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N5770

Sigma-Aldrich

Nalmefene

Synonym(s):

(5α)-17-(Cyclopropylmethyl)-4,5-epoxy-6-methylenemorphinan-3,14-diol

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About This Item

Empirical Formula (Hill Notation):
C21H25NO3
CAS Number:
55096-26-9
Molecular Weight:
339.43
MDL number:
MFCD00133650
UNSPSC Code:
12352200
PubChem Substance ID:
24897753

form

solid

originator

Baxter

storage temp.

2-8°C

SMILES string

Oc1ccc2C[C@H]3N(CC[C@@]45[C@@H](Oc1c24)C(=C)CC[C@@]35O)CC6CC6

InChI

1S/C21H25NO3/c1-12-6-7-21(24)16-10-14-4-5-15(23)18-17(14)20(21,19(12)25-18)8-9-22(16)11-13-2-3-13/h4-5,13,16,19,23-24H,1-3,6-11H2/t16-,19+,20+,21-/m1/s1

InChI key

WJBLNOPPDWQMCH-MBPVOVBZSA-N

Gene Information

human ... OPRD1(4985) , OPRK1(4986) , OPRM1(4988)
rat ... Oprd1(24613) , Oprm1(25601)

Biochem/physiol Actions

Nonselective opioid receptor antagonist.

Features and Benefits

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

pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 1 - 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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Adrian W R Serohijos et al.
Structure (London, England : 1993), 19(11), 1683-1690 (2011-11-15)
Opioids that stimulate the μ-opioid receptor (MOR1) are the most frequently prescribed and effective analgesics. Here we present a structural model of MOR1. Molecular dynamics simulations show a ligand-dependent increase in the conformational flexibility of the third intracellular loop that
M E Michel et al.
Methods and findings in experimental and clinical pharmacology, 7(4), 175-177 (1985-04-01)
Nalmefene (6-methylene-naltrexone) is a potent, orally active, opiate antagonist. IC50's were obtained for nalmefene, naloxone and naltrexone using radiolabelled prototype ligands for mu, kappa and delta receptors in homogenates of rat brain minus cerebellum. Nalmefene antagonized the bindings of [3H]-dihydromorphine
J A Culpepper-Morgan et al.
Life sciences, 56(14), 1187-1192 (1995-01-01)
Kappa(kappa) opioid agonists slow gastrointestinal transit in the guinea pig and the mouse but not the rat. Opioid antagonists naloxone and naltrexone are mu (mu) preferring, while the antagonist nalmefene has more kappa binding activity. When administered orally, the specific
Maryam Rezazadeh et al.
Journal of chromatography. A, 1262, 214-218 (2012-09-25)
In the present work, pulsed electromembrane extraction (PEME) is introduced for the first time as an efficient and inexpensive method for the extraction of ionizable compounds from different matrices. The setup proposed for electromembrane extraction (EME) provides a very stable
Michael Soyka et al.
Expert opinion on investigational drugs, 19(11), 1451-1459 (2010-09-28)
Alcohol use and dependence are frequent disorders. Despite numerous established psychosocial approaches, relapse to heavy drinking is common in alcohol-dependent patients after detoxification and relapse prevention remains a significant medical challenge. The opioidergic system plays a crucial role in mediating
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