PMID: 7029928Aug 1, 1981Paper

The metabolic fate of 1',2'-epoxyhexobarbital in the rat

Xenobiotica; the Fate of Foreign Compounds in Biological Systems
N P VermeulenA van der Gen

Abstract

1. In urine of rats treated with 1',2'-epoxyhexobarbital, unchanged compound and six metabolites were identified: 1,5-dimethylbarbituric acid, which is the end product of an epoxide-diol pathway, two stereochemically different 3'-hydroxy-1',2'-epoxyhexobarbitals, a hydroxyfuropyrimidine, 3'-hydroxyhexobarbital and 3'-ketohexobarbital. 2. The analytical methods used were based on capillary g.l.c. with nitrogen-selective or mass spectrometric detection. Identification was by electron impact and chemical ionization mass spectrometry. All the reference compounds needed for comparison were synthesized. 3. The mean plasma elimination half-life of 1',2'-epoxyhexobarbital after intra-arterial administration to the rat was 13.7 +/- 1.5 min (mean +/-S.D.; n = 3). A total body clearance of 35.2 +/- 9.6 ml/min (mean +/- S.D.) was calculated, which includes renal clearance of unchanged epoxide. 4. In rat liver microsomal preparations it was demonstrated that 1',2'-epoxyhexobarbital is hydrated by epoxide hydratase. With 1 mM 1,1,1,-trichloropropene-2,3-oxide (TCPO) this enzymic reaction could be inhibited completely. 5. On administration of the individual metabolites of the epoxide to rats, no evidence was found for their possible intermedi...Continue Reading

References

Apr 1, 1975·Xenobiotica; the Fate of Foreign Compounds in Biological Systems·J BoothP Sims
May 1, 1979·Xenobiotica; the Fate of Foreign Compounds in Biological Systems·N P VermeulenD D Breimer
Jun 1, 1977·Xenobiotica; the Fate of Foreign Compounds in Biological Systems·R E McMahon, H R Sullivan
Jan 1, 1978·Biochemical Pharmacology·N P VermeulenA van der Gen

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Citations

Jan 1, 1988·Drug Metabolism Reviews·M van der GraaffD D Breimer
Aug 1, 1993·Xenobiotica; the Fate of Foreign Compounds in Biological Systems·R TakenoshitaS Toki

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