nalmefene

Description

nalmefene · CAS 55096-26-9 · C21H25NO3. UNII TOV02TDP9I. Melting Point: 105-110 °C; Dissociation Constants: 7.6.

Identification

CAS Registry Number	55096-26-9
PubChem CID	5284594
Molecular formula	C21H25NO3
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
UNII (FDA)	TOV02TDP9I

Computed Descriptors

Molecular Weight	339.4
XLogP3	2.7
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	2
Exact Mass	339.18344366
Monoisotopic Mass	339.18344366
Topological Polar Surface Area	52.9
Heavy Atom Count	25
Formal Charge	0

Physical & Chemical Properties

Melting Point	105-110 °C
Dissociation Constants	7.6

Physical description & handling notes

• Crystals from ethyl acetate
• Parenteral drug products should be inspected visually for particulate matter and discoloration prior to administration, whenever solution and container permit.
• pKa = 7.63 /Nalmefene hydrochloride/
• MW: 375.9. White to off-white crystalline powder ... freely soluble in water up to 130 mg/L and slightly soluble in chloroform up to 0.13 mg/mL ... no longer available in the US /Revex/
• Nalmetrene
• REVEX

GHS Hazard Classification

Reported hazard statements	H315 (97.5%), H319 (97.5%), H335 (97.5%)

Documented Uses

• Is a pure opioid receptor antagonist ... used to reverse opioid intoxication and for the treatment of opioid dependence. The compound is in clinical development for the treatment of alcoholism, to support smoking cessation and to control pathological gambling.
• Therapeutic Category: Narcotic antagonist
• Therapeutic Category (Vet): Narcotic antagonist
• Nalmefene is synthesized by a Wittig reaction of naltrexone with triphenylmethylphosphonium bromide in DMSO under basic catalysis of NaH.
• Preparation: J. Fishman, US 3814768 (1974 to M.J. Lewenstein)
• Nalmafene is a relatively pure mu-receptor antagonist that is more potent than naloxone.

Synonyms

nalmefene; Nalmetrene; 55096-26-9; Nalmefeno; ORF-11676; Nalmefenum; ORF 11676; DTXSID8023347; TOV02TDP9I; SRD174; JKB-121; SRD-174; ORF 1167; ORF-1167; (5alpha)-17-(Cyclopropylmethyl)-4,5-epoxy-6-methylenemorphinon-3,14-diol; DTXCID903347

Frequently Asked Questions

What are the CAS number and molecular formula of nalmefene?

CAS 55096-26-9; molecular formula C21H25NO3; molecular weight — g/mol.

What other names is nalmefene known by?

nalmefene, Nalmetrene, 55096-26-9, Nalmefeno, ORF-11676, Nalmefenum.

Is nalmefene classified as hazardous?

Hazard statements reported: H315, H319, H335.

What are the key physical properties of nalmefene?

Melting Point: 105-110 °C; Dissociation Constants: 7.6.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.