Identification of phenobarbital N-glucosides as urinary metabolites of phenobarbital in mice

J Pharm Sci. 1991 Feb;80(2):99-103. doi: 10.1002/jps.2600800202.

Abstract

Previously, the N-glucosylation of phenobarbital had been observed only in humans. The results of a species screen (mouse, rat, guinea pig, rabbit, cat, dog, pig, and monkey) found that only mice excreted the N-glucosides of phenobarbital in urine after ip administration of sodium phenobarbital. The major diastereomer excreted by the mouse had the R configuration at the C-5 position of the barbiturate ring. The N-glucoside metabolites accounted for a small percentage of the dose (approximately 0.5%). Following ip dosing of the mouse with the phenobarbital N-glucosides, free phenobarbital could be detected in the urine. Upon ip or intercerebroventricular (icv) injection of the phenobarbital N-glucosides, minimal CNS activity was observed in the mouse.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Anticonvulsants
  • Cats
  • Dogs
  • Female
  • Guinea Pigs
  • Macaca mulatta
  • Male
  • Mice
  • Mice, Inbred ICR
  • Motor Activity / drug effects
  • Phenobarbital / analogs & derivatives*
  • Phenobarbital / metabolism*
  • Phenobarbital / pharmacology
  • Phenobarbital / urine
  • Rabbits
  • Rats
  • Rats, Inbred Strains
  • Receptors, Amino Acid
  • Receptors, Cell Surface / drug effects
  • Species Specificity
  • Swine

Substances

  • Anticonvulsants
  • Receptors, Amino Acid
  • Receptors, Cell Surface
  • 4-hydroxyphenobarbital
  • phenobarbital-N-glucoside
  • Phenobarbital