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Acamprosate (calcium)

CAT: 0804-HY-17030-01Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-17030-01Size:10 mM - 1 mL
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Description
Acamprosate calcium (Campral EC) is a GABA receptor agonist and modulator of glutamatergic systems; reduces alcohol consumption in animal models of alcohol addiction.
CAS Number
77337-73-6
Product Name Alternative
Calcium N-acetylhomotaurinate
UNSPSC
12352211
Hazard Statement
H302, H315, H319, H335
Target
GABA Receptor; iGluR
Type
Reference compound
Related Pathways
Membrane Transporter/Ion Channel; Neuronal Signaling
Applications
Neuroscience-Neurodegeneration
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/Acamprosate-calcium.html
Purity
98.30
Solubility
DMSO : < 1 mg/mL|H2O : 100 mg/mL (ultrasonic)
Smiles
CC(NCCCS([O-])(=O)=O)=O.[0.5Ca2+]
Molecular Formula
C5H10NO4S.1/2Ca
Molecular Weight
200.24
Precautions
H302, H315, H319, H335
References & Citations
[1]Preuss UW. Commentary on the study: impact of depressive symptoms on future alcohol use in patients with co-occurring bipolar disorder and alcohol dependence: a prospective analysis in an 8-week randomized controlled trial of acamprosate (Prisciandaro et al.) . Alcohol Clin Exp Res. 2012 Jun;36 (6) :967-9. doi: 10.1111/j.1530-0277.2012.01827.x.|[2]Witkiewitz K, Saville K, Hamreus K. Acamprosate for treatment of alcohol dependence: mechanisms, efficacy, and clinical utility. Ther Clin Risk Manag. 2012;8:45-53.|[3]Gahr M, et al. Relapse prevention in alcohol dependence: acamprosate and naltrexone as a combined pharmacological strategy.Nervenarzt. 2012 Aug 15.|[4]Palucha-Poniewiera A, Pilc A. Involvement of mGlu5 and NMDA receptors in the antidepressant-like effect of acamprosate in the tail suspension test. Prog Neuropsychopharmacol Biol Psychiatry. 2012 Oct 1;39 (1) :102-6.|[5]Hinton DJ, et al. Ethanol withdrawal-induced brain metabolites and the pharmacological effects of acamprosate in mice lacking ENT1. Neuropharmacology. 2012 Jun;62 (8) :2480-8.|[6]Pradhan G, et al., Calcium chloride mimics the effects of acamprosate on cognitive deficits in chronic alcohol-exposed mice. Psychopharmacology (Berl) . 2018 Jul;235 (7) :2027-2040.|[7]Allgaier C, et al., Acamprosate inhibits Ca2+ influx mediated by NMDA receptors and voltage-sensitive Ca2+ channels in cultured rat mesencephalic neurones. Naunyn Schmiedebergs Arch Pharmacol. 2000 Nov;362 (4-5) :440-3.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture)
Scientific Category
Reference compound1
Clinical Information
Launched

Chemical Information

Acamprosate Calcium

Acamprosate calcium is an organic calcium salt. It contains an acamprosate(1-).

CAS Number77337-73-6
PubChem CID155434
IUPAC Namecalcium bis(3-acetamidopropane-1-sulfonate)
Molecular FormulaC10H20CaN2O8S2
Molecular Weight400.5
Topological Polar Surface Area189
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count8
Rotatable Bond Count6
Heavy Atom Count23
Formal Charge0
Complexity202
SMILES
CC(=O)NCCCS(=O)(=O)[O-].CC(=O)NCCCS(=O)(=O)[O-].[Ca+2]
InChI
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
InChIKey
BUVGWDNTAWHSKI-UHFFFAOYSA-L
Chemical Structure
2D Structure
2D structure of Acamprosate Calcium
CAS: 77337-73-6
CID: 155434
Formula: C10H20CaN2O8S2
MW: 400.5
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight400.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count8
Rotatable Bond Count6
Exact Mass400.0286988
Monoisotopic Mass400.0286988
Topological Polar Surface Area189 Ų
Heavy Atom Count23
Formal Charge0
Complexity202
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count3
Compound Is CanonicalizedYes