1-(2-cyclopropylethyl)-6-fluoro-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione

• ChemBase ID: 165283
• Molecular Formular: C13H12FNO3
• Molecular Mass: 249.2376832
• Monoisotopic Mass: 249.08012147
• SMILES: c1c(cc2c(c1)n(c(=O)oc2=O)CCC1CC1)F
• Canonical SMILES: Fc1ccc2c(c1)c(=O)oc(=O)n2CCC1CC1
• InChI: InChI=1S/C13H12FNO3/c14-9-3-4-11-10(7-9)12(16)18-13(17)15(11)6-5-8-1-2-8/h3-4,7-8H,1-2,5-6H2
• InChIKey: GHLUJHVVLMJROO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(2-cyclopropylethyl)-6-fluoro-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione
• IUPAC Traditional name: 1-(2-cyclopropylethyl)-6-fluoro-3,1-benzoxazine-2,4-dione
• Synonyms: 1-(2-Cyclopropylethyl)-6-fluoro-2H-3,1-benzoxazine-2,4(1H)-dione; 1-(2-Cyclopropylethyl)-6-fluorobenzo[d][1,3]oxazine-2,4-dione

Database IDs

• CAS Number: 477933-12-3
• PubChem SID: 162259416
• PubChem CID: 11528906

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.6300683
• LogD (pH = 7.4): 2.6300683
• Log P: 2.6300683
• Molar Refractivity: 61.7786 cm^3
• Polarizability: 23.45418 Å^3
• Polar Surface Area: 46.61 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Colorless Oil

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C988845

Intermediate in the synthesis of HCV polymerase inhibitors.

REFERENCES

• Hendricks, R. et al.; Bioorg. Med. Chem. Lett. 19, 3637 (2009)