Verlukast

For research use only. Not for therapeutic Use.

  • CAT Number: R007867
  • CAS Number: 120443-16-5
  • Molecular Formula: C26H27ClN2O3S2
  • Molecular Weight: 515.09
  • Purity: ≥95%
Inquiry Now

Verlukast (CAS 120443-16-5), also known as MK-0679, is a (R)-enantiomer of MK-571 and a potent and selective LTD4 receptor antagonist. Verlukast showed [3H]leukotriene D4 binding in guinea-pig (IC50 = 3.1 +/- 0.5 nM) and human (IC50 = 8.0 +/- 3.0 nM) lung homogenates and dimethyl sulfoxide differentiated U937 cell membrane preparations (IC50 = 10.7 +/- 1.6 nM) but is essentially inactive versus [3H]leukotriene C4 binding in guinea-pig lung homogenates (IC50 values of 19 and 33 microM). Verlukast was in clinical development for the treatment of asthma and related diseases. (last updated: 8/8/2016)


Catalog Number R007867
CAS Number 120443-16-5
Synonyms

3-[[(R)-[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl][[3-(dimethylamino)-3-oxopropyl]thio]methyl]thio]-propanoic Acid; L 668019; MK 679; R-(-)-MK 571;

Molecular Formula C26H27ClN2O3S2
Purity ≥95%
Target Leukotriene Receptor
Solubility DMSO
Storage Store at -20°C
Overview of Clinical Research

<span style="color:#000000;"><span style="font-size:12px;"><span style="font-family:arial,helvetica,sans-serif;">Verlukast is a&nbsp;Leukotriene D4 receptor antagonist.</span></span></span>

IUPAC Name 3-[(R)-[3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl]-[3-(dimethylamino)-3-oxopropyl]sulfanylmethyl]sulfanylpropanoic acid
InChI InChI=1S/C26H27ClN2O3S2/c1-29(2)24(30)12-14-33-26(34-15-13-25(31)32)20-5-3-4-18(16-20)6-10-22-11-8-19-7-9-21(27)17-23(19)28-22/h3-11,16-17,26H,12-15H2,1-2H3,(H,31,32)/b10-6+/t26-/m1/s1
InChIKey AXUZQJFHDNNPFG-LHAVAQOQSA-N
SMILES CN(C)C(=O)CCSC(C1=CC=CC(=C1)C=CC2=NC3=C(C=CC(=C3)Cl)C=C2)SCCC(=O)O
Reference

<br />
1:Verlukast (MK-0679) conjugation with glutathione by rat liver and kidney cytosols and excretion in the bile. Nicoll-Griffith DA, Gupta N, Twa SP, Williams H, Trimble LA, Yergey JA.Drug Metab Dispos. 1995 Oct;23(10):1085-93. PMID: 8654196<br />
2:Robotic sample preparation and high-performance liquid chromatographic analysis of verlukast in human plasma. Hsieh JY, Lin C, Matuszewski BK.J Chromatogr B Biomed Appl. 1994 Nov 18;661(2):307-12. PMID: 7894671<br />
3:Oral pharmacokinetics and food interaction of the leukotriene D4 receptor antagonist verlukast. Schwartz JI, Margolskee DJ, Bjornsson TD, Williams VC, Hsieh JY, Lin CC, Rogers JD.Br J Clin Pharmacol. 1993 Nov;36(5):464-6. PMID: 12959296 Free PMC Article<br />
4:CYP1A1 specificity of Verlukast epoxidation in mice, rats, rhesus monkeys, and humans. Grossman SJ, Herold EG, Drey JM, Alberts DW, Umbenhauer DR, Patrick DH, Nicoll-Griffith D, Chauret N, Yergey JA.Drug Metab Dispos. 1993 Nov-Dec;21(6):1029-36. PMID: 7905381<br />
5:Characterization of verlukast metabolites arising from an epoxide intermediate produced with hepatic microsomes from beta-naphthoflavone-treated rodents (P-4501A1). Nicoll-Griffith DA, Chauret N, Yergey JA, Trimble LA, Favreau L, Zamboni R, Grossman SJ, Drey J, Herold E.Drug Metab Dispos. 1993 Sep-Oct;21(5):861-7. PMID: 7902249<br />
6:Bronchodilator properties of an inhaled leukotriene D4 antagonist (verlukast–MK-0679) in asthmatic patients. Lammers JW, Van Daele P, Van den Elshout FM, Decramer M, Buntinx A, De Lepeleire I, Friedman B.Pulm Pharmacol. 1992 Jun;5(2):121-5. PMID: 1611229<br />
7:In vitro and in vivo biotransformations of the potent leukotriene D4 antagonist verlukast in the rat. Nicoll-Griffith D, Yergey J, Trimble L, Williams H, Rasori R, Zamboni R.Drug Metab Dispos. 1992 May-Jun;20(3):383-9. PMID: 1355712<br />
8:Pharmacology of the leukotriene antagonist verlukast: the (R)-enantiomer of MK-571. Jones TR, Zamboni R, Belley M, Champion E, Charette L, Ford-Hutchinson AW, Gauthier JY, Leger S, Lord A, Masson P, et al.Can J Physiol Pharmacol. 1991 Dec;69(12):1847-54. PMID: 1666333

Request a Quote