(Z)-5-benzylidene-2-pentyloxazolidin-4-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (Z)-5-benzylidene-2-pentyloxazolidin-4-one
• 英文别名: (5Z)-5-benzylidene-2-pentyl-1,3-oxazolidin-4-one
• 化学式: C₁₅H₁₉NO₂
• 分子量: 245.321
• InChiKey: SGLUFDZOPWYNKZ-QBFSEMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯丙酮酸 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 (Z)-5-benzylidene-2-pentyloxazolidin-4-one
  参考文献：
  名称：

  新型4-恶唑烷酮杂环的快速合成和抗菌活性

  摘要：

  海洋天然产物Synoxazolidinone系列具有不同寻常的4-oxazolidinone杂环核心，并有望对几种致病细菌菌株产生抗菌作用。作为针对该天然产物家族的合成和化学生物学的研究计划的一部分，我们已经开发了一种一步法，可从易于获得的材料中生成各种取代的4-恶唑烷酮支架。这些研究揭示了缺乏电子的芳香环对于抗菌活性的重要性，并为未来围绕4-恶唑烷酮核心的SAR研究奠定了基础。

  DOI：

  10.1016/j.bmcl.2015.06.003

文献信息

• [EN] 5-BENZYLIDENE-4-OXAZOLIDINONES<br/>[FR] 5-BENZYLIDÈNE-4-OXAZOLIDINONES
  申请人：UNIV NORTH CAROLINA STATE

  公开号：WO2018039244A1

  公开（公告）日：2018-03-01

  Provided herein are compounds that can exhibit activity as biofilm modulating agents (e.g., activity as biofilm inhibitors and/or activity as biofilm dispersal agents). The compounds can exhibit potent activity against Gram positive biofilms. The compounds can also exhibit activity against Gram negative biofilms. In some cases, the compounds can exhibit both biofilm modulation properties and antimicrobial activity. Compositions comprising these compounds, as well as methods of using thereof, are also described. For example, the compounds described herein can be used in human and animal health (e.g., for the treatment of infection), agriculture, marine coatings, and other coating applications related to prevention of biofilm (e.g., dental, medical, etc.).

  本文提供了一些化合物，这些化合物可以表现为生物膜调节剂（例如，作为生物膜抑制剂和/或作为生物膜分散剂的活性）。这些化合物可以对革兰氏阳性生物膜表现出强效活性。这些化合物也可以对革兰氏阴性生物膜表现出活性。在某些情况下，这些化合物可以表现出生物膜调节特性和抗微生物活性。还描述了包含这些化合物的组合物，以及使用这些化合物的方法。例如，本文描述的化合物可以用于人类和动物健康（例如，治疗感染）、农业、海洋涂层以及与生物膜预防相关的其他涂层应用（例如，牙科、医疗等）。
• 5-benzylidene-4-oxazolidinones
  申请人：NORTH CAROLINA STATE UNIVERSITY

  公开号：US10822315B2

  公开（公告）日：2020-11-03

  Provided herein are compounds that can exhibit activity as biofilm modulating agents (e.g., activity as biofilm inhibitors and/or activity as biofilm dispersal agents). The compounds can exhibit potent activity against Gram positive biofilms. The compounds can also exhibit activity against Gram negative biofilms. In some cases, the compounds can exhibit both biofilm modulation properties and antimicrobial activity. Compositions comprising these compounds, as well as methods of using thereof, are also described. For example, the compounds described herein can be used in human and animal health (e.g., for the treatment of infection), agriculture, marine coatings, and other coating applications related to prevention of biofilm (e.g., dental, medical, etc.).

  本文提供的化合物可表现出生物膜调节剂的活性（例如，作为生物膜抑制剂的活性和/或作为生物膜分散剂的活性）。这些化合物对革兰氏阳性生物膜具有强效活性。这些化合物还能对革兰氏阴性生物膜表现出活性。在某些情况下，这些化合物可以同时表现出生物膜调节特性和抗菌活性。本文还描述了包含这些化合物的组合物及其使用方法。例如，本文所述化合物可用于人类和动物健康（如治疗感染）、农业、海洋涂料以及与防止生物膜有关的其它涂料应用（如牙科、医疗等）。
• 5-BENZYLIDENE-4-OXAZOLIDINONES
  申请人：NORTH CAROLINA STATE UNIVERSITY

  公开号：US20190210982A1

  公开（公告）日：2019-07-11

  Provided herein are compounds that can exhibit activity as biofilm modulating agents (e.g., activity as biofilm inhibitors and/or activity as biofilm dispersal agents). The compounds can exhibit potent activity against Gram positive biofilms. The compounds can also exhibit activity against Gram negative biofilms. In some cases, the compounds can exhibit both biofilm modulation properties and antimicrobial activity. Compositions comprising these compounds, as well as methods of using thereof, are also described. For example, the compounds described herein can be used in human and animal health (e.g., for the treatment of infection), agriculture, marine coatings, and other coating applications related to prevention of biofilm (e.g., dental, medical, etc.).
• 5-Benzylidene-4-Oxazolidinones
  申请人：North Carolina State University

  公开号：US20210317093A1

  公开（公告）日：2021-10-14

  Provided herein are compounds that can exhibit activity as biofilm modulating agents (e.g., activity as biofilm inhibitors and/or activity as biofilm dispersal agents). The compounds can exhibit potent activity against Gram positive biofilms. The compounds can also exhibit activity against Gram negative biofilms. In some cases, the compounds can exhibit both biofilm modulation properties and antimicrobial activity. Compositions comprising these compounds, as well as methods of using thereof, are also described. For example, the compounds described herein can be used in human and animal health (e.g., for the treatment of infection), agriculture, marine coatings, and other coating applications related to prevention of biofilm (e.g., dental, medical, etc.).
• Rapid synthesis and antimicrobial activity of novel 4-oxazolidinone heterocycles
  作者：Nataliia V. Shymanska、Il Hwan An、Sebastián Guevara-Zuluaga、Joshua G. Pierce

  DOI：10.1016/j.bmcl.2015.06.003

  日期：2015.11

  The synoxazolidinone family of marine natural products bear an unusual 4-oxazolidinone heterocyclic core and promising antimicrobial activity against several strains of pathogenic bacteria. As part of our research program directed at the synthesis and chemical biology of this family of natural products we have developed a one-step method for the generation of variously substituted 4-oxazolidinone scaffolds

  海洋天然产物Synoxazolidinone系列具有不同寻常的4-oxazolidinone杂环核心，并有望对几种致病细菌菌株产生抗菌作用。作为针对该天然产物家族的合成和化学生物学的研究计划的一部分，我们已经开发了一种一步法，可从易于获得的材料中生成各种取代的4-恶唑烷酮支架。这些研究揭示了缺乏电子的芳香环对于抗菌活性的重要性，并为未来围绕4-恶唑烷酮核心的SAR研究奠定了基础。