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    Fluorothymidine F-18

    ACTIVE PHARMA INGREDIENTS

    PharmaCompass
    Xls

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    2D Structure
    Also known as: 18f-flt, Alovudine f-18, 3'-deoxy-3'-(18f)fluorothymidine, (18f)flt, Flt f-18, 287114-80-1
    Molecular Formula
    C10H13FN2O4
    Molecular Weight
    243.22  g/mol
    InChI Key
    UXCAQJAQSWSNPQ-ZIVQXEJRSA-N
    FDA UNII
    2X1K91UT6N
    Fluorothymidine F-18 is a radioconjugate consisting of a thymidine analogue radiolabeled with fluorine F 18, a positron emitting isotope. Phosphorylated by S-phase-specific thymidine kinase 1, 3'-deoxy-3'-[18F]fluorothymidine (18F-FLT) is trapped intracellularly by entering the salvage pathway of DNA synthesis without incorporation into DNA. 18F-FLT serves a marker of tumor cell proliferation for imaging with positron emission tomography (PET); as a marker of proliferation rather than metabolism, it is more specific to tumor tissue than 2-deoxy-2-[18F] fluoro-D-glucose (18F-FDG). This agent is metabolically stable, accumulates in the normal bone marrow and the liver, and does not cross the blood-brain barrier.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    1-[(2R,4S,5R)-4-(18F)fluoranyl-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
    2.1.2 InChI
    InChI=1S/C10H13FN2O4/c1-5-3-13(10(16)12-9(5)15)8-2-6(11)7(4-14)17-8/h3,6-8,14H,2,4H2,1H3,(H,12,15,16)/t6-,7+,8+/m0/s1/i11-1
    2.1.3 InChI Key
    UXCAQJAQSWSNPQ-ZIVQXEJRSA-N
    2.1.4 Canonical SMILES
    CC1=CN(C(=O)NC1=O)C2CC(C(O2)CO)F
    2.1.5 Isomeric SMILES
    CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)CO)[18F]
    2.2 Other Identifiers
    2.2.1 UNII
    2X1K91UT6N
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (18)flt Cpd

    2. (18f)3'-deoxy-3'-fluorothymidine

    3. (18f)flt

    4. 1-(3'-fluoro-3'-deoxy-beta-d-erythropentofuranosyl)thymine

    5. 18f-flt

    6. 3'-(f-18)fluoro-3'-deoxythymidine

    7. 3'-deoxy-3'-(18f)fluorothymidine

    8. 3'-deoxy-3'-fluorothymidine

    9. 3'-fluoro-2',3'-dideoxythymidine

    10. 3'-fluoro-3'-deoxythymidine

    11. 3'-fluorothymidine

    12. Alovudine

    13. Fddt

    2.3.2 Depositor-Supplied Synonyms

    1. 18f-flt

    2. Alovudine F-18

    3. 3'-deoxy-3'-(18f)fluorothymidine

    4. (18f)flt

    5. Flt F-18

    6. 287114-80-1

    7. Thymidine, 3'-deoxy-3'-(18f)fluoro-

    8. 2x1k91ut6n

    9. [18f]flt

    10. F-18 Fluorothymidine

    11. Unii-2x1k91ut6n

    12. 3'-deoxy-3'-18f-fluorothymidine

    13. Schembl14461296

    14. (18f) Flt

    15. (18f)-flt

    16. (f-18)flt

    17. Dtxsid90182869

    18. Db14930

    19. Fluorothymidine (18f) [who-dd]

    20. Q27255730

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 243.22 g/mol
    Molecular Formula C10H13FN2O4
    XLogP3-0.3
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count2
    Exact Mass243.088469 g/mol
    Monoisotopic Mass243.088469 g/mol
    Topological Polar Surface Area78.9 Ų
    Heavy Atom Count17
    Formal Charge0
    Complexity385
    Isotope Atom Count1
    Defined Atom Stereocenter Count3
    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.)