5-(3,4-Dichlorophenyl)-1,2,4-oxadiazol-3-amine | 73631-21-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(3,4-Dichlorophenyl)-1,2,4-oxadiazol-3-amine
• CAS: 73631-21-7
• 化学式: C₈H₅Cl₂N₃O
• 分子量: 230.053
• InChiKey: GUXGABBRLWISRW-UHFFFAOYSA-N

物化性质

• 熔点：
  223-225 °C
• 沸点：
  398.4±52.0 °C(Predicted)
• 密度：
  1.532±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  64.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,4-二氯苯腈 在 盐酸 、 盐酸羟胺 、 potassium carbonate 作用下， 以 吡啶 、 甲醇 为溶剂， 反应 126.33h， 生成 5-(3,4-Dichlorophenyl)-1,2,4-oxadiazol-3-amine
  参考文献：
  名称：

  Synthesis and diuretic profile of 3-(3-amino-1,2,4-oxadiazol-5-yl)-5-chloro-2,6-pyrazinediamine, an amiloride-type diuretic

  摘要：

  The synthesis of an analogue of amiloride in which the acylguanidine moiety has been replaced by a 1,2,4-oxadiazol-3-amine unit is described. This substance (3, CGS 4270) exhibited a diuretic profile similar to that of amiloride when evaluated in the rat and the dog. In the rat, combination with hydrochlorothiazide increased diuresis and saluresis and returned potassium levels to control values. A series of 5-aryl-1,2,4-oxadiazol-3-amines not directly related to amiloride was prepared, but these substances had no diuretic activity.

  DOI：

  10.1021/jm00180a025

文献信息

• WATTHEY J. W. H.; DESAI M.; RUTLEDGE R.; DOTSON R., J. MED. CHEM., 1980, 23, NO 6, 690-692
  作者：WATTHEY J. W. H.、 DESAI M.、 RUTLEDGE R.、 DOTSON R.

  DOI：——

  日期：——
• Synthesis and diuretic profile of 3-(3-amino-1,2,4-oxadiazol-5-yl)-5-chloro-2,6-pyrazinediamine, an amiloride-type diuretic
  作者：Jeffrey W. H. Watthey、Mahesh Desai、Richard Rutledge、Ronald Dotson

  DOI：10.1021/jm00180a025

  日期：1980.6

  The synthesis of an analogue of amiloride in which the acylguanidine moiety has been replaced by a 1,2,4-oxadiazol-3-amine unit is described. This substance (3, CGS 4270) exhibited a diuretic profile similar to that of amiloride when evaluated in the rat and the dog. In the rat, combination with hydrochlorothiazide increased diuresis and saluresis and returned potassium levels to control values. A series of 5-aryl-1,2,4-oxadiazol-3-amines not directly related to amiloride was prepared, but these substances had no diuretic activity.