3-氨基-2,4,5-三氟苯甲酸 | 119385-80-7

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 其他氨基酸衍生物
• 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: 3-氨基-2,4,5-三氟苯甲酸
• 英文名称: 3-amino 2,4,5-trifluorobenzoic acid
• 英文别名: 3-Amino-2,4,5-trifluorobenzoic acid
• CAS: 119385-80-7
• 化学式: C₇H₄F₃NO₂
• mdl: MFCD00077453
• 分子量: 191.109
• InChiKey: NVWVZPFPZJYLNK-UHFFFAOYSA-N

物化性质

• 熔点：
  133-136 °C
• 沸点：
  306.4±42.0 °C(Predicted)
• 密度：
  1.635±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2922499990

反应信息

• 作为反应物：
  描述：

  3-氨基-2,4,5-三氟苯甲酸 在 亚硝酸特丁酯 、 草酰氯 、 sodium hydride 、 N,N-二异丙基乙胺 、 copper(l) chloride 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 、 乙腈 、 mineral oil 为溶剂， 反应 3.17h， 生成 德拉沙星中间体4
  参考文献：
  名称：

  Novel C-7 carbon substituted fourth generation fluoroquinolones targeting N. Gonorrhoeae infections

  摘要：

  Delafloxacin, a fourth-generation anionic fluoroquinolone (FQ) was approved in 2019 for community acquired bacterial pneumonia (CARP). It has broad spectrum activity and an improved class-related toxicity profile. However, it has recently failed a Phase 3 clinical trial for treatment of N. gonorrhoeae infections due to the lack of sufficient efficacy at the dose administered.Inspired by the microbiological and safety profile of delafloxacin, we have developed and profiled the first reported delafloxacin carbon analogue whereby a Nitrogen-for-Carbon swap has been successfully carried out at the C7 position. Not only have we shown that compounds with this modification maintain activity against N. gonorrhoeae (plus other gram-positive and gram-negative bacteria) but they also demonstrate a differentiated physicochemical profile.A zwitterionic derivative of delafloxacin was also profiled and demonstrated a superior microbiological profile against gram-negative strains, whilst maintaining favorable selected ADMET properties.

  DOI：

  10.1016/j.bmcl.2020.127428
• 作为产物：
  描述：

  3,4,5,6-四氟邻苯二甲酸 在 硫酸 、 氨 、 氯化铵 、 三乙胺 作用下， 以 水 为溶剂， 反应 270.0h， 生成 3-氨基-2,4,5-三氟苯甲酸
  参考文献：
  名称：

  Synthesis and characterization of the first perfluoroaromatic polyimide of the AB-type

  摘要：

  Aminodefluorination of tetrafluorophthalic acid by anhydrous ammonia was shown to give 4-amino-3,5,6-trifluorophthalic acid selectively and in a high yield. Under the action of dicyclohexylcarbodiimide this acid was quantitatively converted into 4-amino-3,5,6-trifluorophthalic anhydride, which is the simplest monomer of the AB-type. The first perfluoroaromatic AB-type polyimide was prepared by the one-step high-temperature polycondensation in a benzoic acid melt and characterized using FTIR, NMR, UV-vis, MALDI TOF MS, and TG/DSC methods. The near-IR spectrum of the polyimide exhibits no absorption of C-H and O-H bond harmonic vibrations, which testifies to considerable promise of AB-type perfluorinated polyimides for optical communication systems. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.09.010

文献信息

• Trifluoro-substituted benzoic acid, esters thereof, and process for
  申请人：Ube Industries, Ltd.

  公开号：US06160171A1

  公开（公告）日：2000-12-12

  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.

  本发明提供了一种三氟代苯甲酸及其酯，特别是2,3,4-三氟-5-碘代苯甲酸，2,3,4-三氟-5-三氟甲基苯甲酸，以及这些化合物的酯，这些化合物可作为合成喹诺酮羧酸化合物的起始物质，该化合物可用作药物、抗菌剂或抗病毒剂，以及制备这些化合物和2,4,5-三氟-3-碘代苯甲酸，2,4,5-三氟-3-三氟甲基苯甲酸及其酯的方法。
• Spiro compound
  申请人：Daiichi Seiyaku Co., Ltd.

  公开号：US05286723A1

  公开（公告）日：1994-02-15

  The present invention relates to spiro compounds of general formula I: ##STR1## wherein the substituents are herein below defined. The present invention relates to antibacterial spiro compounds which are of value as drugs for humans, veterinary drugs or drugs for use in fish culture or as preservatives, and to antibacterial compositions containing one or more of the same compounds as active ingredients.

  本发明涉及通式I的螺环化合物：##STR1##其中取代基如下定义。本发明涉及具有抗菌作用的螺环化合物，可作为人类药物、兽药或用于鱼类养殖的药物，或作为防腐剂，以及含有同一化合物中一种或多种作为活性成分的抗菌组合物。
• 3-氯-2,4,5-三氟苯甲酸的制备方法
  申请人：重庆经致制药技术开发有限公司

  公开号：CN110577469A

  公开（公告）日：2019-12-17

  本发明公开了3‑氯‑2,4,5‑三氟苯甲酸的制备方法，反应方程式如下所示：3,4,5,6‑四氟邻苯二腈，以非质子极性溶剂作为溶剂，在氨化试剂作用下制备出式(1)化合物；式(1)化合物在酸作用下水解、脱羧制备式(2)化合物；式(2)化合物与亚硝酸钠重氮化反应后再经桑德迈尔反应制备式(3)化合物。本发明方法工艺路线短、操作简单、收率高，具有工业化价值。
• Process for the synthesis of 3-chloro-2,4,5-trifluorobenzoic acid
  申请人：Warner-Lambert Company

  公开号：US04885386A1

  公开（公告）日：1989-12-05

  An improved process for the preparation of 3-chloro-2,4,5-trifluorobenzoic acid is described which involves reaction of a diester of 3,4,5,6-tetrafluoro-1,2-benzenedicarboxylic acid with a substituted amine to afford 3-amino-2,4,5-trifluorobenzoic acid followed by subsequent conversion of the amio intermediate into 3-chloro-2,4,5-trifluorobenzoic acid.

  本文描述了一种改进的制备3-氯-2,4,5-三氟苯甲酸的方法，其中涉及将3,4,5,6-四氟-1,2-苯二甲酸二酯与取代胺反应，得到3-氨基-2,4,5-三氟苯甲酸，随后将氨基中间体进一步转化为3-氯-2,4,5-三氟苯甲酸。
• INSECTICIDAL COMPOUNDS
  申请人：Jung Pierre

  公开号：US20100056639A1

  公开（公告）日：2010-03-04

  A compound of formula (I): wherein A 1 , A 2 , A 3 , A 4 , R 1 , R 2 , G 1 , G 2 , Q 1 and Q 2 are as defined in claim 1 ; or a salt or N-oxide thereof. Furthermore, the present invention relates to processes and intermediates for preparing compounds of formula (I), to insecticidal, acaricidal, molluscicidal and nematicidal compositions comprising them and to methods of using them to combat and control insect, acarine, mollusc and nematode pests.

  公式(I)的化合物：其中A1，A2，A3，A4，R1，R2，G1，G2，Q1和Q2如权利要求1所定义；或其盐或N-氧化物。此外，本发明涉及制备公式(I)化合物的过程和中间体，含有它们的杀虫剂，杀螨剂，杀软体动物剂和杀线虫剂组合物，以及使用它们对抗和控制昆虫，螨虫，软体动物和线虫害的方法。