1,3-dihydro-1-<2-(3-methoxyphenyl)-2-oxoethyl>-3-methyl-2H-imidazol-2-one | 121704-73-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,3-dihydro-1-<2-(3-methoxyphenyl)-2-oxoethyl>-3-methyl-2H-imidazol-2-one
• 英文别名: 1-[2-(3-Methoxyphenyl)-2-oxoethyl]-3-methylimidazol-2-one
• CAS: 121704-73-2
• 化学式: C₁₃H₁₄N₂O₃
• mdl: MFCD23443536
• 分子量: 246.266
• InChiKey: SOVNAOHGIAZFRG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-溴-3‘-甲氧基苯乙酮 在 盐酸 、 sodium methylate 作用下， 以 乙腈 为溶剂， 反应 19.0h， 生成 1,3-dihydro-1-<2-(3-methoxyphenyl)-2-oxoethyl>-3-methyl-2H-imidazol-2-one
  参考文献：
  名称：

  Oral hypoglycemic agents. Discovery and structure-activity relationships of phenacylimidazolium halides

  摘要：

  Blood glucose levels in viable, yellow, obese, diabetic mice are reduced following oral administration of phenacylimidazolium halides. Compounds 2 and 3 produced reductions of ca. 40% 2 h after doses of 100 mg/kg po. Since these mice do not respond to sulfonylureas, the glucose-lowering activity of phenacylimidazolium salts in this model suggests a mechanism other than that of stimulating insulin secretion. Only phenacylimidazolium halides with electron-donating groups were active; other azolium salts or variations in the phenacyl portion (alterations in the keto function; chain lengthening or extensive branching) produced inactive compounds.

  DOI：

  10.1021/jm00130a013

文献信息

• Oral hypoglycemic agents. Discovery and structure-activity relationships of phenacylimidazolium halides
  作者：Samuel J. Dominianni、Terence T. Yen

  DOI：10.1021/jm00130a013

  日期：1989.10

  Blood glucose levels in viable, yellow, obese, diabetic mice are reduced following oral administration of phenacylimidazolium halides. Compounds 2 and 3 produced reductions of ca. 40% 2 h after doses of 100 mg/kg po. Since these mice do not respond to sulfonylureas, the glucose-lowering activity of phenacylimidazolium salts in this model suggests a mechanism other than that of stimulating insulin secretion. Only phenacylimidazolium halides with electron-donating groups were active; other azolium salts or variations in the phenacyl portion (alterations in the keto function; chain lengthening or extensive branching) produced inactive compounds.