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    Ilginatinib

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

    PharmaCompass
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    2D Structure
    Also known as: Ns-018, 1239358-86-1, 56r994wx4l, 6-n-[(1s)-1-(4-fluorophenyl)ethyl]-4-(1-methylpyrazol-4-yl)-2-n-pyrazin-2-ylpyridine-2,6-diamine, (s)-n-(1-(4-fluorophenyl)ethyl)-4-(1-methyl-1h-pyrazol-4-yl)-n'-(pyrazin-2-yl)pyridine-2,6-diamine, 2,6-pyridinediamine, n2-((1s)-1-(4-fluorophenyl)ethyl)-4-(1-methyl-1h-pyrazol-4-yl)-n6-2-pyrazinyl-
    Molecular Formula
    C21H20FN7
    Molecular Weight
    389.4  g/mol
    InChI Key
    UQTPDWDAYHAZNT-AWEZNQCLSA-N
    FDA UNII
    56R994WX4L
    Ilginatinib is an orally bioavailable, small molecule inhibitor of Janus-associated kinase 2 (JAK2) and Src-family kinases, with potential antineoplastic activity. Ilginatinib competes with ATP for binding to JAK2 as well as the mutated form JAK2V617F, thereby inhibiting the activation of JAK2 and downstream molecules in the JAK2/STAT3 (signal transducer and activator of transcription 3) signaling pathway that plays an important role in normal development, particularly hematopoiesis. In addition, ilginatinib inhibits the Src family tyrosine kinases. This eventually leads to the induction of tumor cell apoptosis. JAK2 is the most common mutated gene in bcr-abl-negative myeloproliferative disorders (MPDs); JAK2V617F is a constitutively activated kinase that activates the JAK/STAT signaling pathway and dysregulates cell growth and function, and its expression transforms hematopoietic cells to cytokine-independent growth.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    6-N-[(1S)-1-(4-fluorophenyl)ethyl]-4-(1-methylpyrazol-4-yl)-2-N-pyrazin-2-ylpyridine-2,6-diamine
    2.1.2 InChI
    InChI=1S/C21H20FN7/c1-14(15-3-5-18(22)6-4-15)26-19-9-16(17-11-25-29(2)13-17)10-20(27-19)28-21-12-23-7-8-24-21/h3-14H,1-2H3,(H2,24,26,27,28)/t14-/m0/s1
    2.1.3 InChI Key
    UQTPDWDAYHAZNT-AWEZNQCLSA-N
    2.1.4 Canonical SMILES
    CC(C1=CC=C(C=C1)F)NC2=CC(=CC(=N2)NC3=NC=CN=C3)C4=CN(N=C4)C
    2.1.5 Isomeric SMILES
    C[C@@H](C1=CC=C(C=C1)F)NC2=CC(=CC(=N2)NC3=NC=CN=C3)C4=CN(N=C4)C
    2.2 Other Identifiers
    2.2.1 UNII
    56R994WX4L
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. Ns-018

    2. 1239358-86-1

    3. 56r994wx4l

    4. 6-n-[(1s)-1-(4-fluorophenyl)ethyl]-4-(1-methylpyrazol-4-yl)-2-n-pyrazin-2-ylpyridine-2,6-diamine

    5. (s)-n-(1-(4-fluorophenyl)ethyl)-4-(1-methyl-1h-pyrazol-4-yl)-n'-(pyrazin-2-yl)pyridine-2,6-diamine

    6. 2,6-pyridinediamine, N2-((1s)-1-(4-fluorophenyl)ethyl)-4-(1-methyl-1h-pyrazol-4-yl)-n6-2-pyrazinyl-

    7. (s)-n2-(1-(4-fluorophenyl)ethyl)-4-(1-methyl-1h-pyrazol-4-yl)-n6-(pyrazin-2-yl)pyridine-2,6-diamine

    8. (s)-n2-[1-(4-fluorophenyl)ethyl]-4-(1-methyl-1h-pyrazol-4-yl)-n6-(pyrazin-2-yl)pyridine-2,6-diamine

    9. Ilginatinib [inn]

    10. Unii-56r994wx4l

    11. Gtpl7839

    12. Chembl4303389

    13. Schembl14954406

    14. Dtxsid201115696

    15. Ns018

    16. Hy-19631a

    17. Ns-018ns-018

    18. Zinc68245917

    19. Cs-5358

    20. Db12784

    21. A922051

    22. Q27088043

    23. (s)-n2-[1-(4-fluorophenyl)ethyl]-4-(1-methyl-1h-pyrazol-4-yl)-n6-(pyrazin-2yl)pyridine-2,6-diamine

    24. 1526932-96-6

    25. N2-[(1s)-1-(4-fluorophenyl)ethyl]-4-(1-methyl-1h-pyrazol-4-yl)-n6-(pyrazin-2-yl)pyridine-2,6-diamine

    26. N2-[(1s)-1-(4-fluorophenyl)ethyl]-4-(1-methyl-1h-pyrazol-4-yl)-n6-2-pyrazinyl-2,6-pyridinediamine

    2.4 Create Date
    2010-09-13
    3 Chemical and Physical Properties
    Molecular Weight 389.4 g/mol
    Molecular Formula C21H20FN7
    XLogP33.2
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count6
    Exact Mass389.17642183 g/mol
    Monoisotopic Mass389.17642183 g/mol
    Topological Polar Surface Area80.6 Ų
    Heavy Atom Count29
    Formal Charge0
    Complexity501
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1