2-(cycloheptylcarbonyl)-4-oxo-1,2,3,4,6,7,8,12b-octahydropyrazino[2,1-a-][2]benzazepine | 121654-57-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: 2-(cycloheptylcarbonyl)-4-oxo-1,2,3,4,6,7,8,12b-octahydropyrazino[2,1-a-][2]benzazepine
• 英文别名: 2-(Cycloheptanecarbonyl)-1,3,6,7,8,12b-hexahydropyrazino[2,1-a][2]benzazepin-4-one
• CAS: 121654-57-7
• 化学式: C₂₁H₂₈N₂O₂
• 分子量: 340.466
• InChiKey: AANSDXGWIIGJNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-苯基-1-丙胺 在 palladium on activated charcoal sodium tetrahydroborate 、 PPA 、 氢气 、 碳酸氢钠 作用下， 以 乙醇 、 水 为溶剂， 5.0~180.0 ℃ 、101.33 kPa 条件下， 反应 2.75h， 生成 2-(cycloheptylcarbonyl)-4-oxo-1,2,3,4,6,7,8,12b-octahydropyrazino[2,1-a-][2]benzazepine
  参考文献：
  名称：

  Synthesis and anthelmintic activity of a series of of pyrazino[2,1-a][2]benzazepine derivatives

  摘要：

  A series of 1,2,3,4,6,7,8,12b-octahydropyrazino[2,1-alpha][2] benzazepine derivatives was prepared and the cestocidal activity of the compounds evaluated in an in vitro Taenia crassiceps screen. Many of these derivatives proved to be highly active, and 2-(cyclohexylcarbonyl)-4-oxo-1,2,3,4,6,7,8,12b- octahydropyrazino[2,1-alpha][2]benzazepine, epsiprantel (BAN) (22), was selected for further development. The structure-activity relationships are discussed.

  DOI：

  10.1021/jm00129a007

文献信息

• BREWER, MALCOLM D.;BURGESS, MALCOLM N.;DORGAN, RODERICK J. J.;ELLIOTT, RI+, J. MED. CHEM., 32,(1989) N, C. 2058-2062
  作者：BREWER, MALCOLM D.、BURGESS, MALCOLM N.、DORGAN, RODERICK J. J.、ELLIOTT, RI+

  DOI：——

  日期：——
• US4661489A
  申请人：——

  公开号：US4661489A

  公开（公告）日：1987-04-28
• Synthesis and anthelmintic activity of a series of of pyrazino[2,1-a][2]benzazepine derivatives
  作者：Malcolm D. Brewer、Malcolm N. Burgess、Roderick J. J. Dorgan、Richard L. Elliott、Patrick Mamalis、Brian R. Manger、Richard A. B. Webster

  DOI：10.1021/jm00129a007

  日期：1989.9

  A series of 1,2,3,4,6,7,8,12b-octahydropyrazino[2,1-alpha][2] benzazepine derivatives was prepared and the cestocidal activity of the compounds evaluated in an in vitro Taenia crassiceps screen. Many of these derivatives proved to be highly active, and 2-(cyclohexylcarbonyl)-4-oxo-1,2,3,4,6,7,8,12b- octahydropyrazino[2,1-alpha][2]benzazepine, epsiprantel (BAN) (22), was selected for further development. The structure-activity relationships are discussed.