Please use this identifier to cite or link to this item: http://hdl.handle.net/10316/8292
Title: Voltammetric Oxidation of Drugs of Abuse III. Heroin and Metabolites
Authors: Garrido, J. M. P. J. 
Delerue-Matos, C. 
Borges, F. 
Macedo, T. R. A. 
Oliveira-Brett, A. M. 
Issue Date: 2004
Citation: Electroanalysis. 16:18 (2004) 1497-1502
Abstract: The oxidative behavior of heroin in aqueous solution is reported. In order to identify its oxidation peaks, several metabolites, 6-monoacetylmorphine, 3-monoacetylmorphine and norheroin, were synthesized and their electrochemical behavior studied using differential pulse voltammetry. The anodic waves observed for heroin correspond to the oxidation of the tertiary amine group and its follow-up product (secondary amine), and to the oxidation of the phenolic group obtained from hydrolysis, at alkaline pHs, of the 3-acetyl group. The results enabled a new oxidative mechanism for heroin to be proposed in which a secondary amine, norheroin, and an aldehyde are obtained. The voltammetric behavior of 6-monoacetylmorphine and morphine was found to be similar demonstrating that the presence of an acetyl substituent on the 6-hydroxy group does not have a relevant influence on the peak potential of the wave resulting from oxidation of the 3-phenolic group.
URI: http://hdl.handle.net/10316/8292
DOI: 10.1002/elan.200302975
Rights: openAccess
Appears in Collections:FCTUC Química - Artigos em Revistas Internacionais

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