2-(ethylamino)-4,5-difluorobenzoic acid

• 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-(ethylamino)-4,5-difluorobenzoic acid
• 英文别名: 2-Ethylamino-4,5-difluorobenzoic acid
• 化学式: C₉H₉F₂NO₂
• 分子量: 201.173
• InChiKey: ZBCKTEPYUHVRKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 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：
  49.3
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(ethylamino)-4,5-difluorobenzoic acid 在 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 53.0h， 生成
  参考文献：
  名称：

  Synthesis, antibacterial, and DNA-PK evaluation of some novel 6-fluoro-7-(cyclic amino)-2-(thioxo or oxo)-3-substituted quinazolin-4-ones as structural analogues of quinolone and quinazolin-2,4-dione antibiotics

  摘要：

  Quinolones, isothiazoloquinolone, and quinazolin-2,4-diones represent a series of potent antibacterial agents. In this investigation, a series of novel 6-fluoro-7-(cyclic amino)-1-ethyl-2-(thioxo or oxo)-3-substituted quinazolin-4-ones were synthesized from a 6,7-difluoro-1-ethyl-2-(thioxo or oxo) quinazolin-4-one parent by esterification or amidification of the 3-NH followed by nucleophilic aromatic substitution of the 7-fluoro atom with cyclic secondary amines. The resulting compounds were subsequently evaluated for antibacterial activity but were inactive against the tested bacterial strains. Nevertheless, moderate activity against DNA-PK was observed at 10 A mu M for a selection of compounds.

  DOI：

  10.1007/s00044-015-1336-6
• 作为产物：
  描述：

  乙胺盐酸盐 、 2-氯-4,5-二氟苯甲酸 在 potassium phosphate 、 copper(l) iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 以65%的产率得到2-(ethylamino)-4,5-difluorobenzoic acid
  参考文献：
  名称：

  Synthesis, antibacterial, and DNA-PK evaluation of some novel 6-fluoro-7-(cyclic amino)-2-(thioxo or oxo)-3-substituted quinazolin-4-ones as structural analogues of quinolone and quinazolin-2,4-dione antibiotics

  摘要：

  Quinolones, isothiazoloquinolone, and quinazolin-2,4-diones represent a series of potent antibacterial agents. In this investigation, a series of novel 6-fluoro-7-(cyclic amino)-1-ethyl-2-(thioxo or oxo)-3-substituted quinazolin-4-ones were synthesized from a 6,7-difluoro-1-ethyl-2-(thioxo or oxo) quinazolin-4-one parent by esterification or amidification of the 3-NH followed by nucleophilic aromatic substitution of the 7-fluoro atom with cyclic secondary amines. The resulting compounds were subsequently evaluated for antibacterial activity but were inactive against the tested bacterial strains. Nevertheless, moderate activity against DNA-PK was observed at 10 A mu M for a selection of compounds.

  DOI：

  10.1007/s00044-015-1336-6

文献信息

• N-PROP-2-YNYL CARBOXAMIDE DERIVATIVES AND THEIR USE AS TRPA1 ANTAGONISTS
  申请人：ORION CORPORATION

  公开号：US20150376130A1

  公开（公告）日：2015-12-31

  Compounds of formula I, wherein A, B, X, Z and R 1 -R 6 , are as defined in the claims, exhibit TRPA 1 activity and are thus useful as TRPA1 modulators.

  公式I的化合物中，其中A、B、X、Z和R1-R6如权利要求中所定义的那样，表现出TRPA1活性，因此可用作TRPA1调节剂。
• US9533952B2
  申请人：——

  公开号：US9533952B2

  公开（公告）日：2017-01-03
• [EN] N-PROP-2-YNYL CARBOXAMIDE DERIVATIVES AND THEIR USE AS TRPA1 ANTAGONISTS<br/>[FR] DÉRIVÉS DE N-PROP-2-YNYL-CARBOXAMIDE ET LEUR UTILISATION À TITRE D'ANTAGONISTES DE TRPA1
  申请人：ORION CORP

  公开号：WO2014053694A1

  公开（公告）日：2014-04-10

  Compounds of formula I, wherein A, B, X, Z and R1-R6, are as defined in the claims, exhibit TRPA 1 activity and are thus useful as TRPA1 modulators.