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D2531

Sigma-Aldrich

Dextromethorphan hydrobromide monohydrate

≥99% (TLC)

Sinônimo(s):

d-3-Methoxy-N-methylmorphinan hydrobromide monohydrate, (9S,13S,14S)-3-Methoxy-17-methylmorphinan hydrobromide

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About This Item

Fórmula empírica (Notação de Hill):
C18H25NO · HBr · H2O
Número CAS:
6700-34-1
Peso molecular:
370.32
Beilstein:
6453793
Número MDL:
MFCD02173901
Código UNSPSC:
12352200
ID de substância PubChem:
57654086
NACRES:
NA.77

Ensaio

≥99% (TLC)

forma

powder

cadeia de caracteres SMILES

Br[H].[H]O[H].[H][C@]12CCCC[C@]13CCN(C)[C@H]2Cc4ccc(OC)cc34

InChI

1S/C18H25NO.BrH.H2O/c1-19-10-9-18-8-4-3-5-15(18)17(19)11-13-6-7-14(20-2)12-16(13)18;;/h6-7,12,15,17H,3-5,8-11H2,1-2H3;1H;1H2/t15-,17+,18+;;/m1../s1

chave InChI

STTADZBLEUMJRG-IKNOHUQMSA-N

Informações sobre genes

human ... GRIN1(2902) , GRIN2A(2903) , GRIN2B(2904) , GRIN2C(2905) , GRIN2D(2906) , GRIN3A(116443) , GRIN3B(116444) , SIGMAR1(10280)

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Aplicação

Dextromethorphan hydrobromide monohydrate has been used as a substrate for cytochrome P450 2D6 enzyme action, in potassium phosphate buffer for measuring P450 activity and is used in enzyme inhibition studies.

Ações bioquímicas/fisiológicas

Dextromethorphan hydrobromide is an allosteric antagonist at N-methyl D- aspartate (NMDA)-controlled ion channels and antagonist at voltage-dependent channels. Dextromethorphan hydrobromide is useful in treating dry cough.

Pictogramas

Skull and crossbonesEnvironment
GHS06,GHS09

Palavra indicadora

Danger

Frases de perigo

H301,H411

Classificações de perigo

Acute Tox. 3 Oral - Aquatic Chronic 2

Código de classe de armazenamento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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T Zimmermann et al.
Arzneimittel-Forschung, 45(1), 41-43 (1995-01-01)
The polymorphism of dextromethorphan (CAS 125-71-3) metabolism is dependent on hepatic cytochrom P4502D6 (CYP2D6) activity. The relationship between the CYP2D6 genotype and the dextromethorphan phenotype was studied in 83 healthy unrelated subjects. Genotype was determined by allele-specific polymerase chain reaction
In Vitro Inhibition and Induction of Human Liver Cytochrome P450 Enzymes by Gentiopicroside: Potent Effect on CYP2A6
Deng Y, et al.
Drug Metabolism and Pharmacokinetics, 28(4), 339-344 (2013)
J M Musacchio et al.
Life sciences, 45(19), 1721-1732 (1989-01-01)
There is increasing evidence that sigma ligands and dextromethorphan (DM) bind to at least one common high-affinity site. DM and other antitussives do not produce psychotomimetic effects. This suggested that sigma ligands may produce their characteristic effects through another site
Dependence on dextromethorphan hydrobromide.
Fleming Philip M
British Medical Journal (Clinical Research ed.), 293(6547), 597-597 (1986)
The effect of prototypic sigma ligands on the binding of [3H]dextromethorphan to guinea pig brain.
Klein, et al.
Neuroscience Letters, 91, 175-175 (1989)
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