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

• ChemBase ID: 174787
• Molecular Formular: C35H36ClNO3S
• Molecular Mass: 586.18324
• Monoisotopic Mass: 585.2104427
• SMILES: c1(ccc2c(c1)nc(cc2)/C=C\c1cccc(c1)[C@@H](CCc1c(cccc1)C(O)(C)C)SCC1(CC1)CC(=O)O)Cl
• Canonical SMILES: OC(=O)CC1(CS[C@@H](c2cccc(c2)/C=C\c2ccc3c(n2)cc(cc3)Cl)CCc2ccccc2C(O)(C)C)CC1
• InChI: InChI=1S/C35H36ClNO3S/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/h3-12,14-16,20-21,32,40H,13,17-19,22-23H2,1-2H3,(H,38,39)/b15-10-/t32-/m1/s1
• InChIKey: UCHDWCPVSPXUMX-LNMNGANESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[1-({[(1R)-1-{3-[(Z)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl]sulfanyl}methyl)cyclopropyl]acetic acid
• IUPAC Traditional name: [1-({[(1R)-1-{3-[(Z)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl]sulfanyl}methyl)cyclopropyl]acetic acid
• Synonyms: 1-[[[(1R)-1-[3-[(1Z)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(1-hydroxy-1-methylethyl)phenyl]propyl]thio]methyl]cyclopropaneacetic Acid; cis-Montelukast

Database IDs

• CAS Number: 774538-96-4
• PubChem SID: 164230697
• PubChem CID: 57345775

CALCULATED PROPERTIES

• Acid pKa: 4.400609
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 7.5461497
• LogD (pH = 7.4): 5.7954516
• Log P: 8.493533
• Molar Refractivity: 169.5039 cm^3
• Polarizability: 67.09314 Å^3
• Polar Surface Area: 70.42 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Yellow Solid
• Melting Point: 58-71°C

Safety Information

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

DETAILS

Toronto Research Chemicals - M568005

The cis geometric isomer of Montelukast. An impurity of Montelukast.

REFERENCES

• Schoors, D., et al.: Br. J. Clin. Pharmacol., 40, 277 (1995)
• Amin, R., et al.: J. Pharm. Biomed. Anal., 13, 155 (1995)
• Reiss, T., et al.: J. Allergy Clin. Immunol., 98, 528 (1995)