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Xenobiotica
the fate of foreign compounds in biological systems
Volume 9, 1979 - Issue 5
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Original Article

The epoxide-diol pathway in the metabolism of hexobarbital in rat and man

N. P. E. Vermeulen Department of Pharmacology, University of Leiden, Gorlaeus Laboratories, 2300 RA, Leiden, The Netherlands; Department of Pharmaceutical Analysis, University of Leiden, Gorlaeus Laboratories, 2300 RA, Leiden, The Netherlands
,
B. H. Bakker Department of Organic Chemistry, University of Leiden, Gorlaeus Laboratories, 2300 RA, Leiden, The Netherlands
,
J. Schultink Department of Pharmacology, University of Leiden, Gorlaeus Laboratories, 2300 RA, Leiden, The Netherlands
,
A. van der Gen Department of Organic Chemistry, University of Leiden, Gorlaeus Laboratories, 2300 RA, Leiden, The Netherlands
&
D. D. Breimer Department of Pharmacology, University of Leiden, Gorlaeus Laboratories, 2300 RA, Leiden, The Netherlands
Pages 289-299 | Received 29 Sep 1978, Published online: 30 Sep 2009

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R. Takenoshita, T. Nakamura & S. Toki. (1993) Hexobarbital metabolism: a new metabolic pathway to produce 1,5-dimethylbarbituric acid and cyclohexenone-glutathione adduct via 3′-oxohexobarbital. Xenobiotica 23:8, pages 925-934.
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Y. Tateoka, T. Kimura, K. Watanabe, I. Yamamoto, A. S. Hume & I. K. Ho. (1989) N,N′-Diallylpentobarbital (DAPB) metabolites and their effects on pentobarbital-induced sleep and hepatic drug-metabolizing enzymes. Xenobiotica 19:12, pages 1355-1368.
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M. Van Der Graaff, N. P. E. Vermeulen & D. D. Breimer. (1988) Disposition of hexobarbital: 15 years of an intriguing model substrate. Drug Metabolism Reviews 19:2, pages 109-164.
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M. Van Der Graaff, N. P. E. Vermeulen, P. Heij, H. De Bree & D. D. Breimer. (1986) Correlation between the metabolism of hexobarbital and aminopyrine in vivo in rats. Xenobiotica 16:12, pages 1091-1096.
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K. Miyano, Y. Shimodouzono & S. Toki. (1985) Biotransformation of N-methylcyclobarbital in vivo in rabbit and rat. Xenobiotica 15:5, pages 381-389.
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Benito Lombardi, Peter Ove & TirumuruV. Reddy. (1985) Endogenous hepatic growth‐modulating factors and effects of a choline‐devoid diet and of phenobarbital on hepatocarcinogenesis in the rat. Nutrition and Cancer 7:3, pages 145-154.
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Bernard Testa. (1982) Nonenzymatic Contributions to Xenobiotic Metabolism. Drug Metabolism Reviews 13:1, pages 25-50.
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N. P. E. Vermeulen, D. D. Breimer, J. Holthuis, C. Mol, B. H. Bakker & A. Van Der Gen. (1981) The metabolic fate of 1′,2′-epoxyhexobarbital in the rat. Xenobiotica 11:8, pages 547-557.
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N. P. E. Vermeulen, B. H. Bakker, D. Eylers & D. D. Breimer. (1980) The epoxide-diol pathway in the metabolism of vinylbital in rat and man. Xenobiotica 10:3, pages 159-168.
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Articles from other publishers (16)

M Van Der Graaff, N P E Vermeulen & D D Breimer. (1985) Route- and dose-dependent pharmacokinetics of hexobarbitone in the rat: a re-evaluation of the use of sleeping times in metabolic studies. Journal of Pharmacy and Pharmacology 37:8, pages 550-554.
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Ikuo YAMAMOTO. (2005) The Studies on the Structure-Activity Relationship of Allyl Substituted Oxopyrimidines Searching for the Novel Antagonist or Agonist of Barbiturates to the Sleep Mechanism Based on the Uridine Receptor Theory —Barbituric Acid to Uridine (Part I)<sup>1)</sup>—新睡眠薬及び睡眠薬拮抗物質の探索研究から睡眠機構研究に辿りつくまで —バルビツール酸からウリジンまで（その1)<sup>1)</sup>—. YAKUGAKU ZASSHI 125:1, pages 73-120.
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Reiko TAKENOSHITA & Satoshi TOKI. (2004) New Aspects of Hexobarbital Metabolism: Stereoselective Metabolism, New Metabolic Pathway via GSH Conjugation, and 3-Hydroxyhexobarbital Dehydrogenasesヘキソバルビタール代謝研究の新たな展開:立体選択的代謝，グルタチオン抱合反応関与の新代謝経路並びに3-ハイドロキシヘキソバルビタール脱水素酵素. YAKUGAKU ZASSHI 124:12, pages 857-871.
Crossref
F. von Bruchhausen, S. Ebel, E. Hackenthal, G. Dannhardt, A. W. Frahm, U. Holzgrabe, K. Keller, E. Nürnberg, H. Rimpler, G. Schneider, P. Surmann, H. U. Wolf & G. Wurm. 1993. Hagers Handbuch der Pharmazeutischen Praxis. Hagers Handbuch der Pharmazeutischen Praxis 401 515 .
Chandra Prakash, Adedayo Adedoyin, Grant R. Wilkinson & Ian A. Blair. (1991) Enantiospecific quantification of hexobarbital and its metabolites in biological fluids by gas chromatography/electron capture negative ion chemical ionization mass spectrometry. Biological Mass Spectrometry 20:9, pages 559-564.
Crossref
A.M. Vermeulen, M.T. Rosseel & F.M. Belpaire. (1991) High-performance liquid chromatographic method for the simultaneous determination of R-(−)- and S-(+)-hexobarbital in rat plasma. Journal of Chromatography B: Biomedical Sciences and Applications 567:2, pages 472-479.
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I.H.J. Boonstra-Nieveld & C.F.A. van Bezooijen. (1989) Pharmacokinetics of hexobarbital in young and old rats. Mechanisms of Ageing and Development 50:3, pages 289-298.
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M. Van der Graaff, N.P.E. Vermeulen, P.H. Hofman & D.D. Breimer. (1986) The influence of pretreatment on the urinary metabolite profile of pseudoracemic hexobarbital. Biochemical Pharmacology 35:18, pages 3166-3169.
Crossref
M. Van Der Graaff, N. P. E. Vermeulen, M. H. A. M. Vinks & D. D. Breimer. (1986) Disposition of allylic oxidation pathway metabolites of racemic hexobarbital in the rat. European Journal of Drug Metabolism and Pharmacokinetics 11:2, pages 107-111.
Crossref
M. van der Graaff, P. H. Hofman, D. D. Breimer, N. P. E. Vermeulen, J. Knabe & L. Schamber. (1985) Selected ion monitoring analysis of pseudoracemic hexobarbital and its major metabolites in blood and urine of rats. Biological Mass Spectrometry 12:9, pages 464-469.
Crossref
Douwe D. Breimer, Nico P. E. Vermeulen, Meindert Danhof, Michiel W. E. Teunissen, Rolf P. Joeres & Martin van der Graaff. 1984. Pharmacokinetics. Pharmacokinetics 191 216 .
NP Vermeulen, CT Rietveld & DD Breimer. (2012) Disposition of hexobarbitone in healthy man: kinetics of parent drug and metabolites following oral administration.. British Journal of Clinical Pharmacology 15:4, pages 459-464.
Crossref
R. Böcker. (1982) Rapid analysis of hexobarbital and its main metabolites in mice by high-performance liquid chromatography. Journal of Chromatography B: Biomedical Sciences and Applications 228, pages 350-354.
Crossref
R. Jung, D. Beermann, H.R. Glatt & F. Oesch. (1981) Mutagenicity of structurally related oxiranes derivatives of benzene and its hydrogenated congeners. Mutation Research/Fundamental and Molecular Mechanisms of Mutagenesis 81:1, pages 11-19.
Crossref
Gerhard Heinemeyer, Santosh Nigam & Alfred G. Hildebrandt. (1980) Hexobarbital-binding, hydroxylation and hexobarbital-dependent hydrogen peroxide production in hepatic microsomes of guinea pig, rat and rabbit. Naunyn-Schmiedeberg's Archives of Pharmacology 314:2, pages 201-210.
Crossref
E. Richter, H. Heusler, J. Buschmann, R. Joeres, J. Epping, W. Zilly, N. P. E. Vermeulen & D. D. Breimer. 1980. Methods in Clinical Pharmacology. Methods in Clinical Pharmacology 187 194 .

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