Acamprosate calcium

Acamprosate calcium
  • CAS No.:77337-73-6
Other grades of this product :
Acamprosate calcium Basic information
Product Name:Acamprosate calcium
Synonyms:calcium 3-acetamidopropane-1-sulfonate;calcium 3-(acetylamino)propanesulphonate;CALCIUM ACETYLHOMOTAURINE;calcium(2+) 3-(acetylamino)propanesulphonate;ACAMPROSATE CALCIUM;ACAMPROSATE CALCIUMSALT;3-(ACETYLAMINO)-1-PROPANESULFONIC ACID CALCIUM SALT;3-(Acetylamino)-1-propanesulfonic Acid Calcium Salt, Calcium Acetylhomotaurine
CAS:77337-73-6
MF:C10H20CaN2O8S2
MW:400.48
EINECS:278-665-3
Product Categories:Aliphatics;Amines;Intermediates & Fine Chemicals;Neurochemicals;Sulfur & Selenium Compounds;FORMULA-405;Pharmaceuticals
Mol File:77337-73-6.mol
Acamprosate calcium Chemical Properties
Melting point >300°C
storage temp. 2-8°C
solubility H2O: >5mg/mL
form powder
color White to Off-White
Merck 14,17
CAS DataBase Reference77337-73-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36/37/39-36
WGK Germany 3
RTECS TZ6357000
HS Code 29241990
ToxicityLD50 i.p. in male mice: 1.87 g/kg (Durlach, 1982)
MSDS Information
Acamprosate calcium Usage And Synthesis
DescriptionAcamprosate is an acetylated derivative of the GABA analog homotaurine (tramiprosate; ). Despite its structural similarity to GABA, acamprosate does not act at GABAA receptors but does decrease paired-pulse inhibition of GABAA inhibitory post-synaptic currents (IPSCs) at short inter-stimulus intervals when used at a concentration of 300 μM, indicating that it may inhibit GABAB autoreceptor-mediated inhibition of GABA release. It is an NMDA receptor modulator with antagonist or agonist effects depending on brain region, receptor subunit composition, and other factors. Acamprosate (0.26 and 0.52 mmol/kg per day, i.p.) reduces voluntary intake of ethanol in rats, an effect that can be blocked by the GABA antagonist bicuculline . Formulations containing acamprosate have been used for the maintenance of alcohol abstinence.
Chemical PropertiesAcamprosate calcium is White Crystalline Solid
OriginatorCampral,Merck
UsesOf interest for the treatment of alcoholism. Store at -20°C
UsesOf interest for the treatment of alcoholism and other neurochemical disorders.
UsesAcamprosate calcium is a synthetic amino acid and a neurotransmitter analogue that is used as an alcohol deterrent in management of alcohol dependence and abuse. Acamprosate calcium was approved for use in the therapy of alcohol dependence and abuse in the United States in 2004.
Usesglucocortcoid, antiinflammatory
Manufacturing ProcessIn a 4 liter flask provided with stirring means, a bromine funnel and a thermometer, 17.5% sodium hydroxide solution and aminopropanesulfonic acid (homotaurine) are added. After complete dissolution, at a temperature of between 25°-40°C, acetic anhydride are added so as not to exceed a temperature of between 30°-40°C. The mixture is then maintained at this temperature by heating for at least 1 h. The solution is then concentrated in vacuum, the residue is redissolved in 2.5 L of distilled water and the mixture is concentrated again. The residue is then dissolved in 1.6 L of distilled water, filtered, then concentrated almost completely. Drying is terminated in an oven in vacuum. A colorless crystalline powder of 3-acetylaminopropanesulfonate of sodium (sodium Nacetylhomotaurinate) is obtained. The 3-acetylaminopropanesulfonic acid may be produced by treatment of 3- acetylaminopropanesulfonate of sodium with hydrochloric acid. In practice it is usually used as calcium salt.
Brand nameCampral (Forest).
Therapeutic FunctionPsychotropic
Biological ActivityGABA receptor agonist and modulator of glutamatergic systems. Reduces alcohol consumption in animal models of alcohol addiction.
Biochem/physiol ActionsAcamprosate calcium is a GABA γ-aminobutyric acid agonist.
Clinical UseMaintenance of abstinence in alcohol dependence
Drug interactionsPotentially hazardous interactions with other drugs None known
MetabolismAcamprosate is excreted in the urine and is not metabolised significantly.
references1. wilde m i, wagstaff a j. acamprosate. drugs, 1997, 53(6): 1038-1053.
Acamprosate calcium Preparation Products And Raw materials
Raw materialsSodium hydroxide-->Hydrochloric acid

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