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81091

Sigma-Aldrich

Dextromethorphan hydrobromide monohydrate

tested according to Ph. Eur.

Synonym(s):

Dextromethorphan hydrobromicum, (9S,13S,14S)-3-Methoxy-17-methylmorphinan hydrobromide

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About This Item

Empirical Formula (Hill Notation):
C18H25NO · HBr · H2O
CAS Number:
6700-34-1
Molecular Weight:
370.32
Beilstein:
6453793
MDL number:
MFCD02173901
UNSPSC Code:
12352200
PubChem Substance ID:
329769208

Agency

USP/NF
tested according to Ph. Eur.

form

solid

application(s)

pharmaceutical (small molecule)

SMILES string

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

InChI key

STTADZBLEUMJRG-IKNOHUQMSA-N

Gene Information

human ... GRIN2A(2903) , SIGMAR1(10280)

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Pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

Signal Word

Danger

Hazard Statements

H301,H411

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 2

Storage Class Code

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

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBR1973V
BCBN4182V
BCBL6486V
BCBD0663
1432935

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F L Opdam et al.
Cancer chemotherapy and pharmacology, 71(3), 593-601 (2012-12-12)
Adjuvant therapy with tamoxifen significantly reduces breast cancer recurrence and mortality in estrogen receptor positive disease. CYP2D6 is the main enzyme involved in the activation of the prodrug tamoxifen into the anti-estrogen endoxifen. Endoxifen is thought to be a main
Fixed drug eruption due to dextromethorphan with tolerance to other opioids.
G Davila-Fernández et al.
Journal of investigational allergology & clinical immunology, 23(4), 281-282 (2013-08-24)
Tao-Cheng Wu et al.
PloS one, 7(9), e46067-e46067 (2012-10-11)
Vascular oxidative stress may be increased with age and aggravate endothelial dysfunction and vascular injury in hypertension. This study aimed to investigate the effects of dextromethorphan (DM), a NADPH oxidase inhibitor, either alone or in combination treatment, on blood pressure
K N Chi et al.
Cancer chemotherapy and pharmacology, 71(1), 237-244 (2012-10-16)
To assess the effect of abiraterone acetate plus prednisone on the pharmacokinetics of dextromethorphan HBr (CYP2D6 substrate) and theophylline (CYP1A2 substrate) in patients with metastatic castration-resistant prostate cancer (mCRPC). Men with progressive metastatic mCRPC who failed gonadotropin-releasing hormone therapy and
Melanie A Paquette et al.
The European journal of neuroscience, 36(9), 3224-3234 (2012-08-07)
Amantadine and dextromethorphan suppress levodopa (L-DOPA)-induced dyskinesia (LID) in patients with Parkinson's disease (PD) and abnormal involuntary movements (AIMs) in the unilateral 6-hydroxydopamine (6-OHDA) rat model. These effects have been attributed to N-methyl-d-aspartate (NMDA) antagonism. However, amantadine and dextromethorphan are
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