2-(cyclohexanecarbonyl)-3,6,7,12b-tetrahydro-1H-pyrazino[1,2-d][1,4]benzothiazepin-4-one | 121654-77-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并硫氮卓类
• 英文名称: 2-(cyclohexanecarbonyl)-3,6,7,12b-tetrahydro-1H-pyrazino[1,2-d][1,4]benzothiazepin-4-one
• CAS: 121654-77-1
• 化学式: C₁₉H₂₄N₂O₂S
• 分子量: 344.478
• InChiKey: IFUAVGSTUDNPGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  65.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(苯基硫代)乙胺盐酸盐 在 sodium tetrahydroborate 、 PPA 、 碳酸氢钠 、 溶剂黄146 、 锌 作用下， 以 乙醇 、 水 为溶剂， 生成 2-(cyclohexanecarbonyl)-3,6,7,12b-tetrahydro-1H-pyrazino[1,2-d][1,4]benzothiazepin-4-one
  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：——
• 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.