8-(benzyloxy)-5-(oxiran-2-yl)-1,2-dihydroquinolin-2-one

• ChemBase ID: 175982
• Molecular Formular: C18H15NO3
• Molecular Mass: 293.3166
• Monoisotopic Mass: 293.10519335
• SMILES: c1cc(c2c(c1OCc1ccccc1)[nH]c(=O)cc2)C1OC1
• Canonical SMILES: O=c1ccc2c([nH]1)c(OCc1ccccc1)ccc2C1CO1
• InChI: InChI=1S/C18H15NO3/c20-17-9-7-14-13(16-11-22-16)6-8-15(18(14)19-17)21-10-12-4-2-1-3-5-12/h1-9,16H,10-11H2,(H,19,20)
• InChIKey: IHJYYLJZVBVLEK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-(benzyloxy)-5-(oxiran-2-yl)-1,2-dihydroquinolin-2-one
• IUPAC Traditional name: 8-(benzyloxy)-5-(oxiran-2-yl)-1H-quinolin-2-one
• Synonyms: 5-(2-Oxiranyl)-8-(phenylmethoxy)-2(1H)-quinolinone

Database IDs

• CAS Number: 112281-28-4
• PubChem SID: 164231892
• PubChem CID: 13897641

CALCULATED PROPERTIES

• Acid pKa: 12.320645
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.927963
• LogD (pH = 7.4): 2.927958
• Log P: 2.927963
• Molar Refractivity: 85.6233 cm^3
• Polarizability: 31.897388 Å^3
• Polar Surface Area: 50.86 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform

DETAILS

Toronto Research Chemicals - O847095

Used in the preparation of quinolones, benzoxazolones, and benzoxazinones as β agonists for the treatment of respiratory diseases