| | DEXTROMETHORPHAN HYDROBROMIDE Basic information |
| Product Name: | DEXTROMETHORPHAN HYDROBROMIDE | | Synonyms: | DEXTROMETHORPHAN HYDROBROMIDE / DXM Hbr;DEXTROMETHORPHAN HYDROBROMICUM;DEXTROMETHORPHAN HYDROBROMIDE;13-alpha,14-alpha-morphinan,3-methoxy-17-methyl-9-alphhydrobromide;3-methoxy-n-methyl-,hydrobromide,(+)-morphina;antussan;demorphan;dextromethorphanbromide | | CAS: | 125-69-9 | | MF: | C18H26BrNO | | MW: | 352.31 | | EINECS: | 204-750-1 | | Product Categories: | API | | Mol File: | 125-69-9.mol |  |
| | DEXTROMETHORPHAN HYDROBROMIDE Chemical Properties |
| Hazard Codes | Xn | | Risk Statements | 22 | | Safety Statements | 36/37 | | RIDADR | 3249 | | HazardClass | 6.1(b) | | PackingGroup | III | | Toxicity | cat,LD50,intravenous,19800ug/kg (19.8mg/kg),LUNGS, THORAX, OR RESPIRATION: DYSPNEASENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE,Oyo Yakuri. Pharmacometrics. Vol. 6, Pg. 1207, 1972. |
| | DEXTROMETHORPHAN HYDROBROMIDE Usage And Synthesis |
| Originator | Symptom 1 ,Parke Davis,US,1977 | | Uses | 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. | | Uses | Cough and cold preparations, Antitussives, OTC cough medicine | | Uses | relieving cough | | 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 |
| | DEXTROMETHORPHAN HYDROBROMIDE Preparation Products And Raw materials |
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