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42965

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)
Clinicians understand that individual patients differ in their response to specific opioid analgesics and that patients may require trials of several opioids before finding an agent that provides effective analgesia with acceptable tolerability. Reasons for this variability include factors that
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B Driessen et al.
British journal of pharmacology, 108(3), 806-811 (1993-03-01)
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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Safe and effective drugs are still lacking for many pain therapies. In recent years, growing interest has been devoted thus on herbal drugs as an option to identify new pain killers. Based on this, extensive researches are carried out on
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Chromatograms

application for HPLC

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