(+/-)-N-(1-benzylpiperidin-3-yl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carboxamide | 230295-91-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (+/-)-N-(1-benzylpiperidin-3-yl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carboxamide
• 英文别名: N-(1-benzylpiperidin-3-yl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carboxamide
• CAS: 230295-91-7
• 化学式: C₂₄H₃₁N₃O₃
• 分子量: 409.528
• InChiKey: LUWRVLYMAAGGSW-UHFFFAOYSA-N

物化性质

• 沸点：
  579.8±50.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  54
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (+/-)-N-(1-benzylpiperidin-3-yl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carboxamide 在 palladium on activated charcoal 盐酸 、 氢气 、 溶剂黄146 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 70.0 ℃ 、324.24 kPa 条件下， 反应 24.0h， 生成 (+/-)-6,7-dimethoxy-N-(piperidin-3-yl)-3,4-dihydroisoquinoline-2(1H)-carboxamide
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of N -acyl-1,2,3,4-tetrahydroisoquinoline derivatives as novel specific bradycardic agents

  摘要：

  A series of N-acyl-1,2,3,4-tetrahydroisoquinoline derivatives were synthesized and evaluated for their bradycardic activities in isolated guinea pig right atria and in urethane-anesthetized rats. These efforts resulted in identification of the compound 8a, which exhibits potent bradycardic activity with minimal influence on mean blood pressure in urethane-anesthetized rats. Oral administration of compound 8a to conscious rats revealed increased potency and prolonged duration of action when compared to Zatebradine. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.12.032
• 作为产物：
  描述：

  3-氨基-1-苄基哌啶 在 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.67h， 生成 (+/-)-N-(1-benzylpiperidin-3-yl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carboxamide
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of N -acyl-1,2,3,4-tetrahydroisoquinoline derivatives as novel specific bradycardic agents

  摘要：

  A series of N-acyl-1,2,3,4-tetrahydroisoquinoline derivatives were synthesized and evaluated for their bradycardic activities in isolated guinea pig right atria and in urethane-anesthetized rats. These efforts resulted in identification of the compound 8a, which exhibits potent bradycardic activity with minimal influence on mean blood pressure in urethane-anesthetized rats. Oral administration of compound 8a to conscious rats revealed increased potency and prolonged duration of action when compared to Zatebradine. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.12.032