Quetiapine

Quetiapine, sold under the brand name Seroquel among others, is an atypical antipsychotic medication used for the treatment of schizophrenia, bipolar disorder, and major depressive disorder. Despite being widely used as a sleep aid due to its sedating effect, the benefits of such use do not appear to generally outweigh the side effects. It is taken orally.

Quetiapine
Clinical data
Pronunciation/kwɪˈt.əpn/ kwi-TY-ə-peen
Trade namesSeroquel, Seroquel XR, Temprolide, others
AHFS/Drugs.comMonograph
MedlinePlusa698019
License data
Pregnancy
category
  • AU: B3
Routes of
administration
By mouth
Drug classAtypical antipsychotic
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability100%
Protein binding83%
MetabolismLiver via CYP3A4-catalysed sulfoxidation to its active metabolite norquetiapine (N-desalkylquetiapine)
Elimination half-life7 hours (parent compound); 9–12 hours (active metabolite, norquetiapine)
ExcretionKidney (73%), feces (20%)
Identifiers
  • 2-(2-(4-Dibenzo[b,f][1,4]thiazepine-11-yl-1-piperazinyl)ethoxy)ethanol
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.131.193
Chemical and physical data
FormulaC21H25N3O2S
Molar mass383.51 g·mol−1
3D model (JSmol)
Solubility in water3.29 mg/mL (20 °C)
  • N\1=C(\c3c(Sc2c/1cccc2)cccc3)N4CCN(CCOCCO)CC4
  • InChI=1S/C21H25N3O2S/c25-14-16-26-15-13-23-9-11-24(12-10-23)21-17-5-1-3-7-19(17)27-20-8-4-2-6-18(20)22-21/h1-8,25H,9-16H2 Y
  • Key:URKOMYMAXPYINW-UHFFFAOYSA-N Y
  (verify)

Common side effects include sleepiness, constipation, weight gain, and dry mouth. Other side effects include low blood pressure with standing, seizures, a prolonged erection, high blood sugar, tardive dyskinesia, and neuroleptic malignant syndrome. In older people with dementia, its use increases the risk of death. Use in the third trimester of pregnancy may result in a movement disorder in the baby for some time after birth. Quetiapine is believed to work by blocking a number of receptors, including those for serotonin and dopamine.

Quetiapine was developed in 1985 and approved for medical use in the United States in 1997. It is available as a generic medication. In 2021, it was the 62nd most commonly prescribed medication in the United States, with more than 10 million prescriptions. It is on the World Health Organization's List of Essential Medicines.

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