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A6981

Sigma-Aldrich

Acamprosate calcium

≥98% (HPLC), powder

Synonym(s):

3-(Acetylamino)-1-propanesulfonic acid calcium salt (2:1)

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About This Item

Empirical Formula (Hill Notation):
C5H10Ca0.5NO4S
CAS Number:
77337-73-6
Molecular Weight:
200.24
EC Number:
278-665-3
UNSPSC Code:
12352200
PubChem Substance ID:
329770909
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

solubility

H2O: >5 mg/mL

storage temp.

room temp

SMILES string

CC(=O)NCCCS(=O)(=O)O[Ca]OS(=O)(=O)CCCNC(C)=O

InChI

1S/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

InChI key

BUVGWDNTAWHSKI-UHFFFAOYSA-L

Gene Information

human ... GABRA1(2554) , GABRA2(2555) , GABRA3(2556) , GABRA4(2557) , GABRA5(2558) , GABRA6(2559) , GABRB1(2560) , GABRB2(2561) , GABRB3(2562) , GABRD(2563) , GABRE(2564) , GABRG1(2565) , GABRG2(2566) , GABRG3(2567) , GABRP(2568) , GABRQ(55879) , GRIN1(2902) , GRIN2A(2903) , GRIN2B(2904) , GRIN2C(2905) , GRIN2D(2906) , GRIN3A(116443) , GRIN3B(116444)

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Biochem/physiol Actions

Acamprosate calcium is a synthetic analog of γ-aminobutyric acid (GABA) and a GABAB receptor agonist. Acamprosate calcium has been used in alcohol dependence treatments and may be an effective augmentation therapy anxiety patients.
Acamprosate calcium is a GABA γ-aminobutyric acid agonist.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the GABAA Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Fan Xu et al.
Arzneimittel-Forschung, 59(12), 631-634 (2010-01-30)
To study the pharmacokinetics of acamprosate calcium (CAS 77337-73-6) in healthy Chinese subjects after oral administration of three dosage levels, 12 healthy subjects were divided into three groups and given a single oral dose of 333 or 666 or 1332
Open-label trial of acamprosate as a treatment for anxiety.
Marc Hertzman et al.
Primary care companion to the Journal of clinical psychiatry, 11(5), 267-267 (2009-12-04)
M I Wilde et al.
Drugs, 53(6), 1038-1053 (1997-06-01)
Acamprosate (calcium acetylhomotaurinate), a synthetic compound with a similar chemical structure to that of gamma-aminobutyric acid, is thought to act via several mechanisms affecting multiple neurotransmitter systems; inhibition of neuronal hyperexcitability by antagonism of excitatory amino acid activity and reduction
Alcohol dependence treatments: comprehensive healthcare costs, utilization outcomes, and pharmacotherapy persistence
Baser, O., et al.
The American Journal of Managed Care, 8, S222-S234 (2011)
Thomas L Schwartz et al.
The Annals of pharmacotherapy, 44(12), 1930-1932 (2010-11-11)
Glutamate is a major excitatory neurotransmitter, while γ-aminobutyric acid (GABA) is a predominant inhibitory neurotransmitter in the central nervous system. This GABA-glutamate imbalance is thought to play a role in the development of anxiety. Acamprosate calcium is thought to restore
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