ethyl 2-bromo-1-(1-ethoxyethyl)-5-methyl-1H-imidazole-4-carboxylate | 1144519-79-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 2-bromo-1-(1-ethoxyethyl)-5-methyl-1H-imidazole-4-carboxylate
• CAS: 1144519-79-8
• 化学式: C₁₁H₁₇BrN₂O₃
• 分子量: 305.172
• InChiKey: DPMKUSZQPSYJFB-UHFFFAOYSA-N

物化性质

• 沸点：
  369.6±52.0 °C(predicted)
• 密度：
  1.41±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.69
• 重原子数：
  17.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  53.35
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-bromo-1-(1-ethoxyethyl)-5-methyl-1H-imidazole-4-carboxylate 、 2,3-二甲氧基苯硼酸 在 四(三苯基膦)钯 作用下， 生成 ethyl 2-(2,3-dimethoxyphenyl)-1-(1-ethoxyethyl)-5-methyl-1H-imidazole-4-carboxylate
  参考文献：
  名称：

  (2-Aryl-5-methylimidazol-4-ylcarbonyl)guanidines and (2-aryl-5-methyloxazol-4-ylcarbonyl)guanidines as NHE-1 inhibitors

  摘要：

  A series of (2-aryl-5-methylimidazol-4-ylcarbonyl)guanidines and (2-aryl-5-methyloxazol-4-ylcarbonyl)guanidines were synthesized and evaluated as NHE-1 inhibitors. The structure-activity relationships well matched those of furan derivatives, which were previously investigated. The (2,5-disubstituted) phenyl compounds showed better activities than the other analogues in both imidazole and oxazole compounds. Especially, 2-(2,5-dichlorophenyl)imidazole 52, and 2-(2-methoxy-5-chlorophenyl) imidazole 54 compounds exhibited potent cardioprotective efficacy both in vitro and in vivo as well as high NHE-1 inhibitory activities. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.060
• 作为产物：
  描述：

  乙烯基乙醚 、 2-溴-5-甲基-1H-咪唑-4-羧酸乙酯 以 二氯甲烷 为溶剂， 以93%的产率得到ethyl 2-bromo-1-(1-ethoxyethyl)-5-methyl-1H-imidazole-4-carboxylate
  参考文献：
  名称：

  (2-Aryl-5-methylimidazol-4-ylcarbonyl)guanidines and (2-aryl-5-methyloxazol-4-ylcarbonyl)guanidines as NHE-1 inhibitors

  摘要：

  A series of (2-aryl-5-methylimidazol-4-ylcarbonyl)guanidines and (2-aryl-5-methyloxazol-4-ylcarbonyl)guanidines were synthesized and evaluated as NHE-1 inhibitors. The structure-activity relationships well matched those of furan derivatives, which were previously investigated. The (2,5-disubstituted) phenyl compounds showed better activities than the other analogues in both imidazole and oxazole compounds. Especially, 2-(2,5-dichlorophenyl)imidazole 52, and 2-(2-methoxy-5-chlorophenyl) imidazole 54 compounds exhibited potent cardioprotective efficacy both in vitro and in vivo as well as high NHE-1 inhibitory activities. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.060