Steady-state pharmacokinetics of the enantiomers of citalopram and its metabolites in humans

Chirality. 1997;9(7):686-92. doi: 10.1002/(SICI)1520-636X(1997)9:7<686::AID-CHIR9>3.0.CO;2-5.

Abstract

The steady-state pharmacokinetics in serum and urine of the enantiomers of citalopram and its metabolites, demethylcitalopram (DCT) and didemethylcitalopram (DDCT), were investigated after multiple doses of rac-citalopram for 21 consecutive days (40 mg per day) to healthy human subjects who were extensive metabolisers of sparteine and mephenytoin. Comparable pharmacokinetic variability was noted for (+)-(S)-, (-)-(R)- and rac-citalopram. Enantiomeric (S/R) serum concentration ratios for citalopram were always less than unity and were constant during the steady-state dosing interval. A modest, but statistically significant, stereoselectivity in the disposition of citalopram and its two main metabolites was observed. Serum levels of the (+)-(S)-enantiomers of citalopram, DCT, and DDCT throughout the steady-state dosing interval investigated were 37 +/- 6%, 42 +/- 3% and 32 +/- 3%, respectively, of their total racemic serum concentrations. The (+)-(S)-enantiomers of citalopram, DCT, and DDCT were eliminated faster than their antipodes. For (-)-(R)- and (+)-(S)-citalopram, respectively, the serum t1/2 averaged 47 +/- 11 and 35 +/- 4 h and AUCss averaged 4,193 +/- 1,118 h.nmol/l and 2,562 +/- 1,190 h.nmol/l. The observed enantiospecificities were apparently more related to clearance, rather than to distributional mechanisms.

MeSH terms

  • Adult
  • Antidepressive Agents / chemistry*
  • Antidepressive Agents / metabolism
  • Antidepressive Agents / pharmacokinetics*
  • Biotransformation
  • Chromatography, High Pressure Liquid
  • Citalopram / analogs & derivatives
  • Citalopram / chemistry*
  • Citalopram / metabolism
  • Citalopram / pharmacokinetics*
  • Female
  • Humans
  • Male
  • Stereoisomerism

Substances

  • Antidepressive Agents
  • Citalopram
  • monodesmethylcitalopram
  • didesmethylcitalopram