5-acetyl-8-hydroxy-1,2-dihydroquinolin-2-one

• ChemBase ID: 90760
• Molecular Formular: C11H9NO3
• Molecular Mass: 203.19406
• Monoisotopic Mass: 203.05824315
• SMILES: [nH]1c2c(ccc(c2ccc1=O)C(=O)C)O
• Canonical SMILES: CC(=O)c1ccc(c2c1ccc(=O)[nH]2)O
• InChI: InChI=1S/C11H9NO3/c1-6(13)7-2-4-9(14)11-8(7)3-5-10(15)12-11/h2-5,14H,1H3,(H,12,15)
• InChIKey: PJVZAXRWCFBQFH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-acetyl-8-hydroxy-1,2-dihydroquinolin-2-one
• IUPAC Traditional name: 5-acetyl-8-hydroxy-1H-quinolin-2-one
• Synonyms: 5-acetyl-8-hydroxy-1,2-dihydroquinolin-2-one; 5-Acetyl-1,2-dihydro-8-hydroxy-2-oxoquinoline; 1-(1,2-Dihydro-8-hydroxy-2-oxoquinolin-5-yl)ethan-1-one; 5-Acetyl-8-hydroxyquinolin-2(1H)-one; 5-Acetyl-8-hydroxy-2(1H)-quinolinone; 5-Acetyl-8-hydroxy-1H-quinolin-2-one; 5-Acetyl-8-hydroxycarbostyril; 5-Acetylquinoline-2,8-diol

Database IDs

• CAS Number: 62978-73-8
• MDL Number: MFCD08061148
• PubChem SID: 162077491
• PubChem CID: 11983895

CALCULATED PROPERTIES

• Acid pKa: 7.035948
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.8388568
• LogD (pH = 7.4): 0.33852085
• Log P: 0.85122454
• Molar Refractivity: 57.6629 cm^3
• Polarizability: 20.511726 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 335 (Dec) °C; 335(dec.)°C

Safety Information

• Storage Warning: Harmful/Irritant

Product Information

• Purity: >95%

DETAILS

Toronto Research Chemicals - A187660

Used in the preparation of 5-Acetylcarbostyril oxime derivatives as β2 adrenoreceptor agonists.

REFERENCES

• Amlaiky, N., et al.: Eur. J. Med. Chem., 19, 341 (1984)