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Sigma-Aldrich

Tramadol hydrochloride

≥99.0% (HPLC)

Synonym(s):

Tramadol HCl, (±)-cis-2-(Dimethylaminomethyl)-1-(3-methoxyphenyl)cyclohexanol hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C16H25NO2 · HCl
CAS Number:
36282-47-0
Molecular Weight:
299.84
EC Number:
252-950-2
MDL number:
MFCD00798507
UNSPSC Code:
41116107
PubChem Substance ID:
57650137
NACRES:
NA.25

assay

≥99.0% (HPLC)

form

powder

drug control

USDEA Schedule IV

mp

178-181 °C

SMILES string

Cl.COc1cccc(c1)[C@@]2(O)CCCC[C@@H]2CN(C)C

InChI

1S/C16H25NO2.ClH/c1-17(2)12-14-7-4-5-10-16(14,18)13-8-6-9-15(11-13)19-3;/h6,8-9,11,14,18H,4-5,7,10,12H2,1-3H3;1H/t14-,16+;/m1./s1

InChI key

PPKXEPBICJTCRU-XMZRARIVSA-N

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Application

Tramadol hydrochloride has been used to study the tramadol biosynthesis route in plants.

Biochem/physiol Actions

Tramadol hydrochloride (HCl) inhibits the reuptake of norepinephrine and serotonin in μ-opioid receptors in rat models in vitro.
Opioid analgesic; P450 substrate.

pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system

Storage Class

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

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, 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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Howard S Smith
Mayo Clinic proceedings, 84(7), 613-624 (2009-07-02)
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B Driessen et al.
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1. The centrally acting analgesic, tramadol, has low affinity for opioid receptors and therefore presumably other mechanisms of analgesic action. Neurotransmitter release and uptake experiments were used to characterize the effects of tramadol on the central noradrenergic and dopaminergic systems.
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Journal of endourology, 29(4), 463-467 (2014-10-01)
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Chromatograms

application for HPLC

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