DEXTROMETHORPHAN HYDROBROMIDE

Originator

Symptom 1 ,Parke Davis,US,1977

The Uses of DEXTROMETHORPHAN HYDROBROMIDE

It is used as a potentially useful NMDA receptor agonist. it is usually used as central nervous antitussive, cough suppressant. This is one of the most popular ingredients in over-the-counter cold and cough medications. Dextromethorphan hydrobromide may be added to other preparations to help treat pain and a variety of other disturbances as well. It is used as a pharmaceutical raw material.

The Uses of DEXTROMETHORPHAN HYDROBROMIDE

relieving cough

The Uses of DEXTROMETHORPHAN HYDROBROMIDE

Cough and cold preparations, Antitussives, OTC cough medicine

What are the applications of Application

Dextromethorphan Hydrobromide is a potentially useful NMDA receptor agonist

Manufacturing Process

The methylation of 51.4 parts by weight of D,L-3-hydroxy-N-methylmorphinan is carried out with a methylating solution obtained from 51.5 parts by weight of phenyl-trimethylammonium-chloride. The D,L-3-methoxy-Nmethyl-morphinan is isolated in the form of its hydrobromide, which melts with 1 mol of water at 92°-94°C,without water at 239°-240°C. The base isolated from the aqueous solution by means of sodium carbonate melts at 81°-83°C.
27.1 parts by weight of D,L-3-methoxy-N-methyl-morphinan base are dissolved with 15.0 parts by weight of D-tartaric acid in 150 parts by volume of hot alcohol. The solution is cooled and seeded with (+)-3-methoxy-Nmethyl-morphinan-tartrate.The (+)-form which is difficultly soluble in alcohol separates, is filtered by suction and washed with a little alcohol.
[The (-)-form may be crystallized from the residue obtained by concentrating the mother liquor, separating therefrom as much as possible of the (+)-form and adding acetone].
The (+)-3-methoxy-N-methyl-morphinan-tartrate melts with 1 mol of water at 195°-196°C [α]D20 =+30.6° (c = 1.5 in water). The (+) base melting at 108°-109°C may be obtained from the tartrate by means of sodium carbonate. The corresponding hydrobromide melts at 122°-124°C [α]D20 =+27.6° (c = 1.5 in water).

brand name

Benylin DM (Parke-Davis); Dextromethorphan Hydrobromide OROS Tablets (Ciba-Geigy); Drixoral Cough (Schering-Plough HealthCare); PediaCare 1 (McNeil Consumer); Romilar (Hoffmann-LaRoche-International); St. Joseph Cough Syrup (Schering-Plough HealthCare).

Therapeutic Function

Antitussive