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Xenobiotica
the fate of foreign compounds in biological systems
Volume 22, 1992 - Issue 4
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Original Article

Urinary metabolites of phenobarbitone, primidone, and their N-methyl and N-ethyl derivatives in humans

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Pages 385-394 | Received 12 May 1991, Accepted 03 Oct 1991, Published online: 27 Aug 2009

References

  • Bhargava V. O., Soine W. H., Garrettson L. K. High-performance liquid chromato-graphic analysis of 1-(-beta-D-glucopyranosyl)phenobarbital in urine. Journal of Chromatography 1985; 343: 219–223
  • Eadie M. J., Tyrer J. H. Anticonvulstant Therapy: Pharmacological Basis and Practice, 3rd edn. Churchill Livingstone, Edinburgh 1989
  • Gibaldi M. K. Biopharmaceutics and Clinical Pharmacokinetics, 2nd edn. Lea and Febiger, Philadelphia 1977; 46
  • Haky J. E., Young A. M. Evaluation of a simple HPLC correlation method for the estimation of the octanol-water partition coefficients of organic compounds. Journal of Liquid Chromatography 1984; 7: 675–689
  • Hooper W. D., Kunze H. E., Eadie M. J. Qualitative and quantitative studies of methylphenobarbital metabolism in man. Drug Metabolism and Disposition 1981; 9: 381–385
  • Hooper W. D., Treston A. M., Jacobsen N. W., Dickinson R. G., Eadie M. J. Identification of p-hydroxyprimidone as a minor metabolite of primidone in rat and man. Drug Metabolism and Disposition 1983; 11: 607–610
  • Kapetanovic I. M., Strong J. M., Mieyal J. J. Metabolic structure-activity relationship for a homologous series of phenacetin analogs. Journal of Pharmacology and Experimental Therapeutics 1979; 209: 20–24
  • Kupfer A., Branch R. A. Stereoselective mephobarbital hydroxylation cosegregates with mephenytoin hydroxylation. Clinical Pharmacology and Therapeutics 1985; 38: 414–418
  • Lim W. H., Hooper W. D. Stereoselective metabolism and pharmacokinetics of racemic methylphenobarbital in humans. Drug Metabolism and Disposition 1989; 17: 212–217
  • McMahon R. E., Easton N. R. Demethylation studies III. The in vitro demethylation of dialkymethylamines. Journal of Medicinal and Pharmaceutical Chemistry 1961; 4: 437–445
  • Maniara W., Levin S. S., Schleyer H., Cooper D. Y. Biophysical and catalytic properties of the phenobarbital p-hydroxylase—a cytochrome P-450 dependent mixed function oxidase. Xenobiotica 1988; 18: 545–550
  • Soine W. H., Bhargava V. O., Garrettson L. K. Direct detection of 1-(beta-D-glucopyranosyl)phenobarbital in human urine. Drug Metabolism and Disposition 1984; 12: 792–794
  • Sotne W. H., Soine P. J., England T. M., Overton B. W., Merat S. Synthesis of N-beta-D-glucopyranosyl derivatives of barbital, phenobarbital, metharbital and mephobarbital. Carbohydrate Research 1989; 193: 105–113
  • Soine W. H., Soine P. J., Mongrain S. E., England T. M. Stereochemical characterization of the diastereomers of the phenobarbital N-beta-D-glucose conjugate excreted in human urine. Pharmaceutical Research 1990; 7: 402–406
  • Tang B. K., Kalow W., Grey A. A. Metabolic fate of phenobarbital in man: N-glucoside formation. Drug Metabolism and Disposition 1979; 7: 315–318
  • Toon S., Rowland M. Structure-pharmacokinetic relationships among the barbiturates in the rat. Journal of Pharmacology and Experimental Therapeutics 1983; 225: 752–763
  • Treston A. M., Hooper W. D. N-Alkyl-barbiturates: a series of compounds for the study of metabolic structure-activity relationships. Arzneimittel-Forschung (Drug Research) 1985; 35: 1627–1629
  • Treston A. M., Hooper W. D. Metabolic studies with phenobarbitone, primidone, and their N-alkyl derivatives: quantification of substrates and metabolites using chemical ionization gas chromatography-mass spectrometry. Journal of Chromatography 1990; 526: 59–68
  • Treston A. M., Philippides A., Jacobsen N. W., Eadie M. J., Hooper W. D. Identification and synthesis of O-methylcatechol metabolites of phenobarbital and some N-alkyl derivatives. Journal of the Pharmaceutical Sciences 1987; 76: 496–501
  • Unger S. H., Cook J. R., Hollenberg J. S. Simple procedure for determining octanol-aqueous partition, distribution, and ionization coefficients by reversed-phase high-pressure liquid chromatography. Journal of the Pharmaceutical Sciences 1978; 67: 1364–1367
  • Whyte M. P., Dekaban A. S. Metabolic fate of phenobarbital: a quantitative study of p-hydroxyphenobarbital elimination in man. Drug Metabolism and Disposition 1977; 5: 63–70

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