1-phenyl-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-ethanone | 95278-62-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-phenyl-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-ethanone
• 英文别名: N-phenacyl-4-phenyl-1,2,3,6-tetrahydropyridine；1-phenyl-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone
• CAS: 95278-62-9
• 化学式: C₁₉H₁₉NO
• 分子量: 277.366
• InChiKey: VYXHAOXVZGKXEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-phenyl-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-ethanone 在 盐酸 、 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 5.0h， 生成 (5S,6R)-4,6-diphenyl-1-azabicyclo[3.2.1]oct-3-ene
  参考文献：
  名称：

  Benzyl Cation Initiated Intramolecular Cyclizations. Synthesis of 1-azabicyclo[3.2.1]octene derivatives

  摘要：

  Benzyl cation inititiated intramolecular cyclization reactions with conjugated C-C double bonds were performed providing rac. endo-exo isomers of 1-azabicyclo[3.2.1] octenes (2 and 3). Formation of the endo isomer 2 is favoured. Compounds 2 possess dopamine uptake inhibitory effect with an additional selective MAO-B enzyme inhibitory potential. The remarkable in vitro effects do not correspond to in viva antidepressant activity.

  DOI：

  10.1002/prac.19983400511
• 作为产物：
  描述：

  1,2,3,6-四氢-4-苯基吡啶盐酸盐 、 2-溴苯乙酮 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-phenyl-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-ethanone
  参考文献：
  名称：

  Benzyl Cation Initiated Intramolecular Cyclizations. Synthesis of 1-azabicyclo[3.2.1]octene derivatives

  摘要：

  Benzyl cation inititiated intramolecular cyclization reactions with conjugated C-C double bonds were performed providing rac. endo-exo isomers of 1-azabicyclo[3.2.1] octenes (2 and 3). Formation of the endo isomer 2 is favoured. Compounds 2 possess dopamine uptake inhibitory effect with an additional selective MAO-B enzyme inhibitory potential. The remarkable in vitro effects do not correspond to in viva antidepressant activity.

  DOI：

  10.1002/prac.19983400511

文献信息

• Benzyl Cation Initiated Intramolecular Cyclizations. Synthesis of 1-azabicyclo[3.2.1]octene derivatives
  作者：Emese Csuzdi、Istv�n Pallagi、Istv�n Szir�ki、S�ndor S�lyom

  DOI：10.1002/prac.19983400511

  日期：——

  Benzyl cation inititiated intramolecular cyclization reactions with conjugated C-C double bonds were performed providing rac. endo-exo isomers of 1-azabicyclo[3.2.1] octenes (2 and 3). Formation of the endo isomer 2 is favoured. Compounds 2 possess dopamine uptake inhibitory effect with an additional selective MAO-B enzyme inhibitory potential. The remarkable in vitro effects do not correspond to in viva antidepressant activity.