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Chemical Compound Review

Antizol     4-methyl-1H-pyrazole

Synonyms: Fomepizol, fomepizole, Fomepizolum, Antizol-vet, Lopac-M-1387, ...
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Disease relevance of Antizol


Psychiatry related information on Antizol

  • To assess the role of cyanamide and 4-methylpyrazole (4-MP) in mediating ethanol-induced locomotor activity in mice, they were pretreated with cyanamide (12.5, 25, or 50 g/kg) prior to one ethanol injection (2.4 g/kg) and showed significantly depressed locomotor activity compared with control groups [6].

High impact information on Antizol


Chemical compound and disease context of Antizol


Biological context of Antizol


Anatomical context of Antizol

  • Experiments were carried out to evaluate whether cytochrome P-450IIE1 was present in the plasma membrane fraction of livers from control rats and rats treated with 4-methylpyrazole, which induces this isozyme [20].
  • It was further determined that 4-methylpyrazole administration caused negligible changes in total hepatic catalase activity and in rates of oxidation of ethanol by isolated microsomes; rather, it acts on catalase-dependent alcohol metabolism by limiting the supply of H2O2 [21].
  • Second, activation of NDMA and NDEA were both inhibited significantly by antibodies raised against rat P450 2E1 and by P450 2E1 inhibitors such as diethyldithiocarbamate and 4-methylpyrazole in rat liver microsomes [22].
  • The 15-OH-PG-DH activity of gastric mucosa was not influenced by a specific inhibitor of alcohol dehydrogenase, 4-methylpyrazole [23].
  • 4-Methylpyrazole, a potent inhibitor of class I ADH, inhibited the 5HIAL reduction in homogenates of lung, kidney, jejunum, ileum, and colon, and caused a marked drop in 5HTOL oxidation in all tissues except stomach and spleen [24].

Associations of Antizol with other chemical compounds


Gene context of Antizol


Analytical, diagnostic and therapeutic context of Antizol


  1. Fomepizole for the treatment of methanol poisoning. Brent, J., McMartin, K., Phillips, S., Aaron, C., Kulig, K. N. Engl. J. Med. (2001) [Pubmed]
  2. Fomepizole in treatment of uncomplicated ethylene glycol poisoning. Borron, S.W., Mégarbane, B., Baud, F.J. Lancet (1999) [Pubmed]
  3. Ethanol cytotoxicity to a transfected HepG2 cell line expressing human cytochrome P4502E1. Wu, D., Cederbaum, A.I. J. Biol. Chem. (1996) [Pubmed]
  4. Current recommendations for treatment of severe toxic alcohol poisonings. Mégarbane, B., Borron, S.W., Baud, F.J. Intensive care medicine. (2005) [Pubmed]
  5. Characteristics of alcohol dehydrogenases of certain aerobic bacteria representing human colonic flora. Nosova, T., Jousimies-Somer, H., Kaihovaara, P., Jokelainen, K., Heine, R., Salaspuro, M. Alcohol. Clin. Exp. Res. (1997) [Pubmed]
  6. The effect of cyanamide and 4-methylpyrazole on the ethanol-induced locomotor activity in mice. Escarabajal, M.D., Aragon, C.M. Pharmacol. Biochem. Behav. (2002) [Pubmed]
  7. Does alcohol directly stimulate pancreatic fibrogenesis? Studies with rat pancreatic stellate cells. Apte, M.V., Phillips, P.A., Fahmy, R.G., Darby, S.J., Rodgers, S.C., McCaughan, G.W., Korsten, M.A., Pirola, R.C., Naidoo, D., Wilson, J.S. Gastroenterology (2000) [Pubmed]
  8. An alcoholic binge causes massive degradation of hepatic mitochondrial DNA in mice. Mansouri, A., Gaou, I., De Kerguenec, C., Amsellem, S., Haouzi, D., Berson, A., Moreau, A., Feldmann, G., Lettéron, P., Pessayre, D., Fromenty, B. Gastroenterology (1999) [Pubmed]
  9. Metabolism of alcohol by human gastric cells: relation to first-pass metabolism. Haber, P.S., Gentry, R.T., Mak, K.M., Mirmiran-Yazdy, S.A., Greenstein, R.J., Lieber, C.S. Gastroenterology (1996) [Pubmed]
  10. Characteristics of alcohol dehydrogenase in fat-storing (Ito) cells of rat liver. Yamauchi, M., Potter, J.J., Mezey, E. Gastroenterology (1988) [Pubmed]
  11. Enhancement of acute ethanol hepatotoxicity under conditions of low oxygen supply and ischemia/reperfusion. The role of oxygen radicals. Younes, M., Wagner, H., Strubelt, O. Biochem. Pharmacol. (1989) [Pubmed]
  12. Retinoic acid reverses ethanol-induced cardiovascular abnormalities in quail embryos. Twal, W.O., Zile, M.H. Alcohol. Clin. Exp. Res. (1997) [Pubmed]
  13. Role of fomepizole in the management of ethylene glycol toxicity. Druteika, D.P., Zed, P.J., Ensom, M.H. Pharmacotherapy (2002) [Pubmed]
  14. Suppression of acetaldehyde accumulation by 4-methylpyrazole in alcohol-hypersensitive Japanese. Inoue, K., Kera, Y., Kiriyama, T., Komura, S. Jpn. J. Pharmacol. (1985) [Pubmed]
  15. cDNA cloning, tissue distribution, and substrate characteristics of a cis-Retinol/3alpha-hydroxysterol short-chain dehydrogenase isozyme. Su, J., Chai, X., Kahn, B., Napoli, J.L. J. Biol. Chem. (1998) [Pubmed]
  16. 4-hydroxymethyl-1,6,8-trimethylfuro[2,3-h]quinolin-2(1H)-one induces mitochondrial dysfunction and apoptosis upon its intracellular oxidation. Chilin, A., Dodoni, G., Frezza, C., Guiotto, A., Barbieri, V., Di Lisa, F., Canton, M. J. Med. Chem. (2005) [Pubmed]
  17. Simian liver alcohol dehydrogenase: isolation and characterization of isoenzymes from Macaca mulatta. Dafeldecker, W.P., Meadow, P.E., Parés, X., Vallee, B.L. Biochemistry (1981) [Pubmed]
  18. In vivo isomerization of all-trans- to 11-cis-retinoids in the eye occurs at the alcohol oxidation state. Bernstein, P.S., Rando, R.R. Biochemistry (1986) [Pubmed]
  19. The swift increase in alcohol metabolism. Time course for the increase in hepatic oxygen uptake and the involvement of glycolysis. Yuki, T., Thurman, R.G. Biochem. J. (1980) [Pubmed]
  20. Presence of functionally active cytochrome P-450IIE1 in the plasma membrane of rat hepatocytes. Wu, D., Cederbaum, A.I. Hepatology (1992) [Pubmed]
  21. 4-Methylpyrazole inhibits fatty acyl coenzyme synthetase and diminishes catalase-dependent alcohol metabolism: has the contribution of alcohol dehydrogenase to alcohol metabolism been previously overestimated? Bradford, B.U., Forman, D.T., Thurman, R.G. Mol. Pharmacol. (1993) [Pubmed]
  22. Participation of rat liver cytochrome P450 2E1 in the activation of N-nitrosodimethylamine and N-nitrosodiethylamine to products genotoxic in an acetyltransferase-overexpressing Salmonella typhimurium strain (NM2009). Yamazaki, H., Oda, Y., Funae, Y., Imaoka, S., Inui, Y., Guengerich, F.P., Shimada, T. Carcinogenesis (1992) [Pubmed]
  23. Effect of 2'-carboxymethoxy-4,4'-bis(3-methyl-2-butenyloxy)chalcone (SU-88) on prostaglandin metabolism in hog gastric mucosa. Muramatsu, M., Tanaka, M., Suwa, T., Fujita, A., Otomo, S., Aihara, H. Biochem. Pharmacol. (1984) [Pubmed]
  24. Studies on the interaction between ethanol and serotonin metabolism in rat, using deuterated ethanol and 4-methylpyrazole. Some, M., Svensson, S., Höög, J.O., Helander, A. Biochem. Pharmacol. (2000) [Pubmed]
  25. Rapid decrease of cytochrome P-450IIE1 in primary hepatocyte culture and its maintenance by added 4-methylpyrazole. Wu, D.F., Clejan, L., Potter, B., Cederbaum, A.I. Hepatology (1990) [Pubmed]
  26. Differential role of ethanol and acetaldehyde in the induction of oxidative stress in HEP G2 cells: effect on transcription factors AP-1 and NF-kappaB. Román, J., Colell, A., Blasco, C., Caballeria, J., Parés, A., Rodés, J., Fernández-Checa, J.C. Hepatology (1999) [Pubmed]
  27. Ethanol-metabolizing pathways in deermice. Estimation of flux calculated from isotope effects. Alderman, J., Takagi, T., Lieber, C.S. J. Biol. Chem. (1987) [Pubmed]
  28. Alcohol dehydrogenase restricts the ability of the pathogen Candida albicans to form a biofilm on catheter surfaces through an ethanol-based mechanism. Mukherjee, P.K., Mohamed, S., Chandra, J., Kuhn, D., Liu, S., Antar, O.S., Munyon, R., Mitchell, A.P., Andes, D., Chance, M.R., Rouabhia, M., Ghannoum, M.A. Infect. Immun. (2006) [Pubmed]
  29. Free radical induction in the brain and liver by products of toluene catabolism. Mattia, C.J., Adams, J.D., Bondy, S.C. Biochem. Pharmacol. (1993) [Pubmed]
  30. Identification of the main human cytochrome P450 enzymes involved in safrole 1'-hydroxylation. Ueng, Y.F., Hsieh, C.H., Don, M.J., Chi, C.W., Ho, L.K. Chem. Res. Toxicol. (2004) [Pubmed]
  31. Increased prooxidant production and enhanced susceptibility to glutathione depletion in HepG2 cells co-expressing HCV core protein and CYP2E1. Wen, F., Abdalla, M.Y., Aloman, C., Xiang, J., Ahmad, I.M., Walewski, J., McCormick, M.L., Brown, K.E., Branch, A.D., Spitz, D.R., Britigan, B.E., Schmidt, W.N. J. Med. Virol. (2004) [Pubmed]
  32. Constitutive and inducible expression of hepatic CYP2E1 in leptin-deficient ob/ob mice. Leclercq, I.A., Field, J., Enriquez, A., Farrell, G.C., Robertson, G.R. Biochem. Biophys. Res. Commun. (2000) [Pubmed]
  33. Pathways of carbamazepine bioactivation in vitro I. Characterization of human cytochromes P450 responsible for the formation of 2- and 3-hydroxylated metabolites. Pearce, R.E., Vakkalagadda, G.R., Leeder, J.S. Drug Metab. Dispos. (2002) [Pubmed]
  34. Overexpression of alcohol dehydrogenase exacerbates ethanol-induced contractile defect in cardiac myocytes. Duan, J., McFadden, G.E., Borgerding, A.J., Norby, F.L., Ren, B.H., Ye, G., Epstein, P.N., Ren, J. Am. J. Physiol. Heart Circ. Physiol. (2002) [Pubmed]
  35. Inhibition of microsomal oxidation of ethanol by pyrazole and 4-methylpyrazole in vitro. Increased effectiveness after induction by pyrazole and 4-methylpyrazole. Feierman, D.E., Cederbaum, A.I. Biochem. J. (1986) [Pubmed]
  36. Toxicokinetics of ethylene glycol during fomepizole therapy: implications for management. For the Methylpyrazole for Toxic Alcohols Study Group. Sivilotti, M.L., Burns, M.J., McMartin, K.E., Brent, J. Annals of emergency medicine. (2000) [Pubmed]
  37. Analysis of 4-methylpyrazole in plasma and urine by gas chromatography with nitrogen-selective detection. Achari, R., Mayersohn, M. Journal of pharmaceutical sciences. (1984) [Pubmed]
  38. Alterations in brain aldehyde dehydrogenase activity modify ethanol-induced conditioned taste aversion. Spivak, K., Aragon, C.M., Amit, Z. Alcohol. Clin. Exp. Res. (1987) [Pubmed]
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