4-amino-5-fluoro-1,2-dihydro(2-13C,1,3-15N2)pyrimidin-2-one

• ChemBase ID: 168964
• Molecular Formular: C4H4FN3O
• Molecular Mass: 132.07193583
• Monoisotopic Mass: 132.03126461
• SMILES: [13c]1(=O)[15nH]cc(c([15n]1)N)F
• Canonical SMILES: Nc1[15n][13c](=O)[15nH]cc1F
• InChI: InChI=1S/C4H4FN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9)/i4+1,7+1,8+1
• InChIKey: XRECTZIEBJDKEO-DPZTXFNWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-5-fluoro-1,2-dihydro(2-^1^3C,1,3-^1^5N₂)pyrimidin-2-one
• IUPAC Traditional name: 4-amino-5-fluoro(2-^1^3C,1,3-^1^5N₂)-1H-pyrimidin-2-one
• Synonyms: 6-Amino-5-fluoro-2(1H)-pyrimidinone-13C,15N2; 5-Fluorocytosin-13C,15N2; 5-Fluorocytosine-13C,15N2; 6-Amino-2-oxo-5-fluoropyrimidine-13C,15N2; Alcobon-13C,15N2; Ancotyl-13C,15N2; NSC 103805-13C,15N2; 5-Fluoro Cytosine-13C,15N2

Database IDs

• PubChem SID: 162263096
• PubChem CID: 46781609

CALCULATED PROPERTIES

• Acid pKa: 8.308347
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.038721
• LogD (pH = 7.4): -1.0826211
• Log P: -1.0381233
• Molar Refractivity: 28.1514 cm^3
• Polarizability: 10.144007 Å^3
• Polar Surface Area: 67.48 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Off-White Solid
• Melting Point: 295-297°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - F589002

5-FC is a toxic antifungal/antimicrobial agent.

REFERENCES

• Gopinath, P., et al.: Biotechnol. Lett., 30, 1913 (2008)
• Kalkanci, A., et al.: Microbiol Immunol., 52, 435 (2008)
• Dubeau, M., et al.: App. Env. Microbiol., 75, 1211 (2008)