(4aS,5S,9bS)-5-(4-Isopropyl-phenyl)-7-methoxy-1,3,4,4a,5,9b-hexahydro-indeno[1,2-b]pyridin-2-one | 88687-28-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: (4aS,5S,9bS)-5-(4-Isopropyl-phenyl)-7-methoxy-1,3,4,4a,5,9b-hexahydro-indeno[1,2-b]pyridin-2-one
• CAS: 88687-28-9
• 化学式: C₂₂H₂₅NO₂
• 分子量: 335.446
• InChiKey: BGXUNZHXMANJDI-VLCRHTCISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.53
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  38.33
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (4aS,5S,9bS)-5-(4-Isopropyl-phenyl)-7-methoxy-1,3,4,4a,5,9b-hexahydro-indeno[1,2-b]pyridin-2-one 在 lithium aluminium tetrahydride 作用下， 生成 (4aS,5S,9bS)-5-(4-Isopropyl-phenyl)-7-methoxy-2,3,4,4a,5,9b-hexahydro-1H-indeno[1,2-b]pyridine
  参考文献：
  名称：

  2,3,4,4a,5,9b-Hexahydro-1H-indeno[1,2-b]pyridines: potential antidepressants

  摘要：

  The synthesis of various diastereoisomeric H4a,H5-cis,H4a,H9b-cis- and H4a,H5-trans,H4a,H9b-cis-2,3,4,4a,5,9b-hexahydro -1H-indeno[1,2-b]pyridines is described, as well as the evaluation of their antidepressant potency. Elucidation of structure-activity relationships revealed the H4a,H5-trans compounds as being by far the more active of the two series of diastereoisomers. Pharmacological and biochemical data suggest that these compounds are potential antidepressants with central stimulating properties, which are characterized by strong norepinephrine and dopamine reuptake inhibition.

  DOI：

  10.1021/jm00370a004
• 作为产物：
  描述：

  5-(4-甲氧基苯基)-5-氧代戊腈 在 镍 氢气 作用下， 以 乙醇 为溶剂， 100.0 ℃ 、10.13 MPa 条件下， 反应 19.0h， 生成 (4aS,5S,9bS)-5-(4-Isopropyl-phenyl)-7-methoxy-1,3,4,4a,5,9b-hexahydro-indeno[1,2-b]pyridin-2-one
  参考文献：
  名称：

  2,3,4,4a,5,9b-Hexahydro-1H-indeno[1,2-b]pyridines: potential antidepressants

  摘要：

  The synthesis of various diastereoisomeric H4a,H5-cis,H4a,H9b-cis- and H4a,H5-trans,H4a,H9b-cis-2,3,4,4a,5,9b-hexahydro -1H-indeno[1,2-b]pyridines is described, as well as the evaluation of their antidepressant potency. Elucidation of structure-activity relationships revealed the H4a,H5-trans compounds as being by far the more active of the two series of diastereoisomers. Pharmacological and biochemical data suggest that these compounds are potential antidepressants with central stimulating properties, which are characterized by strong norepinephrine and dopamine reuptake inhibition.

  DOI：

  10.1021/jm00370a004