Synthesis and anthelmintic activity of a series of pyrazino[2,1-a][2]benzazepine derivatives.
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.
Brewer
M D
MD
Beecham Pharmaceuticals Research Division, Tadworth, Surrey, England.
Burgess
M N
MN
Dorgan
R J
RJ
Elliott
R L
RL
Mamalis
P
P
Manger
B R
BR
Webster
R A
RA
D000818:Animals; D000923:Anticestodal Agents / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D001552:Benzazepines / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D055598:Chemical Phenomena; D002621:Chemistry; D004285:Dogs; D007536:Isomerism; D013329:Structure-Activity Relationship; D013621:Taenia / Q000187:drug effects; D013622:Taeniasis / Q000188:drug therapy
D000923:Anticestodal Agents; D001552:Benzazepines; C060958:2-(cyclohexylcarbonyl)-4-oxo-1,2,3,4,6,7,8,12b-octahydropyrazino(2,1-a)(2)benzazepine