| HPLC analysis of the nitrosation products of chlordiazepoxide. | |
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MedLine Citation:
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PMID: 2604839 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Products originated from Chlordiazepoxide (I) hydrochloride/sodium nitrite interaction were analyzed by HPLC. The studied reactions were carried out in diluted hydrochloric acid solutions at pH values ranging between 0.5-5.0. Depending on the reaction pH values and molar ratios it was possible to find and assess variable amounts of the N-nitrosochlordiazepoxide (II), the dihydroquinazoline (III) and the lactam (IV). The highest degree of N-nitrosation was found at pH 3.5. At this pH value the yields of (II) were respectively 54.8% and 18.3% when the drug (I)/nitrite molar ratios were correspondingly 0.41 and 0.25. When the reaction was performed in concentrations which is possible to find in the gastric juice of patients taking (I) together with nitrite-rich foods the yield of (II) at pH 3.5 was 2.5%. Since in the meantime the genotoxicity of (II) was proved, "in vivo" formation of N-nitrosochlordiazepoxide (II) represents a potential risk not to be underestimated. |
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Authors:
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M Mazzei; A Balbi; G Roma; M Di Braccio; L Robbiano |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: Farmaco (Società chimica italiana : 1989) Volume: 44 ISSN: 0014-827X ISO Abbreviation: Farmaco Publication Date: 1989 Sep |
Date Detail:
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Created Date: 1990-02-22 Completed Date: 1990-02-22 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 8912641 Medline TA: Farmaco Country: ITALY |
Other Details:
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Languages: eng Pagination: 883-91 Citation Subset: IM |
Affiliation:
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Istituto di Scienze Farmaceutiche, Università di Genova, Italy. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Chlordiazepoxide
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analogs & derivatives*,
analysis Chromatography, High Pressure Liquid Hydrogen-Ion Concentration Nitrosation Nitroso Compounds / analysis, chemical synthesis |
| Chemical | |
Reg. No./Substance:
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0/Nitroso Compounds; 58-25-3/Chlordiazepoxide |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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