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    Dabrafenib

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    2D Structure
    Also known as: 1195768-06-9, Dabrafenib (mesylate), Gsk 2118436b, Dabrafenib mesilate, Dabrafenib mesylate [usan], Unii-b6dc89i63e
    Molecular Formula
    C24H24F3N5O5S3
    Molecular Weight
    615.7  g/mol
    InChI Key
    YKGMKSIHIVVYKY-UHFFFAOYSA-N
    FDA UNII
    B6DC89I63E
    Dabrafenib Mesylate is the mesylate salt form of dabrafenib, an orally bioavailable inhibitor of B-raf (BRAF) protein with potential antineoplastic activity. Dabrafenib selectively binds to and inhibits the activity of B-raf, which may inhibit the proliferation of tumor cells which contain a mutated BRAF gene. B-raf belongs to the raf/mil family of serine/threonine protein kinases and plays a role in regulating the MAP kinase/ERKs signaling pathway, which may be constitutively activated due to BRAF gene mutations.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-[3-[5-(2-aminopyrimidin-4-yl)-2-tert-butyl-1,3-thiazol-4-yl]-2-fluorophenyl]-2,6-difluorobenzenesulfonamide;methanesulfonic acid
    2.1.2 InChI
    InChI=1S/C23H20F3N5O2S2.CH4O3S/c1-23(2,3)21-30-18(19(34-21)16-10-11-28-22(27)29-16)12-6-4-9-15(17(12)26)31-35(32,33)20-13(24)7-5-8-14(20)25;1-5(2,3)4/h4-11,31H,1-3H3,(H2,27,28,29);1H3,(H,2,3,4)
    2.1.3 InChI Key
    YKGMKSIHIVVYKY-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC(C)(C)C1=NC(=C(S1)C2=NC(=NC=C2)N)C3=C(C(=CC=C3)NS(=O)(=O)C4=C(C=CC=C4F)F)F.CS(=O)(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    B6DC89I63E
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. 1195768-06-9

    2. Dabrafenib (mesylate)

    3. Gsk 2118436b

    4. Dabrafenib Mesilate

    5. Dabrafenib Mesylate [usan]

    6. Unii-b6dc89i63e

    7. Gsk-2118436 Mesylate

    8. Gsk-2118436b

    9. Methane Sulfonate Salt

    10. Gsk2118436b

    11. Gsk2118436 Mesylate

    12. B6dc89i63e

    13. Chebi:75048

    14. Gsk-2118436b Mesylate

    15. N-(3-(5-(2-aminopyrimidin-4-yl)-2-(tert-butyl)thiazol-4-yl)-2-fluorophenyl)-2,6-difluorobenzenesulfonamide Methanesulfonate

    16. Gsk2118436b, Methane Sulfonate Salt

    17. Gsk-2118436 Methanesulfonate Salt

    18. Gsk-2118436b Methanesulfonate Salt

    19. Gsk2118436 Mesylate;gsk 2118436b

    20. Dabrafenib Mesilate (jan)

    21. Dabrafenib Mesylate (gsk-2118436)

    22. Dabrafenib Mesylate (usan)

    23. Dabrafenib Mesilate [jan]

    24. Taflinar

    25. N-[3-[5-(2-aminopyrimidin-4-yl)-2-tert-butyl-1,3-thiazol-4-yl]-2-fluorophenyl]-2,6-difluorobenzenesulfonamide;methanesulfonic Acid

    26. Dabrafenib Methanesulfonate

    27. Tafinlar (tn)

    28. Gsk2118436 Methane Sulfonate Salt

    29. Dabrafenib Monomesylate

    30. Gsk 2118436 Mesylate

    31. Schembl1127269

    32. Chembl2105729

    33. Dabrafenib Mesylate [mi]

    34. Dtxsid70152500

    35. Amy30045

    36. Bcp04738

    37. Ex-a1559

    38. Dabrafenib Mesilate [who-dd]

    39. Hy-14660a

    40. Mfcd20922872

    41. S5069

    42. Akos025396661

    43. Ccg-270246

    44. Cs-1641

    45. Dabrafenib Mesylate [orange Book]

    46. Ac-31302

    47. As-17010

    48. Ft-0696677

    49. D10104

    50. A903491

    51. Sr-01000941590

    52. Sr-01000941590-1

    53. Q27145089

    54. Gsk2118436 Ms Salt, Dabrafenib Ms Salt, Gsk2118436a Ms Salt

    55. Benzenesulfonamide, N-(3-(5-(2-amino-4-pyrimidinyl)-2-(1,1-dimethylethyl)-4-thiazolyl)- 2-fluorophenyl)-2,6-difluoro-, Methanesulfonate (1:1)

    56. Benzenesulfonamide, N-[3-[5-(2-amino-4-pyrimidinyl)-2-(1,1-dimethylethyl)-4-thiazolyl]-2-fluorophenyl]-2,6-difluoro-, Methanesulfonate (1:1)

    57. Dabrafenib Mesylaten-[3-[5-(2-aminopyrimidin-4-yl)-2-tert-butyl-1,3-thiazol-4-yl]-2-fluorophenyl]-2,6-difluorobenzenesulfonamide, Methanesulfonic Acid; Dabrafenib Mesylate

    58. N-(3-(5-(2-aminopyrimidin-4-yl)-2-(1,1-dimethylethyl)thiazol-4-yl)-2-fluorophenyl)-2,6- Difluorobenzenesulfonamide Monomethanesulfonate

    59. N-{3-[5-(2-amino-4-pyrimidinyl)-2-(1,1-dimethylethyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,6-difluorobenzenesulfonamide Methanesulfonate

    60. N-{3-[5-(2-aminopyrimidin-4-yl)-2-tert-butyl-1,3-thiazol-4-yl]-2-fluorophenyl}-2,6-difluorobenzenesulfonamide Methanesulfonate

    2.3.2 Other Synonyms

    1. 1195765-45-7

    2. Dabrafenib

    2.4 Create Date
    2009-12-22
    3 Chemical and Physical Properties
    Molecular Weight 615.7 g/mol
    Molecular Formula C24H24F3N5O5S3
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count14
    Rotatable Bond Count6
    Exact Mass615.08916689 g/mol
    Monoisotopic Mass615.08916689 g/mol
    Topological Polar Surface Area210 Ų
    Heavy Atom Count40
    Formal Charge0
    Complexity910
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Indication

    * Melanoma:

    Dabrafenib as monotherapy or in combination with trametinib is indicated for the treatment of adult patients with unresectable or metastatic melanoma with a BRAF V600 mutation (see sections 4. 4 and 5. 1).

    * Adjuvant treatment of melanoma:

    Dabrafenib in combination with trametinib is indicated for the adjuvant treatment of adult patients with Stage III melanoma with a BRAF V600 mutation, following complete resection.

    * Non-small cell lung cancer (NSCLC):

    Dabrafenib in combination with trametinib is indicated for the treatment of adult patients with advanced non-small cell lung cancer with a BRAF V600 mutation.

    Treatment of melanoma, Treatment of solid malignant tumours (excluding melanoma)

    5 Pharmacology and Biochemistry
    5.1 ATC Code

    L01EC02