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    AZD4635

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    2D Structure
    Also known as: Azd4635, 1321514-06-0, Imaradenant, Azd-4635, Htl-1071, Htl1071
    Molecular Formula
    C15H11ClFN5
    Molecular Weight
    315.73  g/mol
    InChI Key
    NCWQLHHDGDXIJN-UHFFFAOYSA-N
    FDA UNII
    770140J08A
    Imaradenant is an orally bioavailable antagonist of the adenosine A2A receptor (A2AR; ADORA2A), with potential immunomodulating and antineoplastic activities. Upon administration, imaradenant selectively binds to and inhibits A2AR expressed on T-lymphocytes. This blocks tumor-released adenosine from interacting with A2AR and prevents the adenosine/A2AR-mediated inhibition of T-lymphocytes. This results in the proliferation and activation of T-lymphocytes, and stimulates a T-cell-mediated immune response against tumor cells. A2AR, a G protein-coupled receptor, is highly expressed on the cell surfaces of T-cells and, upon activation by adenosine, inhibits T-cell proliferation and activation. Adenosine is often overproduced by cancer cells and plays a key role in immunosuppression.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    6-(2-chloro-6-methylpyridin-4-yl)-5-(4-fluorophenyl)-1,2,4-triazin-3-amine
    2.1.2 InChI
    InChI=1S/C15H11ClFN5/c1-8-6-10(7-12(16)19-8)14-13(20-15(18)22-21-14)9-2-4-11(17)5-3-9/h2-7H,1H3,(H2,18,20,22)
    2.1.3 InChI Key
    NCWQLHHDGDXIJN-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1=CC(=CC(=N1)Cl)C2=C(N=C(N=N2)N)C3=CC=C(C=C3)F
    2.2 Other Identifiers
    2.2.1 UNII
    770140J08A
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. Azd4635

    2. 1321514-06-0

    3. Imaradenant

    4. Azd-4635

    5. Htl-1071

    6. Htl1071

    7. Imaradenant [inn]

    8. Azd 4635

    9. 770140j08a

    10. 1,2,4-triazin-3-amine, 6-(2-chloro-6-methyl-4-pyridinyl)-5-(4-fluorophenyl)-

    11. 6-(2-chloranyl-6-methyl-pyridin-4-yl)-5-(4-fluorophenyl)-1,2,4-triazin-3-amine

    12. Imaradenant [who-dd]

    13. Schembl2320714

    14. Chembl4594442

    15. Gtpl11153

    16. Azd 4635 [who-dd]

    17. Bdbm493757

    18. Unii-770140j08a

    19. Amy16806

    20. Bcp25990

    21. Ex-a1681

    22. Nsc802101

    23. Us10988455, Example 1(xcv)

    24. Akos037515559

    25. Azd4635 (htl1071)

    26. Nsc-802101

    27. Ac-30333

    28. Bs-15183

    29. Hy-101980

    30. Cs-0022379

    31. S8720

    32. A16820

    33. C72299

    34. A902721

    35. 5-(4-fluorophenyl)-6-(2-chloro-6-methyl-pyridin-4-yl)-1,2,4-triazin-3-amine

    36. F9q

    2.4 Create Date
    2015-02-02
    3 Chemical and Physical Properties
    Molecular Weight 315.73 g/mol
    Molecular Formula C15H11ClFN5
    XLogP32.6
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count2
    Exact Mass315.0687012 g/mol
    Monoisotopic Mass315.0687012 g/mol
    Topological Polar Surface Area77.6 Ų
    Heavy Atom Count22
    Formal Charge0
    Complexity366
    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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