3-phenyl-5-(4-hydroxyphenyl)-1,2,4-oxadiazole | 179598-97-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-phenyl-5-(4-hydroxyphenyl)-1,2,4-oxadiazole
• 英文别名: 4-(3-phenyl-1,2,4-oxadiazol-5-yl)phenol；4-(3-Phenyl-[1,2,4]oxadiazol-5-yl)-phenol
• CAS: 179598-97-1
• 化学式: C₁₄H₁₀N₂O₂
• mdl: MFCD13187390
• 分子量: 238.246
• InChiKey: CBRHFQAIXBFVIF-UHFFFAOYSA-N

物化性质

• 熔点：
  161 °C
• 沸点：
  439.3±47.0 °C(Predicted)
• 密度：
  1.269±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 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：
  59.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-phenyl-5-(4-hydroxyphenyl)-1,2,4-oxadiazole 在 copper diacetate 、 potassium carbonate 、 sodium ascorbate 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 50.0h， 生成 5-(4-{[1-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-1H-1,2,3-triazol-4-yl]methoxy}phenyl)-3-phenyl-1,2,4-oxadiazole
  参考文献：
  名称：

  Synthesis of glycosyl-triazole linked 1,2,4-oxadiazoles

  摘要：

  The synthesis of four different types of oxadiazoles containing a terminal acetylenic group is described. Reaction of these oxadiazoles with various azidoglycosides via a copper-catalyzed [3+2] cycloaddition ('click chemistry') afforded the corresponding glycosyl-triazole linked 1,2,4-oxadiazoles in good yields. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2007.07.011
• 作为产物：
  描述：

  3-苯基-5-(4-甲氧基苯基)-1,2,4-恶二唑 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以53%的产率得到3-phenyl-5-(4-hydroxyphenyl)-1,2,4-oxadiazole
  参考文献：
  名称：

  Synthesis of glycosyl-triazole linked 1,2,4-oxadiazoles

  摘要：

  The synthesis of four different types of oxadiazoles containing a terminal acetylenic group is described. Reaction of these oxadiazoles with various azidoglycosides via a copper-catalyzed [3+2] cycloaddition ('click chemistry') afforded the corresponding glycosyl-triazole linked 1,2,4-oxadiazoles in good yields. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2007.07.011

文献信息

• The role of the hydrogen bonding in cycloadditions of benzonitrile oxide with cyanophenols
  作者：Antonino Corsaro、Giuseppe Buemi、Ugo Chiacchio、Giancarlo Perrini、Venerando Pistarà、Roberto Romeo

  DOI：10.1016/0040-4020(96)00359-6

  日期：1996.6

  The reactivity of aromatic nitriles in cycloadditions with benzonitrile oxide is remarkably enhanced by the ortho-hydroxy substituent. Semiempirical PM3 calculations are in agreement with a hydrogen bonding effect.

  邻羟基取代基显着提高了环氧基加成反应中芳族腈与苯甲腈的反应性。半经验PM3的计算与氢键作用一致。
• ANTIBACTERIAL COMPOUNDS AND METHODS OF USING SAME
  申请人：Mobashery Shahriar

  公开号：US20100261673A1

  公开（公告）日：2010-10-14

  Embodiments of the present invention provide novel antibacterials 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。
• [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。
• Antibacterial compounds and methods of using same
  申请人：Mobashery Shahriar

  公开号：US09045442B2

  公开（公告）日：2015-06-02

  Embodiments of the present invention provide novel antibacterials 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.

  本发明的实施例提供了新型抗菌剂，其靶向青霉素结合蛋白或其他重要的细胞靶点。本文所述化合物抑制细菌的生长（繁殖等）的方法也被提供。各种实施例对革兰氏阳性菌表现出活性，例如某些肠球菌和金黄色葡萄球菌菌株。
• SSAO INHIBITOR
  申请人：Shandong Danhong Pharmaceutical Co., Ltd.

  公开号：EP3626699A1

  公开（公告）日：2020-03-25

  The present invention provides an SSAO inhibitor and an application thereof in preparing a drug for treating a disease related to SSAO. In particular, the present invention provides a compound shown in formula (IV) and a pharmaceutically acceptable salt thereof.

  本发明提供了一种SSAO抑制剂及其在制备治疗与SSAO相关疾病的药物中的应用。特别是，本发明提供了一种式（IV）所示的化合物及其药学上可接受的盐。