5-acetyl-8-(benzyloxy)-1,2-dihydroquinolin-2-one

• ChemBase ID: 90759
• Molecular Formular: C18H15NO3
• Molecular Mass: 293.3166
• Monoisotopic Mass: 293.10519335
• SMILES: [nH]1c2c(ccc(c2ccc1=O)C(=O)C)OCc1ccccc1
• Canonical SMILES: CC(=O)c1ccc(c2c1ccc(=O)[nH]2)OCc1ccccc1
• InChI: InChI=1S/C18H15NO3/c1-12(20)14-7-9-16(18-15(14)8-10-17(21)19-18)22-11-13-5-3-2-4-6-13/h2-10H,11H2,1H3,(H,19,21)
• InChIKey: MVYPGJMOODJFAZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-acetyl-8-(benzyloxy)-1,2-dihydroquinolin-2-one
• IUPAC Traditional name: 5-acetyl-8-(benzyloxy)-1H-quinolin-2-one
• Synonyms: 5-Acetyl-8-(benzyloxy)-1,2-dihydro-2-oxoquinoline; 1-[8-(Benzyloxy)-1,2-dihydro-2-oxoquinolin-5-yl]ethan-1-one; 5-Acetyl-8-(benzyloxy)quinolin-2(1H)-one; 5-acetyl-8-(benzyloxy)-1,2-dihydroquinolin-2-one; 5-Acetyl-8-(benzyloxy)carbostyril; 5-Acetyl-8-benzyloxy-1H-quinolin-2-one; 5-Acetyl-8-benzyloxy-2(1H)-quinolinone; 8-(Benzyloxy)-5-(1-oxoethyl)-1H-quinolin-2-one; 5-Acetyl-8-(phenylmethoxy)-2-quinolinone

Database IDs

• CAS Number: 93609-84-8
• MDL Number: MFCD19381743
• PubChem SID: 162077490
• PubChem CID: 13375444

CALCULATED PROPERTIES

• Acid pKa: 12.249276
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.7215917
• LogD (pH = 7.4): 2.721586
• Log P: 2.7215917
• Molar Refractivity: 86.7578 cm^3
• Polarizability: 31.992966 Å^3
• Polar Surface Area: 55.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 179 - 181 °C; 179-181°C

Safety Information

• Storage Warning: Harmful/Irritant

Product Information

• Purity: >97%

DETAILS

Toronto Research Chemicals - A187530

Used in the preparation of phenylethanolamine derivatives as β2 adrenoreceptor agonists.