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Tolmetin Sodium

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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

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 Formula	C₁₅H₁₄NNaO₃
Molecular Weight	279.27 g/mol
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	4
Exact Mass	279.08713759 g/mol
Monoisotopic Mass	279.08713759 g/mol
Topological Polar Surface Area	62.1 Å²
Heavy Atom Count	20
Formal Charge	0
Complexity	353
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Tolmetin sodium
Drug Label	Each 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 Ingredient	Tolmetin sodium
Dosage Form	Tablet; Capsule
Route	Oral
Strength	eq 200mg base; eq 600mg base; eq 400mg base
Market Status	Prescription
Company	Teva; Mutual Pharm; Mylan

2 of 2
Drug Name	Tolmetin sodium
Drug Label	Each 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 Ingredient	Tolmetin sodium
Dosage Form	Tablet; Capsule
Route	Oral
Strength	eq 200mg base; eq 600mg base; eq 400mg base
Market Status	Prescription
Company	Teva; 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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