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Merck
CN

UC304

O-Desmethyltramadol

Synonym(s):

2-[(Dimethylamino)methyl]-1-(3-hydroxyphenyl)cyclohexanol, O-Demethyl tramadol

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About This Item

Empirical Formula (Hill Notation):
C15H23NO2
CAS Number:
Molecular Weight:
249.35
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12161501
MDL number:
Form:
solid
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form

solid

storage temp.

2-8°C

SMILES string

CN(C)C[C@H]1CCCC[C@]1(O)c2cccc(O)c2

InChI

1S/C15H23NO2/c1-16(2)11-13-6-3-4-9-15(13,18)12-7-5-8-14(17)10-12/h5,7-8,10,13,17-18H,3-4,6,9,11H2,1-2H3/t13-,15+/m1/s1

InChI key

UWJUQVWARXYRCG-HIFRSBDPSA-N

General description

O-Desmethyltramadol, an opioid, is an active metabolite of tramadol. The enzyme key for its production is polymorphic cytochrome P450 isoenzyme 2D6 (CYP2D6).

Application

O-Desmethyltramadol has been used for the pharmacokinetic studies of tramadol metabolites in goats.
O-Desmethyltramadol may be used as an opioid to test its effect on the cytotoxic functionality of human natural killer cells. It may also be used as an internal standard in gas chromatography-mass spectrometry (GC-MS) for the quantification of tramadol based derivatives from human urine samples.

Biochem/physiol Actions

Metabolite of tramadol
O-Desmethyltramadol has a high affinity towards opioid receptors and is responsible for the analgesic effect of the μ-opioid receptor

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.


pictograms

Skull and crossbonesEnvironment

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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