(+/-)-{1-[3-(1,3-benzodioxol-5-yloxy)propyl]piperidin-3-yl}acetic acid | 230295-93-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: (+/-)-{1-[3-(1,3-benzodioxol-5-yloxy)propyl]piperidin-3-yl}acetic acid
• CAS: 230295-93-9
• 化学式: C₁₇H₂₃NO₅
• 分子量: 321.373
• InChiKey: CQCIVZFFDPCDHT-UHFFFAOYSA-N

物化性质

• 沸点：
  503.8±45.0 °C(Predicted)
• 密度：
  1.220±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.37
• 重原子数：
  23.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  68.23
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (+/-)-{1-[3-(1,3-benzodioxol-5-yloxy)propyl]piperidin-3-yl}acetic acid 、 5,6,7,8-四氢-[1,3]二氧并[4,5-g]异喹啉 在 WSC*HCl 、 1-羟基苯并三唑 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 6.0h， 生成 2-[1-[3-(1,3-benzodioxol-5-yloxy)propyl]piperidin-3-yl]-1-(7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-6-yl)ethanone
  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：

  芝麻酚 在 sodium hydroxide 、 potassium carbonate 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 8.0h， 生成 (+/-)-{1-[3-(1,3-benzodioxol-5-yloxy)propyl]piperidin-3-yl}acetic acid
  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