4-ethyl-1,3-dihydro-5-<4-(1H-imidazol-1-ylmethyl)benzoyl>-2H-imidazol-2-one | 108035-42-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-ethyl-1,3-dihydro-5-<4-(1H-imidazol-1-ylmethyl)benzoyl>-2H-imidazol-2-one
• 英文别名: 4-Ethyl-5-[4-(imidazol-1-ylmethyl)benzoyl]-1,3-dihydroimidazol-2-one
• CAS: 108035-42-3
• 化学式: C₁₆H₁₆N₄O₂
• 分子量: 296.329
• InChiKey: GOHQMOFCCQOSMI-UHFFFAOYSA-N

物化性质

• 熔点：
  253-255 °C (decomp)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-氯甲基苯甲酰氯 在 PPA 、 水 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 4-ethyl-1,3-dihydro-5-<4-(1H-imidazol-1-ylmethyl)benzoyl>-2H-imidazol-2-one
  参考文献：
  名称：

  Cardiotonic agents. 2. (Imidazolyl)aroylimidazolones, highly potent and selective positive inotropic agents

  摘要：

  A series of 4-alkyl-1,3-dihydro-5-[(1H-imidazolyl)benzoyl]-2H-imidazol-2-ones 9 was synthesized and evaluated in vitro for positive inotropic and cyclic AMP phosphodiesterase inhibitory activity. A wide range of inotropic and enzyme-inhibitory potencies was observed, substitution on the imidazolyl moiety being the major determinant of activity. The 4-ethyl-5-[4-(1H-imidazol-1-yl)benzoyl] congener 9g exhibited the highest potency in vitro. Incorporation of a methyl group at the imidazolyl 2-position gave 9h, which was less potent but remarkably selective in vivo for positive inotropic effects over heart rate and hypotensive effects.

  DOI：

  10.1021/jm00391a013

文献信息

• HAGEDORN, A. A., III;ERHARDT, P. W.;LUMMA, W. C., JR.;WOHL, R. A.;CARTOR,+, J. MED. CHEM., 30,(1987) N 8, 1342-1347
  作者：HAGEDORN, A. A., III、ERHARDT, P. W.、LUMMA, W. C., JR.、WOHL, R. A.、CARTOR,+

  DOI：——

  日期：——
• Cardiotonic agents. 2. (Imidazolyl)aroylimidazolones, highly potent and selective positive inotropic agents
  作者：Alfred A. Hagedorn、Paul W. Erhardt、William C. Lumma、Ronald A. Wohl、Elinor Cantor、Yuo Ling Chou、William R. Ingebretsen、John W. Lampe、David Pang

  DOI：10.1021/jm00391a013

  日期：1987.8

  A series of 4-alkyl-1,3-dihydro-5-[(1H-imidazolyl)benzoyl]-2H-imidazol-2-ones 9 was synthesized and evaluated in vitro for positive inotropic and cyclic AMP phosphodiesterase inhibitory activity. A wide range of inotropic and enzyme-inhibitory potencies was observed, substitution on the imidazolyl moiety being the major determinant of activity. The 4-ethyl-5-[4-(1H-imidazol-1-yl)benzoyl] congener 9g exhibited the highest potency in vitro. Incorporation of a methyl group at the imidazolyl 2-position gave 9h, which was less potent but remarkably selective in vivo for positive inotropic effects over heart rate and hypotensive effects.