Isolation and structural elucidation of degradation products of alprazolam: Photostability studies of alprazolam tablets
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...
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todo:paper_00223549_v91_n5_p1274_Nudelman2023-10-03T14:31:57Z Isolation and structural elucidation of degradation products of alprazolam: Photostability studies of alprazolam tablets Nudelman, N.S. Cabrera, C.G. 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 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. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_00223549_v91_n5_p1274_Nudelman |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
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 |
| spellingShingle |
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 Nudelman, N.S. Cabrera, C.G. Isolation and structural elucidation of degradation products of alprazolam: Photostability studies of alprazolam tablets |
| topic_facet |
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 |
| description |
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. |
| format |
JOUR |
| author |
Nudelman, N.S. Cabrera, C.G. |
| author_facet |
Nudelman, N.S. Cabrera, C.G. |
| author_sort |
Nudelman, N.S. |
| title |
Isolation and structural elucidation of degradation products of alprazolam: Photostability studies of alprazolam tablets |
| title_short |
Isolation and structural elucidation of degradation products of alprazolam: Photostability studies of alprazolam tablets |
| title_full |
Isolation and structural elucidation of degradation products of alprazolam: Photostability studies of alprazolam tablets |
| title_fullStr |
Isolation and structural elucidation of degradation products of alprazolam: Photostability studies of alprazolam tablets |
| title_full_unstemmed |
Isolation and structural elucidation of degradation products of alprazolam: Photostability studies of alprazolam tablets |
| title_sort |
isolation and structural elucidation of degradation products of alprazolam: photostability studies of alprazolam tablets |
| url |
http://hdl.handle.net/20.500.12110/paper_00223549_v91_n5_p1274_Nudelman |
| work_keys_str_mv |
AT nudelmanns isolationandstructuralelucidationofdegradationproductsofalprazolamphotostabilitystudiesofalprazolamtablets AT cabreracg isolationandstructuralelucidationofdegradationproductsofalprazolamphotostabilitystudiesofalprazolamtablets |
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1807321405209968640 |