2,4,5-三氟-3-甲氧基苯甲酸甲酯 | 136897-64-8

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 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: 2,4,5-三氟-3-甲氧基苯甲酸甲酯
• 英文名称: methyl 3-methoxy-2,4,5-trifluorobenzoate
• 英文别名: methyl 2,4,5-trifluoro-3-methoxybenzoate
• CAS: 136897-64-8
• 化学式: C₉H₇F₃O₃
• 分子量: 220.148
• InChiKey: WRNVSUJHRFXTKQ-UHFFFAOYSA-N

物化性质

• 熔点：
  105-112 °C(lit.)
• 沸点：
  262°C
• 密度：
  1.342
• 闪点：
  109°C
• 保留指数：
  1262

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2918990090
• 安全说明：
  S26
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  存储条件：2-8°C，密封于干燥处。

反应信息

• 作为反应物：
  描述：

  2,4,5-三氟-3-甲氧基苯甲酸甲酯 在 镍 2,2'-联吡啶 、 sodium hydroxide 、 正丁基锂 、 草酰氯 、 硫酸 、 氢气 、 乙酸酐 、 sodium hydride 、 potassium nitrate 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 为溶剂， -30.0~28.0 ℃ 、344.73 kPa 条件下， 反应 124.0h， 生成 5-amino-1-cyclopropyl-6,7-difluoro-8-methoxy-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid
  参考文献：
  名称：

  The Synthesis, Structure-Activity, and Structure-Side Effect Relationships of a Series of 8-Alkoxy- and 5-Amino-8-alkoxyquinolone Antibacterial Agents

  摘要：

  A series of 1-cyclopropyl-6-fluoro-8-alkoxy (8-methoxy and 8-ethoxy)-quionoline-3-carboxylic acids and 1-cyclopropyl-5-amino-6-fluoro-8-alkoxyquinoline-3-carboxylic acids has been prepared and evaluated for antibacterial activity. In addition, they were also compared to quinolones with classic substitution at C-8 (H, F, Cl) and the naphthyridine nucleus in a phototoxicity and mammalian cell cytotoxicity assay. The series of 8-methoxyquinolones had antibacterial activity against Gram-positive, Gram-negative, and anaerobic bacteria equivalent to the most active 8-substituted compounds (8-F and 8-Cl). There was also a concomitant reduction in several of the potential side effects (i.e., phototoxicity and clonogenicity) compared to the most active quinolones with classic substitution at C-8. The 8-ethoxy derivatives had an even better safety profile but were significantly less active (2-3 dilutions) in the antibacterial assay.

  DOI：

  10.1021/jm00022a013
• 作为产物：
  描述：

  3,4,6-trifluoro-5-hydroxyphthalic acid 以90.5%的产率得到2,4,5-三氟-3-甲氧基苯甲酸甲酯
  参考文献：
  名称：

  Process for the preparation of esters of aromatic carboxylic acids

  摘要：

  本发明涉及一种制备式（1）R.sup.1 R.sup.2 R.sup.3 R.sup.4 R.sup.5 ArCOOR（1）化合物的方法，其中R.sup.1，R.sup.2，R.sup.3，R.sup.4和R.sup.5相同或不同，分别为氢，卤素，具有1至6个碳原子的烷基或烷氧基，OR，NHR，NR.sub.2，SR或COOR，其中R为具有1至4个碳原子的烷基基团，Ar为具有6至12个碳原子的芳基基团，式（1）中所识别的基团R具有上述含义，通过将式（2）R.sup.1 R.sup.2 R.sup.3 R.sup.4 R.sup.5 ArCOOH（2）化合物与式（RO）.sub.2 SO.sub.2的硫酸盐在水不溶性三级胺和水的存在下，在pH为5至12的温度为10℃至120℃的条件下，加入水不溶性溶剂和碱，反应制备而得。其中R.sup.1，R.sup.2，R.sup.3，R.sup.4和R.sup.5相同或不同，分别为氢，卤素，具有1至6个碳原子的烷基或烷氧基，OH，NH.sub.2，NHR，SH或COOH，Ar与式（1）中相同。

  公开号：

  US05744628A1

文献信息

• Process for preparing alkyl 3-hydroxy-2, 4, 5-trifluorobenzoates and/or
  申请人：Hoechst Aktiengesellschaft

  公开号：US05430173A1

  公开（公告）日：1995-07-04

  The present invention relates to a process for preparing alkyl 3-hydroxy-2,4,5-trifluorobenzoate and/or alkyl 3-alkoxy-2,4,5-trifluorobenzoate by reacting 3-hydroxy-2,4,5-trifluorobenzoic acid with a dialkyl carbonate at 80.degree. to 200.degree. C.

  本发明涉及一种通过在80°C至200°C下将3-羟基-2,4,5-三氟苯甲酸与二烷基碳酸酯反应制备烷基3-羟基-2,4,5-三氟苯甲酸酯和/或烷基3-烷氧基-2,4,5-三氟苯甲酸酯的方法。
• ESTER COMPOUND, AND NON-AQUEOUS ELECTROLYTE SOLUTION AND LITHIUM SECONDARY BATTERY EACH USING THE ESTER COMPOUND
  申请人：Ube Industries, Ltd.

  公开号：EP2108640B1

  公开（公告）日：2012-07-25
• A Prodrug Approach toward the Development of Water Soluble Fluoroquinolones and Structure−Activity Relationships of Quinoline-3-carboxylic Acids
  作者：William R. Baker、Shaopei Cai、Martin Dimitroff、Liming Fang、Kay K. Huh、David R. Ryckman、Xiao Shang、Ribhi M. Shawar、Joseph H. Therrien

  DOI：10.1021/jm0497895

  日期：2004.9.1

  A fluoroquinolone prodrug, PA2808, was prepared and shown to convert to the highly active parent drug PA2789. In vitro and in vivo activation of PA2808 by alkaline phosphatase was demonstrated using disk diffusion and rat lung infection models. The water solubility of PA2808 showed a marked increase compared to PA2789 over a pH range suitable for aerosol drug delivery. A total of 48 analogues based on PA2789 were prepared and screened against a panel of Gram-positive and Gram-negative pathogens. Incorporating a cyclopropane-fused pyrrolidine (amine g) at C-7 resulted in some of the most active analogues.
• BENZISOXAZOLE SULFONAMIDE DERIVATIVES
  申请人：Pfizer Inc.

  公开号：EP3986890A1

  公开（公告）日：2022-04-27
• Benzisoxazole Sulfonamide Derivatives
  申请人：Pfizer Inc.

  公开号：US20200399258A1

  公开（公告）日：2020-12-24

  The present invention relates to compounds of formula (1) or pharmaceutically acceptable salts thereof, wherein Ring A, R 1 -R 8 , and n are defined herein. The novel benzisoxazole sulfonamide derivatives are useful in the treatment of abnormal cell growth, such as cancer, in patients. Additional embodiments relate to pharmaceutical compositions containing the compounds and to methods of using the compounds and compositions in the treatment of abnormal cell growth in patients.