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Chemical Compound Review

ZILEUTON     1-(1-benzothiophen-2- ylethyl)-1-hydroxy-urea

Synonyms: Leutrol, Ziluton, Zileutonum, Zyflo, CHEMBL93, ...
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Disease relevance of Leutrol


High impact information on Leutrol

  • Eight subjects with allergic rhinitis underwent nasal challenge on two occasions after an oral dose of 800 mg of A-64077 or an identical-appearing placebo [1].
  • In concert with the selective inhibition of 5-lipoxygenase by A-64077, the amount of cold, dry air (expressed as respiratory heat exchange) required to reduce the forced expiratory volume in one second by 10 percent was increased by 47 percent after A-64077 (3.0 kJ per minute for placebo vs. 4.4 kJ per minute for A-64077, P less than 0.002) [2].
  • In contrast, pretreatment with the leukotriene (LT) synthesis inhibitor, A-64077, completely blocked neutrophil but not eosinophil migration in response to SP [6].
  • 4y was more potent in vitro in human whole blood and in rat blood ex vivo at 3 h than either the 5-LPO inhibitor A-64077 or the FLAP antagonist MK-886 [7].
  • Both indomethacin and pyrilamine reduced (7-10% of BaCl maximum; p <0.05) the contractile response of sensitized ureter to antigen, whereas A-64077 did not [8].

Biological context of Leutrol


Anatomical context of Leutrol


Associations of Leutrol with other chemical compounds

  • The effect of a single oral dose (800 mg) of zileuton (A-64077), a specific 5-lipoxygenase inhibitor, on the early and late airway responses to inhaled allergen was studied in a randomised, double blind, placebo controlled, and crossover trial in nine subjects with atopic asthma [12].

Gene context of Leutrol


  1. Reduced allergen-induced nasal congestion and leukotriene synthesis with an orally active 5-lipoxygenase inhibitor. Knapp, H.R. N. Engl. J. Med. (1990) [Pubmed]
  2. The effects of a 5-lipoxygenase inhibitor on asthma induced by cold, dry air. Israel, E., Dermarkarian, R., Rosenberg, M., Sperling, R., Taylor, G., Rubin, P., Drazen, J.M. N. Engl. J. Med. (1990) [Pubmed]
  3. Selective 5-lipoxygenase inhibition in ulcerative colitis. Laursen, L.S., Naesdal, J., Bukhave, K., Lauritsen, K., Rask-Madsen, J. Lancet (1990) [Pubmed]
  4. LTB4-induced transient neutropenia in the rat: a model for evaluating efficacy and bioavailability of LTB4 receptor antagonists. Pellas, T.C., Colombo, C., Fryer, L.R., Pastor, G., Haston, W., Raychaudhuri, A., Kotyuk, B., Greenspan, P.D., Healy, C., DiPasquale, G. Journal of pharmacological and toxicological methods. (1993) [Pubmed]
  5. The 5-lipoxygenase inhibitory activity of zileuton in in vitro and in vivo models of antigen-induced airway anaphylaxis. Malo, P.E., Bell, R.L., Shaughnessy, T.K., Summers, J.B., Brooks, D.W., Carter, G.W. Pulmonary pharmacology. (1994) [Pubmed]
  6. Involvement of leukotrienes, TNF-alpha, and the LFA-1/ICAM-1 interaction in substance P-induced granulocyte infiltration. Saban, M.R., Saban, R., Bjorling, D., Haak-Frendscho, M. J. Leukoc. Biol. (1997) [Pubmed]
  7. Methoxytetrahydropyrans. A new series of selective and orally potent 5-lipoxygenase inhibitors. Crawley, G.C., Dowell, R.I., Edwards, P.N., Foster, S.J., McMillan, R.M., Walker, E.R., Waterson, D., Bird, T.G., Bruneau, P., Giroaeau, J.M. J. Med. Chem. (1992) [Pubmed]
  8. In vitro passive sensitization of the ureter as a basis for the study of noninfectious ureteral inflammation. Nakada, S.Y., Saban, R., Zine, M.J., Uehling, D.T., Bjorling, D.E. J. Urol. (1998) [Pubmed]
  9. Effect of BI-L-239, A-64077 and MK-886 on leukotriene B4 synthesis by chopped guinea pig lung and on antigen-induced tracheal contraction in vitro. Noonan, T.C., Jamieson-Leclercq, T., Desai, S.N. Prostaglandins (1992) [Pubmed]
  10. Inhibition of leukotriene B4 biosynthesis by disulfiram and A-64077 during carrageenan-induced pleurisy in the rat. Riendeau, D., Guay, J., Foster, A., Wolfe, S., Chan, C.C. Gen. Pharmacol. (1991) [Pubmed]
  11. Glucuronidation of zileuton (A-64077) by human hepatic microsomes. Sweeny, D.J., Bouska, J., Machinist, J., Bell, R., Carter, G., Cepa, S., Nellans, H.N. Drug Metab. Dispos. (1992) [Pubmed]
  12. Effect of a 5-lipoxygenase inhibitor on leukotriene generation and airway responses after allergen challenge in asthmatic patients. Hui, K.P., Taylor, I.K., Taylor, G.W., Rubin, P., Kesterson, J., Barnes, N.C., Barnes, P.J. Thorax (1991) [Pubmed]
  13. Inhibition of leukotriene biosynthesis in the rat peritoneal cavity. Young, P.R., Bell, R.L., Lanni, C., Summers, J.B., Brooks, D.W., Carter, G.W. Eur. J. Pharmacol. (1991) [Pubmed]
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