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QuickView for Quetiapine (compound)

Name: quetiapine
PubChem Compound ID: 5002
Molecular formula: C21H25N3O2S
Molecular weight: 383.508 g/mol
111974-69-7; Ethanol, 2-(2-(4-dibenzo(b,f)(1,4)thiazepin-11-yl-1-piperazinyl)ethoxy)-; AIDS-085406; 2-[2-(4-Dibenzo[b,f][1,4]thiazepin-11-yl-1-piperazinyl)ethoxy]ethanol; ZM 204,636; Seroquel; ZD5077; AIDS085406; Ethanol, 2-[2-(4-dibenzo[b,f][1,4]thiazepin-11-yl-1-piperazinyl)ethoxy]-; 2-(2-(4-DIBENZO(B,F)(1,4)THIAZEPIN-11-YL-1-PIPERAZINYL)ETHOXY)ETHANOL FUMARATE (.
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Name: quetiapine
Name (isomeric): DB01224
Drug Type: small molecule
Quetiapine fumarate; Quetiapine hemifumarate
Brand: Seroquel XR, Seroquel
Category: Antipsychotic Agents, Antipsychotics
CAS number: 111974-69-7
Indication: For the treatment of schizophrenia and related psychotic disorders.
Quetiapine is a psychotropic agent belonging to the chemical class of benzisoxazole derivatives and is indicated for the treatment of schizophrenia. Quetiapine is a selective monoaminergic antagonist with high affinity for the serotonin Type 2 (5HT2), and dopamine type 2 (D2) receptors. Quetiapine is an antagonist at serotonin 5-HT1...
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Mechanism of Action: Quetiapine's antipsychotic activity is likely due to a combination of antagonism at D2 receptors in the mesolimbic pathway and 5HT2A receptors in the frontal cortex. Antagonism at D2 receptors relieves positive symptoms while antagonism at 5HT2A receptors relieves negative symptoms of schizophrenia.
Absorption: Rapidly and well absorbed.
Protein binding: 83%
Biotransformation: Hepatic. The major metabolic pathways are sulfoxidation, mediated by cytochrome P450 3A4 (CYP3A4), and oxidation of the terminal alcohol to a carboxylic acid. The major sulfoxide metabolite of quetiapine is inactive. Quetiapine also undergoes hydroxylation of the dibenzothiazepine ring, O-deakylation, N-dealkylation, and phase II conjugation. The 7-hydroxy and 7-hydroxy- N-delakylated metabolites appear to be active, but are present in very low concentrations.
Route of elimination: Elimination of quetiapine is mainly via hepatic metabolism. Following a single oral dose of 14C-quetiapine, less than 1% of the administered dose was excreted as unchanged drug, indicating that quetiapine is highly metabolized. Approximately 73% and 20% of the dose was recovered in the urine and feces, respectively.
Half Life: 6 hours
Toxicity: Symptoms of overdose include drowsiness and sedation, tachycardia, and hypotension.
Affected organisms: Humans and other mammals
Food interaction:
Avoid alcohol.
Take without regard to meals.
Drug interaction:
MephenytoinPhenytoin decreases the effect of quetiapine
TriprolidineTriprolidine and Quetiapine, two anticholinergics, may cause additive anticholinergic effects and enhance their adverse/toxic effects. Additive CNS depressant effects may also occur. Monitor for enhanced anticholinergic and CNS depressant effects.
TetrabenazineMay cause dopamine deficiency. Monitor for Tetrabenazine adverse effects.
ErythromycinThe macrolide, erythromycin, may increase the effect and toxicity of quetiapine.
PhenytoinPhenytoin decreases the effect of quetiapine
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