Tolfenamic acid

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Tolfenamic acid is a member of the anthranilic acid derivatives (or fenamate) class of NSAID drugs.[1] Like other members of the class, it is a COX inhibitor and prevents formation of prostaglandins.[2]

It is used in the UK as a treatment for migraine.[3][4] It is generally not available in the US.[2] It is available in some Asian, Latin American and European countries as a generic drug for humans and for animals.[5]

Medical uses

Tolfenamic acid finds utility in the prevention and treatment of conditions associated with pain and inflammation.[6][7] However, despite its efficacy when administered intramuscularly, subcutaneously, or orally,[8] TFA-based drugs have not yet gained approval in the United States and some other countries due to the significant number of reported side effects.[9][10]

Chemistry

Tolfenamic acid, belonging to the pharmacological group of fenamates, possesses a chemical structure typical of anthranilic acid derivatives. In this structure, one of the hydrogen atoms of the nitro group is substituted by a benzene ring featuring a methyl group and a chlorine atom at the ortho- and meta- positions, respectively.[11]

Nine forms of tolfenamic acid have been identified, some of which are determined by conformational states.[12][13][14] These polymorphic forms exhibit variations in the spatial arrangement within the unit cell and in the values of the C-N(H)-C-C angle.[14] This diversity in solid forms makes TFA an attractive candidate for modification and utilization in medical applications.

History

It was discovered by scientists at Medica Pharmaceutical Company in Finland.[1]

Research

Tolfenamic acid demonstrates the ability to inhibit the growth of cancer cells in the pancreas, sigmoid colon, and rectum.[15]

References

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  1. ↑ a b Script error: No such module "Citation/CS1".
  2. ↑ a b 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)"
  3. ↑ NHS Tolfenamic Acid (Tolfenamic acid 200mg tablets) Page accessed July 3, 2015
  4. ↑ Script error: No such module "citation/CS1".
  5. ↑ Drugs.com Drugs.com international listings for tolfenamic acid Page accessed July 3, 2015
  6. ↑ Script error: No such module "Citation/CS1".
  7. ↑ Script error: No such module "Citation/CS1".
  8. ↑ Script error: No such module "Citation/CS1".
  9. ↑ Script error: No such module "Citation/CS1".
  10. ↑ Script error: No such module "Citation/CS1".
  11. ↑ Script error: No such module "Citation/CS1".
  12. ↑ Script error: No such module "Citation/CS1".
  13. ↑ Script error: No such module "Citation/CS1".
  14. ↑ a b Script error: No such module "Citation/CS1".
  15. ↑ Script error: No such module "Citation/CS1".

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External links

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