The chemistry, toxicology, and identification in rat and human urine of 4-hydroxy-5-phenyl-1,3-oxazaperhydroin-2-one: A reactive metabolite in felbamate bioactivation

Chemical Research in Toxicology

Volumn 14, Issue 8, 2001, Pages 958-964

  Dieckhaus, C M ^a   Santos, W L ^a   Sofia, R D ^b   Macdonald, T L ^a  

^a UNIVERSITY OF VIRGINIA   (United States)

^b Wallace Laboratories   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

4 HYDROXY 5 PHENYL 1,3 OXAZAPERHYDROIN 2 ONE; 4 HYDROXYCYCLOPHOSPHAMIDE; ACROLEIN DERIVATIVE; ALDOPHOSPHAMIDE; BENZENE DERIVATIVE; DRUG METABOLITE; FELBAMATE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ARTICLE; CELL CULTURE; CONTROLLED STUDY; DECOMPOSITION; DOSE TIME EFFECT RELATION; DRUG METABOLISM; HALF LIFE TIME; HUMAN; HUMAN CELL; NONHUMAN; RAT; SYNTHESIS;

ANIMALS; ANTICONVULSANTS; AZA COMPOUNDS; CELL CULTURE TECHNIQUES; HALF-LIFE; HUMANS; HYDROGEN-ION CONCENTRATION; KIDNEY; OXAZINES; PROPYLENE GLYCOLS; RATS; RATS, SPRAGUE-DAWLEY;

EID: 0034860456     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx000139n     Document Type: Article

References (19)

1. New drugs for the treatment of epilepsy
2. Felbamate
3. Aplastic anemia in a patient receiving felbamate for complex partial seizures
4. Felbamate-associated fatal acute hepatic necrosis
5. Synthesis and in vitro reactivity of 3-carbamoyl-2-phenylpropionaldehyde and 2-phenylpropenal: Putative reactive metabolites of felbamate
6. Identification of modified atropaldehyde mercapturic acids in rat and human urine after felbamate administration
7. Quantification in patient urine samples of felbamate and three metabolites: Acid carbamate and two mercapturic acids
8. Metabolism of oxazphosphorines
9. Accelerated decomposition of 4-hydroxycyclophosphamide by human serum albumin
10. A potentially reactive cyclic carbamate metabolite of the anti-epileptic drug felbamate produced by human liver tissue in vitro
11. The synthesis, in vitro reactivity, and evidence for formation in humans of 5-phenyl-1,3-oxazinane-2,4-dione, a metabolite of felbamate
12. In situ preparation of cis- and trans-4-hydroxycyclophosphamide with aldophosphamide and its hydrate in aqueous solution
13. A mechanistic approach to understanding species differences in felbamate bioactivation: Relevance to drug-induced idiosyncratic reactions
14. Iminocyclophosphamide as a chemically reactive metabolite of cyclophosphamide
15. Base-catalyzed hydrolysis of 4-hydroxycyclophosphamide: Evidence for iminocyclophosphamide as an intermediate
16. The mechanism of activation of 4-hydroxycyclophosphamide
17. Imine-forming elimination reactions. I. General base and acid catalysis and influence of the nitrogen substituent on rates and equilibria for carbinolamine dehydration