Oxyphenonium

Originator

A-Spasm ,Acme Laboratories Ltd.

Indications

For the treatment of visceral spasms

Background

A quaternary ammonium anticholinergic agent with peripheral side effects similar to those of atropine. It is used as an adjunct in the treatment of gastric and duodenal ulcer, and to relieve visceral spasms. The drug has also been used in the form of eye drops for mydriatic effect. [PubChem]

Definition

ChEBI: 2-(2-cyclohexyl-2-hydroxy-1-oxo-2-phenylethoxy)ethyl-diethyl-methylammonium is an acylcholine.

Manufacturing Process

1 mol cycloxehylhydroxyphenylacetic acid methyl ester was mixed with 1 mol 2-diethylaminoethanol in presence of 1 mol sodium methylate to give cycloxehylhydroxyphenylacetic acid 2-diethylamino-ethyl ester.
5 parts by weight of it was dissolved in 50 volumes glacial acetic acid and a gaseous methyl bromide was introduced. The mixture was heated to about 50°C and crystallization of cycloxehylhydroxyphenylacetic acid diethylaminoethyl ester methyl bromide has shortly after begun. On cooling the crystals was filtered off and recrystallized from mixture of ethyl acetate ant a little ethanol to give the oxyphenonium bromide. MP: 189°-191°C.

brand name

Antrenyl (Novartis).

Therapeutic Function

Anticholinergic, Spasmolytic

Pharmacokinetics

Oxyphenonium is an anticholinergic drug, a medication that reduces the effect of acetylcholine, a chemical released from nerves that stimulates muscles, by blocking the receptors for acetylcholine on smooth muscle (a type of muscle). It also has a direct relaxing effect on smooth muscle. Oxyphenonium is used to treat or prevent spasm in the muscles of the gastrointestinal tract in the irritable bowel syndrome. In addition, Oxyphenonium inhibits gastrointestinal propulsive motility and decreases gastric acid secretion and controls excessive pharyngeal, tracheal and bronchial secretions.

Metabolism

Not Available