55096-26-9 Usage
Chemical Properties
Off-White Solid
Originator
Nalmefene,Mallinckrodt Inc.
Uses
Different sources of media describe the Uses of 55096-26-9 differently. You can refer to the following data:
1. 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.
2. A structural labelled analog of Naltrexone (N285780) with opiate antagonist activity used in pharmaceutical treatment of alcoholism. Other pharmacological applications of this compound aim to reduce f
ood cravings, drug abuse and pulmonary disease in affected individuals. Used as an opioid-induced tranquilizer on large animals in the veterinary industry. Narcotic antagonist.
3. opioid antagonists therapeutic for alcohol dependence
Manufacturing Process
A dry, 2-liter, 3-neck, round bottom flask fitted with two stoppers and a
magnetic stirring bar was charged with potassium t-butoxide (61.1 g, 0.545
mol) and methyltriphenylphosphonium bromide (194.4 g, 0.544 mol). Freshly
distilled tetrahydrofuran (450 ml) was introduced at 20°C. The resultant thick,
bright yellow dispersion was stirred at 20°C for 0.5 h and further dry
tetrahydrofuran (100 ml) was added. A solution of dry naltrexone (30 g, 0.088
mol) in dry tetrahydrofuran (200 ml) was then added dropwise over 40 min.
Then the reaction mixture was stirred for a further 1.25 h, then cooled to
10°C, and quenched with 20% aqueous ammonium chloride solution (75 ml)
followed by water (100 ml). The organic layer was separated and the aqueous
layer extracted with four 100 ml portions of chloroform. Solvent was
evaporated from the tetrahydrofuran layer and the combined chloroform
extracts, the residues combined and brought to pH 2 by addition of 2 N
hydrochloric acid. The resultant precipitate was filtered, washed with
chloroform and suspended in a mixture of chloroform (500 ml) and water
(250 ml). Ammonium hydroxide was added to attain a pH of 8 and the
aqueous layer separated. The organic layer was dried over anhydrous sodium
sulfate, filtered, and the solvent removed in vacuo. The resultant solid was
dissolved in ethyl acetate (1400 ml), the solution filtered through a silica pad
and the solvent evaporated. The product was recrystallized from chloroform
and washed with hexane to yield pure 6-desoxy-6-methylenenaltrexone (also
called nalmefene) as a white solid. Yield: 27.0 g, 88%.
Therapeutic Function
Antagonist to narcotics
Biological Functions
Nalmefene (Revex) is a long-acting injectable pure opioid
antagonist recently introduced in the United States.
It binds all opioid receptors and reverses the effects of
opioid agonists at those receptors.The onset of action is 2 minutes after IV administration. Hepatic metabolism
is slow and occurs via glucuronide conjugation to inactive
metabolites. Its half-life of 11 hours is about 5 times
that of naloxone. Indications include use in postoperative
settings to reverse respiratory depression and in
opioid overdose. Due to the long duration of action of
nalmefene, however, naloxone may be preferred for
treatment of overdose because it produces a shorter duration
of withdrawal effects.
General Description
Nalmefene (Revex) is a pure opioid antagonist that is the6-methylene analog of naltrexone. It is available as a solutionfor IV, IM, or subcutaneous (SC) administration toreverse the effects of opioids after general anesthesia andin the treatment of overdose. It is longer acting than naloxonebut otherwise has a similar pharmacodynamic andmetabolic (3-glucuronidation) profile. Nalmefene hashigher oral bioavailability (approximately 40%) thannaloxone or naltrexone and is currently being investigatedas an oral treatment for pathological gambling and alcoholabuse.
Biochem/physiol Actions
Nonselective opioid receptor antagonist.
Check Digit Verification of cas no
The CAS Registry Mumber 55096-26-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,5,0,9 and 6 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 55096-26:
(7*5)+(6*5)+(5*0)+(4*9)+(3*6)+(2*2)+(1*6)=129
129 % 10 = 9
So 55096-26-9 is a valid CAS Registry Number.
InChI:InChI=1/C21H26NO3/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/h4-5,13,16,19,21,23-24H,1-3,6-11H2/t16?,19-,20-/m0/s1
55096-26-9Relevant articles and documents
Novel nalmefene dimer as well as preparation method and application thereof
-
Paragraph 0088-0090, (2021/10/13)
The invention relates to a novel nalmefene dimer compound with a structure as shown in a formula (I) or a salt thereof, and a preparation method and application of the compound, and the compound has a relatively strong inhibition effect on prostate cancer cell lines LNCaP and 22Rv1, and can be used for preparing drugs for resisting prostate cancer.
Wittig-reaction processes
-
, (2008/06/13)
Disclosed are improved Wittig reaction processes wherein the Wittig reaction is conducted in an anisole containing solvent.
This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.