Differences in the pharmacokinetics of 4-amino-3-chlorophenyl hydrogen sulfate, a metabolite of resatorvid, in rats and dogs

Drug Metab Dispos. 2012 Apr;40(4):648-54. doi: 10.1124/dmd.111.043729. Epub 2011 Dec 27.

Abstract

The pharmacokinetics of 4-amino-3-chlorophenyl hydrogen sulfate, M-III of resatorvid, in rats and dogs were investigated using radiolabeled M-III ([(14)C]M-III). The elimination half-life of (14)C in the plasma of rats was approximately 1/30 of that of dogs after intravenous dosing of [(14)C]M-III at 0.5 mg/kg to rats and dogs. The in vitro and in vivo plasma protein binding ratios of M-III were relatively high and were the same in both species. The intrinsic clearance (CL(int)) of M-III in rats was much higher than the glomerular filtration rate in rats. Furthermore, the concentration of [(14)C]M-III in the kidney of rats was much higher than that in the plasma. On the contrary, in dogs, the concentration of [(14)C]M-III in the kidney was very much lower than that in the plasma. These results indicated that M-III was effectively taken up into the kidney and was excreted into the urine in rats; however, in dogs, ineffective renal uptake of M-III was presumed. When [(14)C]M-III and probenecid were simultaneously and continually infused intravenously to rats, the CL(int) of M-III decreased with increasing plasma concentrations of probenecid, indicating that kidney uptake of M-III in rats was inhibited by probenecid. It was also thought that uptake by the organic anion transport system(s) in the basolateral membrane is involved in the renal uptake of M-III in rats. The pharmacokinetic differences of M-III between rats and dogs are considered to be mainly caused by the difference in the urinary excretion via the renal distribution processes.

MeSH terms

  • Aniline Compounds / blood
  • Aniline Compounds / pharmacokinetics*
  • Aniline Compounds / urine
  • Animals
  • Benzenesulfonates / blood
  • Benzenesulfonates / pharmacokinetics*
  • Benzenesulfonates / urine
  • Binding, Competitive
  • Blood Proteins / metabolism
  • Carbon Radioisotopes
  • Chromatography, High Pressure Liquid
  • Dogs
  • Dose-Response Relationship, Drug
  • Infusions, Intravenous
  • Injections, Intravenous
  • Kidney / metabolism
  • Liver / metabolism
  • Male
  • Metabolic Clearance Rate
  • Probenecid / blood
  • Probenecid / pharmacokinetics
  • Protein Binding
  • Rats, Inbred Strains
  • Species Specificity
  • Sulfonamides / metabolism*
  • Tissue Distribution

Substances

  • 4-amino-3-chlorophenyl hydrogen sulfate
  • Aniline Compounds
  • Benzenesulfonates
  • Blood Proteins
  • Carbon Radioisotopes
  • Sulfonamides
  • ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-ene-1-carboxylate
  • Probenecid