Analgesic and Antipyretic Activities of 4-Hydroxyisophthalic Acid
CAS 636-46-4 4-HYDROXYISOPHTHALIO Acid is a by-product of the manufacture of salicylic acid by the Kolbe-Schmitt reaction and has been found to be a major constituent
4-Hydroxyisophthalic acid is a by-product of the Kolbe-Schmitt reaction used in salicylic acid production and is a key component in the 'brown dust' residues from the sublimation process used to purify salicylic acid. A sample of this residue was found to contain 82% of 4-hydroxyisophthalic acid, 10% salicylic acid, and 3% 2-hydroxyisophthalic acid, along with some inorganic material.
This compound's potential for large-scale availability has led to its investigation as part of a research program. Given its structural similarity to salicylic acid, researchers hypothesized that 4-hydroxyisophthalic acid might share similar pharmacological properties. Early pharmacological testing indicated that 4-hydroxyisophthalic acid has analgesic properties, with its median effective dose (ED50) being 303 mg/kg in rats. This is approximately 4.1% of the activity of codeine, and it has about 10% of codeine's toxicity. In contrast, aspirin was found to be more toxic and less effective in comparison. Additionally, 4-hydroxyisophthalic acid showed similar antipyretic effects to aspirin in rabbits, reducing fever caused by a pyrogen from Proteus vulgaris.
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