Compound: nalmefene
SMILES: O1c2c(O)ccc3c2[C@@]45[C@@H]1C(=C)CC[C@@]4(O)[C@H](N(CC6CC6)CC5)C3
InChIKey: WJBLNOPPDWQMCH-MBPVOVBZSA-N
Synonyms: nalmefene, Nalmetrene, 55096-26-9, Nalmefeno, ORF-11676, Nalmefenum, ORF 11676, TOV02TDP9I, SRD174, DTXSID8023347, JKB-121, SRD-174, ORF 1167, ORF-1167, (5alpha)-17-(Cyclopropylmethyl)-4,5-epoxy-6-methylenemorphinon-3,14-diol, DTXCID903347, (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-7,9,11(18)-triene-10,17-diol, (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-7,9,11(18)-triene-10,17-diol, RefChem:57225, JF-1, Selincro, Nalmetrenum, Nalmetreno, 17-(Cyclopropylmethyl)-4,5alpha-epoxy-6-methylenemorphinan-3,14-diol, CHEMBL982, MLS000069366, NCGC00021666-03, SMR000058884, Selincro (TN), JF 1, Nalmefenum [INN-Latin], Nalmefeno [INN-Spanish], Nalmetrenum [INN-Latin], Nalmetreno [INN-Spanish], Alcofene, Arthene, Cervene, Incystene, Soberal, Cessal, (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, CAS-55096-26-9, HSDB 6761, Nalmefene (USAN/INN), UNII-TOV02TDP9I, Nalmefene [USAN:INN:BAN], (5a)-17-(Cyclopropylmethyl)-4,5-epoxy-6-methylenemorphinan-3,14-diol;, 9a-(Cyclopropylmethyl)-4,5alpha-epoxy-6-methylen-3,14-morphinandiol, NIH-10365, NALMEFENE [INN], Opera_ID_468, NALMEFENE [MI], NALMEFENE [HSDB], NALMEFENE [USAN], NALMEFENE [VANDF], NALMEFENE [MART.], NALMEFENE [WHO-DD], SCHEMBL35230, CHEBI:7457, GTPL1628, orb2565730, Revex (nalmefene hydrochloride), SCHEMBL29373615, cid_5284594, Morphinan-3,14-diol, 17-(cyclopropylmethyl)-4,5-epoxy-6-methylene-, (5.alpha.)-, WJBLNOPPDWQMCH-MBPVOVBZSA-N, HMS2232D07, Tox21_110873, BDBM50045776, EBC-26651, MSK159678, PDSP2_001543, (5alpha)-17-(cyclopropylmethyl)-6-methylidene-4,5-epoxymorphinan-3,14-diol, Tox21_110873_1, BN36715, DB06230, Morphinan-3,14-diol, 17-(cyclopropylmethyl)-4,5-epoxy-6-methylene-, (5alpha)-, NCGC00021666-04, (4R,4aS,7aS,12bS)-3-(cyclopropylmethyl)-7-methylene-1,2,3,4,5,6,7,7a-octahydro-4aH-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,9-diol, DA-65915, HY-107744, Opvee (nalmefene hydrochloride nasal spray), CS-0029442, NS00068285, C08027, D05111, AB00384250_10, EN300-18384909, Q4353252, 17-(Cyclopropylmethyl)-6-methylidene-5alpha-4,5-epoxymorphinan-3,14-diol, (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
Theoretical properties:
molecular_formula: C21H25NO3
molecular_weight: 339.4 g/mol
exact_mass: 339.18344366 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 2
heavy_atom_count: 25
topological_polar_surface_area: 52.9 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Crystals from ethyl acetate
color: Crystals from ethyl acetate
melting_point: 105-110 °C
Descriptions:
pubchem: Nalmefene is a morphinane alkaloid.
chembl: NALMEFENE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: 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.
Nalmefene is available as a generic medication.