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M3142

Sigma-Aldrich

Meperidine hydrochloride

Synonym(s):

1-Methyl-4-phenylpiperidine-4-carboxylic acid ethyl ester hydrochloride, Pethidine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C15H21NO2 · HCl
CAS Number:
50-13-5
Molecular Weight:
283.79
EC Number:
200-013-3
MDL number:
MFCD00058210
UNSPSC Code:
41116107
PubChem Substance ID:
24896799
NACRES:
NA.77

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)

originator

Sanofi Aventis

SMILES string

Cl[H].CCOC(=O)C1(CCN(C)CC1)c2ccccc2

InChI

1S/C15H21NO2.ClH/c1-3-18-14(17)15(9-11-16(2)12-10-15)13-7-5-4-6-8-13;/h4-8H,3,9-12H2,1-2H3;1H

InChI key

WCNLCIJMFAJCPX-UHFFFAOYSA-N

Gene Information

human ... OPRM1(4988)

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Biochem/physiol Actions

Phenylpiperidine analgesic; sedative; μ opioid receptor agonist with greater κ opioid receptor agonist activity than morphine.

Features and Benefits

This compound was developed by Sanofi Aventis. 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

H301,H336

Hazard Classifications

Acute Tox. 3 Oral - 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 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 Alt et al.
The Journal of pharmacology and experimental therapeutics, 286(1), 282-288 (1998-07-10)
The ability of endogenous opioids to activate G proteins was measured in membranes from C6 rat glioma cells stably expressing a cloned rat mu receptor. Peptides representing each of the three known families of endogenous opioids (enkephalins, endorphins and dynorphins)
S E Abram et al.
Anesthesiology, 87(1), 127-134 (1997-07-01)
One measure of an opioid's efficacy is its ability to retain its analgesic effect as the intensity of a noxious stimulus is increased. A few studies have assessed the ability of either spinal or systemic opioids to produce analgesia using
B C Yoburn et al.
Pharmacology, biochemistry, and behavior, 51(2-3), 535-539 (1995-06-01)
The effect of chronic opioid antagonist treatment on the analgesic potency of six opioid agonists was compared to changes in opioid receptor density and the selectivity of each agonist for mu (DAMGO), delta (DPDPE) and kappa (U69,593) opioid receptors. Mice
Ting-Ting Zhang et al.
Ultrasound in medicine & biology, 41(9), 2391-2399 (2015-06-16)
This study aimed to evaluate the long-term outcomes after percutaneous microwave ablation (MWA) for patients with initial recurrent hepatocellular carcinoma (HCC) measuring ≤5 cm in diameter after hepatectomy. From May 2005 to December 2011, 89 patients with 116 initial recurrent
Hsueh-Hsing Pan et al.
Clinics (Sao Paulo, Brazil), 67(7), 749-755 (2012-08-16)
To investigate the trends and characteristics of pethidine prescriptions and users in Taiwan from 2002 to 2007. All pethidine users (n = 3,301,136) in Taiwan from 2002 to 2007 were linked to National Health Insurance claims to identify pethidine prescriptions.
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