Structure via PubChem · Public domain (PubChem)
nalmefene
Sign in to saveAlso 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 Ų
- 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
- Has use
- medication
Show 7 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
- subject has role
- opioid antagonist
- Commons category
- Nalmefene
- side effect
- nausea
via Wikidata · CC0
~7 min read
Encyclopedic overview
17 sectionsContents
- 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
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.
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.
Excerpted from Wikipedia’s “nalmefene” article, available under the CC BY-SA 4.0 licence.