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M0267

Sigma-Aldrich

(±)-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:
1095-90-5
Molecular Weight:
345.91
EC Number:
214-140-7
MDL number:
MFCD00058014
UNSPSC Code:
12352200
PubChem Substance ID:
24896546
NACRES:
NA.77

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)

color

white to off-white

solubility

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

originator

Novartis

SMILES string

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

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

InChI key

FJQXCDYVZAHXNS-UHFFFAOYSA-N

Gene Information

human ... OPRM1(4988)

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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.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300,H336

Hazard Classifications

Acute Tox. 2 Oral - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

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

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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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
Laura McGlone et al.
The British journal of ophthalmology, 98(2), 238-245 (2013-11-20)
Flash visual evoked potentials (VEPs) were abnormal in a cohort of 100 neonates exposed to maintenance methadone in utero. This prospective cohort study now describes clinical visual and electrophysiological outcomes at 6 months. Visual assessment included modified Atkinson test battery;
S Shadnia et al.
Clinical toxicology (Philadelphia, Pa.), 51(8), 777-782 (2013-08-27)
Due to an increase in the number of methadone maintenance clinics in the past decade in Iran, acute methadone overdose has become one of the common poisonings in our society. To compare the characteristics of methadone poisoning between syrup and
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