5-fluoro(2-13C,1,3-15N2)-1,3-diazinane-2,4-dione

• ChemBase ID: 168980
• Molecular Formular: C4H5FN2O2
• Molecular Mass: 135.07257583
• Monoisotopic Mass: 135.03093025
• SMILES: C1(=O)C(C[15NH][13C](=O)[15NH]1)F
• Canonical SMILES: FC1C[15NH][13C](=O)[15NH]C1=O
• InChI: InChI=1S/C4H5FN2O2/c5-2-1-6-4(9)7-3(2)8/h2H,1H2,(H2,6,7,8,9)/i4+1,6+1,7+1
• InChIKey: RAIRJKWTBBDDAR-XZQGXACKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-fluoro(2-^1^3C,1,3-^1^5N₂)-1,3-diazinane-2,4-dione
• IUPAC Traditional name: 5-fluoro(2-^1^3C,1,3-^1^5N₂)-1,3-diazinane-2,4-dione
• Synonyms: 5,6-Dihydro-5-fluorouracil-13C,15N2; 5-Fluoro-5,6-dihydrouracil-13C,15N2; 5-Fluorodihydrouracil-13C,15N2; 5-Fluorohydrouracil-13C,15N2; 5-DHFU-13C,15N2; 5-Fluorodihydropyrimidine-2,4-dione-13C,15N2

Database IDs

• CAS Number: 1189492-99-6
• PubChem SID: 162263112
• PubChem CID: 45039276

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; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 237-239°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - F591027

A labelled 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)