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Merck
CN

E5007

Etonitazene hydrochloride

Synonym(s):

1-(Diethylaminoethyl)-2-(p-ethoxybenzyl)-5-nitrobenzimidazole

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About This Item

Empirical Formula (Hill Notation):
C22H28N4O3 · HCl
CAS Number:
2053-25-0
Molecular Weight:
432.94
NACRES:
NA.24
PubChem Substance ID:
329799064
UNSPSC Code:
41116107
MDL number:
MFCD00274575

Key Documents

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InChI

1S/C22H28N4O3.ClH/c1-4-24(5-2)13-14-25-21-12-9-18(26(27)28)16-20(21)23-22(25)15-17-7-10-19(11-8-17)29-6-3;/h7-12,16H,4-6,13-15H2,1-3H3;1H

SMILES string

Cl.CCOc1ccc(Cc2nc3cc(ccc3n2CCN(CC)CC)[N+]([O-])=O)cc1

InChI key

JTBRYBUIGVMMQL-UHFFFAOYSA-N

grade

analytical standard

drug control

USDEA Schedule I; Home Office Schedule 1; stupéfiant (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada, kontrollierte Droge in Deutschland

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

clinical testing

format

neat

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

A highly selective μ opioid receptor agonist. Reported to be 100-1000 times more potent than morphine in receptor binding studies and in behavioral studies.

Legal Information

German
Dieses Produkt fällt unter das Betäubungsmittelgesetz (BtMG). Für eine Bestellung dieses Produktes ist eine Erlaubnis nach § 3 BtMG zwingend erforderlich, es sei denn, es greift eine Ausnahme von der Erlaubnispflicht nach § 4 oder § 26 BtMG.

English
This product is subject to the German Narcotics Act. A permit under Section 3 of the German Narcotics Act is mandatory for ordering this product unless an exemption from the permit requirement under Section 4 or Section 26 of the German Narcotics Act applies.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301,H336

Hazard Classifications

Acute Tox. 3 Oral - 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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

监管及禁止进口产品
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Certificates of Analysis (COA)

Lot/Batch Number
090K4060
120K4053
076H4053

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T May et al.
Neuroscience letters, 275(2), 109-112 (1999-11-24)
Rats, for 8 weeks consuming the mu-opioid agonist etonitazene (forced and free choice conditions yielding high and low drug-consumers), were sacrificed after 2 days or 6 weeks lasting drug deprivation. Binding characteristics of membranes from the parieto-occipital cortex of these
G Zernig et al.
Life sciences, 57(23), 2113-2125 (1995-01-01)
In order to quantitate the extent to which opioid agonist potencies obtained in behavioral assays are determined by the apparent in vivo affinity and efficacy of the agonist, the antinociceptive effects of the mu opioid agonists morphine, fentanyl, etonitazene, and
T P Piepponen et al.
Pharmacology, biochemistry, and behavior, 63(2), 245-252 (1999-06-17)
The role of mu1-opioid receptors in the acceleration of cerebral dopaminergic transmission induced by morphine and the putative mu1-opioid agonist, etonitazene, was studied in rats by measuring the tissue levels of dopamine (DA) and its metabolites 3,4-dihydroxyphenylacetic acid (DOPAC) and
Lionel Moulédous et al.
FEBS letters, 589(18), 2401-2408 (2015-08-01)
Many in vitro data have shown that the efficacy of several opioid drugs is correlated with differential mu-opioid (MOP) receptor phosphorylation. Label-free semiquantitative on-line nanoflow liquid chromatography-tandem mass spectrometry (nanoLC-MS/MS) analyses were performed to compare the endogenous MOP receptor phosphorylation

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