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    Granisetron

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

    INTERMEDIATES

    FINISHED DOSAGE FORMULATIONS

    DIGITAL CONTENT

    GLOBAL SALES INFORMATION

    MARKET PLACE

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    2D Structure
    Also known as: Granisetron, 109889-09-0, Exo-granisetron (granisetron impurity f), 1364914-39-5, 1-methyl-n-(9-methyl-9-azabicyclo[3.3.1]nonan-3-yl)indazole-3-carboxamide, Granisetronum [inn-latin]
    Molecular Formula
    C18H24N4O
    Molecular Weight
    312.4  g/mol
    InChI Key
    MFWNKCLOYSRHCJ-UHFFFAOYSA-N
    A serotonin receptor (5HT-3 selective) antagonist that has been used as an antiemetic for cancer chemotherapy patients.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    1-methyl-N-(9-methyl-9-azabicyclo[3.3.1]nonan-3-yl)indazole-3-carboxamide
    2.1.2 InChI
    InChI=1S/C18H24N4O/c1-21-13-6-5-7-14(21)11-12(10-13)19-18(23)17-15-8-3-4-9-16(15)22(2)20-17/h3-4,8-9,12-14H,5-7,10-11H2,1-2H3,(H,19,23)
    2.1.3 InChI Key
    MFWNKCLOYSRHCJ-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CN1C2CCCC1CC(C2)NC(=O)C3=NN(C4=CC=CC=C43)C
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. 1-methyl-n-(endo-9-methyl-9-azabicyclo(3.3.1)non-3-yl)-1h-indazole-3-carboxamide

    2. 1h-indazole-3-carboxamide, 1-methyl-n-(9-methyl-9-azabicyclo(3.3.1)non-3-yl

    3. 1h-indazole-3-carboxamide, 1-methyl-n-(9-methyl-9-azabicyclo(3.3.1)non-3-yl)-, Endo-

    4. Brl 43694

    5. Brl 43694a

    6. Brl-43694

    7. Brl-43694a

    8. Brl43694

    9. Brl43694a

    10. Granisetron

    11. Granisetron Hydrochloride

    12. Granisetron Monohydrochloride

    13. Hydrochloride, Granisetron

    14. Kytril

    15. Monohydrochloride, Granisetron

    2.2.2 Depositor-Supplied Synonyms

    1. Granisetron

    2. 109889-09-0

    3. Exo-granisetron (granisetron Impurity F)

    4. 1364914-39-5

    5. 1-methyl-n-(9-methyl-9-azabicyclo[3.3.1]nonan-3-yl)indazole-3-carboxamide

    6. Granisetronum [inn-latin]

    7. 1-methyl-n-(9-methyl-9-azabicyclo[3.3.1]non-3-yl)-1h-indazole-3-carboxamide

    8. Brl 43694

    9. Granisetron-d3

    10. Granisetron Base

    11. [3h]-granisetron

    12. Ly-278584

    13. [3h]granisetron

    14. Apf-530

    15. 1-methyl-n-(9-methyl-9-azabicyclo[3.3.1]nonan-3-yl)-1h-indazole-3-carboxamide

    16. 1-methyl-n-{9-methyl-9-azabicyclo[3.3.1]nonan-3-yl}-1h-indazole-3-carboxamide

    17. [3h]-brl-43694

    18. Schembl445223

    19. Chembl289469

    20. Chembl519643

    21. Gtpl2292

    22. 1-methyl-n-(9-methyl-9-azabicyclo[3.3.1]non-3-yl)-indazole-3-carboxamide

    23. Dtxsid50861188

    24. Chebi:184693

    25. Bcp10022

    26. Ex-a1291

    27. Hy-b0071

    28. Bbl036319

    29. Bdbm50000483

    30. Pdsp1_001266

    31. Pdsp2_001250

    32. Stl483411

    33. Akos015895362

    34. Ab07494

    35. Cs-1509

    36. Sdccgsbi-0633801.p001

    37. Ncgc00186041-01

    38. Ncgc00186041-09

    39. Ls-14665

    40. Ft-0626805

    41. Ab01274752-01

    42. Ab01274752_02

    43. Ab01274752_03

    44. Aa-504/10505045

    45. L000281

    46. 1-methyl-n-(9-methyl-9-azabicyclo[3.3.1]nonan-7-yl)indazole-3-carboxamide

    47. 1-methyl-1h-indazole-3-carboxylic Acid (8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl)-amide

    48. 1-methyl-1h-indazole-3-carboxylic Acid (9-methyl-9-aza-bicyclo[3.3.1]non-3-yl)-amide

    49. 1-methyl-n-((1s,5r)-9-methyl-9-aza-bicyclo[3.3.1]nonan-3-yl)-1h-indazole-3-carboxamide

    50. N-(9-methyl-9-azabicyclo[3.3.1]nonan-3-yl)-1-methyl-1h-indazole-3-carboxamide

    51. (brl 43694)1-methyl-1h-indazole-3-carboxylic Acid (9-methyl-9-aza-bicyclo[3.3.1]non-3-yl)-amide

    52. (granisetron)1-methyl-1h-indazole-3-carboxylic Acid (8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl)-amide

    53. 1-methyl-1h-indazole-3-carboxylic Acid (9-methyl-9-aza-bicyclo[3.3.1]non-3-yl)-amide(brl 43694)

    54. 1-methyl-1h-indazole-3-carboxylic Acid (9-methyl-9-aza-bicyclo[3.3.1]non-3-yl)-amide(granisetron)

    55. 2-(9-methyl-3,9-diaza-bicyclo[3.3.1]non-3-yl)-1-(1-methyl-1h-indol-3-yl)-ethanone(granisetron)

    2.3 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 312.4 g/mol
    Molecular Formula C18H24N4O
    XLogP32.8
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count2
    Exact Mass312.19501140 g/mol
    Monoisotopic Mass312.19501140 g/mol
    Topological Polar Surface Area50.2 Ų
    Heavy Atom Count23
    Formal Charge0
    Complexity442
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count2
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Prevention of nausea and vomiting in patients receiving moderately or highly emetogenic chemotherapy, with or without cisplatin, for up to five consecutive days.

    Sancuso may be used in patients receiving their first chemotherapy regimen or in patients who have previously received chemotherapy.

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Serotonin 5-HT3 Receptor Antagonists

    Drugs that bind to but do not activate SEROTONIN 5-HT3 RECEPTORS, thereby blocking the actions of SEROTONIN or SEROTONIN 5-HT3 RECEPTOR AGONISTS. (See all compounds classified as Serotonin 5-HT3 Receptor Antagonists.)

    Antiemetics

    Drugs used to prevent NAUSEA or VOMITING. (See all compounds classified as Antiemetics.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Serotonin-3 Receptor Antagonist [EPC]; Serotonin 3 Receptor Antagonists [MoA]
    5.3 ATC Code

    A04AA02

    A - Alimentary tract and metabolism

    A04 - Antiemetics and antinauseants

    A04A - Antiemetics and antinauseants

    A04AA - Serotonin (5ht3) antagonists

    A04AA02 - Granisetron