2,4,5-trifluoro-3,6-dimethylbenzoic acid | 132630-87-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,4,5-trifluoro-3,6-dimethylbenzoic acid
• 英文别名: 3,6-dimethyl-2,4,5-trifluoro-benzoic acid
• CAS: 132630-87-6
• 化学式: C₉H₇F₃O₂
• 分子量: 204.149
• InChiKey: ZWRWRGOJQGCKGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,4,5-trifluoro-3,6-dimethylbenzoic acid 在 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 生成 2,4,5-Trifluoro-3,6-dimethyl-benzoyl chloride
  参考文献：
  名称：

  5-甲基-4-氧代喹啉羧酸的合成

  摘要：

  制备了一系列5-甲基-4-氧代-3-喹啉羧酸，其中八个位置被氟，氯，甲基或氢取代。这些喹诺酮是由衍生自恶唑啉8和16的合适的2-甲基-3,4,6-三氟苯甲酸合成的。恶唑啉部分既是邻位导向基团（在可行的情况下）又是保护基团；三甲基甲硅烷基部分被用来封闭分子中最酸性的位点。

  DOI：

  10.1002/jhet.5570270616
• 作为产物：
  描述：

  2,4,5-三氟苯甲酰氯 在 盐酸 、 氯化亚砜 、 lithium diisopropyl amide 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 生成 2,4,5-trifluoro-3,6-dimethylbenzoic acid
  参考文献：
  名称：

  5-甲基-4-氧代喹啉羧酸的合成

  摘要：

  制备了一系列5-甲基-4-氧代-3-喹啉羧酸，其中八个位置被氟，氯，甲基或氢取代。这些喹诺酮是由衍生自恶唑啉8和16的合适的2-甲基-3,4,6-三氟苯甲酸合成的。恶唑啉部分既是邻位导向基团（在可行的情况下）又是保护基团；三甲基甲硅烷基部分被用来封闭分子中最酸性的位点。

  DOI：

  10.1002/jhet.5570270616

文献信息

• Pyridonecarboxylic acid derivatives or salts thereof and antibacterial agents containing the same as the active ingredient
  申请人：Wakunaga Pharmaceutical Co., Ltd.

  公开号：US06211375B1

  公开（公告）日：2001-04-03

  A novel pyridonecarboxylic acid derivative or its salt exhibiting satisfactory antibacterial activities, intestinal absorption, metabolic stability, and reduced side effects, in particular, phototoxicity and cytotoxicity, as well as an antibacterial agent containing such pyridonecarboxylic acid derivative or its salt are provided. For such an object, a pyridonecarboxylic acid derivative represented by the following formula (1): (wherein R1 represents hydrogen atom, a halogen atom or a lower alkyl group; R2 represents hydrogen atom or a lower alkyl group; R3 represents substituted or unsubstituted amino group or hydroxyl group; and R4 represents hydrogen atom, a lower alkyl group, amino group or nitro group) or its salt is provided.

  本发明提供了一种新的吡啶酮羧酸衍生物或其盐，该衍生物表现出令人满意的抗菌活性、肠道吸收性、代谢稳定性和减少副作用，特别是光毒性和细胞毒性，以及含有这种吡啶酮羧酸衍生物或其盐的抗菌剂。对于这样的对象，提供了由以下式（1）表示的吡啶酮羧酸衍生物或其盐：（其中R1表示氢原子、卤原子或较低的烷基；R2表示氢原子或较低的烷基；R3表示取代或未取代的氨基或羟基；R4表示氢原子、较低的烷基、氨基或硝基）。
• Antibacterial agents
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0326891A2

  公开（公告）日：1989-08-09

  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.

  介绍了作为抗菌剂的新型萘啶酸和喹啉羧酸及其制造、配制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。
• NOVEL PYRIDONECARBOXYLIC ACID DERIVATIVES OR SALTS THEREOF AND ANTIBACTERIAL AGENTS CONTAINING THE SAME AS THE ACTIVE INGREDIENT
  申请人：WAKUNAGA PHARMACEUTICAL CO., LTD.

  公开号：EP0897919A1

  公开（公告）日：1999-02-24

  A novel pyridonecarboxylic acid derivative or its salt exhibiting satisfactory antibacterial activities, intestinal absorption, metabolic stability, and reduced side effects, in particular, phototoxicity and cytotoxicity, as well as an antibacterial agent containing such pyridonecarboxylic acid derivative or its salt are provided. For such an object, a pyridonecarboxylic acid derivative represented by the following formula (1): (wherein R1 represents hydrogen atom, a halogen atom or a lower alkyl group; R2 represents hydrogen atom or a lower alkyl group; R3 represents substituted or unsubstituted amino group or hydroxyl group; and R4 represents hydrogen atom, a lower alkyl group, amino group or nitro group) or its salt is provided.

  本发明提供了一种新型吡啶羧酸衍生物或其盐，该衍生物或其盐具有令人满意的抗菌活性、肠道吸收性、代谢稳定性和较低的副作用，特别是光毒性和细胞毒性，以及含有这种吡啶羧酸衍生物或其盐的抗菌剂。 为此，提供了由下式（1）代表的吡啶羧酸衍生物： (其中 R1 代表氢原子、卤素原子或低级烷基；R2 代表氢原子或低级烷基；R3 代表取代或未取代的氨基或羟基；R4 代表氢原子、低级烷基、氨基或硝基）或其盐。
• Synthesis of mono- and di-substituted 2,4,5-trifluorobenzoic acid synthons, key precursors for biologically active 6-fluoroquinolones
  作者：Guillaume Anquetin、Jacques Greiner、Pierre Vierling

  DOI：10.1016/j.tet.2005.06.078

  日期：2005.8

  In the search for new potent antiparasitical fluoroquinolones, a QSAR analysis by molecular connectivity led to the design of R-5 (Me or Et)/R-8 (MeO, Me or Et)-substituted analogs of the most powerful antibacterial or antiparasitical fluoroquinolones known so far. Unfortunately, the synthetic schemes that were elaborated in literature for 3- and 3,6-di-substiluted 2,4,5-trifluorobenzoic acids, the key precursors of the target R-5/R-8-substituted 6-fluoroquinolones, led in our hands to poor yields and/or to inextricable mixtures of derivatives. This led us to reinvestigate the key alkylation steps or the 2,4,5-trifluorophenyl-oxazoline synthons and the subsequent deprotection of their oxazoline into acid with the aim of optimising the syntheses of 3- and 3,6-di-Substituted 2.4,5-trifluorobenzoic acids, which constitute the entries to our target derivatives. (c) 2005 Elsevier Ltd. All rights reserved.
• ANTIBACTERIAL AGENTS
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0398967A1

  公开（公告）日：1990-11-28