58895-64-0

Basic information

• Product Name: Nalmefene hydrochloride
• Synonyms: 17-(cyclopropylmethyl)-4,5alpha-epoxy-6-methylenemorphinan-3,14-diol hydrochloride;nalmefene hydrochloride;NALMEFENE HCL;Morphinan-3,14-diol, 17-(cyclopropylmethyl)-4,5-epoxy-6-methylene-, hydrochloride, (5alpha)-;Revex;Unii-K7K69qc05x;(5α)-17-(Cyclopropylmethyl)-4,5-epoxy-6-methylenemorphinan-3,14-diolhydrochloride;(5a)-17-(CyclopropylMethyl)-6-Methylene-4,5-epoxyMorphinan-3,14-diol
• CAS NO: 58895-64-0
• Molecular Formula: C21H25NO3.ClH
• Molecular Weight: 375.89
• Product Categories: Inhibitors
• Mol File: 58895-64-0.mol
• Article Data: 0

Chemical Properties

• Melting Point: 180-185°
• Boiling Point: 507.9 °C at 760 mmHg
• Flash Point: 261 °C
• Appearance: /
• Vapor Pressure: 3.88E-11mmHg at 25°C
• Storage Temp.: Desiccate at RT
• Solubility: Soluble in Water (up to 25 mg/ml).
• PKA: 7.63(at 25℃)
• Stability: Stable for 2 years from date of purchase as supplied. Solutions in distilled water may be stored at -20°C for up to 1 month.
• CAS DataBase Reference: Nalmefene hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: Nalmefene hydrochloride(58895-64-0)
• EPA Substance Registry System: Nalmefene hydrochloride(58895-64-0)

Safety Data

• Hazardous Substances Data: 58895-64-0(Hazardous Substances Data)

Usage

Description

Nalmefene hydrochloride has been introduced in the U.S.A. for opioid reversal following surgery, and in the reversal of opioid overdoses and epidurally administered narcotics. Nalmefene is an opioid antagonist that inhibits respiratory, analgesic and subjective effects of opioids. It has a higher potency, a longer duration of action, and superior bioavailability than the structurally related naltrexone. Nalmefene has a wide spectrum of biological activity and is in clinical trials for the treatment of interstitial cystitis, recalcitrant pruritus of cholestasis, stroke, rheumatoid arthritis, shock, CNS trauma, and alcoholism. Studies indicate that nalmefene does not induce morphine-like effects and has no apparent abuse potential.

Originator

IVAX (U.S.A.)

Uses

Nalmefene Hydrochloride is a structural analog of Naltrexone (N285780) with opiate antagonist activity used in pharmaceutical treatment of alcoholism. Other pharmacological applications of this compound aim to reduce food cravings, drug abuse and pulmonary disease in affected individuals. Used as an opioid-induced tranquilizer on large animals in the veterinary industry. Narcotic antagonist

Brand name

Revex

References

1) Osborn et al. (2010), In vivo characterization of the opioid antagonist nalmefene in mice; Life Sci., 86 624 2) Butelman et al. (2009), Unconditioned behavioral effects of the powerful kappa-opioid hallucinogen salvinorin A in non-human primates: fast onset and entry in cerebrospinal fluid; J. Pharmacol. Exp. Ther., 328 588 3) Butelman et al. (2008), The effects of herkinorin, the first mu-selective ligand from salvinorin A-derived scaffold, in neuroendocrine biomarker assay in nonhuman primates; J. Pharmacol. Exp. Ther., 327 154 4) Soyka and Rosner (2008), Opioid antagonists for pharmacological treatment of alcohol dependence – a critical review; Curr. Drug Abuse Rev., 1 280

InChI:InChI=1/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

Downstream Products

• 1013930-83-0 C₃₂H₄₆N₂O₄