Document Detail

Human metabolism of tolfenamic acid. II. Structure of metabolites and C-13 NMR assignments of fenamates.
MedLine Citation:
PMID:  7166179     Owner:  NLM     Status:  MEDLINE    
Metabolites of tolfenamic acid appearing in human urine have been isolated and their structures determined by C-13 nuclear magnetic resonance and gas chromatography-mass spectrometry. Comparative studies on tolfenamic, mefenamic, and flufenamic acids in conjunction with the metabolites have permitted complete C-13 NMR assignments for this series of compounds. Five metabolites identified included three that were monohydroxylated, one that was both methoxylated and hydroxylated, and another in which the methyl group was oxidized to a carboxyl group. The information presented on the fenamate standards and the metabolites represents an excellent basis for structural elucidation of other fenamates and their metabolites.
R G Khalifah; C E Hignite; P J Pentikäinen; A Penttilä; P J Neuvonen
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  European journal of drug metabolism and pharmacokinetics     Volume:  7     ISSN:  0378-7966     ISO Abbreviation:  Eur J Drug Metab Pharmacokinet     Publication Date:    1982 Oct-Dec
Date Detail:
Created Date:  1983-05-05     Completed Date:  1983-05-05     Revised Date:  2011-02-02    
Medline Journal Info:
Nlm Unique ID:  7608491     Medline TA:  Eur J Drug Metab Pharmacokinet     Country:  FRANCE    
Other Details:
Languages:  eng     Pagination:  269-76     Citation Subset:  IM    
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MeSH Terms
Anthranilic Acids / metabolism*
Chemical Phenomena
Flufenamic Acid / analysis
Hydrogen-Ion Concentration
Magnetic Resonance Spectroscopy
Mass Spectrometry
Mefenamic Acid / analysis
Reg. No./Substance:
0/Anthranilic Acids; 13710-19-5/tolfenamic acid; 530-78-9/Flufenamic Acid; 61-68-7/Mefenamic Acid

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