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Xenobiotica
the fate of foreign compounds in biological systems
Volume 21, 1991 - Issue 10
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Research Article

N+-Glucuronidation of aliphatic tertiary amines, a general phenomenon in the metabolism of H1-antihistamines in humans

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Pages 1281-1288 | Received 29 Oct 1990, Accepted 16 May 1991, Published online: 22 Sep 2008

References

  • Bheyer-Pfaff U., Becher B., Nusser E., Nill K., Baier-Weber B., Zaunbrecher D., Wachsmuth H., Prox A. Quaternary N-glucuronides of 10-hydroxylated amitriptyline metabolites in human urine. Xenobiotica 1990; 20: 727–738
  • Chaudhary A. K., Hubbard J. W., Kay G., Midha K. K. Identification of a quaternary ammonium-linked glucuronide of chlorpromazine in the urine of a schizophrenic patient treated with chlorpromazine. Drug Metabolism and Disposition 1988; 16: 506–508
  • Chaudhuri N. K., Servando O. A., Manniello M. J., Luders R. C., Chad D. K., Bartlett M. F. Metabolism of tripelennamine in man. Drug Metabolism and Disposition 1976; 4: 372–378
  • Dhal-Puustinen M.-L., Bertilsson. Formation of a quaternary N-glucuronide of amitriptyline in human liver microsomes. Pharmacology and Toxicology 1987; 61: 342–346
  • Dieterle W., Faigle J. W., Mory H. Preparative reversed-phase chromatography of polar and non-polar metabolites on columns packed with micronized XAD-2 resin. Journal of Chromatography 1979; 168: 27–34
  • Fischer L. J., Thies R. L., Charkowski D., Donham K. J. Formation and urinary excretion of cyproheptadine glucuronide in monkeys, chimpanzees, and humans. Drug Metabolism and Disposition 1980; 8: 422–424
  • Ganes D. A., Hindmarsh K. W., Midha K. K. Doxylamine metabolism in rat and monkey. Xenobiotica 1986; 16: 781–794
  • Garteiz D. A., Hook R. H., Walker B. J., Okerholm R. A. Pharmacokinetics and biotransformation studies of terfenadine in man. Arzneimittel-Forschung 1982; 32: 1185–1190
  • Holder C. L., Thompson H. C., Jr, Gosnell A. B., Shtonen P. H., Korfmacher W. A., Cerniglia C. E., Miller D. W., Casciano D. A., Slikker W., Jr. Metabolism of doxylamine succinate in Fischer 344 rats. Part II: Nonconjugated urinary and fecal metabolites. Journal of Analytical Toxicology 1987; 11: 113–121
  • Hucker H. B., Stauffer S. C., Balletto A. J., White S. D., Zacchei A. G., Arison B. H. Physiological disposition and metabolism of cyclobenzaprine in the rat, dog, rhesus monkey, and man. Drug Metabolism and Disposition 1978; 6: 659–672
  • Jørgensen A. Metabolism and pharmacokinetics of antipsychotic drugs. Progress in Drug Metabolism, J. W. Bridges, L. F. Chasseaud. Taylor & Francis, London 1986; Vol. 9: 111–174
  • Kammerer R. C., Schmitz D. A. A comparative in vitro metabolic study of methaphenilene and pyribenzamine. Xenobiotica 1988; 18: 1085–1096
  • Kelly D. W., Slikker W., Jr. The metabolism and elimination of pyrilamine maleate in the rat. Drug Metabolism and Disposition 1987; 15: 460–465
  • Korolokovas A. Histamine and antihistamines. Essentials of Medicinal Chemistry2nd edn. John Wiley & Sons, New York 1988; 458–476
  • Lehman J. P., Fenselau C. Synthesis of quaternary ammonium-linked glucuronides by rabbit hepatic microsomal UDP-glucuronyltransferase and analysis by fast-atom bombardment mass spectrometry. Drug Metabolism and Disposition 1982; 10: 446–449
  • Lehman J. P., Fenselau C., Depaulo J. R. Quaternary ammonium-linked glucuronides of amitriptyline, imipramine, and chlorpromazine. Drug Metabolism and Disposition 1983; 11: 221–225
  • Paton D. M., Webster D. R. Clinical pharmacokinetics of H1-receptor antagonists (the antihistamines). Clinical Pharmacokinetics 1985; 10: 477–497
  • Porter C. C., Arison B. H., Gruber V. F., Titus D. C., Vandenheuvel W. J. A. Human metabolism of cyproheptadine. Drug Metabolism and Disposition 1975; 3: 189–197
  • Witiak D. T., Lewis N. J. Absorption, distribution, metabolism, and elimination of antihistamines. Handbook of Experimental Pharmacology, M. R. de Silva. Springer-Verlag, Berlin 1978; Vol. XVIII/2: 513–560
  • Yeh S. Y. N-Debenzylation of pyrilamine and tripelennamine in the rat, a new metabolic pathway. Drug Metabolism and Disposition 1987; 15: 466–472
  • Yeh. N-Depyridination and N-dedimethylaminoethylation of tripelennamine and pyrilamine in the rat; new metabolic pathways. Drug Metabolism and Disposition 1990; 18: 453–461
  • Yeh S. Y., Hsu F.-L. Quantitative metabolic profile of tripelennamine and pyrilamine in the rat. Drug Metabolism and Disposition 1988; 16: 499–502

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