Isolation and structure elucidation of novel products of the acidic degradation of diazepam
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 charac...
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| Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_00223549_v84_n2_p208_Nudelman |
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todo:paper_00223549_v84_n2_p208_Nudelman2023-10-03T14:31:56Z Isolation and structure elucidation of novel products of the acidic degradation of diazepam Nudelman, N.S. de Waisbaum, R.G. 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 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 JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_00223549_v84_n2_p208_Nudelman |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
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Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
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 |
| spellingShingle |
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 Nudelman, N.S. de Waisbaum, R.G. Isolation and structure elucidation of novel products of the acidic degradation of diazepam |
| topic_facet |
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 |
| description |
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 |
| format |
JOUR |
| author |
Nudelman, N.S. de Waisbaum, R.G. |
| author_facet |
Nudelman, N.S. de Waisbaum, R.G. |
| author_sort |
Nudelman, N.S. |
| title |
Isolation and structure elucidation of novel products of the acidic degradation of diazepam |
| title_short |
Isolation and structure elucidation of novel products of the acidic degradation of diazepam |
| title_full |
Isolation and structure elucidation of novel products of the acidic degradation of diazepam |
| title_fullStr |
Isolation and structure elucidation of novel products of the acidic degradation of diazepam |
| title_full_unstemmed |
Isolation and structure elucidation of novel products of the acidic degradation of diazepam |
| title_sort |
isolation and structure elucidation of novel products of the acidic degradation of diazepam |
| url |
http://hdl.handle.net/20.500.12110/paper_00223549_v84_n2_p208_Nudelman |
| work_keys_str_mv |
AT nudelmanns isolationandstructureelucidationofnovelproductsoftheacidicdegradationofdiazepam AT dewaisbaumrg isolationandstructureelucidationofnovelproductsoftheacidicdegradationofdiazepam |
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