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Chemical Compound Review

AGN-PC-00JMG7     5-chloro-6-hydroxy-3H- benzooxazol-2-one

Synonyms: SureCN528197, AG-A-85045, AG-K-78775, UC148_SIGMA, NSC-24955, ...
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Disease relevance of NSC 24955

  • The 6-hydroxychlorzoxazone area under the plasma concentration-time curve was inversely related to CL(cr), even within the range of normal renal function, resulting in chlorzoxazone metabolic ratio values that were substantially higher in subjects with kidney disease [1].
  • Estimation of the fractional clearance of 6-hydroxychlorzoxazone showed that obesity increased this parameter to a similar extent as oral clearance [2].

High impact information on NSC 24955


Biological context of NSC 24955


Anatomical context of NSC 24955


Associations of NSC 24955 with other chemical compounds


Gene context of NSC 24955


Analytical, diagnostic and therapeutic context of NSC 24955


  1. Impaired 6-hydroxychlorzoxazone elimination in patients with kidney disease: Implication for cytochrome P450 2E1 pharmacogenetic studies. Nolin, T.D., Gastonguay, M.R., Bies, R.R., Matzke, G.R., Frye, R.F. Clin. Pharmacol. Ther. (2003) [Pubmed]
  2. Effect of fasting and obesity in humans on the 6-hydroxylation of chlorzoxazone: a putative probe of CYP2E1 activity. O'Shea, D., Davis, S.N., Kim, R.B., Wilkinson, G.R. Clin. Pharmacol. Ther. (1994) [Pubmed]
  3. Hydroxylation of chlorzoxazone as a specific probe for human liver cytochrome P-450IIE1. Peter, R., Böcker, R., Beaune, P.H., Iwasaki, M., Guengerich, F.P., Yang, C.S. Chem. Res. Toxicol. (1990) [Pubmed]
  4. Effects of glucose on the pharmacokinetics of intravenous chlorzoxazone in rats with acute renal failure induced by uranyl nitrate. Ahn, C.Y., Kim, E.J., Lee, I., Kwon, J.W., Kim, W.B., Kim, S.G., Lee, M.G. Journal of pharmaceutical sciences. (2003) [Pubmed]
  5. Tissue-specific alterations in the 6-hydroxylation of chlorzoxazone following traumatic brain injury in the rat. Poloyac, S.M., Perez, A., Scheff, S., Blouin, R.A. Drug Metab. Dispos. (2001) [Pubmed]
  6. Urinary excretion of 6-hydroxychlorzoxazone as an index of CYP2E1 activity. Dreisbach, A.W., Ferencz, N., Hopkins, N.E., Fuentes, M.G., Rege, A.B., George, W.J., Lertora, J.J. Clin. Pharmacol. Ther. (1995) [Pubmed]
  7. Use of chlorzoxazone as an in vivo probe of cytochrome P450 2E1: choice of dose and phenotypic trait measure. Frye, R.F., Adedoyin, A., Mauro, K., Matzke, G.R., Branch, R.A. Journal of clinical pharmacology. (1998) [Pubmed]
  8. Effects of cytochrome P450 2E1 modulators on the pharmacokinetics of chlorzoxazone and 6-hydroxychlorzoxazone in rats. Chen, L., Yang, C.S. Life Sci. (1996) [Pubmed]
  9. Human hepatic alcohol dehydrogenase and human erythrocyte catalase do not metabolize the cytochrome P-4502E1 substrate, chlorzoxazone. McCarver-May, D.G., Durisin, L. Alcohol. Clin. Exp. Res. (1996) [Pubmed]
  10. Study of the fragmentation mechanism of protonated 6-hydroxychlorzoxazone: application in simultaneous analysis of CYP2E1 activity with major human cytochrome P450s. Anari, M.R., Bakhtiar, R., Franklin, R.B., Pearson, P.G., Baillie, T.A. Anal. Chem. (2003) [Pubmed]
  11. Rabbit P450 2E1 expressed in CHO-K1 cells has a short half-life. Barmada, S., Kienle, E., Koop, D.R. Biochem. Biophys. Res. Commun. (1995) [Pubmed]
  12. High-throughput cytochrome P450 inhibition screening via cassette probe-dosing strategy. IV. Validation of a direct injection on-line guard cartridge extraction/tandem mass spectrometry method for simultaneous CYP3A4, 2D6 and 2E1 inhibition assessment. Bu, H.Z., Knuth, K., Magis, L., Teitelbaum, P. Rapid Commun. Mass Spectrom. (2000) [Pubmed]
  13. Determination of chlorzoxazone and 6-hydroxychlorzoxazone in human plasma and urine by high-performance liquid chromatography. Frye, R.F., Stiff, D.D. J. Chromatogr. B, Biomed. Appl. (1996) [Pubmed]
  14. Induction of CYP2E1 activity in liver transplant patients as measured by chlorzoxazone 6-hydroxylation. Burckart, G.J., Frye, R.F., Kelly, P., Branch, R.A., Jain, A., Fung, J.J., Starzl, T.E., Venkataramanan, R. Clin. Pharmacol. Ther. (1998) [Pubmed]
  15. Diabetes mellitus increases the in vivo activity of cytochrome P450 2E1 in humans. Wang, Z., Hall, S.D., Maya, J.F., Li, L., Asghar, A., Gorski, J.C. British journal of clinical pharmacology. (2003) [Pubmed]
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