5-Oxo-5-(3,4-dimethoxyphenyl)valeronitril | 54959-84-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-Oxo-5-(3,4-dimethoxyphenyl)valeronitril
• 英文别名: 5-(3,4-Dimethoxyphenyl)-5-oxopentanenitrile
• CAS: 54959-84-1
• 化学式: C₁₃H₁₅NO₃
• 分子量: 233.267
• InChiKey: FTAASWMOUUMRRP-UHFFFAOYSA-N

物化性质

• 沸点：
  417.3±35.0 °C(Predicted)
• 密度：
  1.100±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.58
• 重原子数：
  17.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  59.32
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-Oxo-5-(3,4-dimethoxyphenyl)valeronitril 在 镍 氢气 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 50.0 ℃ 、5.07 MPa 条件下， 反应 22.0h， 生成 (4aS,5S,9bS)-7,8-dimethoxy-5-phenyl-1,3,4,4a,5,9b-hexahydroindeno[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

文献信息

• Kunstmann, Rudolf; Lerch, Ulrich; Wagner, Konrad, Journal of Heterocyclic Chemistry, 1981, vol. 18, p. 1437 - 1444
  作者：Kunstmann, Rudolf、Lerch, Ulrich、Wagner, Konrad

  DOI：——

  日期：——
• KUNSTMANN, R.;LERCH, U.;WAGNER, K., J. HETEROCYCL. CHEM., 1981, 18, N 7, 1437-1444
  作者：KUNSTMANN, R.、LERCH, U.、WAGNER, K.

  DOI：——

  日期：——
• US3980656A
  申请人：——

  公开号：US3980656A

  公开（公告）日：1976-09-14
• 2,3,4,4a,5,9b-Hexahydro-1H-indeno[1,2-b]pyridines: potential antidepressants
  作者：Rudolf Kunstmann、Ulrich Lerch、Hermann Gerhards、Margret Leven、Ulrich Schacht

  DOI：10.1021/jm00370a004

  日期：1984.4

  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.