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2D Structure
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

A non-steroidal anti-inflammatory agent (ANTI-INFLAMMATORY AGENTS, NON-STEROIDAL) similar in mode of action to INDOMETHACIN.
1 2D Structure

2D Structure

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.)