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UC205

Sigma-Aldrich

Dextrorphan

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:
Molecular Weight:
257.37
EC Number:
MDL number:
UNSPSC Code:
12161501
PubChem Substance ID:
NACRES:
NA.77

form

solid

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)

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Chris G Parsons et al.
Methods in molecular biology (Clifton, N.J.), 403, 15-36 (2008-10-02)
Electrophysiological techniques can be used to great effect to help determine the mechanism of action of a compound. However, many factors can compromise the resulting data and their analysis, such as the speed of solution exchange, expression of additional ion

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