5-(4-isothicyanatophenyl)-1,2,4-oxadiazole | 54608-86-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(4-isothicyanatophenyl)-1,2,4-oxadiazole
• 英文别名: 4-(1,2,4-Oxadiazol-3-yl)phenyl isothiocyanate；3-(4-isothiocyanatophenyl)-1,2,4-oxadiazole
• CAS: 54608-86-5
• 化学式: C₉H₅N₃OS
• 分子量: 203.224
• InChiKey: MKFKTGQCAKGOKS-UHFFFAOYSA-N

物化性质

• 沸点：
  361.7±44.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-(4-nitrophenyl)-1,2,4-oxadiazole 在 palladium on activated charcoal 盐酸 、 氢气 、 calcium carbonate 作用下， 以 乙醇 、 氯仿 、 水 为溶剂， 25.0 ℃ 、344.73 kPa 条件下， 生成 5-(4-isothicyanatophenyl)-1,2,4-oxadiazole
  参考文献：
  名称：

  Antiparasitic agents. 6. Synthesis and anthelmintic activities of novel isothiocyanatophenyl-1,2,4-oxadiazoles

  摘要：

  The syntheses and anthelmintic activities of 31 3- and 5-(isothiocyanatophenyl)-1,2,4-oxadiazoles are reported. In the primary anthelmintic screen, 3-(4-isothiocyanatophenyl)-1,2,4-oxadiazole (39) showed 100% nematocidal activity and 3-(2-furanyl)-5-(4-isothiocyanatophenyl)-1,2,4-oxadiazole (63), 3-(2-furanyl)-5-(2-chloro-4-isothiocyanatophenyl)-1,2,4-oxadiazole (64), and 3-(2-furanyl)-5-(4-chloro-3-isothiocyanatophenyl)-1,2,4-oxadiazole (66) showed 100% taeniacidal activity when administered orally to mice. The two most active members of this series, 39 and 63, were active against the gastrointestinal nematodes of sheep at 100 mg/kg. In addition, 39 was also found to be active against hookworms in dogs at a single, oral dose of 200 mg/kg.

  DOI：

  10.1021/jm00147a019