Nalmefene hydrochlorideProduct ingredient for Nalmefene

Name
Nalmefene hydrochloride
Drug Entry
Nalmefene

Nalmefene, a 6-methylene analogue of naltrexone, is an opioid receptor antagonist.8 It acts as an antagonist at the mu (μ)-opioid and delta (δ)-opioid receptors and a partial agonist at the kappa (κ)-opioid receptor.7

In Europe, nalmefene oral tablets are used to reduce alcohol consumption in adults with alcohol dependence.7 Nalmefene was approved for use in the United States in 1995 as an antidote for opioid overdose.4 Nalmefene injection is used to manage known or suspected opioid overdose. It is used for complete or partial reversal of opioid drug effects, including respiratory depression, induced by either natural or synthetic opioids.8

Accession Number
DBSALT001446
Structure
Synonyms
Nalmefene HCl
UNII
K7K69QC05X
CAS Number
58895-64-0
Weight
Average: 375.89
Monoisotopic: 375.1601214
Chemical Formula
C21H26ClNO3
InChI Key
GYWMRGWFQPSQLK-OPHZJPRHSA-N
InChI
InChI=1S/C21H25NO3.ClH/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;1H/t16-,19+,20+,21-;/m1./s1
IUPAC Name
(1S,5R,13S,17S)-4-(cyclopropylmethyl)-14-methylidene-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-triene-10,17-diol hydrochloride
SMILES
Cl.[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(CC3CC3)[C@]([H])(C4)[C@]1(O)CCC2=C
ChemSpider
4534959
ChEMBL
CHEMBL1201152
Predicted Properties
PropertyValueSource
Water Solubility0.839 mg/mLALOGPS
logP2.24ALOGPS
logP1.95ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)10.35ChemAxon
pKa (Strongest Basic)9.57ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area52.93 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity95.21 m3·mol-1ChemAxon
Polarizability37.27 Å3ChemAxon
Number of Rings6ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon