sodium 2-(1-{[(1-{2-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-[3-(2-hydroxypropan-2-yl)phenyl]propyl)sulfanyl]methyl}cyclopropyl)acetate

• ChemBase ID: 179702
• Molecular Formular: C35H35ClNNaO3S
• Molecular Mass: 608.16507
• Monoisotopic Mass: 607.19238695
• SMILES: n1c2cc(ccc2ccc1/C=C/c1c(C(SCC2(CC2)CC(=O)[O-])CCc2cc(C(O)(C)C)ccc2)cccc1)Cl.[Na+]
• Canonical SMILES: Clc1ccc2c(c1)nc(cc2)/C=C/c1ccccc1C(SCC1(CC1)CC(=O)[O-])CCc1cccc(c1)C(O)(C)C.[Na+]
• InChI: InChI=1S/C35H36ClNO3S.Na/c1-34(2,40)27-8-5-6-24(20-27)10-17-32(41-23-35(18-19-35)22-33(38)39)30-9-4-3-7-25(30)12-15-29-16-13-26-11-14-28(36)21-31(26)37-29;/h3-9,11-16,20-21,32,40H,10,17-19,22-23H2,1-2H3,(H,38,39);/q;+1/p-1/b15-12+
• InChIKey: JXVOPOVZJNAIKI-JRUHLWALSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 2-(1-{[(1-{2-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-[3-(2-hydroxypropan-2-yl)phenyl]propyl)sulfanyl]methyl}cyclopropyl)acetate
• IUPAC Traditional name: sodium 2-(1-{[(1-{2-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-[3-(2-hydroxypropan-2-yl)phenyl]propyl)sulfanyl]methyl}cyclopropyl)acetate
• Synonyms: Montelukast Sodium

Database IDs

• CAS Number: 151767-02-1
• PubChem SID: 164235612
• PubChem CID: 23713800

CALCULATED PROPERTIES

• Acid pKa: 4.454305
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 7.598489
• LogD (pH = 7.4): 5.8392944
• Log P: 8.50977
• Molar Refractivity: 180.341 cm^3
• Polarizability: 66.98578 Å^3
• Polar Surface Area: 73.25 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Leukotriene LTD4 receptor antagonist

Product Information

• Salt Data: Na+
• Application(s): Antiasthmatic agent

REFERENCES

• Eur. Pat., 1992, Merck Frosst Canada, 480 717; CA, 117, 90163, (synth)
• Labelle, M. et al., Bioorg. Med. Chem. Lett., 1995, 5, 283, (synth, pharmacol, sar)
• Jones, T.R. et al., Can. J. Physiol. Pharmacol., 1995, 73, 191, (pharmacol)
• Amin, R.D. et al., J. Pharm. Biomed. Anal., 1995, 13, 155, (hplc)
• Reiss, T.F. et al., J. Allergy Clin. Immunol., 1996, 98, 528, (use)
• Cheng, H. et al., Pharm. Res., 1996, 13, 445, (pharmacokinet, man)
• Markham, A. et al., Drugs, 1998, 56, 251-256, (rev)
• Martindale, The Extra Pharmacopoeia, 32nd edn., Pharmaceutical Press, 1999, 756
• Jarvis, B. et al., Drugs, 2000, 59, 891-928