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Abstract:

The acidic degradation of diazepam in methanolic aqueous solution has been investigated. Apart from the known degradation products, 2‐(N‐methylamino)‐5‐chlorobenzophenone and glycine, produced by the hydrolytic cleavage of the benzodiazepinone ring, five novel products were isolated and fully characterized by their spectroscopic features and independent synthesis. Substituted 2‐amino‐3,5‐dichlorobenzophenones and 2,4‐dichloroacridinones were found, the formation of which in the reaction media is mechanistically intriguing. The role of these unexpected products in accelerated studies of diazepam stability is discussed. Copyright © 1995 Wiley‐Liss, Inc., A Wiley Company

Registro:

Documento: Artículo
Título:Isolation and structure elucidation of novel products of the acidic degradation of diazepam
Autor:Nudelman, N.S.; de Waisbaum, R.G.
Filiación:Depto. Química Orgánica, Facultad de Ciencias Exactas Y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Pab. II, P. 3, Buenos Aires, 1428, Argentina
Palabras clave:5 chloro 2 (methylamino)benzophenone; benzophenone derivative; diazepam; glycine; unclassified drug; anxiety neurosis; article; controlled study; drug degradation; drug determination; drug hydrolysis; drug isolation; drug stability; drug structure; seizure; sleep disorder; withdrawal syndrome; Chromatography, Thin Layer; Diazepam; Drug Stability; Hydrolysis; Magnetic Resonance Spectroscopy; Spectrophotometry, Infrared; Spectrophotometry, Ultraviolet; Spectrum Analysis, Mass; Support, Non-U.S. Gov't
Año:1995
Volumen:84
Número:2
Página de inicio:208
Página de fin:211
DOI: http://dx.doi.org/10.1002/jps.2600840217
Título revista:Journal of Pharmaceutical Sciences
Título revista abreviado:J. Pharm. Sci.
ISSN:00223549
CAS:Diazepam, 439-14-5
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00223549_v84_n2_p208_Nudelman

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Citas:

---------- APA ----------
Nudelman, N.S. & de Waisbaum, R.G. (1995) . Isolation and structure elucidation of novel products of the acidic degradation of diazepam. Journal of Pharmaceutical Sciences, 84(2), 208-211.
http://dx.doi.org/10.1002/jps.2600840217
---------- CHICAGO ----------
Nudelman, N.S., de Waisbaum, R.G. "Isolation and structure elucidation of novel products of the acidic degradation of diazepam" . Journal of Pharmaceutical Sciences 84, no. 2 (1995) : 208-211.
http://dx.doi.org/10.1002/jps.2600840217
---------- MLA ----------
Nudelman, N.S., de Waisbaum, R.G. "Isolation and structure elucidation of novel products of the acidic degradation of diazepam" . Journal of Pharmaceutical Sciences, vol. 84, no. 2, 1995, pp. 208-211.
http://dx.doi.org/10.1002/jps.2600840217
---------- VANCOUVER ----------
Nudelman, N.S., de Waisbaum, R.G. Isolation and structure elucidation of novel products of the acidic degradation of diazepam. J. Pharm. Sci. 1995;84(2):208-211.
http://dx.doi.org/10.1002/jps.2600840217