About: Identification, characterization, synthesis and HPLC quantification of new process-related impurities and degradation products in retigabine

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About: Identification, characterization, synthesis and HPLC quantification of new process-related impurities and degradation products in retigabine Goto Sponge NotDistinct Permalink

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
rdfs:seeAlso	http://www.sciencedirect.com/science/article/pii/S073170851400079X
Description	Two new impurities were described and determined using gradient HPLC method with UV detection in retigabine (RET). Using LC-HRMS, NMR and IR analysis the impurities were identified as RET-dimer I: diethyl {4,4'-diamino-6,6'-bis[(4-fluorobenzy)amino]biphenl-3,3'-diyl}biscarbama te and RET-dimer II: ethyl {2-amino-5-[{2-amino-4-[(4-fluorobenzyl) amino] phenyl} (ethoxycarbonyl) amino]-4-[(4-fluorobenzyl)amino] phenyl}carbamate. Reference standards of these impurities were synthesized followed by semipreparative HPLC purification. The mechanism of the formation of these impurities is also discussed. An HPLC method was optimized in order to separate, selectively detect and quantify all process-related impurities and degradation products of RET. The presented method, which was validated in terms of linearity, limit of detection (LOD), limit of quantification (LOQ) and selectivity is very quick (less than 11 min including re-equilibration time) and therefore highly suitable for routine analysis of RET related substances as well as stability studies. Two new impurities were described and determined using gradient HPLC method with UV detection in retigabine (RET). Using LC-HRMS, NMR and IR analysis the impurities were identified as RET-dimer I: diethyl {4,4'-diamino-6,6'-bis[(4-fluorobenzy)amino]biphenl-3,3'-diyl}biscarbama te and RET-dimer II: ethyl {2-amino-5-[{2-amino-4-[(4-fluorobenzyl) amino] phenyl} (ethoxycarbonyl) amino]-4-[(4-fluorobenzyl)amino] phenyl}carbamate. Reference standards of these impurities were synthesized followed by semipreparative HPLC purification. The mechanism of the formation of these impurities is also discussed. An HPLC method was optimized in order to separate, selectively detect and quantify all process-related impurities and degradation products of RET. The presented method, which was validated in terms of linearity, limit of detection (LOD), limit of quantification (LOQ) and selectivity is very quick (less than 11 min including re-equilibration time) and therefore highly suitable for routine analysis of RET related substances as well as stability studies. (en)
Title	Identification, characterization, synthesis and HPLC quantification of new process-related impurities and degradation products in retigabine Identification, characterization, synthesis and HPLC quantification of new process-related impurities and degradation products in retigabine (en)
skos:prefLabel	Identification, characterization, synthesis and HPLC quantification of new process-related impurities and degradation products in retigabine Identification, characterization, synthesis and HPLC quantification of new process-related impurities and degradation products in retigabine (en)
skos:notation	RIV/00216208:11160/14:10282191!RIV15-MSM-11160___
http://linked.open...avai/riv/aktivita	I
http://linked.open...avai/riv/aktivity	I
http://linked.open...iv/cisloPeriodika	June
http://linked.open...vai/riv/dodaniDat	2015
http://linked.open...aciTvurceVysledku	Nováková, Lucie
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Univerzita Karlova v Praze / Farmaceutická fakulta v Hradci Králové
http://linked.open...dnocenehoVysledku	20263
http://linked.open...ai/riv/idVysledku	RIV/00216208:11160/14:10282191
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	HPLC; Synthesis; Identification; Process-related impurities; Retigabine (en)
http://linked.open.../riv/klicoveSlovo	Synthesis Identification HPLC Process-related impurities Retigabine
http://linked.open...odStatuVydavatele	NL - Nizozemsko
http://linked.open...ontrolniKodProRIV	[2293F0CC5457]
http://linked.open...i/riv/nazevZdroje	Journal of Pharmaceutical and Biomedical Analysis
http://linked.open...in/vavai/riv/obor	CB
http://linked.open...ichTvurcuVysledku	1 (xsd:int)
http://linked.open...cetTvurcuVysledku	10 (xsd:int)
http://linked.open...UplatneniVysledku	2014
http://linked.open...v/svazekPeriodika	94
http://linked.open...iv/tvurceVysledku	Havlíček, Jaroslav Pekárek, Tomáš Tkadlecová, Marcela Černý, Josef Nováková, Lucie Douša, Michal Gibala, Petr Srbek, Jan Rádl, Stanislav Klecán, Ondřej
http://linked.open...ain/vavai/riv/wos	000336512900011
issn	0731-7085
number of pages	6 (xsd:int)
http://bibframe.org/vocab/doi	10.1016/j.jpba.2014.01.042
http://localhost/t...ganizacniJednotka	11160

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