Flufenamic acid
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Flufenamic acid (FFA) is a member of the anthranilic acid derivatives (or fenamate) class of nonsteroidal anti-inflammatory drugs (NSAIDs).[1]: 718 Like other members of the class, it is a cyclooxygenase (COX) inhibitor, preventing the formation of prostaglandins.[2] FFA is known to bind to and reduce the activity of prostaglandin F synthase and activate TRPC6.[3]
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Routes of administration | By mouth, topical |
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Protein binding | extensively |
Metabolism | Hydroxylation, glucuronidation |
Elimination half-life | ~3 h |
Excretion | 50% urine, 36% feces |
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ECHA InfoCard | 100.007.723 |
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Formula | C14H10F3NO2 |
Molar mass | 281.234 g·mol−1 |
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Melting point | 124 to 125 °C (255 to 257 °F) resolidification and remelting at 134°C to 136°C |
Solubility in water | Practically insoluble in water; soluble in ethanol, chloroform and diethyl ether mg/mL (20 °C) |
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Scientists led by Claude Winder from Parke-Davis invented FFA in 1963, along with fellow members of the class, mefenamic acid in 1961 and meclofenamic acid in 1964.[1]: 718
Although flufenamic acid was at one time informally referred to as "Fluffy" (see history cache), this pet name could also refer to flufenoxine.