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QuickView for Zafirlukast (compound)


PubChem
Name: zafirlukast
PubChem Compound ID: 5717
Molecular formula: C31H33N3O6S
Molecular weight: 575.676 g/mol
Synonyms:
Carbamic acid, (3-((2-methoxy-4-((((2-methylphenyl)sulfonyl)amino)carbonyl)phenyl)methyl)-1-methyl-1H-indol-5-yl)-, cyclopentyl ester; Accoleit; cyclopentyl 3-[2-methoxy-4-(2-methylphenylsulfonylcarbamoyl)benzyl]-1-methyl-1H-indol-5-ylcarbamate; Zafirlukast; Accolate; Accolate (TN); Olmoran; Cyclopentyl 3-(2-methoxy-4-((o-tolylsulfonyl)carbamoyl)benzyl)-1-methylindole-5-carbamate; Zafirst; Respix.
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DrugBank
Identification
Name: zafirlukast
Name (isomeric): DB00549
Drug Type: small molecule
Brand: Accolate
Category: Anti-Asthmatic Agents, Leukotriene Antagonists
CAS number: 107753-78-6
Pharmacology
Indication: For the prophylaxis and chronic treatment of asthma.
Pharmacology:
Zafirlukast is a synthetic, selective peptide leukotriene receptor antagonist (LTRA) indicated for the prophylaxis and chronic treatment of asthma. Patients with asthma were found in one study to be 25-100 times more sensitive to the bronchoconstricting activity of inhaled LTD4 than nonasthmatic subjects. In vitro studies demonstr...
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Mechanism of Action:
Zafirlukast is a selective and competitive receptor antagonist of leukotriene D4 and E4 (LTD4 and LTE4), components of slow-reacting substance of anaphylaxis (SRSA). Cysteinyl leukotriene production and receptor occupation have been correlated with the pathophysiology of asthma, including airway edema, smooth muscle constriction, and alt...
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Absorption: Rapidly absorbed following oral administration, reduced following a high-fat or high-protein meal.
Protein binding: 99%
Biotransformation: Hepatic
Route of elimination: The most common metabolic products are hydroxylated metabolites which are excreted in the feces.
Half Life: 10 hours
Clearance: apparent oral cl=20 L/h 11.4 L/h [7-11 yrs] 9.2 L/h [5-6 yrs]
Toxicity: Side effects include rash and upset stomach.
Affected organisms: Humans and other mammals
Interactions
Food interaction:
Take on empty stomach: 1 hour before or 2 hours after meals.
Drug interaction:
TheophyllineZafirlukast serum concentrations may be decreased by Theophylline.
AminophyllineZafirlukast serum concentrations may be decreased by the theophylline derivative Aminophylline.
SulfisoxazoleSulfisoxazole, a strong CYP2C9 inhibitor, may decrease the metabolism and clearance of zafirlukast. Consider alternate therapy or monitor for changes in zafirlukast therapeutic and adverse effects if sulfisoxazole is initiated, discontinued or dose changed.
KetoconazoleKetoconazole, a strong CYP2C9 inhibitor, may decrease the metabolism and clearance of zafirlukast. Consider alternate therapy or monitor for changes in zafirlukast therapeutic and adverse effects if ketoconazole is initiated, discontinued or dose changed.
TolbutamideTolbutamide, a strong CYP2C9 inhibitor, may decrease the metabolism and clearance of zafirlukast. Consider alternate therapy or monitor for changes in zafirlukast therapeutic and adverse effects if tolbutamide is initiated, discontinued or dose changed.
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