34148-01-1

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
• CAS NO: 34148-01-1
• Molecular Formula: C₁₆H₁₉ClO₂
• Molecular Weight: 278.80
• Mol File: 34148-01-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 389.8°C (rough estimate)
• Flash Point: 210.5°C
• Appearance: /
• Density: 1.0855 (rough estimate)
• Vapor Pressure: 5.84E-08mmHg at 25°C
• Refractive Index: 1.5330 (estimate)
• CAS DataBase Reference: Clidanac(CAS DataBase Reference)
• NIST Chemistry Reference: Clidanac(34148-01-1)
• EPA Substance Registry System: Clidanac(34148-01-1)

Safety Data

• Hazardous Substances Data: 34148-01-1(Hazardous Substances Data)

Usage

Originator

Indanal,Takeda,Japan,1981

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

InChI:InChI=1/C16H19ClO2/c17-15-9-13-11(6-7-12(13)16(18)19)8-14(15)10-4-2-1-3-5-10/h8-10,12H,1-7H2,(H,18,19)

Upstream product

• 31962-03-5 (3-chloro-4-cyclohexyl-phenyl)-succinic acid anhydride 
• 34177-35-0 dimethyl 2-(4-cyclohexylphenyl)succinate 
• 36414-05-8 (4-cyclohexyl-phenyl)-succinic acid anhydride 
• 52487-42-0 5-Cyclohexyl-1-indancarbonitrile 
• 31861-70-8 3-Oxo-5-cyclohexyl-6-chlorindan-1-carbonsaeure 
• 31962-05-7 5-Cyclohexyl-1-indancarboxylic acid 
• 28968-04-9 (+/-)-5-Cyclohexyl-3-oxo-1-indancarbonsaeure 
• 38913-05-2 α-Cyan-4-cyclohexylzimtsaeure-aethylester 
• 27634-89-5 4-cyclohexylbenzaldehyde 
• 38240-91-4 5-Cyclohexyl-1-indanone 

Downstream Products

• 34867-38-4 6-Chloro-5-cyclohexyl-1-indancarbonitrile 
• 41659-22-7 1-(6-Chloro-5-cyclohexyl-indan-1-yl)-2-hydroxy-ethanone 
• 41695-58-3 Acetic acid 2-(6-chloro-5-cyclohexyl-indan-1-yl)-2-oxo-ethyl ester 
• 34177-64-5 1-Methyl-5-cyclohexyl-6-chlorindan-1-carbonsaeure 
• 52802-53-6 1-Acetyl-6-chlor-5-cyclohexylindan 
• 34159-13-2 6-Chlor-5-cyclohexylindan-1-carbonsaeureamid 
• 52802-52-5 1-(6-Chloro-5-cyclohexyl-indan-1-yl)-2-diazo-ethanone 

Relevant articles and documents

A NEW SYNTHESIS OF SOME NON-STEROIDAL ANTI-INFLAMMATORY AGENTS VIA CYANOPHOSPHATES

A simple and convenient procedure for the syntheses of some non-steroidal anti-inflammatory agents, ibuprofen, rac-naproxen, clidanac and loxoprofen, is described.

1-Indancarboxylic acids. I. Electrophilic substitution reactions of 1-indancarboxylic acid and synthesis of 6-substituted 1-indancarboxylic acids as potential antiinflammatory agents

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5-Substituted-1-indancarboxylic acids as potential antiinflammatory agents.

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