5-(4-fluorophenyl)-3-(4-phenoxyphenyl)-1,2,4-oxadiazole | 1136832-91-1

• 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: 5-(4-fluorophenyl)-3-(4-phenoxyphenyl)-1,2,4-oxadiazole
• CAS: 1136832-91-1
• 化学式: C₂₀H₁₃FN₂O₂
• 分子量: 332.334
• InChiKey: OQNSISKGQIQWGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  48.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (Z)-4-(phenoxy)-O-(4-fluorobenzoyl)benzamidoxime 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以99%的产率得到5-(4-fluorophenyl)-3-(4-phenoxyphenyl)-1,2,4-oxadiazole
  参考文献：
  名称：

  ANTIBACTERIAL COMPOUNDS AND METHODS OF USING SAME

  摘要：

  本发明的实施例提供了针对青霉素结合蛋白或其他重要细胞靶标的新型抗菌剂。本文描述的化合物用于抑制细菌的生长（繁殖等）的方法也得到提供。各种实施例对革兰氏阳性细菌表现出活性，如某些肠球菌和金黄色葡萄球菌菌株。

  公开号：

  US20100261673A1

文献信息

• [EN] ANTIBACTERIAL COMPOUNDS AND METHODS OF USING SAME<br/>[FR] COMPOSÉS ANTIBACTÉRIENS ET LEURS PROCÉDÉS D'UTILISATION
  申请人：UNIV NOTRE DAME DU LAC

  公开号：WO2009041972A1

  公开（公告）日：2009-04-02

  Embodiments of the present invention provide novel antibactehals that target penicillin-binding proteins or other important cellular targets. Methods for inhibiting growth (reproduction, etc.) of bacteria using compounds described herein are also provided. Various embodiments exhibit activity against gram positive bacteria, such as certain strains of Entercoccus and Staphylococcus aureus.

  本发明实施例提供了针对青霉素结合蛋白或其他重要细胞靶点的新型抗菌剂。本文描述的化合物用于抑制细菌的生长（繁殖等）的方法也提供了。各种实施例对革兰氏阳性细菌表现出活性，例如某些肠球菌和金黄色葡萄球菌菌株。
• Non-beta lactam antibiotics
  申请人：University of Notre Dame du Lac

  公开号：US10662164B2

  公开（公告）日：2020-05-26

  The invention provides a newly discovered oxadiazole class of antibiotics. The oxadiazoles impair cell-wall biosynthesis and exhibit activities against the Gram-positive bacteria such as the bacterium Staphylococcus aureus, including methicillin-resistant S. aureus (MRSA) and vancomycin-resistant and linezolid-resistant S. aureus. For example, 5-(1H-indol-5-yl)-3-(4-(4-(trifluoromethyl)phenoxy)phenyl)-1,2,4-oxadiazole (antibiotic 75b) was efficacious in a mouse model of MRSA infection, exhibiting a long half-life, a high volume of distribution, and low clearance. Antibiotic 75b antibiotic is bactericidal and is orally bioavailable. This class of antibiotics can be used as a therapeutic agent against infections by Gram-positive bacteria such as MRSA.

  本发明提供了一种新发现的噁二唑类抗生素。噁二唑类抗生素会损害细胞壁的生物合成，对革兰氏阳性细菌，如金黄色葡萄球菌，包括耐甲氧西林金黄色葡萄球菌（MRSA）、耐万古霉素金黄色葡萄球菌和耐利奈唑胺金黄色葡萄球菌具有活性。例如，5-(1H-吲哚-5-基)-3-(4-(4-(三氟甲基)苯氧基)苯基)-1,2,4-恶二唑（抗生素 75b）在 MRSA 感染的小鼠模型中疗效显著，半衰期长，分布容积大，清除率低。抗生素 75b 具有杀菌和口服生物利用度高的特点。这一类抗生素可用作治疗革兰氏阳性菌（如 MRSA）感染的药物。
• NON-BETA LACTAM ANTIBIOTICS
  申请人：University Of Notre Dame Du Lac

  公开号：US20190127340A1

  公开（公告）日：2019-05-02

  The invention provides a newly discovered oxadiazole class of antibiotics. The oxadiazoles impair cell-wall biosynthesis and exhibit activities against the Gram-positive bacteria such as the bacterium Staphylococcus aureus , including methicillin-resistant S. aureus (MRSA) and vancomycin-resistant and linezolid-resistant S. aureus . For example, 5-(1H-indol-5-yl)-3-(4-(4-(trifluoromethyl)phenoxy)phenyl)-1,2,4-oxadiazole (antibiotic 75b) was efficacious in a mouse model of MRSA infection, exhibiting a long half-life, a high volume of distribution, and low clearance. Antibiotic 75b antibiotic is bactericidal and is orally bioavailable. This class of antibiotics can be used as a therapeutic agent against infections by Gram-positive bacteria such as MRSA.
• US9045442B2
  申请人：——

  公开号：US9045442B2

  公开（公告）日：2015-06-02