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Breier, A.R.; Nudelman, N.S.; Steppe, M.; Schapoval, E.E.S. "Isolation and structure elucidation of photodegradation products of fexofenadine" (2008) Journal of Pharmaceutical and Biomedical Analysis. 46(2):250-257
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Abstract:

The photostability of the antihistamine fexofenadine hydrochloride is described. The stress studies revealed the photostability of the drug as the most adverse stability factor. The main photodegradation products were isolated and its structures were elucidated by 1H, 13C, COSY, HSQC, HMBC NMR and mass spectrometry techniques. The drug was exposed to UVC light at 254 nm in methanolic solutions and the degradation was followed by HPLC and TLC. The photostability of fexofenadine tablets was studied and the same degradation products were observed. The two photodegradation products isolated were characterized as the isopropyl derivative, obtained by decarboxilation of fexofenadine, and a benzophenone compound, which was obtained by rearrangement of aromatic rings and oxidation reactions. The results show the importance of appropriate light protection during the drug development process, storage and handling. © 2007 Elsevier B.V. All rights reserved.

Registro:

Documento: Artículo
Título:Isolation and structure elucidation of photodegradation products of fexofenadine
Autor:Breier, A.R.; Nudelman, N.S.; Steppe, M.; Schapoval, E.E.S.
Filiación:Programa de Pós-Graduação em Ciências Farmacêuticas, Faculdade de Farmácia, Universidade Federal do Rio Grande do Sul, Av. Ipiranga, 2752, Porto Alegre, RS CEP 90610-000, Brazil
Facultad de Ciencias Exactas, Universidad de Buenos Aires, Pab. II P.3, Ciudad Universitaria, 1428EHA Buenos Aires, Argentina
Palabras clave:Fexofenadine hydrochloride; Fexofenadine photodegradation products; Fexofenadine photostability; Photodegradation; Quality control; aromatic compound; benzophenone; croscarmellose sodium; excipient; fexofenadine; hydroxypropylmethylcellulose; iron oxide; macrogol; magnesium stearate; microcrystalline cellulose; povidone; silicon dioxide; starch; titanium dioxide; article; carbon nuclear magnetic resonance; decarboxylation; drug isolation; drug stability; drug storage; drug structure; heteronuclear multiple bond correlation; heteronuclear single quantum coherence; high performance liquid chromatography; oxidation; photodegradation; priority journal; proton nuclear magnetic resonance; quality control; stress; thin layer chromatography; Histamine H1 Antagonists; Molecular Structure; Photochemistry; Spectrophotometry, Ultraviolet; Terfenadine
Año:2008
Volumen:46
Número:2
Página de inicio:250
Página de fin:257
DOI: http://dx.doi.org/10.1016/j.jpba.2007.09.017
Título revista:Journal of Pharmaceutical and Biomedical Analysis
Título revista abreviado:J. Pharm. Biomed. Anal.
ISSN:07317085
CODEN:JPBAD
CAS:benzophenone, 119-61-9; croscarmellose sodium, 74811-65-7; fexofenadine, 138452-21-8; hydroxypropylmethylcellulose, 9004-65-3; iron oxide, 1332-37-2; macrogol, 25322-68-3; magnesium stearate, 557-04-0; microcrystalline cellulose, 39394-43-9, 51395-75-6; povidone, 9003-39-8; silicon dioxide, 10279-57-9, 14464-46-1, 14808-60-7, 15468-32-3, 60676-86-0, 7631-86-9; starch, 9005-25-8, 9005-84-9; titanium dioxide, 1317-70-0, 1317-80-2, 13463-67-7, 51745-87-0; fexofenadine, 138452-21-8; Histamine H1 Antagonists; Terfenadine, 50679-08-8
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_07317085_v46_n2_p250_Breier

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Citas:

---------- APA ----------
Breier, A.R., Nudelman, N.S., Steppe, M. & Schapoval, E.E.S. (2008) . Isolation and structure elucidation of photodegradation products of fexofenadine. Journal of Pharmaceutical and Biomedical Analysis, 46(2), 250-257.
http://dx.doi.org/10.1016/j.jpba.2007.09.017
---------- CHICAGO ----------
Breier, A.R., Nudelman, N.S., Steppe, M., Schapoval, E.E.S. "Isolation and structure elucidation of photodegradation products of fexofenadine" . Journal of Pharmaceutical and Biomedical Analysis 46, no. 2 (2008) : 250-257.
http://dx.doi.org/10.1016/j.jpba.2007.09.017
---------- MLA ----------
Breier, A.R., Nudelman, N.S., Steppe, M., Schapoval, E.E.S. "Isolation and structure elucidation of photodegradation products of fexofenadine" . Journal of Pharmaceutical and Biomedical Analysis, vol. 46, no. 2, 2008, pp. 250-257.
http://dx.doi.org/10.1016/j.jpba.2007.09.017
---------- VANCOUVER ----------
Breier, A.R., Nudelman, N.S., Steppe, M., Schapoval, E.E.S. Isolation and structure elucidation of photodegradation products of fexofenadine. J. Pharm. Biomed. Anal. 2008;46(2):250-257.
http://dx.doi.org/10.1016/j.jpba.2007.09.017