4-benzoyl-5-ethyl-1,3-dihydro-2H-imidazol-2-one | 113583-96-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-benzoyl-5-ethyl-1,3-dihydro-2H-imidazol-2-one
• 英文别名: 4-Benzoyl-5-ethyl-1,3-dihydroimidazol-2-one
• CAS: 113583-96-3
• 化学式: C₁₂H₁₂N₂O₂
• 分子量: 216.239
• InChiKey: WFTDUMHHURTSRM-UHFFFAOYSA-N

物化性质

• 密度：
  1.193±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-benzoyl-5-ethyl-1,3-dihydro-2H-imidazol-2-one 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以100%的产率得到
  参考文献：
  名称：

  Synthesis of 3H-pyrrolo[1,2-c]imidazole-3,5(2H)-diones

  摘要：

  DOI：

  10.1021/jo00002a069
• 作为产物：
  描述：

  5-ethyl-2,3-dihydro-2-oxo-1H-imidazole-4-carboxylic acid methyl ester 在 sodium hydroxide 、 PPA 、 甲烷磺酸 作用下， 反应 5.5h， 生成 4-benzoyl-5-ethyl-1,3-dihydro-2H-imidazol-2-one
  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

• SHAW, KENNETH J.;VARTANIAN, MARGARET, J. ORG. CHEM., 56,(1991) N, C. 858-861
  作者：SHAW, KENNETH J.、VARTANIAN, MARGARET

  DOI：——

  日期：——
• 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.
• Synthesis of 3H-pyrrolo[1,2-c]imidazole-3,5(2H)-diones
  作者：Kenneth J. Shaw、Margaret Vartanian

  DOI：10.1021/jo00002a069

  日期：1991.1