DEXTROMETHORPHAN HYDROBROMIDE
- CAS No.
- 125-69-9
- Chemical Name:
- DEXTROMETHORPHAN HYDROBROMIDE
- Synonyms
- DEXTROMETHORPHAN HBR;RACEMETHORPHAN;Dextro;Delsym;ROMILAR;Sisaal;medicon;tusilan;Tussade;antussan
- CBNumber:
- CB3131945
- Molecular Formula:
- C18H26BrNO
- Molecular Weight:
- 352.31
- MDL Number:
- MFCD00269810
- MOL File:
- 125-69-9.mol
| Melting point | 125-127℃ |
|---|---|
| alpha | D20 +27.6° (c = 1.5 in water) |
| pka | pKa 8.83(50% aq EtOH) (Uncertain) |
| form | Solid |
| Water Solubility | Soluble in water (40 mM), and alcohol (1:10). |
| FDA 21 CFR | 341.14 |
| EWG's Food Scores | 1-3 |
| FDA UNII | Z0CG3115FG |
| NCI Drug Dictionary | dextromethorphan hydrobromide |
| EPA Substance Registry System | Morphinan, 3-methoxy-17-methyl-, hydrobromide (1:1),(9.alpha.,13.alpha.,14.alpha.)- (125-69-9) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302 |
| Precautionary statements | P264-P270-P301+P312a-P330-P501a |
| 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 Chemical Properties,Uses,Production
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
Raw materials
Preparation Products
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