sanko Company, Limited

  公开号：US05436367A1

  公开（公告）日：1995-07-25

  Compounds of formula (I): ##STR1## (in which: R.sup.1 represents fluorinated methoxy; R.sup.2 represents a nitrogen-containing heterocyclic group and R.sup.3 represents hydrogen or amino) and pharmaceutically acceptable salts, esters and amides thereof are valuable antibacterial agents, which may be prepared by reacting a compound similar to that of formula (I) but in which R.sup.2 is replaced by a halogen atom with a compound providing the required group R.sup.2.

  式(I)的化合物：##STR1##（其中：R.sup.1代表氟代甲氧基；R.sup.2代表含氮杂环基团；R.sup.3代表氢或氨基），以及其药学上可接受的盐、酯和酰胺是有价值的抗菌剂，可以通过将类似于式(I)中R.sup.2被卤素原子取代的化合物与提供所需的基团R.sup.2的化合物反应制备而成。
• 4-oxoquinoline-3-carboxylic acid derivatives their preparation and their
  申请人：Sankyo Company, Limited

  公开号：US05496951A1

  公开（公告）日：1996-03-05

  Compounds of formula (I): ##STR1## (in which: R.sup.1 represents fluorinated methoxy: R.sup.2 represents a nitrogen-containing heterocyclic group and R.sup.3 represents hydrogen or amino) and pharmaceutically acceptable salts, esters and amides thereof are valuable antibacterial agents, which may be prepared by reacting a compound similar to that of formula (I) but in which R.sup.2 is replaced by a halogen atom with a compound providing the required group R.sup.2.

  公式（I）的化合物：##STR1##（其中：R.sup.1代表氟代甲氧基；R.sup.2代表含氮杂环基团；R.sup.3代表氢或氨基）以及其药学上可接受的盐、酯和酰胺是有价值的抗菌剂，可以通过将类似于公式（I）中R.sup.2被卤素原子所取代的化合物与提供所需R.sup.2基团的化合物反应而制备得到。
• Quinolonecarboxylic acid compounds, preparation methods and pharmaceutical uses thereof
  申请人：Guo Huiyuan

  公开号：US20070219231A1

  公开（公告）日：2007-09-20

  This invention discloses novel quinolonecarboxylic acid derivatives, pharmaceutically acceptable salts or hydrates thereof, and their preparation methods and medical uses. The compounds in this invention show potent antibacterial activity against broad-spectrum pathogenic bacteria, with favorable pharmacokinetics and very low toxicity. The quinolinecarboxylic acid derivatives, which possess a hydrogen atom or an amino group at C-5 position, cis-substituted optical or racemic 2,8-diazo-dicyclo[4,3,0]nonanyl at C-7 position, and difluoromethoxyl at C-8 position of quinolone core, have superior activity against gram-positive bacteria and broad spectrum antibacterial activity compared with the known quinolones.

  本发明揭示了新的喹诺酮羧酸衍生物，其药学上可接受的盐或水合物，以及它们的制备方法和医药用途。本发明中的化合物对广谱致病菌表现出强大的抗菌活性，具有良好的药物动力学和极低的毒性。喹诺酮羧酸衍生物在喹诺酮核心的C-5位置具有氢原子或氨基，C-7位置具有顺式取代或外消旋2,8-二氮杂二环[4,3,0]壬基，C-8位置具有二氟甲氧基，与已知的喹诺酮相比，对革兰氏阳性菌和广谱抗菌活性具有优越的活性。
• Intermediates in the preparation of 4-oxoquinoline-3-carboxylic acid derivatives
  申请人：UBE INDUSTRIES, LTD.

  公开号：EP0610958A2

  公开（公告）日：1994-08-17

  Compounds of formula (XII), (XX), (XX'),(XXI) and in which R1 represents fluorinated methoxy, R3 represents hydrogen or amino, R3' represents hydrogen or nitro, R3" represents hydrogen, nitro or amino, X and X' represent halogen and R17 represents a carboxy protecting group, are useful in the preparation of 4-oxoquinoline-3-carboxylic acid derivatives.

  式(XII)、(XX)、(XX')、(XXI)和(XXI)化合物 其中 R1 代表氟化甲氧基，R3 代表氢或氨基，R3'代表氢或硝基，R3 "代表氢、硝基或氨基，X 和 X'代表卤素，R17 代表羧基保护基团，可用于制备 4-氧代喹啉-3-羧酸衍生物。
• QUINOLONE CARBOXYLIC ACID DERIVATIVES, THEREOF PREPARATION AND USAGE
  申请人：Institute of Medicinal Biotechnology, Chinese Acadamy of Medical Sciences

  公开号：EP1767536A1

  公开（公告）日：2007-03-28

  This invention discloses novel quinolonecarboxylic acid derivatives, pharmaceutically acceptable salts or hydrates thereof, and their preparation methods and medical uses. The compounds in this invention show potent antibacterial activity against broad-spectrum pathogenic bacteria, with favorable pharmacokinetics and very low toxicity. The quinolinecarboxylic acid derivatives, which possess a hydrogen atom or an amino group at C-5 position, cis-substituted optical or racemic 2,8-diazo-dicyclo[4,3,0]nonanyl at C-7 position, and difluoromethoxyl at C-8 position of quinolone core, have superior activity against gram-positive bacteria and broad spectrum antibacterial activity compared with the known quinolones.

  本发明公开了新型喹啉羧酸衍生物、其药学上可接受的盐或水合物及其制备方法和医疗用途。本发明中的化合物对广谱致病菌具有强效抗菌活性，药代动力学良好，毒性极低。与已知的喹诺酮类药物相比，喹啉羧酸衍生物对革兰氏阳性菌的活性更强，抗菌谱更广。