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    Dolasetron Mesylate

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    2D Structure
    Also known as: Dolasetron mesylate, Anzemet, Mdl 73,147ef, 115956-13-3, Mdl 73147ef, 71yf100s3h
    Molecular Formula
    C20H24N2O6S
    Molecular Weight
    420.5  g/mol
    InChI Key
    PSGRLCOSIXJUAL-UMBGRREESA-N
    Dolasetron Mesylate is an indole derivative with antiemetic activity. As a selective serotonin receptor antagonist, dolasetron mesylate competitively blocks the action of serotonin at 5HT3 receptors, resulting in suppression of chemotherapy- and radiotherapy-induced nausea and vomiting. (NCI04)
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    methanesulfonic acid;[(7S)-10-oxo-8-azatricyclo[5.3.1.03,8]undecan-5-yl] 1H-indole-3-carboxylate
    2.1.2 InChI
    InChI=1S/C19H20N2O3.CH4O3S/c22-18-10-21-12-5-11(18)6-13(21)8-14(7-12)24-19(23)16-9-20-17-4-2-1-3-15(16)17;1-5(2,3)4/h1-4,9,11-14,20H,5-8,10H2;1H3,(H,2,3,4)/t11?,12-,13?,14?;/m0./s1
    2.1.3 InChI Key
    PSGRLCOSIXJUAL-UMBGRREESA-N
    2.1.4 Canonical SMILES
    CS(=O)(=O)O.C1C2CC3CC(CC1N3CC2=O)OC(=O)C4=CNC5=CC=CC=C54
    2.1.5 Isomeric SMILES
    CS(=O)(=O)O.C1[C@H]2CC(CC3N2CC(=O)C1C3)OC(=O)C4=CNC5=CC=CC=C54
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. 1h-indole-3-carboxylic Acid, (6r,9as)-octahydro-3-oxo-2,6-methano-2h-quinolizin-8-yl Ester, Rel-, Methanesulfonate, Hydrate (1:1:1)

    2. 1h-indole-3-carboxylic Acid, Octahydro-3-oxo-2,6-methano-2h-quinolizin-8-yl Ester, (2-alpha,6-alpha,8-alpha,9a-beta)-

    3. 1h-indole-3-carboxylic Acid-trans-octahydro-3-oxo-2,6-methano-2h-quinolizin-8-yl Ester Methanesulfonate

    4. Anzemet

    5. Dolasetron

    6. Dolasetron Mesilate Monohydrate

    7. Dolasetron Mesylate

    8. Dolasetron Mesylate Monohydrate

    9. Indole-3-carboxylic Acid, Ester With (8r)-hexahydro-8-hydroxy-2,6-methano-2h-quinolizin-3(4h)-one

    10. Mdl 73,147ef

    11. Mdl 73147ef

    12. Mdl-73147ef

    13. Octahydro-3-oxo-2,6-methano-2h-quinolizin-8-yl 1h-indole-3-carboxylate

    2.2.2 Depositor-Supplied Synonyms

    1. Dolasetron Mesylate

    2. Anzemet

    3. Mdl 73,147ef

    4. 115956-13-3

    5. Mdl 73147ef

    6. 71yf100s3h

    7. Unii-71yf100s3h

    8. Dolasetron Mesylate [usan:usp]

    9. Indole-3-carboxylic Acid, Ester With (8r)-hexahydro-8-hydroxy-2,6-methano-2h-quinolizin-3(4h)-one, Monomethanesulfonate

    10. Hms3886o16

    11. S5679

    12. Akos025402394

    13. Ac-8828

    14. E83754

    15. Q27265996

    2.3 Create Date
    2008-07-11
    3 Chemical and Physical Properties
    Molecular Weight 420.5 g/mol
    Molecular Formula C20H24N2O6S
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count3
    Exact Mass420.13550766 g/mol
    Monoisotopic Mass420.13550766 g/mol
    Topological Polar Surface Area125 Ų
    Heavy Atom Count29
    Formal Charge0
    Complexity627
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Antiemetics

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

    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.)

    4.2 FDA Pharmacological Classification
    4.2.1 Pharmacological Classes
    Serotonin-3 Receptor Antagonist [EPC]; Serotonin 3 Receptor Antagonists [MoA]