anhydro-2-phenyl-6,8-diethyl-5-hydroxy-7-oxo-1,3,4-thiadiazolo<3,2-a>pyrimidinium hydroxide | 91265-81-5

• 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: anhydro-2-phenyl-6,8-diethyl-5-hydroxy-7-oxo-1,3,4-thiadiazolo<3,2-a>pyrimidinium hydroxide
• 英文别名: anhydro-2-phenyl-6,8-diethyl-5-hydroxy-7-oxo-1,3,4-thiadiazolo<3,2-a>pyrimidinium hydroxyde；anhydro-2-phenyl-6,8-diethyl-5-hydroxy-7-oxo-1,3,4-thiadiazolo[3,2-a]pyrimidinium hydroxide
• CAS: 91265-81-5
• 化学式: C₁₅H₁₅N₃O₂S
• 分子量: 301.369
• InChiKey: KOWNGMLXDHTEDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.37
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  62.05
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  原苯甲酸三甲酯 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 3.08h， 生成 anhydro-2-phenyl-6,8-diethyl-5-hydroxy-7-oxo-1,3,4-thiadiazolo<3,2-a>pyrimidinium hydroxide
  参考文献：
  名称：

  Mesoionic xanthine analogs: antagonists of adenosine receptors

  摘要：

  A variety of mesoionic xanthines including mesoionic thiazolo[3,2-alpha]pyrimidines, benzothiazolopyrimidines, and 1,3,4-thiadiazolo[3,2-alpha]pyrimidines were antagonists of A1-adenosine receptors (inhibition of binding of [3H]-cyclohexyladenosine) and A2-adenosine receptors (inhibition of 2-chloroadenosine-elicited accumulations of cyclic AMP) in brain tissue. Most of the compounds were less potent than theophylline and none were remarkably selective for A1- or A2-adenosine receptors. However, members of the thiadiazolopyrimidine class of mesoionics exhibited very low or no activity as antagonists of A2-adenosine receptors while exhibiting activity only 2-4-fold lower than that of theophylline at A1-adenosine receptors. Unlike the case for theophylline, the presence of a phenyl substituent in the five-membered ring did not enhance the potency of a mesoionic thiadiazolopyrimidine. The nature of the substituents on the mesoionic ring did not appear to have marked effects on potency unlike the marked effect of the nature of 1,3-substituents on activity of nonmesoionic xanthines. The benzothiazolo[3,2-alpha]pyrimidines were the most potent antagonists, being nearly as potent as theophylline at A1-adenosine receptors and somewhat more potent than theophylline at A2-adenosine receptors.

  DOI：

  10.1021/jm00376a027