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dc.contributor.author Darcsi András
dc.contributor.author Rácz Ákos
dc.contributor.author Béni Szabolcs
dc.date.accessioned 2017-05-24T15:09:38Z
dc.date.available 2017-05-24T15:09:38Z
dc.date.issued 2017
dc.identifier.citation pagination=187-194; journalVolume=134; journalTitle=JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS;
dc.identifier.uri http://repo.lib.semmelweis.hu//handle/123456789/4126
dc.identifier.uri doi:10.1016/j.jpba.2016.11.029
dc.description.abstract Abstract Unknown impurity associated with the degradation process of dapoxetine base was isolated. The structure elucidation of this new compound using accurate mass data, IR and NMR spectroscopy is presented herein. The unambiguous resonance assignment concluded to the formation of geometrical isomers of cinnamyloxynaphtalenes via Cope elimination of dapoxetin-N-oxide, the major oxidative and metabolic degradation product of dapoxetine. An efficient and simple synthetic approach has also been developed for the synthesis of dapoxetine-N-oxide for the first time and cinnamyloxynaphtalene in order to confirm the proposed degradation pathway and structures of the degradation products. It was observed that the main degradation product of dapoxetine base when exposed to air is 1-(2E)-cinnamyloxynaphthalene, while its Z isomer was also confirmed as a minor impurity.
dc.relation.ispartof urn:issn:0731-7085
dc.title Identification and characterization of a new dapoxetine impurity by NMR: Transformation of N-oxide by Cope elimination
dc.type Journal Article
dc.date.updated 2017-03-20T13:51:09Z
dc.language.rfc3066 en
dc.identifier.mtmt 3147012
dc.identifier.pubmed 27915196
dc.contributor.department SE/GYTK/Farmakognózia Intézet
dc.contributor.department SE/GYTK/Gyógyszerészi Kémiai Intézet
dc.contributor.institution Semmelweis Egyetem


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