[2-chloro-5-[3-(2-furanyl)-1,2,4-oxadiazol-5-yl]phenyl]carbamic acid, 2,2,2-trichloroethyl ester | 61051-39-6

• 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: [2-chloro-5-[3-(2-furanyl)-1,2,4-oxadiazol-5-yl]phenyl]carbamic acid, 2,2,2-trichloroethyl ester
• 英文别名: [2-chloro-5-[3-(2-furanyl)-1,2,4-oxadiazol-5-yl]phenyl]carbamic acid,2,2,2-trichloroethyl ester；2,2,2-trichloroethyl N-[2-chloro-5-[3-(furan-2-yl)-1,2,4-oxadiazol-5-yl]phenyl]carbamate
• CAS: 61051-39-6
• 化学式: C₁₅H₉Cl₄N₃O₄
• 分子量: 437.066
• InChiKey: NCFXDPFSXPECGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  90.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-硝基-4-氯苯甲酰氯 在 palladium on activated charcoal 盐酸 、 三氟化硼乙醚 、 氢气 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 0.25h， 生成 [2-chloro-5-[3-(2-furanyl)-1,2,4-oxadiazol-5-yl]phenyl]carbamic acid, 2,2,2-trichloroethyl 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

文献信息

• 3-Hetero-5-substituted aminophenyloxadiazoles
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US03976657A1

  公开（公告）日：1976-08-24

  Compounds having the structure ##SPC1## Wherein R.sup.1 is hydrogen, alkyl, aryl, halo, alkoxy or aryloxy; R.sup.2 is hydrogen or methyl; R.sup.3 is alkyl, haloalkyl, cycloalkyl or aryl; X is oxygen or sulfur; and Y is oxygen, sulfur or =NH, have useful physiological activity.

  具有结构##SPC1##的化合物，其中R.sup.1为氢，烷基，芳基，卤素，烷氧基或芳氧基；R.sup.2为氢或甲基；R.sup.3为烷基，卤代烷基，环烷基或芳基；X为氧或硫；Y为氧，硫或=NH，具有有用的生理活性。