| Identification | Back Directory | [Name]
DEXTROMETHORPHAN HYDROBROMIDE | [CAS]
125-69-9 | [Synonyms]
Delsym
Sisaal
Dextro
Tussade
tusilan
ROMILAR
medicon
antussan
metrorat
Astomari
Dormetan
Hihustan
Ro 1-5470
Detomefan
Dextophan
dormethan
demorphan
ro1-5470/5
Demorphine
RACEMETHORPHAN
romilarhydrobromide
d-Form hydrobromide
DEXTROMETHORPHAN HBR
methoratehydrobromide
dextromethorphanbromide
d-methorphanhydrobromide
dextrometorphanhydrobromide
DEXTROMETHORPHAN MALEATE HBR
10B-hydroxy DextroMethorphan
Dextromethorphan Hydrohromide
Dextromethorphanehydrobromide
DEXTROMETHORPHAN HYDROBROMIDE
DEXTROMETHORPHAN HYDROBROMICUM
DextromethorphanHydrobromideUsp
DEXTROMETHORPHAN HYDROBROMIDE / DXM Hbr
3-methoxy-n-methyl-,hydrobromide,(+)-morphina
(9S,13S,14S)-3-METHOXY-17-METHYLMORPHINAN HYDROBROMIDE
Morphinan, 3-methoxy-17-methyl-, hydrobromide, (9α,13α,14α)-
9α,13α,14α-Morphinan, 3-methoxy-17-methyl-, hydrobromide (8CI)
Dextromethorphan Hydrobromide, substrate for Cytochrome P450 2D6
Morphinan,3-Methoxy-17-Methyl-, hydrobroMide (1:1), (9a,13a,14a)-
(9alpha,13alpha,14alpha)-3-methoxy-17-methylmorphinan hydrobromide
3-METHOXY-17-METHYL-9ALPHA,13ALPHA-14ALPHA-MORPHINAN HYDRO-BROMIDE
13-alpha,14-alpha-morphinan,3-methoxy-17-methyl-9-alphhydrobromide
Morphinan, 3-methoxy-17-methyl-, hydrobromide, (9.alpha.,13.alpha.,14.alpha.)- | [EINECS(EC#)]
204-750-1 | [Molecular Formula]
C18H26BrNO | [MDL Number]
MFCD00269810 | [MOL File]
125-69-9.mol | [Molecular Weight]
352.31 |
| Hazard Information | Back Directory | [Uses]
Cough and cold preparations, Antitussives, OTC cough medicine | [Uses]
relieving cough | [Originator]
Symptom 1 ,Parke Davis,US,1977 | [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 |
| Safety Data | Back Directory | [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. |
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