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Abstract:

Accelerated thermal, hydrolytic, and photochemical degradations of alprazolam were performed under several reaction conditions. The stress studies revealed the photolability of the drug as the most adverse stability factor; the main photodegradation products were isolated and properly characterized as: triazolaminoquinoleine; 5-chloro-[5-methyl-4H-1,2,4-triazol-4-yl]benzophenone, and 1-methyl-6-phenyl-4h-s-triazo- [4,3-α][1,4]benzodiazepinone. Accelerated pH-dependent studies show that the photoinstability increases as the pH decreases; at pH 9.0, photodegradation does not occur, therefore, the photochemical degradation of alprazolam was performed in buffered solutions at pH 2.0 and 3.6. The higher rate of reaction was observed at pH = 2.0; consequently, acidic conditions should be avoided and appropriate light protection is recommended during the drug-development process, storage, and handling. The main degradation route for alprazolam tablets is also photochemical. © 2002 Wiley-Liss, Inc.

Registro:

Documento: Artículo
Título:Isolation and structural elucidation of degradation products of alprazolam: Photostability studies of alprazolam tablets
Autor:Nudelman, N.S.; Cabrera, C.G.
Filiación:Depto. Química Orgánica, Facultad de Ciencias Exactas y Naturales, P.3 Ciudad Universitaria, 1428 Buenos Aires, Argentina
Palabras clave:Alprazolam; Alprazolam photodegradation products; Alprazolam stability; Photochemical degradation; Triazolobenzodiazepines; alprazolam; aminoquinoline derivative; benzodiazepine derivative; benzophenone derivative; article; chemical reaction kinetics; drug degradation; drug isolation; drug stability; drug storage; hydrolysis; pH; photochemistry; structure analysis; tablet; thermostability
Año:2002
Volumen:91
Número:5
Página de inicio:1274
Página de fin:1286
DOI: http://dx.doi.org/10.1002/jps.10141
Título revista:Journal of Pharmaceutical Sciences
Título revista abreviado:J. Pharm. Sci.
ISSN:00223549
CODEN:JPMSA
CAS:alprazolam, 28981-97-7
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00223549_v91_n5_p1274_Nudelman

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Citas:

---------- APA ----------
Nudelman, N.S. & Cabrera, C.G. (2002) . Isolation and structural elucidation of degradation products of alprazolam: Photostability studies of alprazolam tablets. Journal of Pharmaceutical Sciences, 91(5), 1274-1286.
http://dx.doi.org/10.1002/jps.10141
---------- CHICAGO ----------
Nudelman, N.S., Cabrera, C.G. "Isolation and structural elucidation of degradation products of alprazolam: Photostability studies of alprazolam tablets" . Journal of Pharmaceutical Sciences 91, no. 5 (2002) : 1274-1286.
http://dx.doi.org/10.1002/jps.10141
---------- MLA ----------
Nudelman, N.S., Cabrera, C.G. "Isolation and structural elucidation of degradation products of alprazolam: Photostability studies of alprazolam tablets" . Journal of Pharmaceutical Sciences, vol. 91, no. 5, 2002, pp. 1274-1286.
http://dx.doi.org/10.1002/jps.10141
---------- VANCOUVER ----------
Nudelman, N.S., Cabrera, C.G. Isolation and structural elucidation of degradation products of alprazolam: Photostability studies of alprazolam tablets. J. Pharm. Sci. 2002;91(5):1274-1286.
http://dx.doi.org/10.1002/jps.10141