Willow active extract of the bark, called salicin, was isolated to its crystalline form in 1828 by Henri Leroux, a French pharmacist, and Raffaele Piria, an Italian chemist, who then succeeded in separating out the compound in its pure state. In 1897, Felix Hoffmann created a synthetically altered version of salicin (in his case derived from the "Spiraea" plant), which caused less digestive upset than pure salicylic acid. The new drug, formally acetylsalicylic acid, was named Aspirin by Hoffmann's employer Bayer AG. This gave rise to the hugely important class of drugs known as nonsteroidal anti-inflammatory drugs (NSAIDs). Some of humans'
Tienilic acid the drug and to give covalent binding. The above explanation is a hypothesis. It is still not known (after 15 years) if the reactive intermediate which inactivates the CYP2C9 is the thiophene sulfoxide or the thiophene epoxide. The target on the protein is also not known (could be multiple). However tienilic acid is a good mechanism based inhibitor of CYP2C9 and seems to inactivate it stoichiometrically. Progress in proteomics may one day give the answer. Recent studies indicate that in fact the primary metabolite of tienilic acid (5-OH tienilic acid) cannot be derived from a thiophene-S-oxide intermediate as was previously