An internal standard for the quantification of acamprosate
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Unlabeled Version(s)
23899Acamprosate (calcium salt)
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Acamprosate-d3 (calcium salt)

Item No. 26780

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-(acetyl-2,2,2-d3-amino)-1-propanesulfonic acid, hemicalcium salt (2:1)
CAS Number
1225580-94-8
Synonyms
  • N-acetyl Homotaurinate-d3
  • N-acetyl Homotaurine-d3
Molecular Formula
C5H7D3NO4S • 1/2Ca
Formula Weight
203.3
Purity
≥99% deuterated forms (d1-d3)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Water: slightly soluble
SMILES
[O-]S(CCCNC(C([2H])([2H])[2H])=O)(=O)=O.[Ca+2]
InChi Code
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/i2*1D3;
InChi Key
BUVGWDNTAWHSKI-CKFJQVKPSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $53

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    1 mg

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    5 mg

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    Product Description

    Acamprosate-d3 is intended for use as an internal standard for the quantification of acamprosate (Item No. 23899) by GC- or LC-MS. Acamprosate is an acetylated derivative of the GABA analog homotaurine (tramiprosate; Item No. 20701).1 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.2,3,4 It is an NMDA receptor modulator with antagonist or agonist effects depending on brain region, receptor subunit composition, and other factors.4 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 (Item No. 11727). Formulations containing acamprosate have been used for the maintenance of alcohol abstinence.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Boismare, F., Daoust, M., Moore, N., et al. A homotaurine derivative reduces the voluntary intake of ethanol by rats: Are cerebral GABA receptors involved? Pharmacol. Biochem. Behav. 21(5), 787-789 (1984).

    2. Reilly, M.T., Lobo, I.A., McCracken, L.M., et al. Effects of acamprosate on neuronal receptors and ion channels expressed in Xenopus oocytes. Alcohol. Clin. Exp. Res. 32(2), 188-196 (2008).

    3. Berton, F., Francesconi, W.G., Madamba, S.G., et al. Acamprosate enhances N-methyl-D-apartate receptor-mediated neurotransmission but inhibits presynaptic GABAB receptors in nucleus accumbens neurons. Alcohol Clin. Exp. Res. 22(1), 183-191 (1998).

    4. Tomek, S.E., Lacrosse, A.L., Nemirovsky, N.E., et al. NMDA receptor modulators in the treatment of drug addiction. Pharmaceuticals (Basel) 6(2), 251-268 (2013).