Tolfenamic acid

Tolfenamic acid
Clinical data
Trade namesClotam, Clotan, Tufnil
AHFS/Drugs.comInternational Drug Names
Routes of
administration		By mouth
ATC code
Legal status
Legal status
  • AU: S4 (Prescription only)
Identifiers
IUPAC name
  • 2-[(3-chloro-2-methylphenyl)amino]benzoic acid)[1]
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.033.862 Edit this at Wikidata
Chemical and physical data
FormulaC14H12ClNO2
Molar mass261.71 g·mol−1
3D model (JSmol)
SMILES
  • Clc2cccc(Nc1ccccc1C(=O)O)c2C
InChI
  • InChI=1S/C14H12ClNO2/c1-9-11(15)6-4-8-12(9)16-13-7-3-2-5-10(13)14(17)18/h2-8,16H,1H3,(H,17,18) checkY
  • Key:YEZNLOUZAIOMLT-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Tolfenamic acid (Clotam, Tufnil) is a member of the anthranilic acid derivatives (or fenamate) class of NSAID drugs discovered by scientists at Medica Pharmaceutical Company in Finland.[2] Like other members of the class, it is a COX inhibitor and prevents formation of prostaglandins.[3]

It is used in the UK as a treatment for migraine.[4] It is generally not available in the US.[3] It is available in some Asian, Latin American and European countries as a generic drug for humans and for animals.[5]

References

  1. ↑ Andersen KV, Larsen S, Alhede B, Gelting N, Buchardt O (1989). "Characterization of two polymorphic forms of tolfenamic acid, N-(2-methyl-3-chlorophenyl)anthranilic acid: their crystal structures and relative stabilities". J. Chem. Soc., Perkin Trans. 2 (10): 1443–1447. doi:10.1039/P29890001443.
  2. ↑ Pentikäinen PJ, Neuvonen PJ, Backman C (1981). "Human pharmacokinetics of tolfenamic acid, a new anti-inflammatory agent". European Journal of Clinical Pharmacology. 19 (5): 359–65. doi:10.1007/bf00544587. PMID 7238564. S2CID 9428076.
  3. 1 2 NIH LiverTox Database Mefenamic Acid Last updated June 23, 2015. Page accessed July 3, 2015. Quote: "(fenamates generally not available in the United States, such as tolfenamic acid and flufenamic acid)"
  4. ↑ NHS Tolfenamic Acid (Tolfenamic acid 200mg tablets) Page accessed July 3, 2015
  5. ↑ Drugs.com Drugs.com international listings for tolfenamic acid Page accessed July 3, 2015
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