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Namespace Prefixes

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Statements

Subject Item
n2:DB00659
rdf:type
n9:Drug
n9:description
Acamprosate, also known by the brand name Campral™, is a drug used for treating alcohol dependence. Acamprosate is thought to stabilize the chemical balance in the brain that would otherwise be disrupted by alcoholism, possibly by blocking glutaminergic N-methyl-D-aspartate receptors, while gamma-aminobutyric acid type A receptors are activated. Reports indicate that acamprosate only works with a combination of attending support groups and abstinence from alcohol. Certain serious side effects include allergic reactions, irregular heartbeats, and low or high blood pressure, while less serious side effects include headaches, insomnia, and impotence. Acamprosate should not be taken by people with kidney problems or allergies to the drug.
n9:dosage
n17:271B63D5-363D-11E5-9242-09173F13E4C5 n17:271B63D6-363D-11E5-9242-09173F13E4C5 n17:271B63D7-363D-11E5-9242-09173F13E4C5
n9:generalReferences
# Williams SH: Medications for treating alcohol dependence. Am Fam Physician. 2005 Nov 1;72(9):1775-80. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/16300039 # Mason BJ: Treatment of alcohol-dependent outpatients with acamprosate: a clinical review. J Clin Psychiatry. 2001;62 Suppl 20:42-8. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/11584875 # Mason BJ, Goodman AM, Chabac S, Lehert P: Effect of oral acamprosate on abstinence in patients with alcohol dependence in a double-blind, placebo-controlled trial: the role of patient motivation. J Psychiatr Res. 2006 Aug;40(5):383-93. Epub 2006 Mar 20. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/16546214 # Feeney GF, Connor JP, Young RM, Tucker J, McPherson A: Combined acamprosate and naltrexone, with cognitive behavioural therapy is superior to either medication alone for alcohol abstinence: a single centres' experience with pharmacotherapy. Alcohol Alcohol. 2006 May-Jun;41(3):321-7. Epub 2006 Feb 8. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/16467406 # Tsai G, Coyle JT: The role of glutamatergic neurotransmission in the pathophysiology of alcoholism. Annu Rev Med. 1998;49:173-84. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/9509257 # Wilde MI, Wagstaff AJ: Acamprosate. A review of its pharmacology and clinical potential in the management of alcohol dependence after detoxification. Drugs. 1997 Jun;53(6):1038-53. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/9179530
n9:group
approved investigational
n9:halfLife
20 - 33 hours
n9:indication
For the maintenance of abstinence from alcohol in patients with alcohol dependence who are abstinent at treatment initiation
n9:manufacturer
n25:271B63D1-363D-11E5-9242-09173F13E4C5
owl:sameAs
n19:DB00659 n22:DB00659
dcterms:title
Acamprosate
adms:identifier
n4:0456-3330-01 n5:PA10344 n6:DB00659 n7:D02780 n8:51041 n10:64300 n23:71158 n24:46506657 n28:Acamprosate
n9:mechanismOfAction
The mechanism of action of acamprosate in maintenance of alcohol abstinence is not completely understood. Chronic alcohol exposure is hypothesized to alter the normal balance between neuronal excitation and inhibition. <i>in vitro</i> and <i>in vivo</i> studies in animals have provided evidence to suggest acamprosate may interact with glutamate and GABA neurotransmitter systems centrally, and has led to the hypothesis that acamprosate restores this balance. It seems to inhibit NMDA receptors while activating GABA receptors.
n9:packager
n25:271B63CD-363D-11E5-9242-09173F13E4C5 n25:271B63D0-363D-11E5-9242-09173F13E4C5 n25:271B63CE-363D-11E5-9242-09173F13E4C5 n25:271B63CF-363D-11E5-9242-09173F13E4C5
n9:routeOfElimination
Following oral administration of CAMPRALĀ®, the major route of excretion is via the kidneys as acamprosate.
n9:synonym
Acamprosato 3-Acetamido-1-propanesulfonic acid N-Acetylhomotaurine Acamprosatum N-acetyl homotaurine
n9:toxicity
In all reported cases of acute overdosage with acamprosate (total reported doses of up to 56 grams of acamprosate calcium), the only symptom that could be reasonably associated with acamprosate was diarrhea.
n9:volumeOfDistribution
* 72 to 109 L
n26:hasAHFSCode
n27:28-92%20
n9:foodInteraction
Take without regard to meals. Taking the product with food reduces its C<sub>max</sub> by 42% and total drug exposure by 23% (not considered significant).
n9:proteinBinding
Non detectable
n9:salt
n13:hasConcept
n14:M0128674
foaf:page
n12:acamprosate.html n16:campral.htm n29:cam1691.shtml
n9:IUPAC-Name
n15:271B63DC-363D-11E5-9242-09173F13E4C5
n9:InChI
n15:271B63E2-363D-11E5-9242-09173F13E4C5
n9:Molecular-Formula
n15:271B63E1-363D-11E5-9242-09173F13E4C5
n9:Molecular-Weight
n15:271B63DE-363D-11E5-9242-09173F13E4C5
n9:Monoisotopic-Weight
n15:271B63DF-363D-11E5-9242-09173F13E4C5
n9:SMILES
n15:271B63E0-363D-11E5-9242-09173F13E4C5
n9:Water-Solubility
n15:271B63DA-363D-11E5-9242-09173F13E4C5
n9:logP
n15:271B63D8-363D-11E5-9242-09173F13E4C5 n15:271B63DB-363D-11E5-9242-09173F13E4C5 n15:271B63F2-363D-11E5-9242-09173F13E4C5
n9:logS
n15:271B63D9-363D-11E5-9242-09173F13E4C5
n26:hasATCCode
n30:N07BB03
n9:H-Bond-Acceptor-Count
n15:271B63E8-363D-11E5-9242-09173F13E4C5
n9:H-Bond-Donor-Count
n15:271B63E9-363D-11E5-9242-09173F13E4C5
n9:InChIKey
n15:271B63E3-363D-11E5-9242-09173F13E4C5
n9:Polar-Surface-Area--PSA-
n15:271B63E4-363D-11E5-9242-09173F13E4C5
n9:Polarizability
n15:271B63E6-363D-11E5-9242-09173F13E4C5
n9:Refractivity
n15:271B63E5-363D-11E5-9242-09173F13E4C5
n9:Rotatable-Bond-Count
n15:271B63E7-363D-11E5-9242-09173F13E4C5
n9:absorption
The absolute bioavailability of acamprosate after oral administration is about 11%. The food effect on absorption is not clinically significant and no adjustment of dose is necessary.
n9:affectedOrganism
Humans and other mammals
n9:casRegistryNumber
77337-76-9
n9:category
n9:containedIn
n21:271B63D2-363D-11E5-9242-09173F13E4C5 n21:271B63D3-363D-11E5-9242-09173F13E4C5 n21:271B63D4-363D-11E5-9242-09173F13E4C5
n9:Bioavailability
n15:271B63EE-363D-11E5-9242-09173F13E4C5
n9:Ghose-Filter
n15:271B63F0-363D-11E5-9242-09173F13E4C5
n9:MDDR-Like-Rule
n15:271B63F1-363D-11E5-9242-09173F13E4C5
n9:Number-of-Rings
n15:271B63ED-363D-11E5-9242-09173F13E4C5
n9:Physiological-Charge
n15:271B63EC-363D-11E5-9242-09173F13E4C5
n9:Rule-of-Five
n15:271B63EF-363D-11E5-9242-09173F13E4C5
n9:Traditional-IUPAC-Name
n15:271B63DD-363D-11E5-9242-09173F13E4C5
n9:pKa--strongest-acidic-
n15:271B63EA-363D-11E5-9242-09173F13E4C5
n9:pKa--strongest-basic-
n15:271B63EB-363D-11E5-9242-09173F13E4C5