5-(oxiran-2-ylmethoxy)-1,2,3,4-tetrahydroquinolin-2-one

• ChemBase ID: 168123
• Molecular Formular: C12H13NO3
• Molecular Mass: 219.23652
• Monoisotopic Mass: 219.08954328
• SMILES: c12c(c(ccc1)OCC1OC1)CCC(=O)N2
• Canonical SMILES: O=C1CCc2c(N1)cccc2OCC1CO1
• InChI: InChI=1S/C12H13NO3/c14-12-5-4-9-10(13-12)2-1-3-11(9)16-7-8-6-15-8/h1-3,8H,4-7H2,(H,13,14)
• InChIKey: VQTWQOBNPISQPG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(oxiran-2-ylmethoxy)-1,2,3,4-tetrahydroquinolin-2-one
• IUPAC Traditional name: 5-(oxiran-2-ylmethoxy)-3,4-dihydro-1H-quinolin-2-one
• Synonyms: 5-(2,3-Epoxypropoxy)-3,4-dihydrocarbostyril; 3,4-Dihydro-5-(2-oxiranylmethoxy)-2(1H)-quinolinone

Database IDs

• CAS Number: 51781-14-7
• PubChem SID: 162262255
• PubChem CID: 12899423

CALCULATED PROPERTIES

• Acid pKa: 13.510437
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.2002141
• LogD (pH = 7.4): 1.2002139
• Log P: 1.2002141
• Molar Refractivity: 59.3938 cm^3
• Polarizability: 22.502941 Å^3
• Polar Surface Area: 50.86 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Off-white Solid

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - E589300

Used in the preparation of central nervous system depressants. Intermediate in the synthesis of Carteolol (C184450), a β-Adrenergic blocker and an antiarrhythmic agent. Carbostyril derivative.