1-[6,7-dimethoxy-1-(3-nitrophenyl)-3,4-dihydro-1H-isoquinolin-2-yl]ethanone | 681457-29-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 1-[6,7-dimethoxy-1-(3-nitrophenyl)-3,4-dihydro-1H-isoquinolin-2-yl]ethanone
• CAS: 681457-29-4
• 化学式: C₁₉H₂₀N₂O₅
• 分子量: 356.378
• InChiKey: YVKNMCPFRCDQIP-UHFFFAOYSA-N

物化性质

• 沸点：
  532.9±50.0 °C(Predicted)
• 密度：
  1.261±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  84.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-[6,7-dimethoxy-1-(3-nitrophenyl)-3,4-dihydro-1H-isoquinolin-2-yl]ethanone 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以80%的产率得到
  参考文献：
  名称：

  Synthesis and anticonvulsant properties of tetrahydroisoquinoline derivatives

  摘要：

  As a follow up of our previous structure-activity relationship and molecular modeling studies, we synthesized a novel series of 1-aryl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline derivatives as potential non-competitive AMPA receptor antagonists. When tested for their ability to prevent sound-induced seizures in DBA/2 mice, some of these novel compounds showed high anticonvulsant potency.

  DOI：

  10.1016/j.farmac.2003.10.003
• 作为产物：
  描述：

  N-[2-(3,4-dimethoxyphenyl)ethyl]-N-[(3-nitrophenyl)methylene]amine 在 三氟乙酸 作用下， 反应 91.5h， 生成 1-[6,7-dimethoxy-1-(3-nitrophenyl)-3,4-dihydro-1H-isoquinolin-2-yl]ethanone
  参考文献：
  名称：

  Synthesis and anticonvulsant properties of tetrahydroisoquinoline derivatives

  摘要：

  As a follow up of our previous structure-activity relationship and molecular modeling studies, we synthesized a novel series of 1-aryl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline derivatives as potential non-competitive AMPA receptor antagonists. When tested for their ability to prevent sound-induced seizures in DBA/2 mice, some of these novel compounds showed high anticonvulsant potency.

  DOI：

  10.1016/j.farmac.2003.10.003

文献信息

• Synthesis and anticonvulsant properties of tetrahydroisoquinoline derivatives
  作者：Rosaria Gitto、Roberta Caruso、Valerie Orlando、Silvana Quartarone、Maria Letizia Barreca、Guido Ferreri、Emilio Russo、Giovambattista De Sarro、Alba Chimirri

  DOI：10.1016/j.farmac.2003.10.003

  日期：2004.1

  As a follow up of our previous structure-activity relationship and molecular modeling studies, we synthesized a novel series of 1-aryl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline derivatives as potential non-competitive AMPA receptor antagonists. When tested for their ability to prevent sound-induced seizures in DBA/2 mice, some of these novel compounds showed high anticonvulsant potency.