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Voltammetric oxidation of drugs of abuse III. Heroin and metabolites

dc.contributor.authorGarrido, Jorge
dc.contributor.authorDelerue-Matos, Cristina
dc.contributor.authorBorges, F.
dc.contributor.authorMacedo, Tice R. A.
dc.contributor.authorOliveira-Brett, A. M.
dc.date.accessioned2013-11-22T16:08:04Z
dc.date.available2013-11-22T16:08:04Z
dc.date.issued2004
dc.description.abstractThe 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.por
dc.identifier.doi10.1002/elan.200302975pt_PT
dc.identifier.urihttp://hdl.handle.net/10400.22/2935
dc.language.isoengpor
dc.peerreviewedyespor
dc.publisherWILEY-VCH Verlagpor
dc.relation.ispartofseriesElectroanalysis; Vol. 16, Issue 18
dc.relation.publisherversionhttps://analyticalsciencejournals.onlinelibrary.wiley.com/doi/10.1002/elan.200302975por
dc.subjectHeroinpor
dc.subject3-Monoacetylmorphinepor
dc.subject6-Monoacetylmorphinepor
dc.subjectNorheroinpor
dc.subjectOxidationpor
dc.subjectVoltammetrypor
dc.subjectDrugs of abusepor
dc.titleVoltammetric oxidation of drugs of abuse III. Heroin and metabolitespor
dc.typejournal article
dspace.entity.typePublication
oaire.citation.endPage1502por
oaire.citation.startPage1497por
oaire.citation.titleElectroanalysispor
oaire.citation.volume16por
person.familyNameGarrido
person.familyNameDelerue-Matos
person.givenNameJorge
person.givenNameCristina
person.identifier.ciencia-id9A1A-43FB-5C27
person.identifier.orcid0000-0001-8981-231X
person.identifier.orcid0000-0002-3924-776X
person.identifier.ridD-4990-2013
person.identifier.scopus-author-id7202779733
person.identifier.scopus-author-id6603741848
rcaap.rightsopenAccesspor
rcaap.typearticlepor
relation.isAuthorOfPublicationf548e711-c68e-4c49-9471-9923c047116d
relation.isAuthorOfPublication09f6a7bd-2f15-42b0-adc5-04bd22210519
relation.isAuthorOfPublication.latestForDiscovery09f6a7bd-2f15-42b0-adc5-04bd22210519

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