Tolfenamic acid is a member of the anthranilic acid derivatives (or fenamate) class of NSAID drugs. Like other members of the class, it is a COX inhibitor and prevents formation of prostaglandins.[
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It is used in the UK as a treatment for migraine.[NHS Tolfenamic Acid (Tolfenamic acid 200mg tablets) Page accessed July 3, 2015] It is generally not available in the US.[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)"] It is available in some Asian, Latin American and European countries as a generic drug for humans and for animals.[Drugs.com Drugs.com international listings for tolfenamic acid Page accessed July 3, 2015]
Medical uses
Tolfenamic acid finds utility in the prevention and treatment of conditions associated with pain and inflammation. However, despite its efficacy when administered intramuscularly, subcutaneously, or orally, 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.
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.
Nine forms of tolfenamic acid have been identified, some of which are determined by conformational states. 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. This diversity in solid forms makes TFA an attractive candidate for modification and utilization in medical applications.
History
It was discovered by scientists at Gea Pharmaceutical Company in Denmark.
Research
Tolfenamic acid demonstrates the ability to inhibit the growth of cancer cells in the pancreas, sigmoid colon, and rectum.
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