6-Fluoro-7-chloro-1-(2-(phenylsulfinyl)-1-methylethyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid ethyl ester | 116143-18-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6-Fluoro-7-chloro-1-(2-(phenylsulfinyl)-1-methylethyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid ethyl ester
• 英文别名: 7-chloro-6-fluoro-1,4-dihydro-1-(2-phenylsulfinyl-1-methylethyl)-4-oxo-1,8-naphthyridine-3-carboxylic acid ethylester；Ethyl 1-[1-(benzenesulfinyl)propan-2-yl]-7-chloro-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate
• CAS: 116143-18-1
• 化学式: C₂₀H₁₈ClFN₂O₄S
• 分子量: 436.891
• InChiKey: DPKBJYBYERZWRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  95.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  6-Fluoro-7-chloro-1-(2-(phenylsulfinyl)-1-methylethyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid ethyl ester 以 乙腈 为溶剂， 反应 3.25h， 生成 7-Piperazinyl-6-fluoro-1-(1-methylethenyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Fluoronaphthyridines and quinolones as antibacterial agents. 1. Synthesis and structure-activity relationship of new 1-substituted derivatives

  摘要：

  A series of novel 7-piperazinyl-1-substituted-6-fluoroquinolones and naphthyridines have been prepared and their antibacterial activities evaluated. These derivatives are characterized by having alkyl, alkenyl, arylalkyl, cycloalkyl, and cycloalkenyl groups at the 1-position. As a result of this study, derivatives 7 and 26, which are substituted with tert-butyl groups at N-1, were found to possess excellent in vitro and in vivo potency, particularly against Staphylococcus aureus, comparable to that of norfloxacin or ciprofloxacin. Structure-activity relationships of N-1 substituted alkyls and cycloalkyls are also discussed.

  DOI：

  10.1021/jm00123a005
• 作为产物：
  描述：

  1-苯硫基丙-2-胺 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 6-Fluoro-7-chloro-1-(2-(phenylsulfinyl)-1-methylethyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Fluoronaphthyridines and quinolones as antibacterial agents. 1. Synthesis and structure-activity relationship of new 1-substituted derivatives

  摘要：

  A series of novel 7-piperazinyl-1-substituted-6-fluoroquinolones and naphthyridines have been prepared and their antibacterial activities evaluated. These derivatives are characterized by having alkyl, alkenyl, arylalkyl, cycloalkyl, and cycloalkenyl groups at the 1-position. As a result of this study, derivatives 7 and 26, which are substituted with tert-butyl groups at N-1, were found to possess excellent in vitro and in vivo potency, particularly against Staphylococcus aureus, comparable to that of norfloxacin or ciprofloxacin. Structure-activity relationships of N-1 substituted alkyls and cycloalkyls are also discussed.

  DOI：

  10.1021/jm00123a005

文献信息

• 1-tertiary-alkyl-substituted naphthyridine carboxylic acid antibacterial
  申请人：Bristol-Myers Company

  公开号：US04954507A1

  公开（公告）日：1990-09-04

  There are disclosed new naphthyridine- and quinoline-carboxylic acids having a 1-tertiary-alkyl substituent, compositions containing them, and their use in treating bacterial infections in warm-blooded animals. Also disclosed are novel amines and intermediates used in the preparation of the naphthyridine- and quinoline-carboxylic acids.

  公开了具有1-叔烷基取代基的新型萘啶酸和喹啉羧酸，含有它们的组合物，以及它们在治疗温血动物细菌感染中的用途。还公开了用于制备这些萘啶酸和喹啉羧酸的新颖胺和中间体。
• 1-Tert-alkyl-substituted naphthyridine and quinoline carboxylic acids as antibacterial agents
  申请人：Bristol-Myers Squibb Company

  公开号：EP0266576A2

  公开（公告）日：1988-05-11

  There are disclosed new naphthyridine-and quinoline-carboxylic acids having a 1-tertiary-alkyl substituent, compositions containing them, and their use in treating bacterial infections in warm-blooded animals. Also disclosed are novel amines and intermediates used in the preparation of the naphthyridine-and quinoline-carboxylic acids.

  本发明公开了具有 1-叔烷基取代基的新型萘啶酸和喹啉羧酸、含有它们的组合物以及它们在治疗温血动物细菌感染中的用途。此外，还公开了用于制备萘啶和喹啉羧酸的新型胺和中间体。
• WEBER, ABRAHAM;BOUZARD, DANIEL;ESSIZ, MUNIR;CESARE, PIERRE D.;JACQUET, JE+
  作者：WEBER, ABRAHAM、BOUZARD, DANIEL、ESSIZ, MUNIR、CESARE, PIERRE D.、JACQUET, JE+

  DOI：——

  日期：——
• 1-TERTIARY-ALKYL-SUBSTITUTED NAPHTHYRIDINE- AND QUINOLINE-CARBOXYLIC ACID ANTIBACTERIAL AGENTS
  申请人：Bristol-Myers Company

  公开号：EP0288519A1

  公开（公告）日：1988-11-02
• EP0288519A4
  申请人：——

  公开号：EP0288519A4

  公开（公告）日：1992-04-15