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 Structure
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.
form neat
pka14.32±0.10(Predicted)
Stability:Light Sensitive
Safety Information
RIDADR UN2810 - class 6.1 - PG 3 - EHS - Toxic, liquids, organic, n.o.s., HI: all
ToxicityLD50 in male, female rats (mg/kg): 292, 470 orally; 140, 226 i.v.; 373, 397 i.p.; 643, 568 s.c. (Jacobi)
MSDS Information
Etofenamate Usage And Synthesis
Chemical PropertiesLight Yellow Oil
OriginatorRheumon,Troponwerke,W. Germany,1977
UsesAs a histamine H1 -receptor antagonist, Etofenamate can be used as anti-inflammatory;cyclooxygenase inhibitor and medication used to alleviate joint and muscle pain.
DefinitionChEBI: 2-[3-(trifluoromethyl)anilino]benzoic acid 2-(2-hydroxyethoxy)ethyl ester is a benzoate ester.
Manufacturing Process16.0 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 FunctionAntiinflammatory
Etofenamate Preparation Products And Raw materials
Raw materialsFlufenamic acid-->2-(2-Chloroethoxy)ethanol
Etomidate Phenetidine Sodium benzoate Salicylic acid Denatonium Benzoate Anhydrous 2'-Hydroxy-3-phenylpropiophenone Diphenoxylate 3-Diethylaminophenol 3-Hydroxybenzoic acid Ethylparaben Butylparaben ISOXADIFEN-ETHYL Ethyl acetate Ethyl acrylate FLURBIPROFEN AXETIL Benzyl benzoate Meclofenoxate hydrochloride 2-(Dimethylamino)ethyl (4-chlorphenoxy)acetate

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