3,4-dihydro-3-(dipropylamino)-2H-1-benzopyran-6-ol hydrobromide | 112460-73-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3,4-dihydro-3-(dipropylamino)-2H-1-benzopyran-6-ol hydrobromide
• 英文别名: 3-(dipropylamino)-3,4-dihydro-2H-chromen-6-ol hydrobromide；3-(dipropylamino)-3,4-dihydro-2H-chromen-6-ol;hydrobromide
• CAS: 112460-73-8
• 化学式: BrH*C₁₅H₂₃NO₂
• 分子量: 330.265
• InChiKey: DEGKLWTVBSCBIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  32.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-methoxy-3,4-dihydro-3-(dipropylamino)-2H-1-benzopyran hydrobromide 在 氢溴酸 作用下， 反应 2.0h， 以28%的产率得到3,4-dihydro-3-(dipropylamino)-2H-1-benzopyran-6-ol hydrobromide
  参考文献：
  名称：

  6- and 8-Hydroxy-3,4-dihydro-3-(dipropylamino)-2H-1-benzopyrans. Dopamine agonists with autoreceptor selectivity

  摘要：

  The dopamine agonist profiles of 3,4-dihydro-3-(3-dipropylamino)-2H-1-benzopyran-6- and -8-ol (4 and 5, respectively) were examined. Both 4 and 5 exhibited greater relative affinity for receptors labeled with the dopamine agonist ligand [3H]propylnorapomorphine than for those labeled with the dopamine antagonist ligand [3H]haloperidol. Both compounds attenuated the stimulation of brain dopamine synthesis caused by gamma-butyrolactone (GBL) and decreased the firing rate of substantia nigra dopamine neurons in rats. This profile of activity, together with the ability of the dopamine antagonist haloperidol to reverse the inhibition of dopamine neuronal firing, indicate that both compounds are brain dopamine agonists.

  DOI：

  10.1021/jm00398a032

文献信息

• WISE, LAWRENCE D.;DEWALD, HORACE A.;HAWKINS, ELMA S.;REYNOLDS, DONNA M.;H+, J. MED. CHEM., 31,(1988) N 3, 688-691
  作者：WISE, LAWRENCE D.、DEWALD, HORACE A.、HAWKINS, ELMA S.、REYNOLDS, DONNA M.、H+

  DOI：——

  日期：——
• 6- and 8-Hydroxy-3,4-dihydro-3-(dipropylamino)-2H-1-benzopyrans. Dopamine agonists with autoreceptor selectivity
  作者：Lawrence D. Wise、Horace A. DeWald、Elma S. Hawkins、Donna M. Reynolds、Thomas G. Heffner、Leonard T. Meltzer、Thomas A. Pugsley

  DOI：10.1021/jm00398a032

  日期：1988.3

  The dopamine agonist profiles of 3,4-dihydro-3-(3-dipropylamino)-2H-1-benzopyran-6- and -8-ol (4 and 5, respectively) were examined. Both 4 and 5 exhibited greater relative affinity for receptors labeled with the dopamine agonist ligand [3H]propylnorapomorphine than for those labeled with the dopamine antagonist ligand [3H]haloperidol. Both compounds attenuated the stimulation of brain dopamine synthesis caused by gamma-butyrolactone (GBL) and decreased the firing rate of substantia nigra dopamine neurons in rats. This profile of activity, together with the ability of the dopamine antagonist haloperidol to reverse the inhibition of dopamine neuronal firing, indicate that both compounds are brain dopamine agonists.