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

• ChemBase ID: 174782
• Molecular Formular: C47H59ClN2O3S
• Molecular Mass: 767.50096
• Monoisotopic Mass: 766.39349244
• SMILES: c1cc(cc2c1ccc(n2)/C=C/c1cccc(c1)[C@@H](CCc1c(cccc1)C(C)(C)O)SCC1(CC(=O)O)CC1)Cl.C1CCCC(C1)NC1CCCCC1
• Canonical SMILES: C1CCC(CC1)NC1CCCCC1.OC(=O)CC1(CS[C@@H](c2cccc(c2)/C=C/c2ccc3c(n2)cc(cc3)Cl)CCc2ccccc2C(O)(C)C)CC1
• InChI: InChI=1S/C35H36ClNO3S.C12H23N/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;1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h3-12,14-16,20-21,32,40H,13,17-19,22-23H2,1-2H3,(H,38,39);11-13H,1-10H2/b15-10+;/t32-;/m1./s1
• InChIKey: ZLOLVGQQYDQBMP-HKHDRNBDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[1-({[(1R)-1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl]sulfanyl}methyl)cyclopropyl]acetic acid; N-cyclohexylcyclohexanamine
• IUPAC Traditional name: dicha; montelukast
• Synonyms: 1-[1-[[[(1R)-1-[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(1-hydroxy-1-methylethyl)phenyl]propyl]thio]methyl]cyclopropaneacetic N-Cyclohexylcyclohexanamine; Montelukast DCHA.; Montelukast Dicyclohexylamine Salt

Database IDs

• CAS Number: 577953-88-9
• PubChem SID: 164230692
• PubChem CID: 16202490

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: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Beige Solid
• Melting Point: 65-67°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M567990

A selective leukotriene D4-receptor antagonist. Used as an antiasthmatic.

REFERENCES

• Labelle, M., et al.: Bioorg. Med. Chem. Lett., 5, 283 (1995)
• Jones, T.R., et al.: Can. J. Physiol. Pharmacol., 73, 191 (1995)
• Markham, A. and Faulds, D.: Drugs, 56, 251 (1998)