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    Taminadenant

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    2D Structure
    Also known as: Taminadenant, 1337962-47-6, Taminadenant [inn], Pbf509, Pbf-509, 5-bromo-2,6-di(pyrazol-1-yl)pyrimidin-4-amine
    Molecular Formula
    C10H8BrN7
    Molecular Weight
    306.12  g/mol
    InChI Key
    ATFXVNUWQOXRRU-UHFFFAOYSA-N
    FDA UNII
    84I5UEP321
    Taminadenant is an orally bioavailable adenosine A2A receptor (A2AR) antagonist, with potential antineoplastic activity. Upon administration, A2AR antagonist PBF-509 selectively binds to and inhibits A2AR expressed on T-lymphocytes. This abrogates the adenosine/A2AR-mediated inhibition of T-lymphocytes and activates a T-cell-mediated immune response against tumor cells, thereby reducing proliferation of susceptible tumor cells. A2AR, a G protein-coupled receptor, is highly expressed on the cell surfaces of T-cells and, upon activation by adenosine, inhibits their proliferation and activation. Adenosine is often produced in excess by cancer cells.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    5-bromo-2,6-di(pyrazol-1-yl)pyrimidin-4-amine
    2.1.2 InChI
    InChI=1S/C10H8BrN7/c11-7-8(12)15-10(18-6-2-4-14-18)16-9(7)17-5-1-3-13-17/h1-6H,(H2,12,15,16)
    2.1.3 InChI Key
    ATFXVNUWQOXRRU-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1=CN(N=C1)C2=NC(=NC(=C2Br)N)N3C=CC=N3
    2.2 Other Identifiers
    2.2.1 UNII
    84I5UEP321
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. Taminadenant

    2. 1337962-47-6

    3. Taminadenant [inn]

    4. Pbf509

    5. Pbf-509

    6. 5-bromo-2,6-di(pyrazol-1-yl)pyrimidin-4-amine

    7. 84i5uep321

    8. 4-pyrimidinamine, 5-bromo-2,6-di-1h-pyrazol-1-yl-

    9. Taminadenant [who-dd]

    10. Unii-84i5uep321

    11. Schembl2546228

    12. Chembl3694769

    13. Gtpl10193

    14. Bdbm128295

    15. Mfcd30489281

    16. Nsc817041

    17. Pf-509

    18. Zinc72317391

    19. Nsc-817041

    20. Ds-19509

    21. Hy-109139

    22. Cs-0086930

    23. C72343

    24. Us8796284, 1

    25. A908332

    2.4 Create Date
    2011-10-31
    3 Chemical and Physical Properties
    Molecular Weight 306.12 g/mol
    Molecular Formula C10H8BrN7
    XLogP31.2
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count2
    Exact Mass305.00246 g/mol
    Monoisotopic Mass305.00246 g/mol
    Topological Polar Surface Area87.4 Ų
    Heavy Atom Count18
    Formal Charge0
    Complexity291
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
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