[3-(4-Amino-phenyl)-[1,2,4]oxadiazol-5-yl]-acetic acid ethyl ester | 96898-82-7

• 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-(4-Amino-phenyl)-[1,2,4]oxadiazol-5-yl]-acetic acid ethyl ester
• 英文别名: ethyl 2-[3-(4-aminophenyl)-1,2,4-oxadiazol-5-yl]acetate
• CAS: 96898-82-7
• 化学式: C₁₂H₁₃N₃O₃
• 分子量: 247.254
• InChiKey: JUEYMWDHNIIXEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  91.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  硫光气 、 [3-(4-Amino-phenyl)-[1,2,4]oxadiazol-5-yl]-acetic acid ethyl ester 在 calcium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 1.5h， 生成 [3-(4-Isothiocyanato-phenyl)-[1,2,4]oxadiazol-5-yl]-acetic acid ethyl ester
  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