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Advisor(s)
Abstract(s)
A detailed study of the electrochemical oxidative behavior of morphine in aqueous solution is reported. Through the
synthesis of several metabolites and derivatives, pseudomorphine, morphine N-oxide, normorphine, dihydromorphine
and 2-(N,N-dimethylaminomethyl)morphine, and their voltammetric study it was possible to identify the oxidation
peaks for morphine. The anodic waves are related with the oxidation of phenolic and tertiary amine groups. It is also
possible to verify that a poorly defined peak observable during morphine oxidation is not a consequence of further
oxidation of pseudomorphine but due to formation of a dimer during phenolic group oxidation. The results obtained
and especially those regarding the formation of a new polymer based on a C O coupling could be useful for clarifying
the discoloration phenomenon occurring during storage of morphine solutions as well as leading to a better
understanding of its oxidative metabolic pathways.
Description
Keywords
Morphine Pseudomorphine Morphine N-oxide Normorphine Dihydromorphine 2-(N,NDimethylaminomethyl) morphine Oxidation Voltammetry Drugs of abuse
Citation
Publisher
WILEY-VCH Verlag