2-[4-(4-Chloro-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-1-phenyl-ethanone | 157589-10-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-[4-(4-Chloro-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-1-phenyl-ethanone
• 英文别名: 2-[4-(4-chlorophenyl)-3,6-dihydro-2H-pyridin-1-yl]-1-phenylethanone
• CAS: 157589-10-1
• 化学式: C₁₉H₁₈ClNO
• 分子量: 311.811
• InChiKey: JNFCDGZLKRIYJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22
• 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：

  2-[4-(4-Chloro-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-1-phenyl-ethanone 在 sodium tetrahydroborate 、 甲烷磺酸 作用下， 以 甲醇 为溶剂， 反应 6.0h， 生成 (1R,5S,6R)-4-(4-Chloro-phenyl)-6-phenyl-1-aza-bicyclo[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：

  4-(4-氯苯基)-1,2,3,6-四氢吡啶盐酸盐 、 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 2-[4-(4-Chloro-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-1-phenyl-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.