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    Crenolanib Besylate

    ACTIVE PHARMA INGREDIENTS

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    DIGITAL CONTENT

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    2D Structure
    Also known as: 670220-93-6, Crenolanib besilate, Crenolanib besylate [usan], Aro-002-26, Cp-868,596-26, Mc4b01024k
    Molecular Formula
    C32H35N5O5S
    Molecular Weight
    601.7  g/mol
    InChI Key
    ARQUTWAXTHJROR-UHFFFAOYSA-N
    FDA UNII
    MC4B01024K
    Crenolanib Besylate is the besylate salt form of crenolanib, an orally bioavailable benzimidazole targeting the platelet-derived growth factor receptor (PDGFR) subtypes alpha and beta and FMS-related tyrosine kinase 3 (Flt3), with potential antineoplastic activity. Upon oral administration, crenolanib binds to and inhibits both wild-type and mutated forms of PDGFR and Flt3, which may result in the inhibition of PDGFR- and Flt3-related signal transduction pathways. This results in inhibition of tumor angiogenesis and tumor cell proliferation in PDGFR and/or Flt3 overexpressing tumor cells. PDGFR and Flt3, class III receptor tyrosine kinases, are upregulated or mutated in many tumor cell types.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    benzenesulfonic acid;1-[2-[5-[(3-methyloxetan-3-yl)methoxy]benzimidazol-1-yl]quinolin-8-yl]piperidin-4-amine
    2.1.2 InChI
    InChI=1S/C26H29N5O2.C6H6O3S/c1-26(14-32-15-26)16-33-20-6-7-22-21(13-20)28-17-31(22)24-8-5-18-3-2-4-23(25(18)29-24)30-11-9-19(27)10-12-30;7-10(8,9)6-4-2-1-3-5-6/h2-8,13,17,19H,9-12,14-16,27H2,1H3;1-5H,(H,7,8,9)
    2.1.3 InChI Key
    ARQUTWAXTHJROR-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1(COC1)COC2=CC3=C(C=C2)N(C=N3)C4=NC5=C(C=CC=C5N6CCC(CC6)N)C=C4.C1=CC=C(C=C1)S(=O)(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    MC4B01024K
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. 670220-93-6

    2. Crenolanib Besilate

    3. Crenolanib Besylate [usan]

    4. Aro-002-26

    5. Cp-868,596-26

    6. Mc4b01024k

    7. Cp-868596-26

    8. Crenolanib Besylate (usan)

    9. 4-piperidinamine, 1-(2-(5-((3-methyl-3-oxetanyl)methoxy)-1h-benzimidazol-1-yl)-8- Quinolinyl)-, Benzenesulfonate (1:1)

    10. Cp868596

    11. 1-(2-(5-((3-methyloxetan-3-yl)methoxy)-1h-benzo[d]imidazol-1-yl)quinolin-8-yl)piperidin-4-amine. Phso3h

    12. 4-piperidinamine, 1-(2-(5-((3-methyl-3-oxetanyl)methoxy)-1h-benzimidazol-1-yl)-8-quinolinyl)-, Benzenesulfonate (1:1)

    13. 4-piperidinamine,1-[2-[5-[(3-methyl-3-oxetanyl)methoxy]-1h-benzimidazol-1-yl]-8-quinolinyl]-, Monobenzenesulfonate

    14. Cp-868

    15. Unii-mc4b01024k

    16. Schembl4681285

    17. Chembl2146086

    18. Bcp24113

    19. Crenolanib Besilate [who-dd]

    20. Akos032947280

    21. Sb16604

    22. D10103

    23. Q27283841

    24. 1-(2-(5-((3-methyloxetan-3-yl)methoxy)-1h-benzimidazol-1-yl)quinolin-8-yl)piperidin-4- Amine Monobenzenesulfonate

    25. 1-(2-(5-((3-methyloxetan-3-yl)methoxy)-1h-benzimidazol-1-yl)quinolin-8-yl)piperidin-4-amine Monobenzenesulfonate

    26. 1-(2-(5-((3-methyloxetan-3-yl)methoxy)-1h-benzo[d]imidazol-1-yl)quinolin-8-yl)piperidin-4-amine Benzenesulfonate

    27. 1-{2-[5-(3-methyl-oxetan-3-ylmethoxy)-benzoimidazol-1-yl]-quinolin-8-yl}-piperidin-4-ylamine Benzenesulfonate

    28. Benzenesulfonic Acid;1-[2-[5-[(3-methyloxetan-3-yl)methoxy]benzimidazol-1-yl]quinolin-8-yl]piperidin-4-amine

    2.4 Create Date
    2007-12-04
    3 Chemical and Physical Properties
    Molecular Weight 601.7 g/mol
    Molecular Formula C32H35N5O5S
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count6
    Exact Mass601.23589041 g/mol
    Monoisotopic Mass601.23589041 g/mol
    Topological Polar Surface Area141 Ų
    Heavy Atom Count43
    Formal Charge0
    Complexity851
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
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