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

• ChemBase ID: 167650
• Molecular Formular: C35H37ClNNaO3S
• Molecular Mass: 610.18095
• Monoisotopic Mass: 609.20803701
• SMILES: c1cc(cc2c1ccc(n2)CCc1cccc(c1)[C@@H](CCc1c(cccc1)C(C)(O)C)SCC1(CC(=O)[O-])CC1)Cl.[Na+]
• Canonical SMILES: [O-]C(=O)CC1(CS[C@@H](c2cccc(c2)CCc2ccc3c(n2)cc(cc3)Cl)CCc2ccccc2C(O)(C)C)CC1.[Na+]
• InChI: InChI=1S/C35H38ClNO3S.Na/c1-34(2,40)30-9-4-3-7-25(30)13-17-32(41-23-35(18-19-35)22-33(38)39)27-8-5-6-24(20-27)10-15-29-16-12-26-11-14-28(36)21-31(26)37-29;/h3-9,11-12,14,16,20-21,32,40H,10,13,15,17-19,22-23H2,1-2H3,(H,38,39);/q;+1/p-1/t32-;/m1./s1
• InChIKey: IWPOHLXIZJIMST-RYWNGCACSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 2-[1-({[(1R)-1-{3-[2-(7-chloroquinolin-2-yl)ethyl]phenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl]sulfanyl}methyl)cyclopropyl]acetate
• IUPAC Traditional name: sodium 2-[1-({[(1R)-1-{3-[2-(7-chloroquinolin-2-yl)ethyl]phenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl]sulfanyl}methyl)cyclopropyl]acetate
• Synonyms: (R)-1-[[[1-[3-[2-(7-Chloro-2-quinolinyl)ethyl]phenyl]-3-[2-(1-hydroxy-1-methylethyl)phenyl]propyl]thio]methyl]cyclopropaneacetic Acid Monosodium Salt; Dihydro Montelukast Sodium Salt

Database IDs

• CAS Number: 142147-98-6
• PubChem SID: 162261783
• PubChem CID: 24758201

CALCULATED PROPERTIES

• Acid pKa: 4.560921
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 7.3949313
• LogD (pH = 7.4): 5.652697
• Log P: 8.076194
• Molar Refractivity: 179.2477 cm^3
• Polarizability: 66.91435 Å^3
• Polar Surface Area: 73.25 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Solid

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D449215

A Montelukast impurity. A saturated hydroxyalkylquinoline acid as leukotriene antagonist and biosynthesis inhibitor.

REFERENCES

• Hendeles. L., et al.: J. Alergy Clin. Immunol., 85, 197 (1990)
• Manning, P.J., et al.: N. Engl. J. Med., 323, 1736 (1990)