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Merck
CN

M0267

(±)-Methadone hydrochloride

powder, ≥98%

Synonym(s):

6-Dimethylamino-4,4-diphenylheptan-3-one hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C21H27NO · HCl
CAS Number:
Molecular Weight:
345.91
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
214-140-7
MDL number:
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InChI key

FJQXCDYVZAHXNS-UHFFFAOYSA-N

InChI

1S/C21H27NO.ClH/c1-5-20(23)21(16-17(2)22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19;/h6-15,17H,5,16H2,1-4H3;1H

SMILES string

Cl.CCC(=O)C(CC(C)N(C)C)(c1ccccc1)c2ccccc2

assay

≥98%

form

powder

drug control

USDEA Schedule II; Home Office Schedule 2; stupéfiant (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; estupefaciente (Spain); Decreto Lei 15/93: Tabela IA (Portugal), kontrollierte Droge in Deutschland

Quality Level

Gene Information

human ... OPRM1(4988)

color

white to off-white

solubility

H2O: 50 mg/mL, clear, colorless to yellow

originator

Novartis

Biochem/physiol Actions

μ opioid receptor agonist that desensitizes both the μ opioid receptor and the δ opioid receptor on chronic exposure; narcotic analgesic, characterized by a gradual onset of action and prolonged, milder withdrawal; may also block L-type calcium channels independently of its effects on opioid receptors.

Features and Benefits

This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

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

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 2 Oral - STOT SE 3

target_organs

Central nervous system

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Regulatory Information

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A D Blake et al.
The Journal of biological chemistry, 272(2), 782-790 (1997-01-10)
Mu opioid receptors mediate the analgesia induced by morphine. Prolonged use of morphine causes tolerance development and dependence. To investigate the molecular basis of tolerance and dependence, the cloned mouse mu opioid receptor with an amino-terminal epitope tag was stably
Olivier René et al.
Nucleic acids research, 39(5), 1855-1867 (2010-11-10)
The late stages of 30S and 50S ribosomal subunits biogenesis have been studied in a wild-type (wt) strain of Escherichia coli (MC4100) subjected to a severe heat stress (45-46°C). The 32S and 45S ribosomal particles (precursors to 50S subunits) and
Y Yu et al.
The Journal of biological chemistry, 272(46), 28869-28874 (1997-11-20)
Mu opioid receptors are subject to phosphorylation and desensitization through actions of at least two distinct biochemical pathways: agonist-dependent mu receptor phosphorylation and desensitization induced by a biochemically distinct second pathway dependent on protein kinase C activation (1). To better
Kathleen M Carroll et al.
The American journal of psychiatry, 171(4), 436-444 (2014-03-01)
A previous pilot trial evaluating computer-based training for cognitive-behavioral therapy (CBT4CBT) in 77 heterogeneous substance users (alcohol, marijuana, cocaine, and opioids) demonstrated preliminary support for its efficacy in the context of a community-based outpatient clinic. The authors conducted a more
David Kao et al.
Annals of internal medicine, 158(10), 735-740 (2013-05-22)
Long-acting opioids are a leading cause of accidental death in the United States, and methadone is associated with greater mortality rates. Whether this increase is related to the proarrhythmic properties of methadone is unclear. To describe methadone-associated arrhythmia events reported

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