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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

Signal Word

Danger

Hazard Statements

H301,H336,H411

Hazard Classifications

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

Target Organs

Central nervous system

Storage Class Code

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

WGK

WGK 2

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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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.
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
Arshi Kizilbash et al.
Journal of pain research, 7, 149-161 (2014-04-09)
Patients with chronic non-malignant pain report impairments of physical, social, and psychological well-being. The goal of pain management should include reducing pain and improving quality of life. Patients with chronic pain require medications that are able to provide adequate pain
Myoung H Kim et al.
British journal of anaesthesia, 123(6), 865-876 (2019-10-09)
There is growing interest in the effect of postoperative analgesics on oncological outcomes after cancer surgery. We investigated the impact of tramadol after breast cancer surgery on recurrence and mortality and explored the mechanism by which tramadol affects cultured breast
Emrah Yuruk et al.
Journal of endourology, 29(4), 463-467 (2014-10-01)
To compare the outcomes of these minimally invasive procedures in this patient population. The database of our institution has been retrospectively reviewed, and medical records of urolithiasis patients with a solitary kidney who underwent flexible ureteroscopy (F-URS) or extracorporeal shock
View All Related Papers

Chromatograms

application for HPLC

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