1-(2-amino-2,2-dimethylethyl)-3-<(4-chlorophenyl)methyl>-7(9H)-purine-2,6(1H,3H)-dione | 75185-19-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 1-(2-amino-2,2-dimethylethyl)-3-<(4-chlorophenyl)methyl>-7(9H)-purine-2,6(1H,3H)-dione
• 英文别名: 1-(2-amino-2,2-dimethylethyl)-3-[(4-chlorophenyl)methyl]-7(9H)-purine-2,6(1H,3H)-dione
• CAS: 75185-19-2
• 化学式: C₁₆H₁₈ClN₅O₂
• 分子量: 347.804
• InChiKey: YUSXNKVTXHNRTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.33
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  98.7
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  4,4-dimethyl-2-(methylthio)imidazoline hydroiodide 在 sodium hydroxide 、 sodium dithionite 、 sodium ethanolate 、 乙酸酐 、 原甲酸三乙酯 作用下， 以 乙醇 、 水 为溶剂， 反应 28.17h， 生成 1-(2-amino-2,2-dimethylethyl)-3-<(4-chlorophenyl)methyl>-7(9H)-purine-2,6(1H,3H)-dione
  参考文献：
  名称：

  Substituted 6,7-dihydroimidazo[1,2-a]purin-9(4H)-ones

  摘要：

  The synthesis of a series of substituted 6,7-dihydroimidazo[1,2-a]purin-9(4H)-ones is described. Several members of the series exhibit enhanced antiallergic and bronchodilator activity and reduced side effects as compared to theophylline. Structure-activity relationships and metabolic considerations are discussed for the series. Analogues substituted with a 4-(4-chlorobenzyl) moiety, such as 33 and 40, shown an optimal balance of antiallergic and bronchodilator activity and are of particular interest. Compound 33 is significantly more potent than theophylline against both metacholine- and antigen-induced bronchospasms, does not affect spontaneous motor activity, and shows minimal cardiovascular effects in the rat.

  DOI：

  10.1021/jm00185a008