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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

Quality Level

100

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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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)
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
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)
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
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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