2,2-dichloro-1-(6-hydroxy-1,2,3,4-tetrahydroquinolin-1-yl)ethan-1-one

• ChemBase ID: 167026
• Molecular Formular: C11H11Cl2NO2
• Molecular Mass: 260.11654
• Monoisotopic Mass: 259.01668396
• SMILES: c1c(cc2c(c1)N(CCC2)C(=O)C(Cl)Cl)O
• Canonical SMILES: Oc1ccc2c(c1)CCCN2C(=O)C(Cl)Cl
• InChI: InChI=1S/C11H11Cl2NO2/c12-10(13)11(16)14-5-1-2-7-6-8(15)3-4-9(7)14/h3-4,6,10,15H,1-2,5H2
• InChIKey: OMZBOXOCCLZODD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2-dichloro-1-(6-hydroxy-1,2,3,4-tetrahydroquinolin-1-yl)ethan-1-one
• IUPAC Traditional name: 2,2-dichloro-1-(6-hydroxy-3,4-dihydro-2H-quinolin-1-yl)ethanone
• Synonyms: 2,2-Dichloro-1-(3,4-dihydro-6-hydroxy-1(2H)-quinolinyl)ethanone; 1-(Dichloroacetyl)-1,2,3,4-tetrahydro-6-quinolinol

Database IDs

• CAS Number: 62265-67-2
• PubChem SID: 162261159
• PubChem CID: 3017326

CALCULATED PROPERTIES

• Acid pKa: 9.32382
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.5373776
• LogD (pH = 7.4): 2.5323284
• Log P: 2.5374424
• Molar Refractivity: 63.9042 cm^3
• Polarizability: 24.35572 Å^3
• Polar Surface Area: 40.54 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Light Yellow Gum

DETAILS

Toronto Research Chemicals - D431785

Main Quinfamide (Q670600) metabolite.

REFERENCES

• Bailey, D., et al.: J. Med. Chem., 22, 599 (1979)