77337-73-6

Basic information

• Product Name: Acamprosate calcium
• Synonyms: calcium 3-acetamidopropane-1-sulfonate;calcium 3-(acetylamino)propanesulphonate;CALCIUM ACETYLHOMOTAURINE;ACAMPROSATE CALCIUM;ACAMPROSATE CALCIUMSALT;3-(ACETYLAMINO)-1-PROPANESULFONIC ACID CALCIUM SALT;calcium(2+) 3-(acetylamino)propanesulphonate;3-(Acetylamino)-1-propanesulfonic Acid Calcium Salt, Calcium Acetylhomotaurine
• CAS NO: 77337-73-6
• Molecular Formula: C10H20CaN2O8S2
• Molecular Weight: 400.48
• EINECS: 278-665-3
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Neurochemicals;Aliphatics;Amines;Sulfur & Selenium Compounds;FORMULA-405
• Mol File: 77337-73-6.mol
• Article Data: 0

Chemical Properties

• Melting Point: >300°C
• Appearance: white, odorless or nearly odorless powder
• Storage Temp.: Room temp
• Solubility: H2O: >5mg/mL
• Merck: 14,17
• CAS DataBase Reference: Acamprosate calcium(CAS DataBase Reference)
• NIST Chemistry Reference: Acamprosate calcium(77337-73-6)
• EPA Substance Registry System: Acamprosate calcium(77337-73-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-36
• WGK Germany: 3
• RTECS: TZ6357000
• Hazardous Substances Data: 77337-73-6(Hazardous Substances Data)

Usage

Description

Acamprosate calcium is a synthetic amino acid and a neurotransmitter analogue, which is an acetylated derivative of the GABA analog homotaurine (tramiprosate). It is a white crystalline solid that does not act at GABAA receptors but may inhibit GABAB autoreceptor-mediated inhibition of GABA release. Acamprosate calcium is an NMDA receptor modulator with antagonist or agonist effects depending on various factors such as brain region, receptor subunit composition, and others.

Uses

Used in Pharmaceutical Industry:
Acamprosate calcium is used as an alcohol deterrent for the management of alcohol dependence and abuse. It was approved for use in the therapy of alcohol dependence and abuse in the United States in 2004. It is of interest for the treatment of alcoholism and other neurochemical disorders, as it helps in the maintenance of alcohol abstinence.
Used in Neurochemistry Research:
Acamprosate calcium is used as a research tool to study the effects of alcohol on the brain and the underlying neurochemical mechanisms involved in alcohol dependence. It has been shown to reduce voluntary intake of ethanol in rats, an effect that can be blocked by the GABA antagonist bicuculline. This application aids in understanding the role of neurotransmitters in alcohol addiction and the development of potential treatments for alcohol use disorders.

Biological Activity

GABA receptor agonist and modulator of glutamatergic systems. Reduces alcohol consumption in animal models of alcohol addiction.

Biochem/physiol Actions

Acamprosate calcium is a GABA γ-aminobutyric acid agonist.

Clinical Use

Maintenance of abstinence in alcohol dependence

Drug interactions

Potentially hazardous interactions with other drugs None known

Metabolism

Acamprosate is excreted in the urine and is not metabolised significantly.

references

1. wilde m i, wagstaff a j. acamprosate. drugs, 1997, 53(6): 1038-1053.

InChI:InChI=1/2C5H11NO4S.Ca/c2*1-5(7)6-3-2-4-11(8,9)10;/h2*2-4H2,1H3,(H,6,7)(H,8,9,10);/q;;+2/p-2