ethyl 4-isobutyryl-2-pyrrolecarboxylate | 151982-52-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 4-isobutyryl-2-pyrrolecarboxylate
• 英文别名: ethyl 4-(2-methylpropanoyl)-1H-pyrrole-2-carboxylate
• CAS: 151982-52-4
• 化学式: C₁₁H₁₅NO₃
• 分子量: 209.245
• InChiKey: GYEIUHGROQOMQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  59.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 4-isobutyryl-2-pyrrolecarboxylate 在 三乙基硅烷 、 sodium hydroxide 、 tetraphosphorus decasulfide 、 氰基磷酸二乙酯 、 三乙胺 作用下， 以 1,4-二氧六环 、 乙醇 、 N,N-二甲基甲酰胺 、 三氟乙酸 为溶剂， 反应 66.67h， 生成 2-ethoxycarbonylmethyl-6-isobutyl-1,3(2H)-dithioxo-1H-pyrrolo<1,2-c>imidazole
  参考文献：
  名称：

  Synthesis and aldose reductase inhibitory activity of acetic acid derivatives of pyrrolo[1,2-c]imidazole

  摘要：

  Various acetic acid derivatives of pyrrolo[1,2-c]imidazole were prepared and evaluated for aldose reductase inhibitory activity. Most of the compounds inhibited aldose reductase isolated from rat lens in vitro and decreased sorbitol formation in sciatic nerves of diabetic rats in vivo. Of the test compounds, 2-carboxymethyl-6-ethyl-5,7-dimethyl-3-oxo-1(2H)-thioxo-1H-pyrrolo[1,2-c] imidazole 124 was found to be the most orally active aldose reductase inhibitor, with an inhibitory potency similar to that of AD-5467.

  DOI：

  10.1016/0223-5234(93)90016-8
• 作为产物：
  描述：

  吡咯-2-羧酸乙酯 、 异丁酰氯 在 三氯化铝 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以79%的产率得到ethyl 4-isobutyryl-2-pyrrolecarboxylate
  参考文献：
  名称：

  Synthesis and aldose reductase inhibitory activity of acetic acid derivatives of pyrrolo[1,2-c]imidazole

  摘要：

  Various acetic acid derivatives of pyrrolo[1,2-c]imidazole were prepared and evaluated for aldose reductase inhibitory activity. Most of the compounds inhibited aldose reductase isolated from rat lens in vitro and decreased sorbitol formation in sciatic nerves of diabetic rats in vivo. Of the test compounds, 2-carboxymethyl-6-ethyl-5,7-dimethyl-3-oxo-1(2H)-thioxo-1H-pyrrolo[1,2-c] imidazole 124 was found to be the most orally active aldose reductase inhibitor, with an inhibitory potency similar to that of AD-5467.

  DOI：

  10.1016/0223-5234(93)90016-8

文献信息

• Synthesis and aldose reductase inhibitory activity of acetic acid derivatives of pyrrolo[1,2-c]imidazole
  作者：I Yamawaki、Y Matsushita、N Asaka、K Ohmori、N Nomura、K Ogawa

  DOI：10.1016/0223-5234(93)90016-8

  日期：1993.1

  Various acetic acid derivatives of pyrrolo[1,2-c]imidazole were prepared and evaluated for aldose reductase inhibitory activity. Most of the compounds inhibited aldose reductase isolated from rat lens in vitro and decreased sorbitol formation in sciatic nerves of diabetic rats in vivo. Of the test compounds, 2-carboxymethyl-6-ethyl-5,7-dimethyl-3-oxo-1(2H)-thioxo-1H-pyrrolo[1,2-c] imidazole 124 was found to be the most orally active aldose reductase inhibitor, with an inhibitory potency similar to that of AD-5467.