Synthesis and physico-chemical properties of some l-benzyl-azepane-2,3-dione 3-(O-substituted oximes) with attribution of their Ζ and Ε configurations and 4-(phenylhydrazono)azepane-2,3-dione 3-(0-substituted oximes) resulting of condensation with various O-aryl-hydroxylamines are described. These azepanedione-oxime compounds are prepared from the corresponding azepan-2-ones and 1-benzylazepan-2-ones.
IntroductionThrough studies of amide or lactame derivatives highlighted the interesting pharmacological properties, in particular actions on central nervous system via stimulation of various ion channels [1], The synthesis of 3-[0-(benzyl)oximinoether] hexahydroazepin-2,3-diones previously reported [2] showed that they are capable to relax both rat trachea and human bronchus. The oximinoether or oxime derivatives exhibited marked antinociceptive and anticonvulsant activities [3], This work describes synthesis and physicochemical properties of l-benzylazepane-2,3-dione 3-(0-substituted oximes) with attribution of their Ζ and Ε configurations and 4-(phenylhydrazono)azepane-2,3-dione 3-(0-substituted oximes) resulting of condensation with various O-arylhydroxylamines from the corresponding azepan-2-ones and 1 -benzylazepan-2-ones.