3,4-dihydro-6-<<2-(1H-imidazol-4-yl)ethyl>amino>-2-methyl-4-oxopyrimidine-5-carbonitrile | 119924-93-5

• 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: 3,4-dihydro-6-<<2-(1H-imidazol-4-yl)ethyl>amino>-2-methyl-4-oxopyrimidine-5-carbonitrile
• 英文别名: 3,4-dihydro-6-{[2-(1H-imidazol-4-yl)ethyl]amino}-2-methyl-4-oxopyrimidine-5-carbonitrile；4-[2-(1H-imidazol-5-yl)ethylamino]-2-methyl-6-oxo-1H-pyrimidine-5-carbonitrile
• CAS: 119924-93-5
• 化学式: C₁₁H₁₂N₆O
• 分子量: 244.256
• InChiKey: KZQLDARGQRTWJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  106
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  组胺 、 4-甲基硫代-6-氧代-1,6-二氢嘧啶-5-甲腈 以 二甲基亚砜 为溶剂， 反应 24.0h， 以23%的产率得到3,4-dihydro-6-<<2-(1H-imidazol-4-yl)ethyl>amino>-2-methyl-4-oxopyrimidine-5-carbonitrile
  参考文献：
  名称：

  Cardiotonic agents. 5. Fragments from the heterocycle-phenyl-imidazole pharmacophore

  摘要：

  To examine the role of each component in the heterocycle-phenyl-imidazole inotropic pharmacophore, several imidazolone derivatives, an arylimidazole, a substituted 3,4-dihydro-4-oxopyrimidine, and a quinolin-2(1H)-one derivative were prepared as structural fragments or representatives from this relationship. Tests for cardiac inotropic activity in ferret papillary muscle strips (FPM) and for inhibition of crude cAMP phosphodiesterase obtained from canine cardiac tissue suggest that, while all three components contribute significantly toward potent activity (active at less than 1 microM concentrations in FPM), any combination of two components, in approximately a preferred geometry, represents the minimal requirements for weak activity (active at less than 25 microM concentrations). No single component appears to be requisite in an absolute sense.

  DOI：

  10.1021/jm00126a005

文献信息

• Cardiotonic agents. 5. Fragments from the heterocycle-phenyl-imidazole pharmacophore
  作者：Paul W. Erhardt、Alfred A. Hagedorn、David Davey、Cynthia A. Pease、Bhaskar R. Venepalli、Carl W. Griffin、Robert P. Gomez、Jay R. Wiggins、William R. Ingebretsen

  DOI：10.1021/jm00126a005

  日期：1989.6

  To examine the role of each component in the heterocycle-phenyl-imidazole inotropic pharmacophore, several imidazolone derivatives, an arylimidazole, a substituted 3,4-dihydro-4-oxopyrimidine, and a quinolin-2(1H)-one derivative were prepared as structural fragments or representatives from this relationship. Tests for cardiac inotropic activity in ferret papillary muscle strips (FPM) and for inhibition of crude cAMP phosphodiesterase obtained from canine cardiac tissue suggest that, while all three components contribute significantly toward potent activity (active at less than 1 microM concentrations in FPM), any combination of two components, in approximately a preferred geometry, represents the minimal requirements for weak activity (active at less than 25 microM concentrations). No single component appears to be requisite in an absolute sense.