7-CHLORO-6-FLUORO-1,4-DIHYDRO-1-(2-(DIMETHYLAMINO)-1-METHYLETHYL)-4-OXO-3-QUINOLINE CARBOXYLIC ACID ETHYLESTER | 116143-21-6

• 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-CHLORO-6-FLUORO-1,4-DIHYDRO-1-(2-(DIMETHYLAMINO)-1-METHYLETHYL)-4-OXO-3-QUINOLINE CARBOXYLIC ACID ETHYLESTER
• 英文别名: Ethyl 7-chloro-1-[1-(dimethylamino)propan-2-yl]-6-fluoro-4-oxoquinoline-3-carboxylate
• CAS: 116143-21-6
• 化学式: C₁₇H₂₀ClFN₂O₃
• 分子量: 354.809
• InChiKey: PIAXTYMIBWHNJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  7-CHLORO-6-FLUORO-1,4-DIHYDRO-1-(2-(DIMETHYLAMINO)-1-METHYLETHYL)-4-OXO-3-QUINOLINE CARBOXYLIC ACID ETHYLESTER 在 1-甲基吡咯烷 、 sodium hydroxide 、 Dowex 1 (OH form) 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 11.5h， 生成 7-Piperazinyl-6-fluoro-1,4-dihydro-4-oxo-1-(1-methylethenyl)-3-quinolinecarboxylic acid
  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：

  2-(2,4-二氯-5-氟苯甲酰基)-3-乙氧基丙烯酸乙酯 在 sodium hydride 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 生成 7-CHLORO-6-FLUORO-1,4-DIHYDRO-1-(2-(DIMETHYLAMINO)-1-METHYLETHYL)-4-OXO-3-QUINOLINE CARBOXYLIC ACID ETHYLESTER
  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。
• 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：——
• US4965273A
  申请人：——

  公开号：US4965273A

  公开（公告）日：1990-10-23
• Fluoronaphthyridines and quinolones as antibacterial agents. 1. Synthesis and structure-activity relationship of new 1-substituted derivatives
  作者：D. Bouzard、P. Di Cesare、M. Essiz、J. P. Jacquet、P. Remuzon、A. Weber、T. Oki、M. Masuyoshi

  DOI：10.1021/jm00123a005

  日期：1989.3

  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.