(+/-)-6-methoxy-2-[(piperidin-3-yl)acetyl]-1,2,3,4-tetrahydroisoquinoline | 230295-86-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: (+/-)-6-methoxy-2-[(piperidin-3-yl)acetyl]-1,2,3,4-tetrahydroisoquinoline
• CAS: 230295-86-0
• 化学式: C₁₇H₂₄N₂O₂
• 分子量: 288.39
• InChiKey: WBRRRSCJAMFKSO-UHFFFAOYSA-N

物化性质

• 沸点：
  485.2±45.0 °C(Predicted)
• 密度：
  1.104±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.97
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  41.57
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (+/-)-6-methoxy-2-[(piperidin-3-yl)acetyl]-1,2,3,4-tetrahydroisoquinoline 、 草酸 、 3-(3,4-methylenedioxyphenoxy)propyl bromide 在 potassium carbonate 作用下， 以 乙腈 、 甲醇 为溶剂， 以38%的产率得到(+/-)-6-methoxy-2-({1-[3-(3,4-methylenedioxyphenoxy)propyl]-3-piperidyl}acetyl)-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：

  6-甲氧基-1,2,3,4-四氢异喹啉 在 platinum(IV) oxide WSC*HCl 、 氢气 、 1-羟基苯并三唑 、 溶剂黄146 、 三乙胺 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 5.0h， 生成 (+/-)-6-methoxy-2-[(piperidin-3-yl)acetyl]-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