Using 2-chloronicotinic acid as a raw material, it is condensed with phenol under a strongly alkaline environment, then dehydrated by polyphosphoric acid, reduced by potassium borohydride, then hydrolyzed in acid, and finally acylated with chloroacetyl chloride. After hydrolysis under alkaline conditions, it is acylated by sulfonyl chloride and finally rearranged to obtain pranoprofen.
Niflan, Yoshitomi ,Japan ,1981
Pranoprofen is an anti-inflammatory used in ophthalmology.
ChEBI: Pranoprofen is a pyridochromene.
A mixture of 100 g of ethyl 2-cyano-2-(5H-[1]benzopyrano[2,3-b]-pyridin-7yl)propionate, 500 ml of glacial acetic acid and 200 g of concentrated hydrochloric acid is refluxed for 48 hours. The reaction mixture is concentrated, and the residue is dissolved in hot water. The solution is adjusted to pH 2 to 3 by addition of 10% sodium hydroxide. The resulting crystalline precipitate is washed thoroughly with water, and recrystallized from aqueous dioxane to give 74 g of 2-(5H-[1]benzopyrano[2,3-b]-pyridin-7yl)propionic acid as white crystals melting at 183°C to 183.5°C.
Analgesic, Antiinflammatory
Pranoprofen is an arylalkanoic acid and a non-steroidal anti-inflammatory drug.
Pranoprofen is used in eyes to treat chronic allergic conjunctivitis. It is also used as an anti-inflammatory and analgesic drug after strabismus surgery.