2-(4-bromophenyl)-6-trifluoromethoxyquinoline-4-carboxylic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(4-bromophenyl)-6-trifluoromethoxyquinoline-4-carboxylic acid
• 英文别名: 2-(4-Bromophenyl)-6-(trifluoromethoxy)quinoline-4-carboxylic acid
• 化学式: C₁₇H₉BrF₃NO₃
• 分子量: 412.163
• InChiKey: BWQDDNKERUHLMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  59.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-溴苯乙酮 、 苯乙酮 、 5-三氟甲氧基吲哚-2,3-二酮 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 生成 2-(4-bromophenyl)-6-trifluoromethoxyquinoline-4-carboxylic acid
  参考文献：
  名称：

  A series of quinoline analogues as potent inhibitors of C. albicans prolyl tRNA synthetase

  摘要：

  A series of quinoline inhibitors of C. albicans prolyl tRNA synthetase was identified. The most potent analogue, 2-(4-bromo-phenyl)-6-chloro-8-methyl-4-quinolinecarboxylic acid, showed IC50 = 5 nM (Ca. ProRS) with high selectivity over the human enzyme. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00697-1

文献信息

• PRODUCTION METHOD OF QUINOLINECARBOXAMIDE DERIVATIVE OR PRODUCTION INTERMEDIATE THEREOF
  申请人：KABUSHIKI KAISHA YAKULT HONSHA

  公开号：US20220169640A1

  公开（公告）日：2022-06-02

  Provided is a method for industrially advantageously synthesizing a production intermediate of a quinolinecarboxamide derivative or a salt thereof. The present invention provides a method for producing a quinolinecarboxylic acid derivative of formula (4) or a salt thereof, including reacting an aniline of the following formula (1), in the presence of boron trifluoride-tetrahydrofuran complex or boron trifluoride-diethyl ether complex, with an aldehyde of formula (2) and subsequently reacting the resulting compound with an α-keto acid of formula (3), wherein R 1 , R 2 , R 3 and R 4 are the same or different and each represent a hydrogen atom, a halogen atom, a lower alkyl group, or the like, R 5 represents a hydrogen atom, a lower alkyl group, or the like, and R 6 represents a hydrogen atom, a lower alkyl group, or the like.

  提供了一种工业上优势合成喹啉羧酰胺衍生物或其盐的生产中间体的方法。本发明提供了一种制备喹啉羧酸衍生物的方法，其化学式为（4）或其盐，包括在三氟化硼-四氢呋喃复合物或三氟化硼-二乙醚复合物的存在下，用化学式（1）的苯胺与化学式（2）的醛反应，然后用化学式（3）的α-酮酸反应所得化合物，其中R1、R2、R3和R4相同或不同，每个代表氢原子、卤素原子、低级烷基或类似物，R5代表氢原子、低级烷基或类似物，R6代表氢原子、低级烷基或类似物。
• INHIBITION OF TRNA SYNTHETASES AND THERAPEUTIC APPLICATIONS THEREOF
  申请人：Whitman Malcolm

  公开号：US20120058133A1

  公开（公告）日：2012-03-08

  The present invention provides novel methods for modulating Th 17-mediated immune responses using aminoacyl tRNA synthetase inhibitors. Inhibition of aminoacyl tRNA synthetase inhibitors activates an amino acid starvation response (AAR) and can produce beneficial therapeutic effects. In some embodiments, aminoacyl tRNA synthetase inhibitors are used to treat disorders such as autoimmune diseases, graft rejection, infections, fibrosis, and inflammatory diseases.
• A series of quinoline analogues as potent inhibitors of C. albicans prolyl tRNA synthetase
  作者：Xiang Y. Yu、Jason M. Hill、Guixue Yu、Yifeng Yang、Arthur F. Kluge、Dennis Keith、John Finn、Paul Gallant、Jared Silverman、Audrey Lim

  DOI：10.1016/s0960-894x(00)00697-1

  日期：2001.2

  A series of quinoline inhibitors of C. albicans prolyl tRNA synthetase was identified. The most potent analogue, 2-(4-bromo-phenyl)-6-chloro-8-methyl-4-quinolinecarboxylic acid, showed IC50 = 5 nM (Ca. ProRS) with high selectivity over the human enzyme. (C) 2001 Elsevier Science Ltd. All rights reserved.