(+/-)-6,7-dimethoxy-2-[(2E)-3-(pyridin-3-yl)prop-2-enoyl]-1,2,3,4-tetrahydroisoquinoline | 688043-84-7

• 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: (+/-)-6,7-dimethoxy-2-[(2E)-3-(pyridin-3-yl)prop-2-enoyl]-1,2,3,4-tetrahydroisoquinoline
• 英文别名: (E)-1-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-3-pyridin-3-ylprop-2-en-1-one
• CAS: 688043-84-7
• 化学式: C₁₉H₂₀N₂O₃
• 分子量: 324.379
• InChiKey: QLDAHOCQCDZNRH-AATRIKPKSA-N

物化性质

• 沸点：
  552.3±50.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  51.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (+/-)-6,7-dimethoxy-2-[(2E)-3-(pyridin-3-yl)prop-2-enoyl]-1,2,3,4-tetrahydroisoquinoline 在 platinum(IV) oxide 氢气 、 potassium carbonate 、 溶剂黄146 作用下， 以 乙腈 为溶剂， 20.0~80.0 ℃ 、324.24 kPa 条件下， 反应 6.0h， 生成 (+/-)-6,7-dimethoxy-2-(3-{1-[3-(3,4-methylenedioxyphenoxy)propyl]-3-piperidyl}propanoyl)-1,2,3,4-tetrahydroisoquinoline monooxalate
  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：

  反-3(3-吡啶基)烯丙酸 、 6,7-二甲氧基-1,2,3,4-四氢异喹啉盐酸盐 在 三乙胺 、 WSC*HCl 、 1-羟基苯并三唑 作用下， 以 四氢呋喃 为溶剂， 反应 4.67h， 以76%的产率得到(+/-)-6,7-dimethoxy-2-[(2E)-3-(pyridin-3-yl)prop-2-enoyl]-1,2,3,4-tetrahydroisoquinoline
  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