2-benzyl-5-(methylthio)-1,3,4-oxadiazole | 23269-52-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-benzyl-5-(methylthio)-1,3,4-oxadiazole
• 英文别名: 5-Benzyl-2-methylmercapto-1,3,4-oxadiazol；2-benzyl-5-methylsulfanyl-[1,3,4]oxadiazole；2-Benzyl-5-(methylsulfanyl)-1,3,4-oxadiazole；2-benzyl-5-methylsulfanyl-1,3,4-oxadiazole
• CAS: 23269-52-5
• 化学式: C₁₀H₁₀N₂OS
• 分子量: 206.268
• InChiKey: QNQGNJZJOMENGJ-UHFFFAOYSA-N

物化性质

• 沸点：
  359.7±35.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  64.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-benzyl-5-(methylthio)-1,3,4-oxadiazole 在 potassium permanganate 、 溶剂黄146 作用下， 以79.6%的产率得到2-methylsulfonyl-5-benzyl-1,3,4-oxadiazole
  参考文献：
  名称：

  一类防治香蕉根线虫的硫醚砜类化合物及其制备方法和应用

  摘要：

  本发明涉及一类防治香蕉根线虫的硫醚砜类化合物及其制备方法和应用，其可制备成各种农业上常规的剂型。所述化合物及其衍生物可有效防治香蕉根线虫。

  公开号：

  CN109705054A
• 作为产物：
  描述：

  苯乙酸肼 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 1.08h， 生成 2-benzyl-5-(methylthio)-1,3,4-oxadiazole
  参考文献：
  名称：

  A novel synthesis of peptides based on the photochemistry of 5-azido-1,3,4-oxadiazoles

  摘要：

  DOI：

  10.1021/ja00342a044

文献信息

• NOVEL HETEROARYL COMPOUND, ENANTIOMER, DIASTEREOMER OR PHARMACEUTICALLY ACCEPTABLE SALT THEREOF, AND ANTIVIRAL COMPOSITION CONTAINING SAME AS ACTIVE INGREDIENT
  申请人：INSTITUT PASTEUR KOREA

  公开号：US20200031816A1

  公开（公告）日：2020-01-30

  The present invention relates to a novel heteroaryl compound, an enantiomer, a diastereomer or a pharmaceutically acceptable salt thereof, and an antiviral composition comprising the same as an active ingredient. The novel compounds represented by formula (I) or formula (II) according to the present invention are remarkably superior in antiviral activity against an influenza virus, and furthermore, have low cytotoxicity and thus low adverse effects on a human body. Therefore, a pharmaceutical composition containing the same as an active ingredient can be effectively used for the prevention or treatment of diseases caused by an influenza virus infection.

  本发明涉及一种新型杂环芳基化合物，其对映异构体、顺异构体或其药学上可接受的盐，以及包含其作为活性成分的抗病毒组合物。根据本发明的化合物代表的新型化合物（I）或化合物（II）在抗流感病毒活性方面明显优越，并且具有低细胞毒性，因此对人体的不良影响较低。因此，含有该化合物作为活性成分的药物组合物可有效用于预防或治疗由流感病毒感染引起的疾病。
• Heteroaryl compound, enantiomer, diastereomer or pharmaceutically acceptable salt thereof, and antiviral composition containing same as active ingredient
  申请人：INSTITUT PASTEUR KOREA

  公开号：US11149033B2

  公开（公告）日：2021-10-19

  The present invention relates to a novel heteroaryl compound, an enantiomer, a diastereomer or a pharmaceutically acceptable salt thereof, and an antiviral composition comprising the same as an active ingredient. The novel compounds represented by formula (I) or formula (II) according to the present invention are remarkably superior in antiviral activity against an influenza virus, and furthermore, have low cytotoxicity and thus low adverse effects on a human body. Therefore, a pharmaceutical composition containing the same as an active ingredient can be effectively used for the prevention or treatment of diseases caused by an influenza virus infection.

  本发明涉及一种新型杂芳基化合物、其对映体、非对映体或其药学上可接受的盐，以及以其为活性成分的抗病毒组合物。根据本发明，由式（I）或式（II）代表的新型化合物在抗流感病毒活性方面具有显著优势，而且细胞毒性低，因此对人体的不良影响小。因此，以其为活性成分的药物组合物可有效地用于预防或治疗由流感病毒感染引起的疾病。
• Vakula,T.R.; Srinivasan,V.R., Indian Journal of Chemistry, 1969, vol. 7, p. 583 - 587
  作者：Vakula,T.R.、Srinivasan,V.R.

  DOI：——

  日期：——
• Madhavan,R.; Srinivasan,V.R., Indian Journal of Chemistry, 1969, vol. 7, p. 760 - 765
  作者：Madhavan,R.、Srinivasan,V.R.

  DOI：——

  日期：——
• Design, synthesis, and antibacterial activity against rice bacterial leaf blight and leaf streak of 2,5-substituted-1,3,4-oxadiazole/thiadiazole sulfone derivative
  作者：Pei Li、Li Shi、Xia Yang、Lei Yang、Xue-Wen Chen、Fang Wu、Qing-Cai Shi、Wei-Ming Xu、Ming He、De-Yu Hu、Bao-An Song

  DOI：10.1016/j.bmcl.2014.02.060

  日期：2014.4

  A series of 2,5-substituted-1,3,4-oxadiazole/thiadiazole sulfone derivatives were synthesized and evaluated for their antibacterial activities against rice bacterial leaf blight and leaf streak caused by Xanthomonas oryzae pv. oryzae and Xanthomonas oryzae pv. oryzicolaby via the turbidimeter test in vitro. Antibacterial bioassay results indicated that most compounds demonstrated good inhibitory effect antibacterial bioactivities against rice bacterial leaf blight and leaf streak. Among the title compounds, compound 6c demonstrated the best inhibitory effect against rice bacterial leaf blight and leaf streak with half-maximal effective concentration (EC50)values of 1.07 and 7.14 mu g/mL, respectively, which were even better than those of commercial agents such as Bismerthiazol and Thiediazole Copper. In vivo antibacterial activities tests at greenhouse conditions demonstrated that the controlling effect of compounds 6c (43.5%) and 6g (42.4%) against rice bacterial leaf blight were better than those of Bismerthiazol (25.5%) and Thiediazole Copper (37.5%). (C) 2014 Elsevier Ltd. All rights reserved.