Etofenamate
Etofenamate Basic information
- Product Name:
- Etofenamate
- Synonyms:
-
- EtofenamateEtofenamate
- 2-(2-hydroxyaethoxy)aethylester der flutenaminsaeure
- 2-(2-hydroxyethoxy)ethyl-n-(alpha,alpha,alpha-trifluoro-m-tolyl)anthrani late
- Benzoic acid, 2[[3-(trifluoromethyl)phenyl]amino]-2-(hydroxyethoxy)ethyl ester
- n-(alpha,alpha,alpha-trifluoro-m-tolyl)-anthranilic acid 2-(2-hydroxyethoxy)
- 2-(2-Hydroxyethoxy)ethyl 2-[3-(trifluoromethyl)anilino]benzoate
- Ethofenamate
- Rheumon
- CAS:
- 30544-47-9
- MF:
- C18H18F3NO4
- MW:
- 369.33
- EINECS:
- 250-231-8
- Product Categories:
-
- Inhibitors
- Amines
- Aromatics
- Intermediates & Fine Chemicals
- Pharmaceuticals
- Mol File:
- 30544-47-9.mol
Etofenamate Chemical Properties
- Melting point:
- 25°C
- Boiling point:
- bp.001 130-135°
- Density
- 1.2866 (estimate)
- refractive index
- nD25 1.564
- storage temp.
- Sealed in dry,2-8°C
- solubility
- Practically insoluble in water, miscible with ethanol (96 per cent) and with ethyl acetate.
- pka
- 14.32±0.10(Predicted)
- form
- Oil
- color
- Light yellow to yellow
- Stability:
- Light Sensitive
Etofenamate Usage And Synthesis
Chemical Properties
Light Yellow Oil
Originator
Rheumon,Troponwerke,W. Germany,1977
Uses
As a histamine H1 -receptor antagonist, Etofenamate can be used as anti-inflammatory;cyclooxygenase inhibitor and medication used to alleviate joint and muscle pain.
Definition
ChEBI: 2-[3-(trifluoromethyl)anilino]benzoic acid 2-(2-hydroxyethoxy)ethyl ester is a benzoate ester.
Manufacturing Process
16.0 g (0.05 mol) of the potassium salt of N-(3-trifluoromethylphenyl)- anthranilic acid are dissolved in 60 ml of dimethylformamide and heated to 110°C, and 6.2 g (0.05 mol) of 2-(2-chloroethoxy)-ethanol are slowly added. The reaction mixture is then heated to boiling for 2 hours. The precipitated potassium chloride is filtered off and the solvent is removed by evaporation. The residue is separated over a column with 400 g of silica gel (particle size 0.05 to 0.2 mm), using a 1:1 mixture of cyclohexane and glacial acetic acid as eluting agent. 16.0 g of the 2-(2-hydroxyethoxy)-ethyl ester of N-(3- trifluoromethylphenyl)-anthranilic acid are obtained in the form of a pale yellow oil which does not crystallize and cannot be distilled.
Therapeutic Function
Antiinflammatory
EtofenamateSupplier
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