(+/-)-1-(5-hydroxy-2-benzofuranyl)-2-(isopropylamino)ethanol | 73257-20-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: (+/-)-1-(5-hydroxy-2-benzofuranyl)-2-(isopropylamino)ethanol
• 英文别名: 2-[1-Hydroxy-2-(propan-2-ylamino)ethyl]-1-benzofuran-5-ol
• CAS: 73257-20-2
• 化学式: C₁₃H₁₇NO₃
• 分子量: 235.283
• InChiKey: RXXGOBZGZGNUKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  65.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  methyl 5-acetoxy-2-benzofuranyl ketone 在 2-吡咯烷酮 、 sodium tetrahydroborate 、 pyrrolidone hydrotribromide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 、 乙腈 为溶剂， 反应 20.0h， 生成 (+/-)-1-(5-hydroxy-2-benzofuranyl)-2-(isopropylamino)ethanol
  参考文献：
  名称：

  Adrenergic receptor agonists

  摘要：

  Two hydroxy-substituted benzofuranylethanolamines (9 and 10), analogues of adrenoceptor-active aryloxypropanolamines, were prepared and their beta-adrenoceptor activity was examined. Compound 9 was found to be a beta 1-selective adrenergic agonist with high intrinsic activity. Due to the rigidity of the benzofuranyl moiety of 9, its functional groups cannot be brought into the same spatial positions as those of a phenylethanolamine-type agonist like isoprenaline. This could indicate that adrenergic agonists of the aryloxypropanolamine type and of the phenylethanolamine type are differently bound to the receptor when eliciting the effect.

  DOI：

  10.1021/jm00180a008

文献信息

• LOEVGREN K.; HEDBERG A.; NILSSON J. L. G., J. MED. CHEM., 1980, 23, NO 6, 624-627
  作者：LOEVGREN K.、 HEDBERG A.、 NILSSON J. L. G.

  DOI：——

  日期：——
• Adrenergic receptor agonists
  作者：Kurt Loevgren、Anders Hedberg、J. Lars G. Nilsson

  DOI：10.1021/jm00180a008

  日期：1980.6

  Two hydroxy-substituted benzofuranylethanolamines (9 and 10), analogues of adrenoceptor-active aryloxypropanolamines, were prepared and their beta-adrenoceptor activity was examined. Compound 9 was found to be a beta 1-selective adrenergic agonist with high intrinsic activity. Due to the rigidity of the benzofuranyl moiety of 9, its functional groups cannot be brought into the same spatial positions as those of a phenylethanolamine-type agonist like isoprenaline. This could indicate that adrenergic agonists of the aryloxypropanolamine type and of the phenylethanolamine type are differently bound to the receptor when eliciting the effect.