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Incidence of the dehydration step on the electrochemical behaviour of 3-hydroxy 2-one benzodiazepine compounds (oxazepam and lorazepam) in aqueous acid media at the mercury electrode

✍ Scribed by B. Maupas; M.B. Fleury


Publisher
Elsevier Science
Year
1982
Tongue
English
Weight
470 KB
Volume
27
Category
Article
ISSN
0013-4686

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✦ Synopsis


The hypothesis of an e.c.e. mechanism may justify the electrochemical behaviour observed for the reduction at the mercury electrode of two benzodiazepinones: oxazepam 1 and lorazeparn 1'. In aqueous acid medium, the first step 2 would consist in the grossly irreversible reduction of the imine bond (ZFmol-r). The chemical rate limiting step of the overall e.c.e. mechanism (4Fmol-') would consist in an acidcatalysed dehydration of an intermediate 2yielding a species 3 which undergoes a disproportionation reaction with the hydrated species zgenerated in the first step. The following values of k' (k,,, = k'.(H')) weredetermined for the rate constant ofthe chemical rate limiting step: oxaaepam1_: k' = (1.0 f 0.1)106 s-t; lorazepam 1' : k' = (7.1 + O.S)l@ s-'.