7-[4-bromo(2H8)butoxy]-1,2,3,4-tetrahydroquinolin-2-one

• ChemBase ID: 162773
• Molecular Formular: C13H16BrNO2
• Molecular Mass: 298.17564
• Monoisotopic Mass: 297.03644076
• SMILES: c1c2c(ccc1OCCCCBr)CCC(=O)N2
• Canonical SMILES: BrCCCCOc1ccc2c(c1)NC(=O)CC2
• InChI: InChI=1S/C13H16BrNO2/c14-7-1-2-8-17-11-5-3-10-4-6-13(16)15-12(10)9-11/h3,5,9H,1-2,4,6-8H2,(H,15,16)
• InChIKey: URHLNHVYMNBPEO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-[4-bromo(^2H₈)butoxy]-1,2,3,4-tetrahydroquinolin-2-one
• IUPAC Traditional name: 7-[4-bromo(^2H₈)butoxy]-3,4-dihydro-1H-quinolin-2-one
• Synonyms: 7-(4-Bromobutoxy-d8)-3,4-dihydro-2(1H)-quinolinone; 7-(4-Bromobutoxy)-3,4-dihydroquinolin-2-one-d8

Database IDs

• PubChem SID: 162256908
• PubChem CID: 59242697

CALCULATED PROPERTIES

• Acid pKa: 13.512109
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.7862551
• LogD (pH = 7.4): 2.786255
• Log P: 2.7862551
• Molar Refractivity: 72.4859 cm^3
• Polarizability: 27.058376 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B681962

A labelled impurity in the synthesis of Aripiprazole (A771000). A degradation product in Aripiprazole tablets.

REFERENCES

• Reddy, G.V.R., et al.: Eur. J. Chem., 1, 20 (2010)