Clidanac

Clidanac Basic information
Product Name:Clidanac
Synonyms:6-chloro-5-cyclohexyl-2,3-dihydro-1H-indene-1-carboxylic acid;6-Chloro-5-cyclohexyl-1-indanecarboxylic acid;Britai;Indanal;1H-Indene-1-carboxylic acid, 6-chloro-5-cyclohexyl-2,3-dihydro- (9ci);6-Chloro-5-cyclohexyl-1-indancarboxylic acid;1H-Indene-1-carboxylic acid, 6-chloro-5-cyclohexyl-2,3-dihydro-;Clidanac USP/EP/BP
CAS:34148-01-1
MF:C16H19ClO2
MW:278.77
EINECS:
Product Categories:
Mol File:34148-01-1.mol
Clidanac Structure
Clidanac Chemical Properties
Boiling point 389.8°C (rough estimate)
density 1.0855 (rough estimate)
refractive index 1.5330 (estimate)
Safety Information
MSDS Information
Clidanac Usage And Synthesis
OriginatorIndanal,Takeda,Japan,1981
UsesClidanac can be used as a replacement for retinol for skin treatment, to treat anal fissures, and as a preparation of ester prodrugs of NSAIDs.
DefinitionChEBI: Clidanac is an organic molecular entity.
Manufacturing ProcessN-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 FunctionAntiinflammatory, Antipyretic
Synthesis Reference(s)Journal of Medicinal Chemistry, 15, p. 1297, 1972 DOI: 10.1021/jm00282a024
Clidanac Preparation Products And Raw materials
Raw materialsN-Chlorosuccinimide
Propyphenazone

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