2-[1-({[(1R)-1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-[2-(prop-1-en-2-yl)phenyl]propyl]sulfanyl}methyl)cyclopropyl]acetic acid

• ChemBase ID: 174793
• Molecular Formular: C35H34ClNO2S
• Molecular Mass: 568.16796
• Monoisotopic Mass: 567.19987801
• SMILES: c1cc(cc2c1ccc(n2)/C=C/c1cccc(c1)[C@@H](CCc1c(cccc1)C(=C)C)SCC1(CC(=O)O)CC1)Cl
• Canonical SMILES: OC(=O)CC1(CS[C@@H](c2cccc(c2)/C=C/c2ccc3c(n2)cc(cc3)Cl)CCc2ccccc2C(=C)C)CC1
• InChI: InChI=1S/C35H34ClNO2S/c1-24(2)31-9-4-3-7-26(31)13-17-33(40-23-35(18-19-35)22-34(38)39)28-8-5-6-25(20-28)10-15-30-16-12-27-11-14-29(36)21-32(27)37-30/h3-12,14-16,20-21,33H,1,13,17-19,22-23H2,2H3,(H,38,39)/b15-10+/t33-/m1/s1
• InChIKey: LLGQICNFACCGPR-LDXVMNHOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[1-({[(1R)-1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-[2-(prop-1-en-2-yl)phenyl]propyl]sulfanyl}methyl)cyclopropyl]acetic acid
• IUPAC Traditional name: [1-({[(1R)-1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-[2-(prop-1-en-2-yl)phenyl]propyl]sulfanyl}methyl)cyclopropyl]acetic acid
• Synonyms: 1-[[[(1R)-1-[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(1-methylethenyl)phenyl]propyl]thio]methyl]cyclopropaneacetic Acid; Montelukast Impurity; Montelukast Styrene

Database IDs

• CAS Number: 918972-54-0
• PubChem SID: 164230703
• PubChem CID: 46782398

CALCULATED PROPERTIES

• Acid pKa: 4.4076095
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 8.659304
• LogD (pH = 7.4): 6.907397
• Log P: 9.602009
• Molar Refractivity: 167.5993 cm^3
• Polarizability: 66.348976 Å^3
• Polar Surface Area: 50.19 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 154-156°C

Safety Information

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

DETAILS

Toronto Research Chemicals - M568030

Montelukast impurity.

REFERENCES

• Labelle, M., et al.: Bioorg. Med. Chem. Lett., 5, 283 (1995)
• Schoors, D., et al.: Br. J. Clin. Pharmacol., 40, 277 (1995)