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    Rucaparib

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    2D Structure
    Also known as: 1859053-21-6, Rucaparib (camsylate), Rucaparib (monocamsylate), Pf-1367338-bw, C0-338, [(1s,4r)-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]methanesulfonic acid;6-fluoro-2-[4-(methylaminomethyl)phenyl]-3,10-diazatricyclo[6.4.1.04,13]trideca-1,4,6,8(13)-tetraen-9-one
    Molecular Formula
    C29H34FN3O5S
    Molecular Weight
    555.7  g/mol
    InChI Key
    INBJJAFXHQQSRW-STOWLHSFSA-N
    FDA UNII
    41AX9SJ8KO
    Rucaparib Camsylate is the camsylate salt form of rucaparib, an orally bioavailable tricyclic indole and inhibitor of poly(ADP-ribose) polymerases (PARPs) 1 (PARP1), 2 (PARP2) and 3 (PARP3), with potential chemo/radiosensitizing and antineoplastic activities. Upon administration, rucaparib selectively binds to PARP1, 2 and 3 and inhibits PARP-mediated DNA repair. This enhances the accumulation of DNA strand breaks, promotes genomic instability and induces cell cycle arrest and apoptosis. This may enhance the cytotoxicity of DNA-damaging agents and reverse tumor cell resistance to chemotherapy and radiation therapy. PARPs are enzymes activated by single-strand DNA breaks that catalyze the post-translational ADP-ribosylation of nuclear proteins, which induces signaling and the recruitment of other proteins to repair damaged DNA. The PARP-mediated repair pathway plays a key role in DNA repair and is dysregulated in a variety of cancer cell types.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [(1S,4R)-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]methanesulfonic acid;6-fluoro-2-[4-(methylaminomethyl)phenyl]-3,10-diazatricyclo[6.4.1.04,13]trideca-1,4,6,8(13)-tetraen-9-one
    2.1.2 InChI
    InChI=1S/C19H18FN3O.C10H16O4S/c1-21-10-11-2-4-12(5-3-11)18-14-6-7-22-19(24)15-8-13(20)9-16(23-18)17(14)15;1-9(2)7-3-4-10(9,8(11)5-7)6-15(12,13)14/h2-5,8-9,21,23H,6-7,10H2,1H3,(H,22,24);7H,3-6H2,1-2H3,(H,12,13,14)/t;7-,10-/m.1/s1
    2.1.3 InChI Key
    INBJJAFXHQQSRW-STOWLHSFSA-N
    2.1.4 Canonical SMILES
    CC1(C2CCC1(C(=O)C2)CS(=O)(=O)O)C.CNCC1=CC=C(C=C1)C2=C3CCNC(=O)C4=C3C(=CC(=C4)F)N2
    2.1.5 Isomeric SMILES
    CC1([C@@H]2CC[C@]1(C(=O)C2)CS(=O)(=O)O)C.CNCC1=CC=C(C=C1)C2=C3CCNC(=O)C4=C3C(=CC(=C4)F)N2
    2.2 Other Identifiers
    2.2.1 UNII
    41AX9SJ8KO
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. 1859053-21-6

    2. Rucaparib (camsylate)

    3. Rucaparib (monocamsylate)

    4. Pf-1367338-bw

    5. C0-338

    6. [(1s,4r)-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]methanesulfonic Acid;6-fluoro-2-[4-(methylaminomethyl)phenyl]-3,10-diazatricyclo[6.4.1.04,13]trideca-1,4,6,8(13)-tetraen-9-one

    7. Co-338

    8. 41ax9sj8ko

    9. Rucaparib Camsylate [usan]

    10. Bicyclo(2.2.1)heptane-1-methanesulfonic Acid, 7,7-dimethyl-2-oxo-, (1s,4r)-, Compd. With 8-fluoro-1,3,4,5-tetrahydro-2-(4-((methylamino)methyl)phenyl)-6h-pyrrolo(4,3,2-ef)(2)benzazepin-6-one (1:1)

    11. Bicyclo[2.2.1]heptane-1-methanesulfonic Acid, 7,7-dimethyl-2-oxo-, (1s,4r)-, Compd. With 8-fluoro-1,3,4,5-tetrahydro-2-[4-[(methylamino)methyl]phenyl]-6h-pyrrolo[4,3,2-ef][2]benzazepin-6-one (1:1)

    12. Rucaparib(camsylate)

    13. Ag14699 Camsylate

    14. Rucaparib Camphosulfonate

    15. Rucaparib Camphorsulfonate

    16. Chembl3833368

    17. Rucaparib Camsylate [mi]

    18. Schembl22817574

    19. Amy9250

    20. Chebi:134692

    21. Dtxsid301027866

    22. 8-fluoro-2-(4-((methylamino)methyl)phenyl)-1,3,4,5-tetrahydro-6h-pyrrolo(4,3,2-ef)(2)benzazepin-6-one (7,7-dimethyl-2-oxobicyclo(2.2.1)heptan-1-yl)methanesulfonate (1:1)

    23. Bcp18101

    24. Ex-a3053

    25. Rucaparib Camsylate [who-dd]

    26. S5195

    27. Cs-6939

    28. Rucaparib Camsylate [orange Book]

    29. Ac-30110

    30. Hy-102003

    31. A902311

    32. Q27258428

    33. ((1s,4r)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonic Acid - 8-fluoro-2-(4-((methylamino)methyl)phenyl)-1,3,4,5-tetrahydro-6h-azepino[5,4,3-cd]indol-6-one (1:1)

    34. [4-(8-fluoro-6-oxo-3,4,5,6-tetrahydro-1h-azepino[5,4,3-cd]indol-2-yl)phenyl]-n-methylmethanaminium [(1s,4r)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl]methanesulfonate

    35. 8-fluoro-5-(4-((methylamino)methyl)phenyl)-2,3,4,6-tetrahydro-1h-azepino[5,4,3-cd]indol-1-one ((1s,4r)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonate

    2.3.2 Other Synonyms

    1. 283173-50-2

    2. Rubraca

    3. Rucaparib

    4. 8237f3u7eh

    2.4 Create Date
    2016-08-16
    3 Chemical and Physical Properties
    Molecular Weight 555.7 g/mol
    Molecular Formula C29H34FN3O5S
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count5
    Exact Mass555.22032053 g/mol
    Monoisotopic Mass555.22032053 g/mol
    Topological Polar Surface Area137 Ų
    Heavy Atom Count39
    Formal Charge0
    Complexity869
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 1  
    Drug NameRUBRACA
    Active IngredientRUCAPARIB CAMSYLATE
    CompanyCLOVIS ONCOLOGY INC (Application Number: N209115. Patents: 6495541, 7351701, 7531530, 8071579, 8143241, 8754072, 8859562, 9045487, 9861638)

    4.2 Drug Indication

    Treatment of fallopian tube cancer , Treatment of ovarian cancer , Treatment of primary peritoneal cancer , Treatment of prostate malignant neoplasms