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Merck

UC205

Dextrorphan

NMDA glutamate receptor antagonist, solid

Synonym(s):

(+)-3-Hydroxy-17-methylmorphinan, 1,3,4,9,10,10a-Hexahydro-6-hydroxy-2H-10,4a-(iminoethano)-11-methylphenanthrene

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About This Item

Empirical Formula (Hill Notation):
C17H23NO
CAS Number:
125-73-5
Molecular Weight:
257.37
NACRES:
NA.77
PubChem Substance ID:
24724648
UNSPSC Code:
12161501
EC Number:
204-754-3
MDL number:
MFCD00864199
Form:
solid
Quality level:
200

Key Documents

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Product Name

Dextrorphan,

form

solid

Quality Level

200

optical activity

[α]/D ≥+54°

color

white to off-white

mp

≥195 °C

solubility

saline: soluble(lit.)

storage temp.

2-8°C

SMILES string

CN1CC[C@@]23CCCC[C@@H]2[C@@H]1Cc4ccc(O)cc34

InChI

1S/C17H23NO/c1-18-9-8-17-7-3-2-4-14(17)16(18)10-12-5-6-13(19)11-15(12)17/h5-6,11,14,16,19H,2-4,7-10H2,1H3/t14-,16+,17+/m1/s1

InChI key

JAQUASYNZVUNQP-PVAVHDDUSA-N

Gene Information

human ... GRIN2A(2903)
rat ... Grin2a(24409)

Related Categories

Application

Dextrorphan has been studies as an N-methyl-D-aspartate (NMDA) receptor antagonist in Xenopus oocytes and hippocampal neuron cultures.
CYP2D6 O-Demethyl metabolite of dextromethorphan

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Preparation Note

Dextrorphan is soluble in water.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM1159
BCCH9739
BCBZ5772
BCBZ4504
BCBZ4560

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Ihab R Kamel et al.
Journal of neurosurgical anesthesiology, 20(4), 241-248 (2008-09-25)
Ketamine, an intravenous anesthetic and a major drug of abuse, is a noncompetitive N-methyl-D-aspartate (NMDA) receptor antagonist. Ketamine's enantiomer, S(+)-ketamine, acts stereoselectively on neuronal NMDA receptors. The purpose of this in vitro study was to compare the direct effects of
Jaydeep Yadav et al.
Drug metabolism and disposition: the biological fate of chemicals, 47(7), 732-742 (2019-05-03)
Nonspecific drug partitioning into microsomal membranes must be considered for in vitro-in vivo correlations. This work evaluated the effect of including lipid partitioning in the analysis of complex TDI kinetics with numerical methods. The covariance between lipid partitioning and multiple
Zhijie Shen et al.
American journal of translational research, 8(12), 5545-5556 (2017-01-13)
Many researches have proved functions of anti-oxidation, endothelial protection and pro-angiogenesis efficiency of Shexiang Baoxin Pill (SBP). This study aims to investigate potential for metabolism-based interaction on CYP450s and transporter based interaction on OATP1B1, BRCP and MDR1. Human primary hepatocytes
Muhammad Farooq et al.
Drug metabolism and disposition: the biological fate of chemicals, 44(5), 750-757 (2016-03-12)
Although cytochrome P450 (CYP) 2D6 has been widely considered to be noninducible on the basis of human hepatocyte studies, in vivo data suggests that it is inducible by endo- and xenobiotics. Therefore, we investigated if the experimental conditions routinely used
F Girardin et al.
Journal of viral hepatitis, 19(8), 568-573 (2012-07-06)
Liver kidney microsomal type 1 (LKM-1) antibodies have been shown to decrease the CYP2D6 activity in vitro and are present in a minority of patients with chronic hepatitis C infection. We investigated whether LKM-1 antibodies might reduce the CYP2D6 activity
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