5-fluoro-1-(oxolan-2-yl)-1,2,3,4-tetrahydro(2-13C,1,3-15N2)pyrimidine-2,4-dione

• ChemBase ID: 178112
• Molecular Formular: C8H9FN2O3
• Molecular Mass: 203.14653583
• Monoisotopic Mass: 203.057145
• SMILES: c1(c[15n]([13c](=O)[15nH]c1=O)C1OCCC1)F
• Canonical SMILES: O=c1[15nH][13c](=O)[15n](cc1F)C1CCCO1
• InChI: InChI=1S/C8H9FN2O3/c9-5-4-11(6-2-1-3-14-6)8(13)10-7(5)12/h4,6H,1-3H2,(H,10,12,13)/i8+1,10+1,11+1
• InChIKey: WFWLQNSHRPWKFK-HLDOMDIUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-fluoro-1-(oxolan-2-yl)-1,2,3,4-tetrahydro(2-^1^3C,1,3-^1^5N₂)pyrimidine-2,4-dione
• IUPAC Traditional name: 5-fluoro-1-(oxolan-2-yl)(2-^1^3C,1,3-^1^5N₂)-3H-pyrimidine-2,4-dione
• Synonyms: 5-Fluoro-1-(tetrahydro-2-furanyl)-2,4(1H,3H)-pyrimidinedione-13C,15N2; 1-(2-Tetrahydrofuryl)-5-fluorouracil-13C,15N2; 5-Fluoro-1-(tetrahydro-2'-furyl)uracil-13C,15N2; Citofur; Coparogin-13C,15N2; Exonal-13C,15N2; FT 207-13C,15N2; Fental-13C,15N2; Fluaid-13C,15N2; Fluorafur-13C,15N2; Fluorofur-13C,15N2; Franrose-13C,15N2; Ftorafur-13C,15N2; Fulaid-13C,15N2; Fulfeel-13C,15N2; Tegafur-13C,15N2

Database IDs

• CAS Number: 1189456-27-6
• PubChem SID: 164234022
• PubChem CID: 71434333

CALCULATED PROPERTIES

• Acid pKa: 7.678831
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.020991746
• LogD (pH = 7.4): -0.1571928
• Log P: 0.023826538
• Molar Refractivity: 44.5014 cm^3
• Polarizability: 16.845354 Å^3
• Polar Surface Area: 58.64 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: White Solid
• Melting Point: 167-169°C

Safety Information

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

DETAILS

Toronto Research Chemicals - T013903

A labelled form of Tefafur, a drug used as an antineoplastic.

REFERENCES

• Au., J.L., et al.: Cancer Treat. Rep., 63, 343 (1979)
• Buroker, T., et al.: Cancer, 44, 48 (1979)