5-fluoro-6-hydroxy-1,3-diazinane-2,4-dione

• ChemBase ID: 169126
• Molecular Formular: C4H5FN2O3
• Molecular Mass: 148.0925032
• Monoisotopic Mass: 148.02842025
• SMILES: N1C(=O)C(C(NC1=O)O)F
• Canonical SMILES: O=C1NC(O)C(C(=O)N1)F
• InChI: InChI=1S/C4H5FN2O3/c5-1-2(8)6-4(10)7-3(1)9/h1-2,8H,(H2,6,7,9,10)
• InChIKey: AWONXBGDFDRWRH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-fluoro-6-hydroxy-1,3-diazinane-2,4-dione
• IUPAC Traditional name: 5-fluoro-6-hydroxy-1,3-diazinane-2,4-dione
• Synonyms: 5-Fluorodihydro-6-hydroxy-2,4(1H,3H)-pyrimidinedione; NSC 528189; 5-Fluoro-6-hydroxyhydro Uracil(Mixture of Diastereomers)

Database IDs

• CAS Number: 37103-91-6
• PubChem SID: 162263258
• PubChem CID: 3650

CALCULATED PROPERTIES

• Acid pKa: 9.066033
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -1.401615
• LogD (pH = 7.4): -1.4106655
• Log P: -1.4014983
• Molar Refractivity: 26.4215 cm^3
• Polarizability: 10.587438 Å^3
• Polar Surface Area: 78.43 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Pink Solid
• Melting Point: >261°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - F591740

An impurity of 5-Fluorouracil (F596000).

REFERENCES

• Lozeron, Homer A., et al.: Biochemistry, 3, 1844 (1964)