Zafirlukast

  • CAT Number: A000661
  • CAS Number: 107753-78-6
  • Molecular Formula: C31H33N3O6S
  • Molecular Weight: 575.7
  • Purity: ≥95%
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Zafirlukast is an oral leukotriene receptor antagonist (LTRA) for the maintenance treatment of asthma, often used in conjunction with an inhaled steroid and/or long-acting bronchodilator. It is available as a tablet and is usually dosed twice daily. Another leukotriene receptor antagonist is montelukast (Singulair), taken once daily. Zileuton (Zyflo), also used in the treatment of asthma via its inhibition of 5-lipoxygenase, is taken four times per day. Zafirlukast blocks the action of the cysteinyl leukotrienes on the CysLT1 receptors, thus reducing constriction of the airways, build-up of mucus in the lungs and inflammation of the breathing passages.

Catalog Number A000661
CAS Number 107753-78-6
Molecular Formula

C31H33N3O6S

Purity 95%
Target Leukotriene Receptor
Solubility >23.9mg/mL in DMSO
Storage -20°C
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)
InChIKey YEEZWCHGZNKEEK-UHFFFAOYSA-N
SMILES CC1=CC=CC=C1S(=O)(=O)NC(=O)C2=CC(=C(C=C2)CC3=CN(C4=C3C=C(C=C4)NC(=O)OC5CCCC5)C)OC
Reference

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K, Cammue BPA, Beullens S, Fauvart M, Verstraeten N, Michiels J, Roberts M. In
vitro activity of the antiasthmatic drug zafirlukast against the oral pathogens
Porphyromonas gingivalis and Streptococcus mutans. FEMS Microbiol Lett. 2017 Jan
1;364(2). doi: 10.1093/femsle/fnx005. PubMed PMID: 28087617.

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3: Lee HJ, Kim YH, Kim SH, Lee CM, Yang AY, Jang CG, Lee SY, Bae JW, Choi CI.
Effects of CYP2C9 genetic polymorphisms on the pharmacokinetics of zafirlukast.
Arch Pharm Res. 2016 Jul;39(7):1013-9. doi: 10.1007/s12272-016-0785-x. Epub 2016
Jul 4. PubMed PMID: 27377818.

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fasted and fed state intestinal media with and without precipitation inhibitors.
Eur J Pharm Sci. 2016 Aug 25;91:31-9. doi: 10.1016/j.ejps.2016.05.026. Epub 2016
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screen for human UDP-glucuronosyltransferases inhibitors and the evaluation of
potential drug-drug interactions with zafirlukast. Drug Metab Dispos. 2015
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25834030.
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6: Kang SH, Shin KC, Kim WS, Bae TH, Kim HK, Kim MK. The preventive effect of
topical zafirlukast instillation for peri-implant capsule formation in rabbits.
Arch Plast Surg. 2015 Mar;42(2):179-85. doi: 10.5999/aps.2015.42.2.179. Epub 2015
Mar 16. PubMed PMID: 25798389; PubMed Central PMCID: PMC4366699.
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7: Chen CF, Lv Y, Zhang HP, Wang G. Does zafirlukast reduce future risk of asthma
exacerbations in adults? Systematic review and meta-analysis. Multidiscip Respir
Med. 2014 May 28;9(1):30. doi: 10.1186/2049-6958-9-30. eCollection 2014. Review.
PubMed PMID: 24936302; PubMed Central PMCID: PMC4059702.
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8: Iqbal M, Ezzeldin E, Al-Rashood KA, Al-Khamees KI, Khan RM, Raish M, Anwer T.
Simple and rapid determination of zafirlukast in plasma by ultra-performance
liquid chromatography tandem mass spectrometric method: application into
pharmacokinetic study in rabbits. Drug Res (Stuttg). 2014 Aug;64(8):412-9. doi:
10.1055/s-0033-1358748. Epub 2013 Nov 20. PubMed PMID: 24258705.
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9: Moosavi SA, Raji H, Tasorian B, Mostafapour E, Shahabi S, Purfakharan M,
Fereshtehnejad SM. Effect of Zafirlukast on improving lung function in patients
with chronic obstructive pulmonary diseases. Med J Islam Repub Iran. 2013
May;27(2):57-61. PubMed PMID: 23741166; PubMed Central PMCID: PMC3610308.
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10: Pinault L, Han JS, Kang CM, Franco J, Ronning DR. Zafirlukast inhibits
complexation of Lsr2 with DNA and growth of Mycobacterium tuberculosis.
Antimicrob Agents Chemother. 2013 May;57(5):2134-40. doi: 10.1128/AAC.02407-12.
Epub 2013 Feb 25. PubMed PMID: 23439641; PubMed Central PMCID: PMC3632936.

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