caramiphen hydrogen edisilate Chemical Properties

Melting point:

115-116°

caramiphen hydrogen edisilate Usage And Synthesis

Originator

Panparnit,Geigy,US,1949

Uses

Bis[1-(carbo-β-diethylaminoethoxy)-1-phenylcyclopentane]ethanedisulfonate is an anticholinergic and antiglutamatergic drug, which has also found use as an antidote against oragnophosphate poisoning.

Manufacturing Process

20.8 parts of 1-phenylcyclopentyl-1-carboxylic acid chloride, obtained from the acid (cf. Am. Soc. 1934, 56, 715) by means of thionyl chloride, are dissolved in 250 parts by volume of absolute ether, then, while stirring and cooling with a mixture of common salt and ice a solution of 12 parts of diethylaminoethanol in 50 parts by volume of absolute ether is allowed to drop there into, the temperature being maintained below 0°C, whereupon stirring is continued during 2 hours at room temperature. The whole is then twice shaken out with water and once with diluted hydrochloric acid, the combined aqueous solutions are made alkaline with a potassium carbonate solution and shaken out with ether. The ethereal solution is washed with water, dried over potassium carbonate and the solvent is distilled off. The base boils at a pressure of 0.07 mm at 112°C to 115°C.
The base may then be converted to the hydrochloride or to the ethanedisulfonic acid salt (edisylate).

Therapeutic Function

Antitussive