d,l-3-<2-hydroxy-2-(3-methoxyphenyl)ethyl>-1-methyl-1H-imidazolium iodide | 121704-72-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: d,l-3-<2-hydroxy-2-(3-methoxyphenyl)ethyl>-1-methyl-1H-imidazolium iodide
• 英文别名: 1-(3-Methoxyphenyl)-2-(3-methylimidazol-3-ium-1-yl)ethanol;iodide
• CAS: 121704-72-1
• 化学式: C₁₃H₁₇N₂O₂*I
• 分子量: 360.195
• InChiKey: VBZCURRCQHMGNX-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.94
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(1H-imidazol-1-yl)-1-(3-methoxyphenyl)ethanone 在 sodium tetrahydroborate 作用下， 以 异丙醇 为溶剂， 反应 12.0h， 生成 d,l-3-<2-hydroxy-2-(3-methoxyphenyl)ethyl>-1-methyl-1H-imidazolium iodide
  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