| Identification | Back Directory | [Name]
Clidanac | [CAS]
34148-01-1 | [Synonyms]
Britai
Indanal
Clidanaco
Clidanac USP/EP/BP
6-Chloro-5-cyclohexyl-1-indancarboxylic acid
6-Chloro-5-cyclohexyl-1-indanecarboxylic acid
6-chloro-5-cyclohexyl-2,3-dihydro-1H-indene-1-carboxylic acid
1H-Indene-1-carboxylic acid, 6-chloro-5-cyclohexyl-2,3-dihydro-
1H-Indene-1-carboxylic acid, 6-chloro-5-cyclohexyl-2,3-dihydro- (9ci) | [Molecular Formula]
C16H19ClO2 | [MOL File]
34148-01-1.mol | [Molecular Weight]
278.77 |
| Hazard Information | Back Directory | [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 | [Synthesis Reference(s)]
Journal of Medicinal Chemistry, 15, p. 1297, 1972 DOI: 10.1021/jm00282a024 |
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