{3-[5-溴-1-苯基-3,3-二甲基-1,3-二氢-异苯并呋喃-1-基]-丙基}-二甲基-胺 | 1029696-39-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 中文名称: {3-[5-溴-1-苯基-3,3-二甲基-1,3-二氢-异苯并呋喃-1-基]-丙基}-二甲基-胺
• 英文名称: {3-[5-bromo-1-phenyl-3,3-dimethyl-1,3-dihydro-isobenzofuran-1-yl]-propyl}-dimethyl-amine
• CAS: 1029696-39-6
• 化学式: C₂₁H₂₆BrNO
• 分子量: 388.348
• InChiKey: ZMQNBZHYMMZURJ-UHFFFAOYSA-N

物化性质

• 熔点：
  186.8 °C
• 沸点：
  438.8±45.0 °C(predicted)
• 密度：
  1.209±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  12.47
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  {3-[5-溴-1-苯基-3,3-二甲基-1,3-二氢-异苯并呋喃-1-基]-丙基}-二甲基-胺 、 草酸 以 丙酮 为溶剂， 以6.82 g的产率得到{3-[5-bromo-1-phenyl-3,3-dimethyl-1,3-dihydro-isobenzofuran-1-yl]-propyl}-dimethyl-amine 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：

  magnesium,N,N-dimethylpropan-1-amine,chloride 、 5-bromo-3,3-dimethylisobenzofuran-1(3H)-one 、 苯基溴化镁 在 盐酸 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 2.5h， 生成 {3-[5-溴-1-苯基-3,3-二甲基-1,3-二氢-异苯并呋喃-1-基]-丙基}-二甲基-胺
  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