7-(4-hydroxybutoxy)-1,2,3,4-tetrahydroquinolin-2-one

• ChemBase ID: 167712
• Molecular Formular: C13H17NO3
• Molecular Mass: 235.27898
• Monoisotopic Mass: 235.12084341
• SMILES: c12c(cc(cc1)OCCCCO)NC(=O)CC2
• Canonical SMILES: OCCCCOc1ccc2c(c1)NC(=O)CC2
• InChI: InChI=1S/C13H17NO3/c15-7-1-2-8-17-11-5-3-10-4-6-13(16)14-12(10)9-11/h3,5,9,15H,1-2,4,6-8H2,(H,14,16)
• InChIKey: KRICLZOCASGBRD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-(4-hydroxybutoxy)-1,2,3,4-tetrahydroquinolin-2-one
• IUPAC Traditional name: 7-(4-hydroxybutoxy)-3,4-dihydro-1H-quinolin-2-one
• Synonyms: 3,4-Dihydro-7-(4-hydroxybutoxy)-2(1H)-quinolinone

Database IDs

• CAS Number: 889443-20-3
• PubChem SID: 162261845
• PubChem CID: 71316195

CALCULATED PROPERTIES

• Acid pKa: 13.5106
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.246168
• LogD (pH = 7.4): 1.2461677
• Log P: 1.246168
• Molar Refractivity: 66.4514 cm^3
• Polarizability: 24.988073 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D449540

3,4-Dihydro-7-(4-hydroxybutoxy)-2(1H)-quinolinone is an impurity of the selective dopamine D2-receptor antagonist, Aripiprazole (A771000).

REFERENCES

• Zhao, H. et al.: Zhong. Yiy. Gong. Zaz., 37, 580 (2006)