A selective CysLT1 receptor antagonist
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Zafirlukast

Item No. 10008282

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
[3-[[2-methoxy-4-[[[(2-methylphenyl)sulfonyl]amino]carbonyl]phenyl]methyl]-1-methyl-1H-indol-5-yl]-carbamic acid, cyclopentyl ester
CAS Number
107753-78-6
Molecular Formula
C31H33N3O6S
Formula Weight
575.7
Purity
≥97%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMF:PBS (pH 7.2) (1:1): .5 mg/mlDMSO: 20 mg/mlEthanol: .25 mg/ml
λmax
203, 215, 241, 299 nm
SMILES
COc1cc(ccc1Cc1cn(C)c2ccc(NC(=O)OC3CCCC3)cc12)C(=O)NS(=O)(=O)c1ccccc1C
InChi Code
InChI=1S/C31H33N3O6S/c1-20-8-4-7-11-29(20)41(37,38)33-30(35)22-13-12-21(28(17-22)39-3)16-23-19-34(2)27-15-14-24(18-26(23)27)32-31(36)40-25-9-5-6-10-25/h4,7-8,11-15,17-19,25H,5-6,9-10,16H2,1-3H3,(H,32,36)(H,33,35)
InChi Key
YEEZWCHGZNKEEK-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $28

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    100 mg

    $125

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    500 mg

    $482

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    1 g

    $825

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    Product Description

    Zafirlukast is a cysteinyl leukotriene 1 (CysLT1) receptor antagonist (IC50 = 0.014 μM in a cell-based calcium mobilization assay).1 It is selective for CysLT1 over CysLT2 receptors (IC50 = 58 μM). It inhibits mucus secretion induced by leukotriene D4 (LTD4; Item No. 20310) in isolated guinea pig trachea (IC50 = 0.6 μM).2 Zafirlukast (5 μM) inhibits ovalbumin-induced increases in tracheal mucus secretion in ovalbumin-sensitized guinea pigs by 65%. It inhibits LTD4-induced bronchoconstriction in anesthetized guinea pigs (ED50 = 61 nmol/kg, i.v.).3 Formulations containing zafirlukast have been used in the prophylaxis and chronic treatment of asthma.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chen, H., Yang, H., Wang, Z., et al. Discovery of 3-substituted 1H-indole-2-carboxylic acid derivatives as a novel class of CysLT1 selective antagonists. ACS Med. Chem. Lett. 7(3), 335-339 (2016).

    2. Liu, Y.-C., Khawaja, A.M., and Rogers, D.F. Effects of the cysteinyl leukotriene receptor antagonists pranlukast and zafirlukast on tracheal mucus secretion in ovalbumin-sensitized guinea-pigs in vitro. Br. J. Pharmacol. 124(3), 563-571 (1998).

    3. Cabré, F., Carabaza, A., García, A.M., et al. Pharmacological profile of MEN91507, a new CysLT1 receptor antagonist. Eur. J. Pharmacol. 451(3), 317-326 (2002).

    Product Citations

    Nagai, J., Balestrieri, B., Fanning, L.B., et al. P2Y6 signaling in alveolar macrophages prevents leukotriene-dependent type 2 allergic lung inflammation. J. Clin. Invest. 129(12), 5169-5186 (2019).