4-[(4-chlorophenyl)methyl]-7,8-dihydro-3H-imidazo[2,1-i]purin-5(4H)-one | 75185-17-0

• 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: 4-[(4-chlorophenyl)methyl]-7,8-dihydro-3H-imidazo[2,1-i]purin-5(4H)-one
• 英文别名: 4-[(4-chlorophenyl)methyl]-7,8-dihydro-1H-imidazo[2,1-f]purin-5-one
• CAS: 75185-17-0
• 化学式: C₁₄H₁₂ClN₅O
• 分子量: 301.735
• InChiKey: NZRBTNKBBJYGNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.27
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  64.59
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  7-amino-8-<(4-chlorophenyl)methyl>-6-(formylamino)-2,3-dihydroimidazo<1,2-a>pyrimidin-5(8H)-one 在 sodium hydroxide 、 乙酸酐 、 原甲酸三乙酯 作用下， 以 various solvent(s) 为溶剂， 反应 23.08h， 生成 4-[(4-chlorophenyl)methyl]-7,8-dihydro-3H-imidazo[2,1-i]purin-5(4H)-one
  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

文献信息

• TEMPLE D. L. JR.; YEVICH J. P.; GATT J. D.; OWENS D.; HANNING C.; COVINGT+, J. MED. CHEM., 1980, 23, NO 11, 1188-1198
  作者：TEMPLE D. L. JR.、 YEVICH J. P.、 GATT J. D.、 OWENS D.、 HANNING C.、 COVINGT+

  DOI：——

  日期：——
• REMEDIES FOR DIABETES
  申请人：KYOWA HAKKO KOGYO CO., LTD.

  公开号：EP1092435B1

  公开（公告）日：2007-04-04
• Substituted 6,7-dihydroimidazo[1,2-a]purin-9(4H)-ones
  作者：D. L. Temple、J. P. Yevich、J. D. Catt、D. Owens、C. Hanning、R. R. Covington、R. J. Seidehamel、K. W. Dungan

  DOI：10.1021/jm00185a008

  日期：1980.11

  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.