3-溴-2-羟基-N-苯基苯甲酰胺 | 17746-10-0

• 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-溴-2-羟基-N-苯基苯甲酰胺
• 中文别名: 苯酰胺,3-溴-2-羟基-N-苯基-
• 英文名称: 3-bromo-2-hydroxy-N-phenylbenzamide
• CAS: 17746-10-0
• 化学式: C₁₃H₁₀BrNO₂
• 分子量: 292.132
• InChiKey: XOURHBJTELLWSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-bromo-2-methoxybenzoyl chloride 在 吡啶 、 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 36.0h， 生成 3-溴-2-羟基-N-苯基苯甲酰胺
  参考文献：
  名称：

  Hydroxybiphenylamide GroEL/ES Inhibitors Are Potent Antibacterials against Planktonic and Biofilm Forms of Staphylococcus aureus

  摘要：

  We recently reported the identification of a GroEL/ES inhibitor (1, N-(4-(benzo[d]thiazol-2-ylthio)-3-chlorophenyl)-3,5-dibromo-2-hydroxybenzamide) that exhibited in vitro antibacterial effects against Staphylococcus aureus comparable to vancomycin, an antibiotic of last resort. To follow up, we have synthesized 43 compound 1 analogs to determine the most effective functional groups of the scaffold for inhibiting GroEL/ES and killing bacteria. Our results identified that the benzothiazole and hydroxyl groups are important for inhibiting GroEL/ES-mediated folding functions, with the hydroxyl essential for antibacterial effects. Several analogs exhibited >50-fold selectivity indices between antibacterial efficacy and cytotoxicity to human liver and kidney cells in cell culture. We found that MRSA was not able to easily generate acute resistance to lead inhibitors in a gain-of-resistance assay and that lead inhibitors were able to permeate through established S. aureus biofilms and maintain their bactericidal effects.

  DOI：

  10.1021/acs.jmedchem.8b01293

文献信息

• [EN] COMPOUNDS AND METHODS OF INHIBITING BACTERIAL CHAPERONIN SYSTEMS<br/>[FR] COMPOSÉS ET MÉTHODES D'INHIBITION DE SYSTÈMES DE CHAPERONINE BACTÉRIENNE
  申请人：UNIV INDIANA TRUSTEES

  公开号：WO2020092947A1

  公开（公告）日：2020-05-07

  The present disclosure relates to novel compounds and methods of killing or inhibiting the growth of bacteria. In some embodiments, a method of killing or inhibiting the growth of bacteria is provided. The method comprises administering a compound of formula I or a pharmaceutically acceptable salt thereof to bacteria. In some embodiments, a method of killing or inhibiting the growth of bacteria is provided. The method comprises administering an anthelmintic to bacteria.

  本公开涉及新化合物和杀灭或抑制细菌生长的方法。在某些实施方式中，提供了一种杀灭或抑制细菌生长的方法。该方法包括向细菌施用式I的化合物或其药学上可接受的盐。在某些实施方式中，提供了一种杀灭或抑制细菌生长的方法。该方法包括向细菌施用驱虫药。
• ANTIFOULING PAINT COMPOSITION
  申请人：DAINIPPON PHARMACEUTICAL CO., LTD.

  公开号：EP0651034A1

  公开（公告）日：1995-05-03

  An antifouling paint composition containing as the active ingredient a heavy metal compound and a copper salt of 2-pyridinethiol 1-oxide, represented by general formula (I), wherein n represents 1 or 2. The composition is not only excellent in antifouling performance, but also lowly toxic and safe for the human body, does not cause gelation, and is excellent in a long-term storage stability.

  一种防污漆组合物，其活性成分含有一种重金属化合物和 2-吡啶硫醇 1-氧化物铜盐，由通式（I）表示，其中 n 代表 1 或 2。该组合物不仅具有优异的防污性能，而且毒性低，对人体安全，不会引起凝胶化，并具有优异的长期储存稳定性。
• PERSONAL CLEANSING SYSTEM COMPRISING POLYMERIC DIAMOND-MESH BATH SPONGE AND LIQUID CLEANSER WITH HALOGENATED BIOCIDE
  申请人：UNILEVER PLC

  公开号：EP0855905A1

  公开（公告）日：1998-08-05
• INHIBITION OF BACTERIAL CHAPERONIN SYSTEMS
  申请人：THE TRUSTEES OF INDIANA UNIVERSITY

  公开号：US20210395210A1

  公开（公告）日：2021-12-23

  The present disclosure relates to novel compounds and methods of killing or inhibiting the growth of bacteria. In some embodiments, a method of killing or inhibiting the growth of bacteria is provided. The method comprises administering a compound of formula I or a pharmaceutically acceptable salt thereof to bacteria. In some embodiments, a method of killing or inhibiting the growth of bacteria is provided. The method comprises administering an anthelmintic to bacteria.
• US3892699A
  申请人：——

  公开号：US3892699A

  公开（公告）日：1975-07-01