1-(3-methylamino-propyl)-1-phenyl-1,3-dihydro-isobenzofuran-5-carbonitrile | 1029696-33-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(3-methylamino-propyl)-1-phenyl-1,3-dihydro-isobenzofuran-5-carbonitrile
• 英文别名: 1-[3-(methylamino)propyl]-1-phenyl-3H-2-benzofuran-5-carbonitrile
• CAS: 1029696-33-0
• 化学式: C₁₉H₂₀N₂O
• 分子量: 292.381
• InChiKey: CMINFVGCVRRRQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  45
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(3-methylamino-propyl)-1-phenyl-1,3-dihydro-isobenzofuran-5-carbonitrile 、 草酸 以 丙酮 为溶剂， 以0.34 g的产率得到1-(3-methylamino-propyl)-1-phenyl-1,3-dihydro-isobenzofuran-5-carbonitrile oxalate
  参考文献：
  名称：

  From the Selective Serotonin Transporter Inhibitor Citalopram to the Selective Norepinephrine Transporter Inhibitor Talopram: Synthesis and Structure−Activity Relationship Studies

  摘要：

  Citalopram and talopram are structurally closely related, but they have very distinct pharmacological profiles as selective inhibitors of the serotonin and norepinephrine transporters, respectively. A systematic structure-activity relationship study was performed, in which each of the four positions distinguishing the two compounds were varied. The inhibitory potencies of the resulting 16 compounds were tested at both serotonin and norepinephrine transporters. This showed that particularly two of the four positions are determinants for the biological activity.

  DOI：

  10.1021/jm701602g
• 作为产物：
  描述：

  1-(3-dimethylamino-propyl)-1-phenyl-1,3-dihydro-isobenzofuran-5-carbonitrile 在 1-氯乙基氯甲酸酯 、 乙醇 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 12.5h， 生成 1-(3-methylamino-propyl)-1-phenyl-1,3-dihydro-isobenzofuran-5-carbonitrile
  参考文献：
  名称：

  From the Selective Serotonin Transporter Inhibitor Citalopram to the Selective Norepinephrine Transporter Inhibitor Talopram: Synthesis and Structure−Activity Relationship Studies

  摘要：

  Citalopram and talopram are structurally closely related, but they have very distinct pharmacological profiles as selective inhibitors of the serotonin and norepinephrine transporters, respectively. A systematic structure-activity relationship study was performed, in which each of the four positions distinguishing the two compounds were varied. The inhibitory potencies of the resulting 16 compounds were tested at both serotonin and norepinephrine transporters. This showed that particularly two of the four positions are determinants for the biological activity.

  DOI：

  10.1021/jm701602g

文献信息

• From the Selective Serotonin Transporter Inhibitor Citalopram to the Selective Norepinephrine Transporter Inhibitor Talopram: Synthesis and Structure−Activity Relationship Studies
  作者：Jonas N. N. Eildal、Jacob Andersen、Anders S. Kristensen、Anne Marie Jørgensen、Benny Bang-Andersen、Morten Jørgensen、Kristian Strømgaard

  DOI：10.1021/jm701602g

  日期：2008.5.1

  Citalopram and talopram are structurally closely related, but they have very distinct pharmacological profiles as selective inhibitors of the serotonin and norepinephrine transporters, respectively. A systematic structure-activity relationship study was performed, in which each of the four positions distinguishing the two compounds were varied. The inhibitory potencies of the resulting 16 compounds were tested at both serotonin and norepinephrine transporters. This showed that particularly two of the four positions are determinants for the biological activity.