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    Fialuridine

    ACTIVE PHARMA INGREDIENTS

    PharmaCompass
    Xls

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    2D Structure
    Also known as: 69123-98-4, Fiau, Fluoroiodoarauridine, 1-(2-deoxy-2-fluoro-b-d-arabinofuranosyl)-5-iodouracil, 53t7in77lc, 1-(2'fluoro-2'-deoxyarabinofuranosyl)-5-iodouracil
    Molecular Formula
    C9H10FIN2O5
    Molecular Weight
    372.09  g/mol
    InChI Key
    IPVFGAYTKQKGBM-BYPJNBLXSA-N
    FDA UNII
    53T7IN77LC
    Fialuridine is a nucleoside analog of uridine with activity against hepatitis B virus and herpes viruses. Fialuridine inhibits viral DNA polymerase and viral replication.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    1-[(2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidine-2,4-dione
    2.1.2 InChI
    InChI=1S/C9H10FIN2O5/c10-5-6(15)4(2-14)18-8(5)13-1-3(11)7(16)12-9(13)17/h1,4-6,8,14-15H,2H2,(H,12,16,17)/t4-,5+,6-,8-/m1/s1
    2.1.3 InChI Key
    IPVFGAYTKQKGBM-BYPJNBLXSA-N
    2.1.4 Canonical SMILES
    C1=C(C(=O)NC(=O)N1C2C(C(C(O2)CO)O)F)I
    2.1.5 Isomeric SMILES
    C1=C(C(=O)NC(=O)N1[C@H]2[C@H]([C@@H]([C@H](O2)CO)O)F)I
    2.2 Other Identifiers
    2.2.1 UNII
    53T7IN77LC
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 1-(2'fluoro-2'-deoxyarabinofuranosyl)-5-iodouracil

    2. 1-(2-deoxy-2-fluoro-beta-d-arabinofuranosyl)-5-iodo-2,4(1h,3h)-pyrimidinedione

    3. 1-(2-deoxy-2-fluoro-beta-d-arabinofuranosyl)-5-iodo-unracil

    4. 123i-fiau

    5. 2'-fluoro-5-iodoarauracil

    6. Fiau

    2.3.2 Depositor-Supplied Synonyms

    1. 69123-98-4

    2. Fiau

    3. Fluoroiodoarauridine

    4. 1-(2-deoxy-2-fluoro-b-d-arabinofuranosyl)-5-iodouracil

    5. 53t7in77lc

    6. 1-(2'fluoro-2'-deoxyarabinofuranosyl)-5-iodouracil

    7. 1-[(2r,3s,4r,5r)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidine-2,4-dione

    8. Nsc-678514

    9. 1-((2r,3s,4r,5r)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-iodopyrimidine-2,4(1h,3h)-dione

    10. Drg-0098

    11. 1-(2-deoxy-2-fluoro-beta-d-arabinofuranosyl)-5-iodouracil

    12. Fialuridine [usan:inn]

    13. Unii-53t7in77lc

    14. Mfcd00866922

    15. 2'-fluoro-5-iodo-1-beta-d-arabinofuranosyluracil

    16. Uracil, 1-(2-deoxy-2-fluoro-beta-d-arabinofuranosyl)-5-iodo-

    17. Fialuridine [mi]

    18. 2'-fluoro-5-iodouracil

    19. Fialuridine [inn]

    20. 5-iodo-2-fluoroarauracil

    21. Fialuridine (usan/inn)

    22. Fialuridine [usan]

    23. Schembl3189

    24. 1-(2-deoxy-2-fluoro-beta-d-arabinofuranosyl)-5-iodo-2,4(1h,3h)-pyrimidinedione

    25. 2,4(1h,3h)-pyrimidinedione, 1-(2-deoxy-2-fluoro-beta-d-arabinofuranosyl)-5-iodo-

    26. Fialuridine [mart.]

    27. 1-(2-deoxy-2-fluoro-.beta.-d-arabinofuranosyl)-5-iodouracil

    28. Chembl271475

    29. Fialuridine, >=98% (hplc)

    30. Dtxsid701028030

    31. Zinc4216113

    32. Bdbm50367488

    33. Akos015856198

    34. Akos016009483

    35. Db15427

    36. Nsc 678514

    37. 1-[(2r,3s,4r,5r)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-iodo-pyrimidine-2,4-dione

    38. Ac-32361

    39. As-69583

    40. Hy-118122

    41. Cs-0065233

    42. D04181

    43. F12931

    44. 691f984

    45. A848801

    46. J-700174

    47. J-700352

    48. Q5446286

    49. 1-(2-deoxy-2-fluoro--d-arabinofuranosyl)-5-iodouracil

    50. 1-(2'-deoxy-2'-fluoro-.beta.-d-arabinofuranosyl)-5-iodouracil

    51. 1-(2'-deoxy-2'-fluoro-b-d-arabinofuranosyl)-5-iodouracil

    52. 2,4(1h,3h)-pyrimidinedione, 1-(2-deoxy-2-fluoro-.beta.-d-arabinofuranosyl)-5-iodo-

    53. 1-((2s,3r,4s,5s)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-5-iodopyrimidine-2,4(1h,3h)-dione

    54. 1-[(2r,3s,4r,5r)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodo-1,2,3,4-tetrahydropyrimidine-2,4-dione

    2.4 Create Date
    2005-08-01
    3 Chemical and Physical Properties
    Molecular Weight 372.09 g/mol
    Molecular Formula C9H10FIN2O5
    XLogP3-0.9
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count2
    Exact Mass371.96185 g/mol
    Monoisotopic Mass371.96185 g/mol
    Topological Polar Surface Area99.1 Ų
    Heavy Atom Count18
    Formal Charge0
    Complexity418
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Antiviral Agents

    Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. (See all compounds classified as Antiviral Agents.)

    Nucleic Acid Synthesis Inhibitors

    Compounds that inhibit cell production of DNA or RNA. (See all compounds classified as Nucleic Acid Synthesis Inhibitors.)