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Chemical Compound Review

SureCN678896     4-amino-5-chloro-N-[(3S,4R)- 1-[3-(4...

Synonyms: FT-0666150, AC1L3UD2, 102671-04-5
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High impact information on Norcisapride

  • Both linear and nonlinear regression analyses were used to examine the association between the apparent plasma clearance of midazolam and cisapride and the cisapride/norcisapride plasma concentration ratios [1].
  • The time to reach maximum concentration after drug administration (t(max)) and the apparent elimination half-life (t((1/2)) for cisapride and the pharmacokinetics of norcisapride were not altered [2].
  • One subject had a doubling in cisapride AUC and C(max) and a decrease in norcisapride/cisapride ratios with red wine and also had the largest interaction with grapefruit juice [2].
  • Of 10 recombinant human P450s tested, CYP3A4 catalyzed the formation of NORCIS, 3-F-4-OHCIS, and 4-F-2-OHCIS from each enantiomer and racemic cisapride (15 microM) with the highest specific activity (Km values close to those in HLMs) [3].
  • The kinetics for the formation of NORCIS from (-)-cisapride (Km = 11.9 +/- 4.8 microM; Vmax = 203 +/- 167 pmol/min/mg of protein) or (+)-cisapride (Km = 18.5 +/- 4.7 microM; Vmax = 364 +/- 284 pmol/min/mg of protein) in HLMs exhibited simple Michaelis-Menten kinetics, while a sigmoidal model characterized those of 3-F-4-OHCIS and 4-F-2-OHCIS [3].

Biological context of Norcisapride


Associations of Norcisapride with other chemical compounds


Gene context of Norcisapride

  • The formation rate of each metabolite from each enantiomer (20 microM) in 18 HLMs was highly variable (e.g., NORCIS, >35-fold) and correlated with the activity of CYP3A (r = 0.6-0.85; p < 0.05) [3].
  • Identification of the human cytochrome P450 (P450) enzymes involved in the metabolism of cisapride and racemic norcisapride [(+/-)-norcisapride] was investigated at 0.1 and 1 microM, concentrations that span the mean plasma C(max) for cisapride [4].

Analytical, diagnostic and therapeutic context of Norcisapride


  1. Cisapride: a potential model substrate to assess cytochrome P4503A4 activity in vivo. Lowry, J.A., Kearns, G.L., Abdel-Rahman, S.M., Nafziger, A.N., Khan, I.S., Kashuba, A.D., Schuetz, E.G., Bertino, J.S., van den Anker, J.N., Leeder, J.S. Clin. Pharmacol. Ther. (2003) [Pubmed]
  2. Red wine-cisapride interaction: comparison with grapefruit juice. Offman, E.M., Freeman, D.J., Dresser, G.K., Munoz, C., Bend, J.R., Bailey, D.G. Clin. Pharmacol. Ther. (2001) [Pubmed]
  3. Stereoselective metabolism of cisapride and enantiomer-enantiomer interaction in human cytochrome P450 enzymes: major role of CYP3A. Desta, Z., Soukhova, N., Morocho, A.M., Flockhart, D.A. J. Pharmacol. Exp. Ther. (2001) [Pubmed]
  4. Cytochrome P450 Involvement in the biotransformation of cisapride and racemic norcisapride in vitro: differential activity of individual human CYP3A isoforms. Pearce, R.E., Gotschall, R.R., Kearns, G.L., Leeder, J.S. Drug Metab. Dispos. (2001) [Pubmed]
  5. Influence of grapefruit juice on cisapride pharmacokinetics. Gross, A.S., Goh, Y.D., Addison, R.S., Shenfield, G.M. Clin. Pharmacol. Ther. (1999) [Pubmed]
  6. Pharmacokinetics and pharmacodynamics of cisapride in patients undergoing hemodialysis. Gladziwa, U., Bares, R., Klotz, U., Dakshinamurty, K.V., Ittel, T.H., Seiler, K.U., Sieberth, H.G. Clin. Pharmacol. Ther. (1991) [Pubmed]
  7. A simple high-performance liquid chromatography assay for the major cisapride metabolite, norcisapride, in human urine. Addison, R.S., Duffy, S.L., Mathers, S.R. Journal of chromatographic science. (1999) [Pubmed]
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