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Dextromethorphan hydrobromide monohydrate

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Dextromethorphan hydrobromide monohydrate Basic information

Product Name:
Dextromethorphan hydrobromide monohydrate
Synonyms:
  • Dextromethorphan Hydrobromide dextrorotation
  • dextromethorphansigmareference*standard
  • DMHM
  • (9α,13α,14α)-3-Methoxy-17-MethylMorphinan HydrobroMide Hydrate
  • 3-Methoxy-17-Methyl-9α,13α,14α-Morphinan HydrobroMide Hydrate
  • d-3-Methoxy-N-MethylMorphinan HydrobroMide Monohydrate
  • DextroMethorphan hydrobroMide:Monohydrat
  • DextroMethorphan hydrobroMide hydrate
CAS:
6700-34-1
MF:
C18H28BrNO2
MW:
370.33
EINECS:
629-741-3
Product Categories:
  • Aromatics
  • Chiral Reagents
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Heterocycles
  • Other APIs
Mol File:
6700-34-1.mol
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Dextromethorphan hydrobromide monohydrate Chemical Properties

Melting point:
116-119°C
alpha 
[α]D25 +26~+30° (c=1.85, H2O)
Flash point:
11 °C
storage temp. 
Store at RT
solubility 
Sparingly soluble in water, freely soluble in ethanol (96 per cent).
form 
solid
color 
White to Off-White
PH
pH (10g/l, 25℃) : 5.2~6.5
BRN 
6453793
InChIKey
QYPSYPPSHXDFLV-UHFFFAOYSA-N
LogP
1.351 (est)
CAS DataBase Reference
6700-34-1(CAS DataBase Reference)
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Safety Information

Hazard Codes 
F,T
Risk Statements 
11-23/24/25-39/23/24/25
Safety Statements 
7-16-36/37-45
WGK Germany 
3
HS Code 
3822000002
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Dextromethorphan hydrobromide monohydrate Usage And Synthesis

Description

Dextromethorphan (DXM) is a dextratrorotatory morphinan with structural similarity to levorphanol, codeine, and morphine. Because of its strong antitussive effects, dextromethorphan is widely used as a cough suppressant. However, it does not provoke opioid activity as is characteristic of several other morphine derivatives. DXM binds to and inhibits NMDA (IC50 = 0.55 μM) and nicotinic receptors (IC50s = 0.7-3.9 μM) and blocks receptor-gated and voltage-gated calcium channels (IC50 = 60 μM) and voltage-gated sodium channels (IC50 = 78 μM). DXM has been used in multimodal analgesic therapies for acute and neuropathic pain.

Chemical Properties

White Solid

Uses

Antitussive;Opioid ligand

Uses

An antitussive drug. Orally active synthetic morphine analog. Analgesic (narcotic). Racemethorphan and levomethorpham are controlled substances (opiates).

Definition

ChEBI: Dextromethorphan hydrobromide is the hydrobromide and monohydrate of the antitussive drug dextromethorphan. It is a hydrate and a hydrobromide. It contains a dextromethorphan.

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).

Biological Activity

Non-competitive, low affinity NMDA receptor antagonist. Antitussive, anticonvulsive and neuroprotective agent.

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