methyl 2-(3-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-oxopropyl)benzoate

• ChemBase ID: 164640
• Molecular Formular: C28H22ClNO3
• Molecular Mass: 455.93218
• Monoisotopic Mass: 455.12882125
• SMILES: c1c(cc2c(c1)ccc(n2)/C=C/c1cccc(c1)C(=O)CCc1c(cccc1)C(=O)OC)Cl
• Canonical SMILES: COC(=O)c1ccccc1CCC(=O)c1cccc(c1)/C=C/c1ccc2c(n1)cc(cc2)Cl
• InChI: InChI=1S/C28H22ClNO3/c1-33-28(32)25-8-3-2-6-20(25)12-16-27(31)22-7-4-5-19(17-22)9-14-24-15-11-21-10-13-23(29)18-26(21)30-24/h2-11,13-15,17-18H,12,16H2,1H3/b14-9+
• InChIKey: INXATVZSQVIIHJ-NTEUORMPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-(3-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-oxopropyl)benzoate
• IUPAC Traditional name: methyl 2-(3-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-oxopropyl)benzoate
• Synonyms: Methyl (E)-2-[3-[3-[2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-oxopropyl]benzoate; 2-[3-[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-oxopropyl]benzoic Acid Methyl Ester

Database IDs

• CAS Number: 149968-11-6
• PubChem SID: 162258775
• PubChem CID: 11730154

CALCULATED PROPERTIES

• Acid pKa: 16.077019
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 7.1465898
• LogD (pH = 7.4): 7.1484566
• Log P: 7.1484804
• Molar Refractivity: 131.5428 cm^3
• Polarizability: 51.602 Å^3
• Polar Surface Area: 56.26 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Off-White Solid
• Melting Point: 124-126°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - C380010

An intermediate in the synthesis of Montelukast.

REFERENCES

• Labelle, M., et al.: Bioorg. Med. Chem. Lett., 4, 463 (1994)
• Roberge, C., et al.: J. Ferment. Bioeng., 81, 530 (1994)
• Shafiee, A., et al.: App. Microbiol. Biotechnol., 49, 709 (1994)