α-(N-ethyl-N-benzylamino)-3,4-dimethoxyacetophenone | 78095-21-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-(N-ethyl-N-benzylamino)-3,4-dimethoxyacetophenone
• 英文别名: 2-[benzyl(ethyl)amino]-1-(3,4-dimethoxyphenyl)ethanone
• CAS: 78095-21-3
• 化学式: C₁₉H₂₃NO₃
• 分子量: 313.397
• InChiKey: LGUUAPYRJZWPQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.41
• 重原子数：
  23.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  38.77
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  α-(N-ethyl-N-benzylamino)-3,4-dimethoxyacetophenone 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以100%的产率得到N-ethyl-N-benzyl-2-(3,4-dimethoxyphenyl)-2-hydroxyethylamine
  参考文献：
  名称：

  Dopamine agonist properties of N-alkyl-4-(3,4-dihydroxyphenyl)-1,2,3,4-tetrahydroisoquinolines

  摘要：

  A series of homologous N-alkyl-4-(3,4-dihydroxyphenyl)-1,2,3,4-tetrahydroisoquinolines was synthesized and examined for a dopamine-like ability to dilate the renal artery. The N-methyl derivative was equipotent to the 3',4'-dihydroxy derivative of the antidepressant agent nomifensine, indicating that the 8-amino group of the latter is not essential for dopamine-like activity. The N-ethyl homologue was reduced in potency when compared to the N-methyl, and the N-n-propyl, surprisingly, was essentially devoid of activity. This was unexpected in view of the fact that in all series of dopamine-like agents reported to date, N-alkylation, when one of the alkyls was an n-propyl group, either allowed retention or enhancement of potency.

  DOI：

  10.1021/jm00140a021
• 作为产物：
  描述：

  3,4-二甲氧基苯乙酮 在 溴 作用下， 以 氯仿 、 苯 为溶剂， 反应 1.0h， 生成 α-(N-ethyl-N-benzylamino)-3,4-dimethoxyacetophenone
  参考文献：
  名称：

  Dopamine agonist properties of N-alkyl-4-(3,4-dihydroxyphenyl)-1,2,3,4-tetrahydroisoquinolines

  摘要：

  A series of homologous N-alkyl-4-(3,4-dihydroxyphenyl)-1,2,3,4-tetrahydroisoquinolines was synthesized and examined for a dopamine-like ability to dilate the renal artery. The N-methyl derivative was equipotent to the 3',4'-dihydroxy derivative of the antidepressant agent nomifensine, indicating that the 8-amino group of the latter is not essential for dopamine-like activity. The N-ethyl homologue was reduced in potency when compared to the N-methyl, and the N-n-propyl, surprisingly, was essentially devoid of activity. This was unexpected in view of the fact that in all series of dopamine-like agents reported to date, N-alkylation, when one of the alkyls was an n-propyl group, either allowed retention or enhancement of potency.

  DOI：

  10.1021/jm00140a021

文献信息

• JACOB, J. N.;NICHOLS, D. E.;KOHLI, J. D.;GLOCK, D., J. MED. CHEM., 1981, 24, N 8, 1013-1015
  作者：JACOB, J. N.、NICHOLS, D. E.、KOHLI, J. D.、GLOCK, D.

  DOI：——

  日期：——