5-fluoro-1,2,3,4-tetrahydro(6-2H)pyrimidine-2,4-dione

• ChemBase ID: 169268
• Molecular Formular: C4H3FN2O2
• Molecular Mass: 130.0772232
• Monoisotopic Mass: 130.01785557
• SMILES: [nH]1c(=O)c(c[nH]c1=O)F
• Canonical SMILES: Fc1c[nH]c(=O)[nH]c1=O
• InChI: InChI=1S/C4H3FN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)
• InChIKey: GHASVSINZRGABV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-fluoro-1,2,3,4-tetrahydro(6-^2H)pyrimidine-2,4-dione
• IUPAC Traditional name: 5-fluoro-1,3-dihydro(6-^2H)pyrimidine-2,4-dione
• Synonyms: 5-Fluoro-2,4(1H,3H)pyrimidinedione-d1; 2,4-Dihydroxy-5-fluoropyrimidine-d1; 5-FU-d1; 5-Fluoropyrimidine-2,4-diol-d1; Adrucil-d1; Arumel-d1; Carac-d1; Fluoroplex-d1; Fluorouracil-d1; Flurablastin-d1; Queroplex-d1; Ro 2-9757-d1; Timazin-d1; U 8953-d1; Ulup-d1; 5-Fluorouracil-6-d1

Database IDs

• CAS Number: 90344-84-6
• PubChem SID: 162263400
• PubChem CID: 15621423

CALCULATED PROPERTIES

• Acid pKa: 7.7624574
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.65818775
• LogD (pH = 7.4): -0.810272
• Log P: -0.6558481
• Molar Refractivity: 26.1722 cm^3
• Polarizability: 9.587833 Å^3
• Polar Surface Area: 58.2 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 262-266°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - F596003

Labelled 5-FU, a potent antineoplastic agent in clinical use. Also an inhibitor of DNA synthesis.

REFERENCES

• Rudy, B.C., et al.: Anal. Profiles Drug Subs., 2, 221 (1973)
• Miyashita, O., et al.: Chem. Pharm. Bull., 29, 3181 (1973)
• Hansen, R.M., et al.: Cancer Invest., 9, 637 (1973)