Methyl (E)-3-[(3-isoquinolyl)-2-vinyl]-4,5-dimethylpyrrole-2-carboxylate | 230646-15-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: Methyl (E)-3-[(3-isoquinolyl)-2-vinyl]-4,5-dimethylpyrrole-2-carboxylate
• CAS: 230646-15-8
• 化学式: C₁₉H₁₈N₂O₂
• 分子量: 306.364
• InChiKey: MVSKTUQSVPZAAK-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.14
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  54.98
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  Methyl (E)-3-[(3-isoquinolyl)-2-vinyl]-4,5-dimethylpyrrole-2-carboxylate 在 吡啶 、 lithium hydroxide 、 水 作用下， 反应 6.0h， 以63%的产率得到
  参考文献：
  名称：

  3-(2-Carbamoylvinyl)-4,5-dimethylpyrrole-2-carboxylic acids as ligands at the NMDA glycine-binding site: a study on the 2-carbamoylvinyl chain modification

  摘要：

  Twenty 4,5-dimethylpyrrole-2-carboxylic acids (5a-t) with different 2-carbamoylvinyl chains in position 3 were prepared to further investigate the relationships between structure and in vitro affinity for the strychnine-insensitive glycine-binding site. None of these compounds was superior to (E)-3-(N-phenyl-2-carbamoylvinyl)-4,5-dimethylpyrrole-2-carb oxylic acid III (pKi = 6.70), which was taken as a reference standard, but overall the results obtained indicate that the N-phenyl-2-carbamoylvinyl substituent of III may be replaced with the N-(1-adamantyl)-2-carbamoylvinyl group as in 5h (pKi = 6.20) without considerable loss of affinity. This finding adds to previous knowledge.

  DOI：

  10.1016/s0014-827x(98)00110-4
• 作为产物：
  描述：

  3-(溴甲基)异喹啉 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 27.0h， 生成 Methyl (E)-3-[(3-isoquinolyl)-2-vinyl]-4,5-dimethylpyrrole-2-carboxylate
  参考文献：
  名称：

  3-(2-Carbamoylvinyl)-4,5-dimethylpyrrole-2-carboxylic acids as ligands at the NMDA glycine-binding site: a study on the 2-carbamoylvinyl chain modification

  摘要：

  Twenty 4,5-dimethylpyrrole-2-carboxylic acids (5a-t) with different 2-carbamoylvinyl chains in position 3 were prepared to further investigate the relationships between structure and in vitro affinity for the strychnine-insensitive glycine-binding site. None of these compounds was superior to (E)-3-(N-phenyl-2-carbamoylvinyl)-4,5-dimethylpyrrole-2-carb oxylic acid III (pKi = 6.70), which was taken as a reference standard, but overall the results obtained indicate that the N-phenyl-2-carbamoylvinyl substituent of III may be replaced with the N-(1-adamantyl)-2-carbamoylvinyl group as in 5h (pKi = 6.20) without considerable loss of affinity. This finding adds to previous knowledge.

  DOI：

  10.1016/s0014-827x(98)00110-4