Peringatan Keamanan

Minimum oral lethal dose of zileuton in various preparations was 500-4000 mg/kg in mice and 300-1000 mg/kg in rats (providing greater than 3 and 9 times the systemic exposure AUC achieved at the maximum recommended human daily oral dose, respectively).

Zileuton

DB00744

small molecule approved investigational withdrawn

Deskripsi

Leukotrienes are substances that induce numerous biological effects including augmentation of neutrophil and eosinophil migration, neutrophil and monocyte aggregation, leukocyte adhesion, increased capillary permeability, and smooth muscle contraction. These effects contribute to inflammation, edema, mucus secretion, and bronchoconstriction in the airways of asthmatic patients. Zileuton relieves such symptoms through its selective inhibition of 5-lipoxygenase, the enzyme that catalyzes the formation of leukotrienes from arachidonic acid. Specifically, it inhibits leukotriene LTB4, LTC4, LTD4, and LTE4 formation. Both the R(+) and S(-) enantiomers are pharmacologically active as 5-lipoxygenase inhibitors in in vitro systems. The immediate release tablet of Zileuton has been withdrawn from the US market.

Struktur Molekul 2D

Berat 236.29
Wujud solid

Peta Jejaring Molekuler
Legenda: Obat • Target • Gen • Enzim • (Panah → menunjukkan arah efek / relasi) • Transporter • Carrier

Profil Farmakokinetik

Waktu Paruh (Half-Life) 2.5 hours
Volume Distribusi * 1.2 L/kg
Klirens (Clearance) * Apparent oral cl=7 mL/min/kg

Absorpsi

Rapidly and almost completely absorbed. The absolute bioavailability is unknown.

Metabolisme

Hepatic. Zileuton and its N-dehydroxylated metabolite are oxidatively metabolized by the cytochrome P450 isoenzymes 1A2, 2C9 and 3A4.

Rute Eliminasi

Elimination of zileuton is predominantly via metabolism with a mean terminal half-life of 2.5 hours. The urinary excretion of the inactive N-dehydroxylated metabolite and unchanged zileuton each accounted for less than 0.5% of the dose.

Interaksi Makanan

5 Data
  • 1. Avoid excessive or chronic alcohol consumption.
  • 2. Exercise caution with grapefruit products. Zileuton is partially metabolized through CYP3A4. Therefore grapefruit, a CYP3A4 inhibitor, may reduce the metabolism of zileuton.
  • 3. Exercise caution with St. John's Wort. Zileuton is partially metabolized through CYP3A4. Therefore St. John's Wort may increase the metabolism of zileuton.
  • 4. Take with food. The AUC and Cmin of zileuton extended-release tablets are increased by food, and therefore should be taken with meals.
  • 5. Take with or without food. ZYFLO (zileuton) regular release tablets can be taken with or without food.

Interaksi Obat

588 Data
Loxapine The therapeutic efficacy of Zileuton can be decreased when used in combination with Loxapine.
Deferasirox The serum concentration of Zileuton can be increased when it is combined with Deferasirox.
Peginterferon alfa-2b The serum concentration of Zileuton can be increased when it is combined with Peginterferon alfa-2b.
Leflunomide The serum concentration of Zileuton can be decreased when it is combined with Leflunomide.
Teriflunomide The serum concentration of Zileuton can be decreased when it is combined with Teriflunomide.
Theophylline The serum concentration of Theophylline can be increased when it is combined with Zileuton.
Warfarin The metabolism of Warfarin can be decreased when combined with Zileuton.
Acenocoumarol The metabolism of Acenocoumarol can be decreased when combined with Zileuton.
(R)-warfarin The metabolism of (R)-warfarin can be decreased when combined with Zileuton.
R,S-Warfarin alcohol The metabolism of R,S-Warfarin alcohol can be decreased when combined with Zileuton.
S,R-Warfarin alcohol The metabolism of S,R-Warfarin alcohol can be decreased when combined with Zileuton.
(S)-Warfarin The metabolism of (S)-Warfarin can be decreased when combined with Zileuton.
Abiraterone The serum concentration of Zileuton can be increased when it is combined with Abiraterone.
Cyproterone acetate The metabolism of Zileuton can be increased when combined with Cyproterone acetate.
Albendazole The metabolism of Zileuton can be increased when combined with Albendazole.
Carbamazepine The metabolism of Zileuton can be increased when combined with Carbamazepine.
Primidone The metabolism of Zileuton can be increased when combined with Primidone.
Rifampin The metabolism of Zileuton can be increased when combined with Rifampicin.
Caffeine The metabolism of Zileuton can be decreased when combined with Caffeine.
Moxifloxacin The metabolism of Zileuton can be decreased when combined with Moxifloxacin.
Lidocaine The metabolism of Zileuton can be decreased when combined with Lidocaine.
Mexiletine The metabolism of Zileuton can be decreased when combined with Mexiletine.
Alosetron The metabolism of Zileuton can be decreased when combined with Alosetron.
Gatifloxacin The metabolism of Zileuton can be decreased when combined with Gatifloxacin.
Simeprevir The metabolism of Zileuton can be decreased when combined with Simeprevir.
Lobeglitazone The metabolism of Zileuton can be decreased when combined with Lobeglitazone.
Pazufloxacin The metabolism of Zileuton can be decreased when combined with Pazufloxacin.
Osilodrostat The metabolism of Zileuton can be decreased when combined with Osilodrostat.
Troglitazone The metabolism of Zileuton can be decreased when combined with Troglitazone.
Fluoxetine The metabolism of Zileuton can be decreased when combined with Fluoxetine.
Nabilone The metabolism of Zileuton can be decreased when combined with Nabilone.
Imatinib The metabolism of Zileuton can be decreased when combined with Imatinib.
Mifepristone The metabolism of Zileuton can be decreased when combined with Mifepristone.
Felbamate The metabolism of Zileuton can be decreased when combined with Felbamate.
Sulfinpyrazone The metabolism of Zileuton can be decreased when combined with Sulfinpyrazone.
Iproniazid The metabolism of Zileuton can be decreased when combined with Iproniazid.
Medical Cannabis The metabolism of Zileuton can be decreased when combined with Medical Cannabis.
Valproic acid The metabolism of Zileuton can be decreased when combined with Valproic acid.
Dabrafenib The serum concentration of Zileuton can be decreased when it is combined with Dabrafenib.
Fluconazole The metabolism of Zileuton can be decreased when combined with Fluconazole.
Floxuridine The metabolism of Zileuton can be decreased when combined with Floxuridine.
Sorafenib The metabolism of Sorafenib can be decreased when combined with Zileuton.
Nicardipine The metabolism of Zileuton can be decreased when combined with Nicardipine.
Miconazole The metabolism of Zileuton can be decreased when combined with Miconazole.
Gemfibrozil The metabolism of Zileuton can be decreased when combined with Gemfibrozil.
Sulfaphenazole The metabolism of Zileuton can be decreased when combined with Sulfaphenazole.
Osimertinib The serum concentration of Zileuton can be decreased when it is combined with Osimertinib.
Vemurafenib The serum concentration of Zileuton can be increased when it is combined with Vemurafenib.
Pitolisant The serum concentration of Zileuton can be decreased when it is combined with Pitolisant.
Metreleptin The metabolism of Zileuton can be increased when combined with Metreleptin.
Trovafloxacin The metabolism of Zileuton can be decreased when combined with Trovafloxacin.
Viloxazine The metabolism of Zileuton can be decreased when combined with Viloxazine.
Pipemidic acid The metabolism of Zileuton can be decreased when combined with Pipemidic acid.
Citalopram The metabolism of Zileuton can be decreased when combined with Citalopram.
Famotidine The metabolism of Zileuton can be decreased when combined with Famotidine.
Nevirapine The metabolism of Zileuton can be decreased when combined with Nevirapine.
Ethambutol The metabolism of Zileuton can be decreased when combined with Ethambutol.
Belinostat The metabolism of Zileuton can be increased when combined with Belinostat.
Insulin pork The metabolism of Zileuton can be increased when combined with Insulin pork.
Phenylephrine The metabolism of Zileuton can be increased when combined with Phenylephrine.
NN344 The metabolism of Zileuton can be increased when combined with NN344.
Dovitinib The metabolism of Zileuton can be increased when combined with Dovitinib.
beta-Naphthoflavone The metabolism of Zileuton can be increased when combined with beta-Naphthoflavone.
Insulin peglispro The metabolism of Zileuton can be increased when combined with Insulin peglispro.
Insulin tregopil The metabolism of Zileuton can be increased when combined with Insulin tregopil.
Insulin beef The metabolism of Zileuton can be increased when combined with Insulin beef.
Nafcillin The metabolism of Zileuton can be increased when combined with Nafcillin.
Somatotropin The metabolism of Zileuton can be increased when combined with Somatotropin.
Somapacitan The metabolism of Zileuton can be increased when combined with Somapacitan.
Nabiximols The metabolism of Zileuton can be decreased when combined with Nabiximols.
Peginterferon alfa-2a The metabolism of Zileuton can be decreased when combined with Peginterferon alfa-2a.
Interferon alfa-n1 The metabolism of Zileuton can be decreased when combined with Interferon alfa-n1.
Interferon alfa-n3 The metabolism of Zileuton can be decreased when combined with Interferon alfa-n3.
Interferon gamma-1b The metabolism of Zileuton can be decreased when combined with Interferon gamma-1b.
Interferon alfa-2a The metabolism of Zileuton can be decreased when combined with Interferon alfa-2a.
Interferon beta-1a The metabolism of Zileuton can be decreased when combined with Interferon beta-1a.
Interferon beta-1b The metabolism of Zileuton can be decreased when combined with Interferon beta-1b.
Interferon alfacon-1 The metabolism of Zileuton can be decreased when combined with Interferon alfacon-1.
Interferon alfa-2b The metabolism of Zileuton can be decreased when combined with Interferon alfa-2b.
Ticlopidine The metabolism of Zileuton can be decreased when combined with Ticlopidine.
Promazine The metabolism of Zileuton can be decreased when combined with Promazine.
Pefloxacin The metabolism of Zileuton can be decreased when combined with Pefloxacin.
Methoxsalen The metabolism of Zileuton can be decreased when combined with Methoxsalen.
Dexmedetomidine The metabolism of Zileuton can be decreased when combined with Dexmedetomidine.
Thiabendazole The metabolism of Zileuton can be decreased when combined with Thiabendazole.
Nalidixic acid The metabolism of Zileuton can be decreased when combined with Nalidixic acid.
Rosoxacin The metabolism of Zileuton can be decreased when combined with Rosoxacin.
Cinoxacin The metabolism of Zileuton can be decreased when combined with Cinoxacin.
Isoniazid The metabolism of Zileuton can be decreased when combined with Isoniazid.
Norfloxacin The metabolism of Zileuton can be decreased when combined with Norfloxacin.
Tegaserod The metabolism of Zileuton can be decreased when combined with Tegaserod.
Gemifloxacin The metabolism of Zileuton can be decreased when combined with Gemifloxacin.
Orphenadrine The metabolism of Zileuton can be decreased when combined with Orphenadrine.
Propafenone The metabolism of Propafenone can be decreased when combined with Zileuton.
Mibefradil The metabolism of Zileuton can be decreased when combined with Mibefradil.
Estrone sulfate The metabolism of Estrone sulfate can be decreased when combined with Zileuton.
Albinterferon Alfa-2B The metabolism of Zileuton can be decreased when combined with Albinterferon Alfa-2B.
Obeticholic acid The metabolism of Zileuton can be decreased when combined with Obeticholic acid.
Garenoxacin The metabolism of Zileuton can be decreased when combined with Garenoxacin.
Nemonoxacin The metabolism of Zileuton can be decreased when combined with Nemonoxacin.

Target Protein

Polyunsaturated fatty acid 5-lipoxygenase ALOX5

Referensi & Sumber

Synthesis reference: Emanuele ATTOLINA, Gianmaria Dell'Anna, Roberto Rossi, Pietro Allegrini, Gabriele Razzetti, "PROCESS FOR THE PREPARATION OF ZILEUTON." U.S. Patent US20090286996, issued November 19, 2009.
Artikel (PubMed)
  • PMID: 17394438
    Berger W, De Chandt MT, Cairns CB: Zileuton: clinical implications of 5-Lipoxygenase inhibition in severe airway disease. Int J Clin Pract. 2007 Apr;61(4):663-76.
  • PMID: 8826571
    Wenzel SE, Kamada AK: Zileuton: the first 5-lipoxygenase inhibitor for the treatment of asthma. Ann Pharmacother. 1996 Jul-Aug;30(7-8):858-64.
  • PMID: 8081074
    Malo PE, Bell RL, Shaughnessy TK, Summers JB, Brooks DW, Carter GW: The 5-lipoxygenase inhibitory activity of zileuton in in vitro and in vivo models of antigen-induced airway anaphylaxis. Pulm Pharmacol. 1994 Apr;7(2):73-9.

Contoh Produk & Brand

Produk: 16 • International brands: 0
Produk
  • Zileuton
    Tablet, extended release • 600 mg/1 • Oral • US • Generic • Approved
  • Zileuton
    Tablet • 600 mg/1 • Oral • US • Generic • Approved
  • Zileuton
    Tablet, extended release • 600 mg/1 • Oral • US • Generic • Approved
  • Zileuton
    Powder • 1 kg/1kg • Not applicable • US
  • Zileuton
    Tablet, extended release • 600 mg/1 • Oral • US • Generic • Approved
  • Zileuton
    Tablet, multilayer, extended release • 600 mg/1 • Oral • US • Generic • Approved
  • Zileuton
    Tablet, extended release • 600 1/1 • Oral • US • Generic • Approved
  • Zileuton
    Tablet, multilayer, extended release • 600 mg/1 • Oral • US • Generic • Approved
Menampilkan 8 dari 16 produk.

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