1-溴-2,4,5-三氟-3-(三氟甲基)-苯 | 118829-13-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-溴-2,4,5-三氟-3-(三氟甲基)-苯
• 英文名称: 1-bromo-2,4,5-trifluoro-3-(trifluoromethyl)-benzene
• 英文别名: 1-Bromo-2,4,5-trifluoro-3-(trifluoromethyl)benzene
• CAS: 118829-13-3
• 化学式: C₇HBrF₆
• 分子量: 278.979
• InChiKey: BFYQFRIUYMSUIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-溴-2,4,5-三氟-3-(三氟甲基)-苯 在 盐酸 、 正丁基锂 、 草酰氯 、 异丙基氯化镁 、 乙酸酐 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 二甲基亚砜 、 乙腈 为溶剂， 反应 191.42h， 生成 1-环丙基-6-氟-4-氧代-7-哌嗪-1-基-8-(三氟甲基)喹啉-3-羧酸
  参考文献：
  名称：

  New 8-(trifluoromethyl)-substituted quinolones. The benefits of the 8-fluoro group with reduced phototoxic risk

  摘要：

  A series of 8-(trifluoromethyl)-substituted quinolones has been prepared and evaluated for in vitro and in vivo antibacterial activity, and phototolerance in a mouse phototolerance assay. These analogues were compared to the corresponding series of 6,8-difluoro- and 6-fluoro-8H-quinolones (ciprofloxacin type). Although their in vitro antibacterial activities are less than the 6,8-difluoro analogues, the 8-(trifluoromethyl)quinolones are generally equivalent to their 8H analogues. In vivo, they are comparable to the 6,8-difluoro series and show up to 10-fold improvement in efficacy when compared to their ciprofloxacin counterparts vs Streptococcus pyogenes and Streptococcus pneumonia. In the phototolerance model, the 8-(trifluoromethyl)quinolones are comparable to the 8H-quinolones. Both of these series display much higher no effect doses (greater tolerance) than the corresponding 6,8-difluoroquinolones.

  DOI：

  10.1021/jm00080a023
• 作为产物：
  描述：

  3-溴-2,5,6-三氟苯甲酸 在 HF 、 SF₄ 作用下， 以83%的产率得到1-溴-2,4,5-三氟-3-(三氟甲基)-苯
  参考文献：
  名称：

  8-trifluoromethyl quinolones as antibacterial agents

  摘要：

  描述了一系列新的喹诺酮羧酸，用作抗菌剂。还描述了制备化合物的方法，使用化合物的方法以及含有它们的组合物。还描述了某些新的中间体。

  公开号：

  US04780468A1

文献信息

• Antibacterial agents
  申请人：Warner-Lambert Company

  公开号：US04920120A1

  公开（公告）日：1990-04-24

  Novel naphthyridine-, and quinolinecarboxylic 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.

  描述了新型萘啶基和喹啉基羧酸作为抗菌剂的小说，以及它们的制造、配方和用于治疗细菌感染的方法，包括用于制造抗菌剂的某些新型中间体的描述。
• 8-trifluoromethyl quinolones as antibacterial agents
  申请人：Warner-Lambert Company

  公开号：US04780468A1

  公开（公告）日：1988-10-25

  A novel series of quinolone carboxylic acids for use as antibacterial agents are described. Methods for making the compounds, methods of using the compounds and compositions containing them are also described. Certain novel intermediates are also described.

  描述了一系列新的喹诺酮羧酸，用作抗菌剂。还描述了制备化合物的方法，使用化合物的方法以及含有它们的组合物。还描述了某些新的中间体。
• Quinolones as antibacterial agents
  申请人：Warner-Lambert Company

  公开号：US04933335A1

  公开（公告）日：1990-06-12

  A novel series of quinolone carboxylic acids for use as antibacterial agents are described. Methods for making the compounds, methods of using the compounds and compositions containing them are also described. Certain novel intermediates are also described.

  本文描述了一系列喹诺酮羧酸类化合物，用作抗菌剂。描述了制备这些化合物的方法、使用这些化合物的方法以及含有它们的组合物。还描述了某些新颖的中间体。
• Quinolone and naphthyridine antibacterial agents containing an alpha-amino acid in the side chain of the 7-substituent
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0304087A2

  公开（公告）日：1989-02-22

  Novel quinolone and naphthyridine antibacterial agents of the formula I are herein described having improved in vivo activity both orally and subcutaneously where the 7-side chain of such compounds contain an a-amino acid; also described are its corresponding optical isomers, methods of preparation as well as pharmaceutical useful intreating infectious diseases.

  本文描述了式 I 的新型喹诺酮类和萘啶类抗菌剂，其口服和皮下注射活性均有所提高。 所述的新型喹诺酮类和萘啶类抗菌剂具有更好的口服和皮下注射活性，其中此类化合物的 7 侧链含有 a-氨基酸；还描述了其相应的光学异构体、制备方法以及治疗传染性疾病的药物用途。
• SUBSTITUTED TRIFLUOROBENZOIC ACIDS, ESTERS THEREOF, AND PROCESS FOR PRODUCING THE SAME
  申请人：Ube Industries, Ltd.

  公开号：EP0968994A1

  公开（公告）日：2000-01-05

  The present invention is to provide a trifluoro-substituted benzoic acid, an ester thereof, particularly 2,3,4-trifluoro-5-iodobenzoic acid, 2,3,4-trifluoro-5-trifluoromethylbenzoic acid, esters thereof, which are useful as a starting material for synthesizing a quinolonecarboxylic acid compound useful as a medicine, an anti-bacterial agent or an antiviral agent, and processes for preparing these compounds and 2,4,5-trifluoro-3-iodobenzoic acid, 2,4,5-trifluoro-3-trifluoromethylbenzoic acid and esters thereof.

  本发明旨在提供一种三氟取代苯甲酸及其酯类，特别是2,3,4-三氟-5-碘苯甲酸、2,3,4-三氟-5-三氟甲基苯甲酸及其酯类、2,4,5- 三氟-3-碘苯甲酸、2,4,5-三氟-3-三氟甲基苯甲酸及其酯类，这些化合物可作为合成用作药物、抗菌剂或抗病毒剂的喹啉羧酸化合物的起始原料，以及制备这些化合物和 2,4,5-三氟-3-碘苯甲酸、2,4,5-三氟-3-三氟甲基苯甲酸及其酯类的工艺。