Quetiapine

Quetiapine
Clinical data
Pronunciation/kwɪˈtaɪ.əpiːn/ kwi-TY-ə-peen
Trade namesSeroquel, Seroquel Xr, 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%[6]
Protein binding83%[7]
MetabolismLiver via CYP3A4-catalysed sulfoxidation to its active metabolite norquetiapine (N-desalkylquetiapine)[10]
Elimination half-life7 hours (parent compound); 9–12 hours (active metabolite, norquetiapine)[7][8]
ExcretionKidney (73%), feces (20%)[6][7][8][9]
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 Edit this at Wikidata
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 checkY
  • Key:URKOMYMAXPYINW-UHFFFAOYSA-N checkY
  (verify)

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.[11][12] Despite being widely used as a sleep aid, the benefits of such use may not outweigh the risk of undesirable side effects.[13] It is taken orally.[11]

Common side effects include sedation, fatigue, weight gain, constipation, and dry mouth.[11] Other side effects include low blood pressure with standing, seizures, a prolonged erection, high blood sugar, tardive dyskinesia, and neuroleptic malignant syndrome.[11] In older people with dementia, its use increases the risk of death.[11] Use in the third trimester of pregnancy may result in a movement disorder in the baby for some time after birth.[11] Quetiapine is believed to work by blocking a number of receptors, including those for serotonin and dopamine.[11]

Quetiapine was developed in 1985 and was approved for medical use in the United States in 1997.[4][11][14] It is available as a generic medication.[15] In 2022, it was the 82nd most commonly prescribed medication in the United States, with more than 8 million prescriptions.[16][17] It is on the World Health Organization's List of Essential Medicines.[18]

  1. ^ "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov. FDA. Retrieved 22 October 2023.
  2. ^ "Prescription medicines: registration of new generic medicines and biosimilar medicines, 2017". Therapeutic Goods Administration (TGA). 21 June 2022. Retrieved 30 March 2024.
  3. ^ Anvisa (31 March 2023). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 4 April 2023). Archived from the original on 3 August 2023. Retrieved 16 August 2023.
  4. ^ a b Cite error: The named reference dailymed PI was invoked but never defined (see the help page).
  5. ^ "Seroquel Xr- quetiapine tablet, extended release". DailyMed. 27 January 2022. Retrieved 22 September 2024.
  6. ^ a b "quetiapine (Rx) - Seroquel, Seroquel XR". Medscape Reference. WebMD. Archived from the original on 20 October 2013. Retrieved 11 October 2013.
  7. ^ a b c "Quetiapine 25 mg film-coated tablets - Summary of Product Characteristics". electronic Medicines Compendium. Sandoz. January 2013. Archived from the original on 20 October 2013. Retrieved 20 October 2013.
  8. ^ a b Truven Health Analytics, Inc. DrugPoint System (Internet) [cited 2013 Sep 18]. Greenwood Village, CO: Thomsen Healthcare; 2013.
  9. ^ "Quetiapine fumarate tablet". DailyMed. Ascend Laboratories, LLC. October 2013. Archived from the original on 2 December 2013. Retrieved 26 November 2013.
  10. ^ Brunton L, Chabner B, Knollman B (2010). Goodman and Gilman's The Pharmacological Basis of Therapeutics (12th ed.). McGraw Hill Professional. ISBN 978-0071624428.
  11. ^ a b c d e f g h "Quetiapine Fumarate". The American Society of Health-System Pharmacists. Archived from the original on 29 August 2017. Retrieved 26 March 2017.
  12. ^ Komossa K, Depping AM, Gaudchau A, Kissling W, Leucht S (December 2010). "Second-generation antipsychotics for major depressive disorder and dysthymia". The Cochrane Database of Systematic Reviews (12): CD008121. doi:10.1002/14651858.CD008121.pub2. PMID 21154393.
  13. ^ Anderson SL, Vande Griend JP (March 2014). "Quetiapine for insomnia: A review of the literature" (PDF). American Journal of Health-System Pharmacy. 71 (5): 394–402. doi:10.2146/ajhp130221. PMID 24534594. S2CID 207292819. Archived from the original (PDF) on 19 February 2020.
  14. ^ Riedel M, Müller N, Strassnig M, Spellmann I, Severus E, Möller HJ (April 2007). "Quetiapine in the treatment of schizophrenia and related disorders". Neuropsychiatric Disease and Treatment. 3 (2): 219–235. doi:10.2147/nedt.2007.3.2.219. PMC 2654633. PMID 19300555.
  15. ^ British national formulary: BNF 74 (74 ed.). British Medical Association. 2017. p. 383. ISBN 978-0857112989.
  16. ^ "The Top 300 of 2022". ClinCalc. Archived from the original on 30 August 2024. Retrieved 30 August 2024.
  17. ^ "Quetiapine Drug Usage Statistics, United States, 2013 - 2022". ClinCalc. Retrieved 30 August 2024.
  18. ^ World Health Organization (2023). The selection and use of essential medicines 2023: web annex A: World Health Organization model list of essential medicines: 23rd list (2023). Geneva: World Health Organization. hdl:10665/371090. WHO/MHP/HPS/EML/2023.02.