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    Tasquinimod

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

    DIGITAL CONTENT

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    2D Structure
    Also known as: 254964-60-8, Abr-215050, Tasquinimod [inn], 4-hydroxy-5-methoxy-n,1-dimethyl-2-oxo-n-[4-(trifluoromethyl)phenyl]quinoline-3-carboxamide, 4-hydroxy-5-methoxy-n,1-dimethyl-2-oxo-n-(4-(trifluoromethyl)-phenyl)-1,2-dihydroquinoline-3-carboxamide, 756u07kn1r
    Molecular Formula
    C20H17F3N2O4
    Molecular Weight
    406.4  g/mol
    InChI Key
    ONDYALNGTUAJDX-UHFFFAOYSA-N
    FDA UNII
    756U07KN1R
    Tasquinimod is a quinoline-3-carboxamide linomide analogue with antiangiogenic and potential antineoplastic activities. Tasquinimod has been shown to decrease blood vessel density but the exact mechanism of action is not known. This agent has also been shown to augment the antineoplastic effects of docetaxel and androgen ablation in a murine model of prostate cancer involving human prostate cancer xenografts.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-hydroxy-5-methoxy-N,1-dimethyl-2-oxo-N-[4-(trifluoromethyl)phenyl]quinoline-3-carboxamide
    2.1.2 InChI
    InChI=1S/C20H17F3N2O4/c1-24(12-9-7-11(8-10-12)20(21,22)23)18(27)16-17(26)15-13(25(2)19(16)28)5-4-6-14(15)29-3/h4-10,26H,1-3H3
    2.1.3 InChI Key
    ONDYALNGTUAJDX-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CN1C2=C(C(=CC=C2)OC)C(=C(C1=O)C(=O)N(C)C3=CC=C(C=C3)C(F)(F)F)O
    2.2 Other Identifiers
    2.2.1 UNII
    756U07KN1R
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 4-hydroxy-5-methoxy-n,1-dimethyl-2-oxo-n-((4-trifluoromethyl)phenyl)-1,2-dihydroquinoline-3-carboxamide

    2. Abr-215050

    2.3.2 Depositor-Supplied Synonyms

    1. 254964-60-8

    2. Abr-215050

    3. Tasquinimod [inn]

    4. 4-hydroxy-5-methoxy-n,1-dimethyl-2-oxo-n-[4-(trifluoromethyl)phenyl]quinoline-3-carboxamide

    5. 4-hydroxy-5-methoxy-n,1-dimethyl-2-oxo-n-(4-(trifluoromethyl)-phenyl)-1,2-dihydroquinoline-3-carboxamide

    6. 756u07kn1r

    7. 4-hydroxy-5-methoxy-n,1-dimethyl-2-oxo-n-((4-trifluoromethyl)phenyl)-1,2-dihydroquinoline-3-carboxamide

    8. 4-hydroxy-5-methoxy-n,1-dimethyl-2-oxo-n-(4-(trifluoromethyl)phenyl)-1,2-dihydroquinoline-3-carboxamide

    9. Unii-756u07kn1r

    10. Tasq

    11. 4-hydroxy-5-methoxy-n,1-dimethyl-2-oxo-n-[4-(trifluoromethyl)phenyl]-1,2-dihydroquinoline-3-carboxamide

    12. Tasquinimod [mi]

    13. Tasquinimod [who-dd]

    14. Tasquinimod(abr-215050)

    15. Gtpl8098

    16. Schembl4476895

    17. Chembl2107784

    18. Dtxsid90180183

    19. Zinc602397

    20. Bcp10352

    21. Bdbm50565139

    22. Mfcd18251454

    23. S7617

    24. Am84841

    25. Ccg-268712

    26. Cs-0898

    27. Db05861

    28. Sb16938

    29. Ncgc00379032-04

    30. Ac-32481

    31. As-35208

    32. Hy-10528

    33. Ds-001403

    34. A911276

    35. Q7687612

    36. 1,2-dihydro-4-hydroxy-5-methoxy-n,1-dimethyl-2-oxo-n-[4-(trifluoromethyl)phenyl]-3-quinolinecarboxamide

    37. 4-hydroxy-5-methoxy-n-methyl-1-methyl-2-oxo-n-(4-trifluoromethylphenyl)-1,2-dihydroquinoline-3-carboxamide

    38. 4-hydroxy-n-[4-(trifluoromethyl)phenyl]-5-methoxy-n,1-dimethyl-2-oxo-1,2-dihydroquinoline-3-carboxamide

    39. N-methyl-n-(4-trifluoromethyl-phenyl)-1,2-dihydro-4-hydroxy-5-methoxy-1-methyl-2-oxo-quinoline-3-carboxamide

    2.4 Create Date
    2011-12-26
    3 Chemical and Physical Properties
    Molecular Weight 406.4 g/mol
    Molecular Formula C20H17F3N2O4
    XLogP33.5
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count3
    Exact Mass406.11404151 g/mol
    Monoisotopic Mass406.11404151 g/mol
    Topological Polar Surface Area70.1 Ų
    Heavy Atom Count29
    Formal Charge0
    Complexity686
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Investigated for use/treatment in prostate cancer.