nalmefene

Also known as JF-1, nalmetrene, ORF-11676, Revex® (nalmefene hydrochloride), Selincro®

Nalmefene, sold under the brand name Revex among others, is a medication that is used in the treatment of opioid overdose and alcohol dependence. Nalmefene belongs to the class of opioid antagonists and can be taken by mouth, administered by injection, or delivered through nasal administration.

Key facts

Drug.Verifiedfields: verified
Drug.Watchedfields: verified
Drug.verifiedrevid: 462258343
Drug.image: Nalmefene.svg
Drug.image_class: skin-invert-image
Drug.width: 150
Drug.tradename: Revex, others
Drug.MedlinePlus: a605043
Drug.DailyMedID: Nalmefene
Drug.routes_of_administration: By mouth, intranasal, intramuscular, intravenous, subcutaneous
Drug.class: Opioid antagonist
Drug.ATC_prefix: N07
Drug.ATC_suffix: BB05
Drug.legal_AU: S4
Drug.legal_UK: POM
Drug.legal_US: Rx-only
Drug.legal_EU: Rx-only
Drug.bioavailability: 40–50% (orally)

via Wikipedia infobox

Chemical data

Formula: C21H25NO3
Molecular weight: 339.4 g/mol
IUPAC name: (4R,4aS,7aS,12bS)-3-(cyclopropylmethyl)-7-methylidene-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,9-diol
SMILES: C=C1CC[C@]2([C@H]3CC4=C5[C@]2([C@H]1OC5=C(C=C4)O)CCN3CC6CC6)O
InChIKey: WJBLNOPPDWQMCH-MBPVOVBZSA-N
XLogP: 2.7
Polar surface area: 52.9 Å²
H-bond donors: 2
H-bond acceptors: 4
Formal charge: 0

via PubChem

Research

600 papers

Nalmefene.2006
Nalmefene.2012
Nalmefene Hydrochloride: Potential Implications for Treating Alcohol and Opioid Use Disorder.Substance abuse and rehabilitation · 2024
Nalmefene combined noninvasive positive-pressure ventilation in Chinese patients with chronic obstructive pulmonary disease coupled with type II respiratory failure: A meta-analysis.Medicine · 2023
Safety of nalmefene for the treatment of alcohol use disorder: an update.Expert opinion on drug safety · 2020

via PubMed

Wikidata facts

Mass: 339.183444

Show 5 more facts

defined daily dose: 18
chemical formula: C₂₁H₂₅NO₃
canonical SMILES: C=C1CCC2(C3CC4=C5C2(C1OC5=C(C=C4)O)CCN3CC6CC6)O
isomeric SMILES: C=C1CC[C@]2([C@H]3CC4=C5[C@]2([C@H]1OC5=C(C=C4)O)CCN3CC6CC6)O
Commons category: Nalmefene

Sources (5)

via Wikidata · CC0

~7 min read

Article

17 sections

Contents

Medical uses
Opioid overdose
Alcohol dependence
Side effects
Very common
Common
Pharmacology
Pharmacodynamics
Opioid receptor blockade
Metabolism
Chemistry
Society and culture
Legal status
United States
European Union
Research
References

In terms of its chemical structure and biological activity, nalmefene is similar to another opioid antagonist called naltrexone, as they are both derivatives of opiates. However, nalmefene offers certain advantages over naltrexone. These include a longer elimination half-life, which means it stays in the body for a longer duration, improved absorption when taken by mouth, and no observed liver toxicity that is dependent on the dosage.