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    Chemistry

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    Also known as: 35711-34-3, Sodium tolmetin, Tolmetin sodium anhydrous, Tolmetin (sodium), Sodium 2-(1-methyl-5-(4-methylbenzoyl)-1h-pyrrol-2-yl)acetate, Sodium 1-methyl-5-(4-methylbenzoyl)-1h-pyrrole-2-acetate
    Molecular Formula
    C15H14NNaO3
    Molecular Weight
    279.27  g/mol
    InChI Key
    QGUALMNFRILWRA-UHFFFAOYSA-M
    FDA UNII
    WL259637KX
    Tolmetin Sodium
    A non-steroidal anti-inflammatory agent (ANTI-INFLAMMATORY AGENTS, NON-STEROIDAL) similar in mode of action to INDOMETHACIN.
    1 2D Structure

    Tolmetin Sodium

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;2-[1-methyl-5-(4-methylbenzoyl)pyrrol-2-yl]acetate
    2.1.2 InChI
    InChI=1S/C15H15NO3.Na/c1-10-3-5-11(6-4-10)15(19)13-8-7-12(16(13)2)9-14(17)18;/h3-8H,9H2,1-2H3,(H,17,18);/q;+1/p-1
    2.1.3 InChI Key
    QGUALMNFRILWRA-UHFFFAOYSA-M
    2.1.4 Canonical SMILES
    CC1=CC=C(C=C1)C(=O)C2=CC=C(N2C)CC(=O)[O-].[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    WL259637KX
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Anhydrous Tolmetin Sodium

    2. Anhydrous, Tolmetin Sodium

    3. Dihydrate Tolmetin Sodium

    4. Mcn 2559

    5. Mcn-2559

    6. Mcn2559

    7. Sodium Anhydrous, Tolmetin

    8. Sodium, Tolmetin

    9. Tolectin

    10. Tolmetin

    11. Tolmetin Sodium Anhydrous

    12. Tolmetin Sodium, Anhydrous

    13. Tolmetin Sodium, Dihydrate

    2.3.2 Depositor-Supplied Synonyms

    1. 35711-34-3

    2. Sodium Tolmetin

    3. Tolmetin Sodium Anhydrous

    4. Tolmetin (sodium)

    5. Sodium 2-(1-methyl-5-(4-methylbenzoyl)-1h-pyrrol-2-yl)acetate

    6. Sodium 1-methyl-5-(4-methylbenzoyl)-1h-pyrrole-2-acetate

    7. Tolmetin Sodium Salt Dihydrate

    8. Chebi:9619

    9. Sodium;2-[1-methyl-5-(4-methylbenzoyl)pyrrol-2-yl]acetate

    10. Sodium 1-methyl-5-p-toluoylpyrrole-2-acetate

    11. Wl259637kx

    12. Toleclin

    13. 1h-pyrrole-2-acetic Acid, 1-methyl-5-(4-methylbenzoyl)-, Sodium Salt

    14. Tolectin Ds

    15. Tolectin 600

    16. Einecs 252-687-3

    17. Tolmetin Sodium Salt

    18. Nsc-757341

    19. Mcn-2559-21-98

    20. Unii-wl259637kx

    21. 1-methyl-5-(p-toluoyl)-2-pyrroleacetic Acid

    22. Spectrum1500582

    23. Schembl1477674

    24. Chembl1200613

    25. Dtxsid2091546

    26. Hms500k15

    27. Hy-b1799a

    28. Tolmetin Sodium [who-dd]

    29. Hms1921e19

    30. Hms2092o03

    31. 1h-pyrrole-2-acetic Acid, 1-methyl-5-(p-toluoyl)-, Sodium Salt

    32. Ccg-39123

    33. Akos015901707

    34. Akos015961034

    35. Ncgc00094796-01

    36. Ncgc00094796-02

    37. Ac-12807

    38. Cs-0013840

    39. C02328

    40. 4-amino-2-methoxy-5-mercaptobenzoicacid

    41. Ab01566945_01

    42. W-110866

    43. Q27108450

    44. Sodium [1-methyl-5-(4-methylbenzoyl)-1h-pyrrol-2-yl]acetate

    45. 1h-pyrrole-2-acetic Acid, 1-methyl-5-(4-methylbenzoyl)-, Sodium Salt (1:1)

    2.4 Create Date
    2008-02-05
    3 Chemical and Physical Properties
    Molecular Weight 279.27 g/mol
    Molecular Formula C15H14NNaO3
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count4
    Exact Mass279.08713759 g/mol
    Monoisotopic Mass279.08713759 g/mol
    Topological Polar Surface Area62.1 Ų
    Heavy Atom Count20
    Formal Charge0
    Complexity353
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    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 2  
    Drug NameTolmetin sodium
    Drug LabelEach capsule, for oral administration, contains 492 mg of tolmetin sodium (as the dihydrate), equivalent to 400 mg of tolmetin. Each capsule contains 36 mg (1.56 mEq) of sodium. Each capsule contains the following inactive ingredients: colloidal sili...
    Active IngredientTolmetin sodium
    Dosage FormTablet; Capsule
    RouteOral
    Strengtheq 200mg base; eq 600mg base; eq 400mg base
    Market StatusPrescription
    CompanyTeva; Mutual Pharm; Mylan

    2 of 2  
    Drug NameTolmetin sodium
    Drug LabelEach capsule, for oral administration, contains 492 mg of tolmetin sodium (as the dihydrate), equivalent to 400 mg of tolmetin. Each capsule contains 36 mg (1.56 mEq) of sodium. Each capsule contains the following inactive ingredients: colloidal sili...
    Active IngredientTolmetin sodium
    Dosage FormTablet; Capsule
    RouteOral
    Strengtheq 200mg base; eq 600mg base; eq 400mg base
    Market StatusPrescription
    CompanyTeva; Mutual Pharm; Mylan

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Anti-Inflammatory Agents, Non-Steroidal

    Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)

    Cyclooxygenase Inhibitors

    Compounds or agents that combine with cyclooxygenase (PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES) and thereby prevent its substrate-enzyme combination with arachidonic acid and the formation of eicosanoids, prostaglandins, and thromboxanes. (See all compounds classified as Cyclooxygenase Inhibitors.)

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