7-{4-[(2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)oxy](2H8)butoxy}-1,2,3,4-tetrahydroquinolin-2-one

• ChemBase ID: 161984
• Molecular Formular: C22H24N2O4
• Molecular Mass: 380.43696
• Monoisotopic Mass: 380.17360726
• SMILES: c12c(cc(cc1)OCCCCOc1ccc3c(c1)NC(=O)CC3)NC(=O)CC2
• Canonical SMILES: O=C1CCc2c(N1)cc(cc2)OCCCCOc1ccc2c(c1)NC(=O)CC2
• InChI: InChI=1S/C22H24N2O4/c25-21-9-5-15-3-7-17(13-19(15)23-21)27-11-1-2-12-28-18-8-4-16-6-10-22(26)24-20(16)14-18/h3-4,7-8,13-14H,1-2,5-6,9-12H2,(H,23,25)(H,24,26)
• InChIKey: HYDKRRWQLHXDEN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-{4-[(2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)oxy](^2H₈)butoxy}-1,2,3,4-tetrahydroquinolin-2-one
• IUPAC Traditional name: 7-{4-[(2-oxo-3,4-dihydro-1H-quinolin-7-yl)oxy](^2H₈)butoxy}-3,4-dihydro-1H-quinolin-2-one
• Synonyms: 7,7'-[1,4-(Butane-d8)diylbis(oxy)]bis[3,4-dihydro-2(1H)-quinolinone; 1,4-Bis[3,4-dihydro-2(1H)-quinolinon-7-oxy]butane-d8

Database IDs

• CAS Number: 1346599-01-6
• PubChem SID: 162256119
• PubChem CID: 71313944

CALCULATED PROPERTIES

• Acid pKa: 13.211078
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.1236925
• LogD (pH = 7.4): 3.123692
• Log P: 3.1236928
• Molar Refractivity: 108.8392 cm^3
• Polarizability: 40.628876 Å^3
• Polar Surface Area: 76.66 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 216-219°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B426502

Labelled intermediate used in the process for the preparation of Aripiprazole (A771000).

REFERENCES

• Burris, K., et al.: J. Pharmacol. Exp. Ther., 302, 381 (2002)
• Harrison, T., et al.: Drugs, 64, 1715 (2002)