5-(m-fluorophenyl)-2,3-5,6-tetrahydroimidazo[2,1-a]isoquinolin-5-ol | 56882-43-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 5-(m-fluorophenyl)-2,3-5,6-tetrahydroimidazo[2,1-a]isoquinolin-5-ol
• 英文别名: 2,3,5,6-Tetrahydro-5-(3-fluorophenyl)-imidazo(2,1-a)isoquinolin-5-ol；5-(3-fluorophenyl)-3,6-dihydro-2H-imidazo[2,1-a]isoquinolin-5-ol
• CAS: 56882-43-0
• 化学式: C₁₇H₁₅FN₂O
• 分子量: 282.317
• InChiKey: HQRRHGZAZVWSPF-UHFFFAOYSA-N

物化性质

• 熔点：
  210 °C (decomp)
• 沸点：
  444.7±55.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  间氟苯甲酸 在 正丁基锂 、 氯化亚砜 作用下， 以 甲醇 、 二氯甲烷 、 苯 为溶剂， 反应 12.0h， 生成 5-(m-fluorophenyl)-2,3-5,6-tetrahydroimidazo[2,1-a]isoquinolin-5-ol
  参考文献：
  名称：

  Antidepressant activity of 5-aryl-2,3,5,6-tetrahydroimidazo[2,1-a]isoquinolin-5-ols

  摘要：

  A series of 5-aryl-2,3,5,6-tetrahydroimidazo[2,1-a]isoquinolin-5-ols was prepared and evaluated for potential antidepressant activity in the reserpine-induced hypothermia model and selected central nervous system and autonomic activity tests. Several members of the series, notably the 4-chloro- and 4-fluorophenyl analogues, demonstrated pharmacological activity in the range of imipramine. Both compounds provided a marked potentiation of the 5-hydroxytryptophan-facilitated monosynaptic spike in the spinal cat preparation.

  DOI：

  10.1021/jm00359a025

文献信息

• HOULIHAN, W. J.;GOGERTY, J. H.;PARRINO, V. A.;RYAN, E., J. MED. CHEM., 1983, 26, N 5, 765-768
  作者：HOULIHAN, W. J.、GOGERTY, J. H.、PARRINO, V. A.、RYAN, E.

  DOI：——

  日期：——
• US4101553A
  申请人：——

  公开号：US4101553A

  公开（公告）日：1978-07-18
• US4140859A
  申请人：——

  公开号：US4140859A

  公开（公告）日：1979-02-20
• Antidepressant activity of 5-aryl-2,3,5,6-tetrahydroimidazo[2,1-a]isoquinolin-5-ols
  作者：William J. Houlihan、John H. Gogerty、Vincent A. Parrino、Eileen Ryan

  DOI：10.1021/jm00359a025

  日期：1983.5

  A series of 5-aryl-2,3,5,6-tetrahydroimidazo[2,1-a]isoquinolin-5-ols was prepared and evaluated for potential antidepressant activity in the reserpine-induced hypothermia model and selected central nervous system and autonomic activity tests. Several members of the series, notably the 4-chloro- and 4-fluorophenyl analogues, demonstrated pharmacological activity in the range of imipramine. Both compounds provided a marked potentiation of the 5-hydroxytryptophan-facilitated monosynaptic spike in the spinal cat preparation.