3,5-Diamino-6-chloro-pyrazine-2-carboximidic acid ethyl ester; hydrochloride | 73631-28-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 3,5-Diamino-6-chloro-pyrazine-2-carboximidic acid ethyl ester; hydrochloride
• 英文别名: Ethyl 3,5-diamino-6-chloropyrazine-2-carboximidate;hydrochloride
• CAS: 73631-28-4
• 化学式: C₇H₁₀ClN₅O*ClH
• 分子量: 252.103
• InChiKey: KDVNUUWRTDFDHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.08
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  111
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,5-Diamino-6-chloro-pyrazine-2-carboximidic acid ethyl ester; hydrochloride 在 盐酸羟胺 、 potassium carbonate 作用下， 以 吡啶 、 甲醇 为溶剂， 反应 54.0h， 生成 3-(3-amino-1,2,4-oxadiazol-5-yl)-5-chloro-2,6-pyrazinediamine
  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  The synthesis of an analogue of amiloride in which the acylguanidine moiety has been replaced by a 1,2,4-oxadiazol-3-amine unit is described.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
• 作为产物：
  描述：

  乙醇 、 3,5-二氨基-6-氯-2-吡嗪甲腈 在 盐酸 作用下， 以15 g的产率得到3,5-Diamino-6-chloro-pyrazine-2-carboximidic acid ethyl ester; hydrochloride
  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  The synthesis of an analogue of amiloride in which the acylguanidine moiety has been replaced by a 1,2,4-oxadiazol-3-amine unit is described.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：——