Cas no 55774-30-6 (5-fluoro-1-(2S)-oxolan-2-yl-1,2,3,4-tetrahydropyrimidine-2,4-dione)

5-Fluoro-1-(2S)-oxolan-2-yl-1,2,3,4-tetrahydropyrimidine-2,4-dione is a fluorinated pyrimidine derivative with a tetrahydrofuran (oxolane) substituent at the N1 position. This compound exhibits structural features that enhance its potential utility in medicinal chemistry, particularly as a nucleoside analog precursor. The fluorine substitution at the 5-position improves metabolic stability and bioavailability, while the (2S)-oxolan-2-yl group contributes to stereochemical specificity, which may influence binding interactions in biological systems. Its tetrahydropyrimidine-2,4-dione core is a key pharmacophore in antiviral and anticancer agents, suggesting applications in targeted drug development. The compound's well-defined stereochemistry and functional group arrangement make it a valuable intermediate for synthetic and biochemical research.
5-fluoro-1-(2S)-oxolan-2-yl-1,2,3,4-tetrahydropyrimidine-2,4-dione structure
55774-30-6 structure
Product Name:5-fluoro-1-(2S)-oxolan-2-yl-1,2,3,4-tetrahydropyrimidine-2,4-dione
CAS No:55774-30-6
MF:C8H9FN2O3
MW:200.167065382004
MDL:MFCD01677041
CID:370428
PubChem ID:148755
Update Time:2025-05-28

5-fluoro-1-(2S)-oxolan-2-yl-1,2,3,4-tetrahydropyrimidine-2,4-dione Chemical and Physical Properties

Names and Identifiers

    • 2,4(1H,3H)-Pyrimidinedione,5-fluoro-1-[(2S)-tetrahydro-2-furanyl]-
    • (S)-Ftorafur
    • 5-fluoro-1-(2S)-oxolan-2-yl-1,2,3,4-tetrahydropyrimidine-2,4-dione
    • (S)-tegafur
    • S-Ftorafur
    • 2,4(1H,3H)-PYRIMIDINEDIONE, 5-FLUORO-1-((2S)-TETRAHYDRO-2-FURANYL)-
    • (S)-5-Fluoro-1-(tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
    • 5-fluoro-1-[(2S)-oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
    • 2,4(1H,3H)-Pyrimidinedione, 5-fluoro-1-(tetrahydro-2-furanyl)-, (S)-
    • CHEMBL3272485
    • 5-fluoro-1-[(2S)-oxolan-2-yl]pyrimidine-2,4-dione
    • (S)-1-(TETRAHYDROFURAN-2-YL)-5-FLUOROURACIL
    • UNII-4D5LOR404U
    • S-1-(Tetrahydrofuran-2-yl)-5-fluorouracil
    • EN300-8671643
    • NS00099073
    • SCHEMBL7698456
    • Uracil, 5-fluoro-1-(tetrahydro-2-furyl)-, (S)-
    • 4D5LOR404U
    • 5-fluoro-1-[(2S)-tetrahydro-2-furanyl]-2,4(1H,3H)-pyrimidinedione
    • 55774-30-6
    • Tegafur, (S)-
    • Q27259434
    • MDL: MFCD01677041
    • 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)/t6-/m0/s1
    • InChI Key: WFWLQNSHRPWKFK-LURJTMIESA-N
    • SMILES: FC1C(NC(N(C=1)[C@@H]1CCCO1)=O)=O

Computed Properties

  • Exact Mass: 200.05977
  • Monoisotopic Mass: 200.06
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 316
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: _0.3
  • Topological Polar Surface Area: 58.6A^2

Experimental Properties

  • Density: 1.45
  • Boiling Point: °Cat760mmHg
  • Flash Point: °C
  • Refractive Index: 1.557
  • PSA: 58.64

5-fluoro-1-(2S)-oxolan-2-yl-1,2,3,4-tetrahydropyrimidine-2,4-dione Pricemore >>

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Chemenu
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Chemenu
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