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    Ramosetron

    ACTIVE PHARMA INGREDIENTS

    INTERMEDIATES

    FINISHED DOSAGE FORMULATIONS

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    2D Structure
    Also known as: 132036-88-5, Ramosetron [inn], (1-methylindol-3-yl)-[(5r)-4,5,6,7-tetrahydro-3h-benzimidazol-5-yl]methanone, 7zro0sc54y, Chembl1643895, Ramosetron (inn)
    Molecular Formula
    C17H17N3O
    Molecular Weight
    279.34  g/mol
    InChI Key
    NTHPAPBPFQJABD-LLVKDONJSA-N
    FDA UNII
    7ZRO0SC54Y
    Ramosetron is a serotonin 5-HT3 receptor antagonist commonly employed to treat nausea and vomiting, in addition to certain diarrheal conditions. It is believed to have higher potency and longer antiemetic action than other 1st generation 5-HT3 antagonists such as ondansetron. Currently, ramosetron is only approved for use Japan and in certain Southeast Asian countries.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (1-methylindol-3-yl)-[(5R)-4,5,6,7-tetrahydro-3H-benzimidazol-5-yl]methanone
    2.1.2 InChI
    InChI=1S/C17H17N3O/c1-20-9-13(12-4-2-3-5-16(12)20)17(21)11-6-7-14-15(8-11)19-10-18-14/h2-5,9-11H,6-8H2,1H3,(H,18,19)/t11-/m1/s1
    2.1.3 InChI Key
    NTHPAPBPFQJABD-LLVKDONJSA-N
    2.1.4 Canonical SMILES
    CN1C=C(C2=CC=CC=C21)C(=O)C3CCC4=C(C3)NC=N4
    2.1.5 Isomeric SMILES
    CN1C=C(C2=CC=CC=C21)C(=O)[C@@H]3CCC4=C(C3)NC=N4
    2.2 Other Identifiers
    2.2.1 UNII
    7ZRO0SC54Y
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 5-((1-methyl-3-indolyl)carbonyl)-4,5,6,7-tetrahydro-1h-benzimidazol

    2. Methanone, (1-methyl-1h-indol-3-yl)(4,5,6,7-tetrahydro-1h-benzimidazol-5-yl)-, Monohydrochloride, (r)-

    3. Nasea

    4. Ramosetron Hydrochloride

    5. Ym 060

    6. Ym-060

    7. Ym060

    2.3.2 Depositor-Supplied Synonyms

    1. 132036-88-5

    2. Ramosetron [inn]

    3. (1-methylindol-3-yl)-[(5r)-4,5,6,7-tetrahydro-3h-benzimidazol-5-yl]methanone

    4. 7zro0sc54y

    5. Chembl1643895

    6. Ramosetron (inn)

    7. (r)-(1-methyl-1h-indol-3-yl)(4,5,6,7-tetrahydro-1h-benzo[d]imidazol-6-yl)methanone

    8. Unii-7zro0sc54y

    9. Nor-ym 060

    10. Ramosetron [mi]

    11. Ramosetron [who-dd]

    12. Schembl16701

    13. Gtpl2301

    14. Dtxsid0043842

    15. Chebi:135156

    16. Zinc5116719

    17. Bdbm50334454

    18. (-)-(r)-1-methylindol-3-yl 4,5,6,7-tetrahydro-5-benzimidazolylketone

    19. Akos015896003

    20. Db09290

    21. R-146

    22. D08466

    23. A806353

    24. Ar-270/43507766

    25. Q2979523

    26. (-)-(r)-1-methylindol-3-yl-4,5,6,7-tetrahydro-5-benzimidazolyl Ketone

    27. (-)-(r)-1-methylindol-3-yl-4,5,6,7-tetrahydro-5-benzimidazolyl Ketone.

    28. (1-methyl-1h-indol-3-yl)(4,5,6,7-tetrahydro-1h-benzimidazol-6-yl)methanone

    29. (1-methylindol-3-yl)-[(5r)-4,5,6,7-tetrahydro-3h-benzimidazol-5-yl]methanone.

    30. (r)-(-)-5-[(1-methyl-3-indolyl)carbonyl]-4,5,6,7-tetrahydrobenzimidazole

    31. (r)-5-[(1-methylindole-3-yl)carbonyl]-4,5,6,7-tetrahydro-1h-bezimidazole

    32. Methanone, (1-methyl-1h-indol-3-yl)[(6r)-4,5,6,7-tetrahydro-1h-benzimidazol-6-yl]-

    33. Methanone,(1-methyl-1h-indol-3-yl)[(6r)-4,5,6,7-tetrahydro-1h-benzimidazol-6-yl]-

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 279.34 g/mol
    Molecular Formula C17H17N3O
    XLogP32.2
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count2
    Exact Mass279.137162174 g/mol
    Monoisotopic Mass279.137162174 g/mol
    Topological Polar Surface Area50.7 Ų
    Heavy Atom Count21
    Formal Charge0
    Complexity413
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    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

    For the treatment of nausea and vomiting and diarrhea-predominant irritable bowel syndrome in males.

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Serotonin Antagonists

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

    Antiemetics

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