5,7-Dibromo-8-quinolinyl 2-furoate

• 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: 5,7-Dibromo-8-quinolinyl 2-furoate
• 英文别名: (5,7-dibromoquinolin-8-yl) furan-2-carboxylate
• 化学式: C₁₄H₇Br₂NO₃
• 分子量: 397.022
• InChiKey: GMACNSWEPMXDPZ-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：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  呋喃甲酰氯 、 5,7-二溴-8-羟基喹啉 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以96%的产率得到5,7-Dibromo-8-quinolinyl 2-furoate
  参考文献：
  名称：

  Discovery of quinoline small molecules with potent dispersal activity against methicillin-resistant Staphylococcus aureus and Staphylococcus epidermidis biofilms using a scaffold hopping strategy

  摘要：

  Staphylococcus aureus and Staphylococcus epidermidis are recognized as the most frequent cause of biofilm-associated nosocomial and indwelling medical device infections. Biofilm-associated infections are known to be highly resistant to our current arsenal of clinically used antibiotics and antibacterial agents. To exacerbate this problem, no therapeutic option exists that targets biofilm-dependent machinery critical to Staphylococcal biofilm formation and maintenance. Here, we describe the discovery of a series of quinoline small molecules that demonstrate potent biofilm dispersal activity against methicillin-resistant S. aureus and S. epidermidis using a scaffold hopping strategy. This interesting class of quinolines also has select synthetic analogues that demonstrate potent antibacterial activity and biofilm inhibition against S. aureus and S. epidermidis. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.09.009

文献信息

• [EN] COMBINATION THERAPY FOR TREATING INFECTIONS DISEASES<br/>[FR] POLYTHÉRAPIE POUR LE TRAITEMENT DE MALADIES INFECTIEUSES
  申请人：UNIV FLORIDA

  公开号：WO2016154051A1

  公开（公告）日：2016-09-29

  The present invention provides compositions comprising a quinoline, a potentiating agent, and optionally a pharmaceutically acceptable carrier, for treating and/or preventing infectious diseases. The provided compositions may also include another therapeutic agent (e.g., antibiotic). The provided compositions may be useful in treating and/or preventing bacterial infections as well as inhibiting and eradicating biofilm formation.

  本发明提供了包含喹啉、增效剂和可选的药用载体的组合物，用于治疗和/或预防传染病。所提供的组合物也可以包括另一种治疗剂（例如抗生素）。所提供的组合物可能对治疗和/或预防细菌感染以及抑制和根除生物膜形成有用。
• Discovery of quinoline small molecules with potent dispersal activity against methicillin-resistant Staphylococcus aureus and Staphylococcus epidermidis biofilms using a scaffold hopping strategy
  作者：Yasmeen Abouelhassan、Aaron T. Garrison、Gena M. Burch、Wilson Wong、Verrill M. Norwood、Robert W. Huigens

  DOI：10.1016/j.bmcl.2014.09.009

  日期：2014.11

  Staphylococcus aureus and Staphylococcus epidermidis are recognized as the most frequent cause of biofilm-associated nosocomial and indwelling medical device infections. Biofilm-associated infections are known to be highly resistant to our current arsenal of clinically used antibiotics and antibacterial agents. To exacerbate this problem, no therapeutic option exists that targets biofilm-dependent machinery critical to Staphylococcal biofilm formation and maintenance. Here, we describe the discovery of a series of quinoline small molecules that demonstrate potent biofilm dispersal activity against methicillin-resistant S. aureus and S. epidermidis using a scaffold hopping strategy. This interesting class of quinolines also has select synthetic analogues that demonstrate potent antibacterial activity and biofilm inhibition against S. aureus and S. epidermidis. (C) 2014 Elsevier Ltd. All rights reserved.