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    FROVATRIPTAN SUCCINATE

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

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    2D Structure
    Also known as: 158930-17-7, Frovatriptan succinate hydrate, Frovatriptan succinate monohydrate, Frovatriptan succinate [usan], Frovelan, Migard
    Molecular Formula
    C18H25N3O6
    Molecular Weight
    379.4  g/mol
    InChI Key
    CUETXFMONOSVJA-KLQYNRQASA-N
    FDA UNII
    D28J6W18HY
    Frovatriptan Succinate is the succinate salt form of frovatriptan, a synthetic triptan with serotonin (5-HT) receptor agonist activity. Frovatriptan succinate binds selectively and with high affinity to 5-HT 1B and presynaptic 5-HT 1D receptors in the extracerebral and intracranial arteries. This leads to an inhibition of serotonin activity and results in vasoconstriction of the painfully dilated blood vessels during migraine attack. Frovatriptan succinate is indicated for the acute treatment of migraine. (NCI05)
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    butanedioic acid;(6R)-6-(methylamino)-6,7,8,9-tetrahydro-5H-carbazole-3-carboxamide;hydrate
    2.1.2 InChI
    InChI=1S/C14H17N3O.C4H6O4.H2O/c1-16-9-3-5-13-11(7-9)10-6-8(14(15)18)2-4-12(10)17-13;5-3(6)1-2-4(7)8;/h2,4,6,9,16-17H,3,5,7H2,1H3,(H2,15,18);1-2H2,(H,5,6)(H,7,8);1H2/t9-;;/m1../s1
    2.1.3 InChI Key
    CUETXFMONOSVJA-KLQYNRQASA-N
    2.1.4 Canonical SMILES
    CNC1CCC2=C(C1)C3=C(N2)C=CC(=C3)C(=O)N.C(CC(=O)O)C(=O)O.O
    2.1.5 Isomeric SMILES
    CN[C@@H]1CCC2=C(C1)C3=C(N2)C=CC(=C3)C(=O)N.C(CC(=O)O)C(=O)O.O
    2.2 Other Identifiers
    2.2.1 UNII
    D28J6W18HY
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (+)-(r)-5,6,7,8-tetrahydro-6-(methylamino)carbazole-3-carboxamide Succinate (1:1), Monohydrate

    2. 3-methylamino-6-carboxamido-1,2,3,4-tetrahydrocarbazole

    3. Allegro

    4. Frova

    5. Frovatriptan

    6. Frovelan

    7. Sb 209509

    8. Vml-251

    9. Vml251

    2.3.2 Depositor-Supplied Synonyms

    1. 158930-17-7

    2. Frovatriptan Succinate Hydrate

    3. Frovatriptan Succinate Monohydrate

    4. Frovatriptan Succinate [usan]

    5. Frovelan

    6. Migard

    7. Vml 251

    8. Sb 209509-ax

    9. D28j6w18hy

    10. Sb 209509 Ax

    11. Nsc-760422

    12. Ncgc00183880-01

    13. Butanedioic Acid;(6r)-6-(methylamino)-6,7,8,9-tetrahydro-5h-carbazole-3-carboxamide;hydrate

    14. (+)-(r)-2,3,4,9-tetrahydro-3-(methylamino)-1h-carbazole-6-carboxamide Butanedioate (1:1), Monohydrate

    15. (+)-(r)-5,6,7,8-tetrahydro-6-(methylamino)carbazole-3-carboxamide Succinate (1:1), Monohydrate

    16. Butanedioic Acid, Compd. With (r)-2,3,4,9-tetrahydro-3-(methylamino)-1h-carbazole-6-carboxamide (1:1), Monohydrate

    17. Butanedioic Acid, Compd. With (r)-2,3,4,9-tetrahydro-3-(methylamino)-1h-carbazole-6-carboxamide, Hydrate (1:1:1)

    18. Frovatriptan Succinate (usan)

    19. Frovatriptan (succinate Hydrate)

    20. (r)-3-(methylamino)-2,3,4,9-tetrahydro-1h-carbazole-6-carboxamide Succinate Hydrate

    21. Butanedioic Acid,(6r)-6-methylamino-6,7,8,9-tetrahydro-5h-carbazole-3-carboxamide;hydrate

    22. Unii-d28j6w18hy

    23. Frova (tn)

    24. Dsstox_cid_28982

    25. Dsstox_rid_83247

    26. Dsstox_gsid_49056

    27. Schembl2321442

    28. Chembl2138684

    29. Dtxsid2049056

    30. Hy-b1658a

    31. Tox21_113606

    32. Akos030241886

    33. Frovatriptan Succinate [mart.]

    34. Frovatriptan Succinate [usp-rs]

    35. Nsc 760422

    36. 1h-carbazole-6-carboxamide, 2,3,4,9-tetrahydro-3-(methylamino)-, (r)-, Butanedioate (1:1), Monohydrate

    37. Frovatriptan Succinate [orange Book]

    38. Cas-158930-17-7

    39. Cs-0021309

    40. D04264

    41. Frovatriptan Succinate Monohydrate [mi]

    42. Frovatriptan Succinate Monohydrate [who-dd]

    43. Frovatriptan Succinate Monohydrate, >=97% (hplc)

    44. J-009548

    45. Q27276007

    46. Frovatriptan Succinate, United States Pharmacopeia (usp) Reference Standard

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 379.4 g/mol
    Molecular Formula C18H25N3O6
    Hydrogen Bond Donor Count6
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count5
    Exact Mass379.17433553 g/mol
    Monoisotopic Mass379.17433553 g/mol
    Topological Polar Surface Area147 Ų
    Heavy Atom Count27
    Formal Charge0
    Complexity426
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Serotonin Receptor Agonists

    Endogenous compounds and drugs that bind to and activate SEROTONIN RECEPTORS. Many serotonin receptor agonists are used as ANTIDEPRESSANTS; ANXIOLYTICS; and in the treatment of MIGRAINE DISORDERS. (See all compounds classified as Serotonin Receptor Agonists.)