1-(2-aminoethyl)-3-<(4-chlorophenyl)methyl>-7(9H)-purine-2,6(1H,3H)-dione | 75185-16-9

• 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-aminoethyl)-3-<(4-chlorophenyl)methyl>-7(9H)-purine-2,6(1H,3H)-dione
• 英文别名: 1-(2-aminoethyl)-3-[(4-chlorophenyl)methyl]-7(9H)-purine-2,6(1H,3H)-dione；1-(2-aminoethyl)-3-[(4-chlorophenyl)methyl]-7H-purine-2,6-dione
• CAS: 75185-16-9
• 化学式: C₁₄H₁₄ClN₅O₂
• 分子量: 319.75
• InChiKey: DQVBPRDAVOTGMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.55
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  98.7
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1-(2-aminoethyl)-3-<(4-chlorophenyl)methyl>-7(9H)-purine-2,6(1H,3H)-dione 以 various solvent(s) 为溶剂， 反应 0.08h， 以35%的产率得到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
• 作为产物：
  描述：

  4-<(4-chlorophenyl)methyl>-6,7-dihydro-3H-imidazo<1,2-a>purin-9(4H)-one 在 sodium hydroxide 作用下， 反应 18.0h， 以3.5%的产率得到1-(2-aminoethyl)-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

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：——