Quetiapine

Quetiapine
Clinical data
Pronunciation/kwɪˈt.əpn/ 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 in the treatment of schizophrenia, bipolar disorder, bipolar depression, and major depressive disorder.[11][12] Despite being widely prescribed as a sleep aid due to its tranquillizing effects, 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 most prescribed antipsychotic and 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]

The drug is typically indicated to have superior efficacy over other existing antipsychotics for the treatment of bipolar disorder, followed by olanzapine and aripiprazole, in that order. Quetiapine is currently the only antipsychotic to produce equal efficacy as a standalone therapy for mixed manic-depressive mood swings as it is when used in combination with an SSRI antidepressant. However, quetiapine is less potent than clozapine, amisulpride, olanzapine, risperidone, and paliperidone, respectively, in alleviating psychotic symptoms or treating schizophrenia.

  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.

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