2-benzyl-4-oxo-1,2,3,6,7,12b-hexahydropyrazino[1,2-d][1,4]benzoxazepine | 121654-46-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-benzyl-4-oxo-1,2,3,6,7,12b-hexahydropyrazino[1,2-d][1,4]benzoxazepine
• 英文别名: 2-benzyl-3,6,7,12b-tetrahydro-1H-pyrazino[1,2-d][1,4]benzoxazepin-4-one
• CAS: 121654-46-4
• 化学式: C₁₉H₂₀N₂O₂
• 分子量: 308.38
• InChiKey: FMIOTBYAUXYHAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-benzyl-4-oxo-1,2,3,6,7,12b-hexahydropyrazino[1,2-d][1,4]benzoxazepine 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 45.0 ℃ 、101.33 kPa 条件下， 生成 2-(Cyclohexylcarbonyl)-4-oxo-1,2,3,6,7,12b-hexahydropyrazino[1,2-d][1,4]benzoxazepine
  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
• 作为产物：
  描述：

  1-(2-Phenoxyethyl)-4-benzyl-2-hydroxy-6-oxopiperazine 在 PPA 作用下， 生成 2-benzyl-4-oxo-1,2,3,6,7,12b-hexahydropyrazino[1,2-d][1,4]benzoxazepine
  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

• Benzazepines, and their use as anthelminthics
  申请人：Beecham Group p.l.c.

  公开号：US04661489A1

  公开（公告）日：1987-04-28

  A compound of formula (I): ##STR1## in which R is optionally substituted phenyl; C.sub.3-8 cycloalkyl; C.sub.5-8 cycloalkenyl; C.sub.1-8 alkyl which may be straight or branched; C.sub.2-8 alkenyl which may be straight or branched; 5- or 6- membered heterocyclyl; or optionally substituted phenyl C.sub.1-4 alkyl, each of Y and Z, which may be the same or different, is oxygen or sulphur; and X is --CH.sub.2 -- or oxygen, a process for the preparation of such compounds and their use in human and veterinary medicine.

  一种具有以下结构式（I）的化合物：##STR1## 其中R是可选择取代的苯基；C.sub.3-8环烷基；C.sub.5-8环烯基；C.sub.1-8烷基，可以是直链或支链；C.sub.2-8烯基，可以是直链或支链；5-或6-成员杂环基；或可选择取代的苯基C.sub.1-4烷基，Y和Z中的每一个（可以相同也可以不同）是氧或硫；X是--CH.sub.2--或氧，一种制备这类化合物的方法以及它们在人类和兽医学中的用途。
• Benzazepines and methods therefor
  申请人：Beecham Group, p.l.c.

  公开号：US04866056A1

  公开（公告）日：1989-09-12

  A compound of formula (I): ##STR1## in which R is optionally substituted phenyl; C.sub.3-8 cycloalkyl; C.sub.5-8 cycloalkenyl; C.sub.1-8 alkyl which may be straight or branched; C.sub.2-8 alkenyl which may be straight or branched; 5- or 6-membered heterocyclyl; or optionally substituted phenyl C.sub.1-4 alkyl, each of Y and Z, which may be the same or different, is oxygen or sulphur; and X is --CH.sub.2 -- or oxygen, a process for the preparation of such compounds and their use in human and veterinary medicine.

  化合物的公式（I）：##STR1## 其中R是可选取代的苯基；C.sub.3-8环烷基；C.sub.5-8环烯基；C.sub.1-8烷基，可以是直链或支链；C.sub.2-8烯基，可以是直链或支链；5-或6-成员杂环基；或可选取代的苯基C.sub.1-4烷基，Y和Z中的每一个，可以相同或不同，是氧或硫；X是--CH.sub.2--或氧，一种制备这种化合物的方法以及它们在人类和兽医学中的应用。
• Benzazepine and benzoxazepine derivatives
  申请人：BEECHAM GROUP PLC

  公开号：EP0134984A1

  公开（公告）日：1985-03-27

  A compound of formula (I): in which R is optionally substituted phenyl; C3-8 cycloalkyl; C5-8 cycloalkenyl; C1-8 alkyl which may be straight or branched; C2-8 alkenyl which may be straight or branched; 5-or 6- membered heterocyclyl; or optionally substituted phenyl C1-4 alkyl, each of Y and Z, which may be the same or different, is oxygen or sulphur; and X is -CH2- or oxygen, a process for the preparation of such compounds and their use in human and veterinary medicine.

  式(I)化合物： 其中 R 是任选取代的苯基；C3-8 环烷基；C5-8 环烯基；C1-8 烷基（可以是直链或支链）；C2-8 烯基（可以是直链或支链）；5-或 6-成员杂环基；或任选取代的苯基 C1-4 烷基，Y 和 Z（可以相同或不同）各自是氧或硫；以及 X 是-CH2-或氧。
• 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