5-fluoro-1,3-diazinane-2,4-dione

• ChemBase ID: 168979
• Molecular Formular: C4H5FN2O2
• Molecular Mass: 132.0931032
• Monoisotopic Mass: 132.03350563
• SMILES: C1(=O)C(CNC(=O)N1)F
• Canonical SMILES: FC1CNC(=O)NC1=O
• InChI: InChI=1S/C4H5FN2O2/c5-2-1-6-4(9)7-3(2)8/h2H,1H2,(H2,6,7,8,9)
• InChIKey: RAIRJKWTBBDDAR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-fluoro-1,3-diazinane-2,4-dione
• IUPAC Traditional name: 5,6-dihydro-5-fluorouracil
• Synonyms: 5,6-Dihydro-5-fluorouracil; 5-Fluoro-5,6-dihydrouracil; 5-Fluorodihydrouracil; 5-Fluorohydrouracil; 5-DHFU; 5-Fluorodihydropyrimidine-2,4-dione

Database IDs

• CAS Number: 696-06-0
• PubChem SID: 162263111
• PubChem CID: 121997

CALCULATED PROPERTIES

• Acid pKa: 10.258623
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -1.0372819
• LogD (pH = 7.4): -1.0378685
• Log P: -1.0372744
• Molar Refractivity: 25.3916 cm^3
• Polarizability: 9.838935 Å^3
• Polar Surface Area: 58.2 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide
• Apperance: Off-White to Beige Solid
• Melting Point: 228-230°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - F591025

A metabolite of 5-Fluorouracil. (F596000)

REFERENCES

• Bocci, G., et al.: Eur. J. Clin. Pharmacol., 58, 593 (2002)
• Longley, D.B., Nature Rev. Cancer, 3, 330 (2002)
• Fischel, J., et al.: Anti-Cancer Drugs, 15, 969 (2004)