Originator
Indanal,Takeda,Japan,1981
Uses
Clidanac can be used as a replacement for retinol for skin treatment, to treat anal fissures, and as a preparation of ester prodrugs of NSAIDs.
Definition
ChEBI: Clidanac is an organic molecular entity.
Manufacturing Process
N-chlorosuccinimide (8.2 g.0.0614 mol) was added to a stirred, cooled (icewater) solution of (±)-5-cyclohexyl-1-indancarboxylic acid (10.0 g, 0.0409
mol) in dimethylformamide (82 ml). The solution was stirred for fifteen
minutes at 0°C. thirty minutes at 25°C. nine hours at 50°C, followed by eight
hours at 25°C. The solution was diluted with cold water (400 ml) and stirred
until the precipitated product turned granular (fifteen minutes). The crude
product was collected, washed with cold water, and dried. Crystallization from
Skellysolve B with charcoal treatment gave colorless crystals (6.65 g, 58%),
MP 149°C to 150°C. The product was recrystallized twice from Skellysolve B
to give (±)-6-chloro-5-cyclohexyl-1-indancarboxylic acid as colorless crystals,
MP 150.5°C to 152.5°C.
Therapeutic Function
Antiinflammatory, Antipyretic
