N-(6-bromo-1,3-benzothiazol-2-yl)-2-hydroxybenzamide

• 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: N-(6-bromo-1,3-benzothiazol-2-yl)-2-hydroxybenzamide
• 化学式: C₁₄H₉BrN₂O₂S
• 分子量: 349.208
• InChiKey: LFFQZCOPXCSQJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  90.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氨基-6-溴苯并噻唑 、 水杨酸 在 三氯化磷 作用下， 以 氯苯 为溶剂， 反应 3.25h， 以39%的产率得到N-(6-bromo-1,3-benzothiazol-2-yl)-2-hydroxybenzamide
  参考文献：
  名称：

  Further investigation of inhibitors of MRSA pyruvate kinase: Towards the conception of novel antimicrobial agents

  摘要：

  Several novel series of compounds were synthesized and evaluated as inhibitors of methicillin-resistant Staphylococcus aureus (MRSA) pyruvate kinase (PK). PK has been identified as a highly interconnected essential 'hub' protein in MRSA, with structural features distinct from the human homologs which makes it a novel antimicrobial target. Several MRSA PK inhibitors (including the hydrazide 1) were identified using in silico screening combined with enzyme assays and were found to be selective for bacterial enzyme compared to human PK isoforms. Structure-activity relationship (SAR) studies were carried out on the replacement of the hydrazide linker with 3-atoms, 2-atoms and 0-atom linkers and led us to discover more potent compounds with enzyme inhibiting activities in the low nanomolar range and some were found to effectively inhibit bacteria growth in culture with minimum inhibitory concentrations (MIC) as low as 1 mu g/mL. (C) 2016 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2016.09.018

文献信息

• [EN] BINDING FUNCTION3 (BF3) SITE COMPOUNDS AS THERAPEUTICS AND METHODS FOR THEIR USE<br/>[FR] COMPOSÉS DE SITE DE (BF3) AYANT UNE FONCTION 3 DE LIAISON UTILISÉS EN TANT QU'AGENTS THÉRAPEUTIQUES ET LEURS PROCÉDÉS D'UTILISATION
  申请人：UNIV BRITISH COLUMBIA

  公开号：WO2015154169A1

  公开（公告）日：2015-10-15

  This invention provides compound having a structure of Formulas: Uses of such compounds for treatment of various indications, including prostate cancer as well as methods of treatment involving such compounds are also provide.

  这项发明提供了具有以下结构的化合物：这些化合物的用途包括治疗各种症状，包括前列腺癌，还提供了涉及这些化合物的治疗方法。
• Binding function 3 (BF3) site compounds as therapeutics and methods for their use
  申请人：THE UNIVERSITY OF BRITISH COLUMBIA

  公开号：US10351527B2

  公开（公告）日：2019-07-16

  This invention provides compound having a structure of Formulas: Uses of such compounds for treatment of various indications, including prostate cancer as well as methods of treatment involving such compounds are also provide.

  本发明提供了具有式结构的化合物：本发明还提供了此类化合物在治疗包括前列腺癌在内的各种适应症方面的用途，以及涉及此类化合物的治疗方法。
• Binding Function 3 (BF3) site compounds as therapeutics and methods for their use
  申请人：THE UNIVERSITY OF BRITISH COLUMBIA

  公开号：US10633338B2

  公开（公告）日：2020-04-28

  This invention provides compound having a structure of Formulas: Uses of such compounds for treatment of various indications, including prostate cancer as well as methods of treatment involving such compounds are also provide.

  本发明提供了具有以下结构式的化合物： 本发明还提供了此类化合物在治疗包括前列腺癌在内的各种适应症方面的用途，以及涉及此类化合物的治疗方法。
• BINDING FUNCTION 3 (BF3) SITE COMPOUNDS AS THERAPEUTICS AND METHODS FOR THEIR USE
  申请人：THE UNIVERSITY OF BRITISH COLUMBIA

  公开号：US20170029372A1

  公开（公告）日：2017-02-02

  This invention provides compound having a structure of Formulas: Uses of such compounds for treatment of various indications, including prostate cancer as well as methods of treatment involving such compounds are also provide.
• ANTI-BACTERIAL PYRUVATE KINASE MODULATOR COMPOUNDS, COMPOSITIONS, USES AND METHODS
  申请人：SIMON FRASER UNIVERSITY

  公开号：US20170216252A1

  公开（公告）日：2017-08-03

  Compounds of general formula I that are capable of inhibiting bacterial pyruvate kinase and/or bacterial growth. The compounds may find use as antibacterial agents in therapeutic and/or non-therapeutic contexts.