3-(4-Chloro-phenyl)-5-propyl-[1,2,4]oxadiazole | 570396-43-9

• 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-Chloro-phenyl)-5-propyl-[1,2,4]oxadiazole
• 英文别名: 3-(4-Chlorophenyl)-5-propyl-1,2,4-oxadiazole
• CAS: 570396-43-9
• 化学式: C₁₁H₁₁ClN₂O
• mdl: MFCD06631214
• 分子量: 222.674
• InChiKey: PNGRFSLOMKCBLH-UHFFFAOYSA-N

物化性质

• 沸点：
  335.9±44.0 °C(Predicted)
• 密度：
  1.202±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-(4-Chloro-phenyl)-5-propyl-4,5-dihydro-[1,2,4]oxadiazole 在 manganese(IV) oxide 作用下， 以 二氯甲烷 为溶剂， 以86%的产率得到3-(4-Chloro-phenyl)-5-propyl-[1,2,4]oxadiazole
  参考文献：
  名称：

  Antiinflammatory Property of 3-Aryl-5-(n-propyl)-1,2,4-oxadiazoles and Antimicrobial Property of 3-Aryl-5-(n-propyl)-4,5-dihydro-1,2,4-oxadiazoles: Their Syntheses and Spectroscopic Studies

  摘要：

  The synthesis of six 3-aryl-5-(n-propyl)-4,5dihydro-1,2,4-oxadiazoles 3a-f has been achieved in a facile manner by the reaction of an appropriate arylamidoxime 1a-f with butyraldehyde 2. Oxidation of 3a-f individually using MnO2 in CH2Cl2 or sodium hypochlorite in THF/H2O furnished 1,2,4-oxadiazoles 4a-f in good to excellent yields. Compounds 4a-f were also evaluated against inflammation. Except 4e, all of them reduced inflammation, however, 4c presented better antiinflammatory activity. A preliminary antimicrobial activity tests of 3a-f showed that these compounds possess activity against some microorganisms. In fact, 3c and 3f have been found to be more effective against Stapkylococcus aureus, Mycobacterium smegmatis, and Candida albicans. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00035-x