(Z)-2-(1,1-dichloropentyl)-5-(4-(trifluoromethyl)benzylidene)oxazolidin-4-one | 1627500-60-0

• 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: (Z)-2-(1,1-dichloropentyl)-5-(4-(trifluoromethyl)benzylidene)oxazolidin-4-one
• 英文别名: (5Z)-2-(1,1-dichloropentyl)-5-[[4-(trifluoromethyl)phenyl]methylidene]-1,3-oxazolidin-4-one
• CAS: 1627500-60-0
• 化学式: C₁₆H₁₆Cl₂F₃NO₂
• 分子量: 382.21
• InChiKey: GZXSPOIVJYEWGO-XFXZXTDPSA-N

物化性质

• 沸点：
  502.854±50.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.369±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氧代-3-(4-(三氟甲基)苯基)丙酸 在 N-氯代丁二酰亚胺 、 草酰氯 、 N,N-二甲基甲酰胺 、 L-脯氨酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 50.0h， 生成 (Z)-2-(1,1-dichloropentyl)-5-(4-(trifluoromethyl)benzylidene)oxazolidin-4-one
  参考文献：
  名称：

  快速合成4-恶唑烷酮：Synoxazolidinones A和B的全合成

  摘要：

  通过非对映选择性亚胺酰化/环化级联反应完成了海洋天然产物Synoxazolidinone A的五步全合成。还制备了Synoxazolidinone B和一系列类似物，以探索这些4-恶唑烷酮天然产物作为抗菌剂的潜力。这些研究证实了氯取代基对于抗菌活性的重要性，并揭示了对某些细菌菌株同样有效的简化的二氯衍生物。

  DOI：

  10.1002/anie.201402310

文献信息

• 5-Benzylidene-4-oxazolidinones potently inhibit biofilm formation in Methicillin-resistant Staphylococcus aureus
  作者：Grant A. Edwards、Nataliia V. Shymanska、Joshua G. Pierce

  DOI：10.1039/c7cc03626d

  日期：——

  Investigation into the biological function of 5-benzylidene-4-oxazolidinones revealed dose-dependent inhibition of biofilm formation in Methicillin-resistantS. aureus(MRSA).

  对5-苄基亚甲基-4-噁唑烷酮的生物功能进行的调查显示，对耐甲氧西林金黄色葡萄球菌（MRSA）的生物膜形成具有剂量依赖性的抑制作用。
• [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.).