Nalmefene hydrochloride dihydrateProduct ingredient for Nalmefene
- Name
- Nalmefene hydrochloride dihydrate
- 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 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 The nasal spray formulation of nalmefene was approved by the FDA in May 2023.11
- Accession Number
- DBSALT002636
- Structure
Structure for Nalmefene hydrochloride dihydrate (DBSALT002636)
- Synonyms
- Not Available
- UNII
- 52Z0G7QVJX
- CAS Number
- 1228646-70-5
- Weight
- Average: 411.92
Monoisotopic: 411.1812508 - Chemical Formula
- C21H30ClNO5
- InChI Key
- XOBQQQVDLSMXCE-JVRGSUDVSA-N
- InChI
- InChI=1S/C21H25NO3.ClH.2H2O/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;2*1H2/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 dihydrate hydrochloride
- SMILES
- O.O.Cl.[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(CC3CC3)[C@]([H])(C4)[C@]1(O)CCC2=C
- External Links
- ChemSpider
- 32697700
- Predicted Properties
Property Value Source Water Solubility 0.839 mg/mL ALOGPS logP 2.24 ALOGPS logP 1.95 Chemaxon logS -2.6 ALOGPS pKa (Strongest Acidic) 10.35 Chemaxon pKa (Strongest Basic) 9.57 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 52.93 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 95.21 m3·mol-1 Chemaxon Polarizability 37.27 Å3 Chemaxon Number of Rings 6 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon