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Aripiprazole information


Aripiprazole
Structural formula of aripiprazole
Ball-and-stick model of the aripiprazole molecule
Clinical data
Pronunciation/ˌɛərɪˈpɪprəzl/
AIR-ih-PIP-rə-zohl
Abilify /əˈbɪlɪf/
ə-BIL-if-eye
Trade namesAbilify, Aristada, others
AHFS/Drugs.comMonograph
MedlinePlusa603012
License data
  • US DailyMed: Aripiprazole
Pregnancy
category
  • AU: C[1]
Routes of
administration
By mouth, intramuscular
Drug classAtypical antipsychotic
ATC code
  • N05AX12 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)
  • BR: Class C1 (Other controlled substances)[3]
  • CA: ℞-only
  • UK: POM (Prescription only)
  • US: WARNING[2]Rx-only
  • EU: Rx-only
Pharmacokinetic data
Bioavailability87%[4][5][6]
Protein binding>99%[4][5][6]
MetabolismLiver (mostly via CYP3A4 and 2D6[4][5][6])
Elimination half-life75 hours (active metabolite is 94 hours)[4][5][6]
ExcretionKidney (27%; <1% unchanged)
feces (60%; 18% unchanged)[4][5][6]
Identifiers
IUPAC name
  • 7-{4-[4-(2,3-Dichlorophenyl)piperazin-1-yl]butoxy}-3,4-dihydroquinolin-2(1H)-one
CAS Number
  • 129722-12-9 checkY
PubChem CID
  • 60795
IUPHAR/BPS
  • 34
DrugBank
  • DB01238 ☒N
ChemSpider
  • 54790 checkY
UNII
  • 82VFR53I78
KEGG
  • D01164 checkY
ChEBI
  • CHEBI:31236 checkY
ChEMBL
  • ChEMBL1112 checkY
CompTox Dashboard (EPA)
  • DTXSID3046083 Edit this at Wikidata
ECHA InfoCard100.112.532 Edit this at Wikidata
Chemical and physical data
FormulaC23H27Cl2N3O2
Molar mass448.39 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • Clc4cccc(N3CCN(CCCCOc2ccc1c(NC(=O)CC1)c2)CC3)c4Cl
InChI
  • InChI=1S/C23H27Cl2N3O2/c24-19-4-3-5-21(23(19)25)28-13-11-27(12-14-28)10-1-2-15-30-18-8-6-17-7-9-22(29)26-20(17)16-18/h3-6,8,16H,1-2,7,9-15H2,(H,26,29) checkY
  • Key:CEUORZQYGODEFX-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)
Aribit (Aripiprazole) tablets

Aripiprazole, sold under the brand names Abilify and Aristada, among others, is an atypical antipsychotic.[7] It is primarily used in the treatment of schizophrenia and bipolar disorder;[7] other uses include as an add-on treatment in major depressive disorder and obsessive compulsive disorder (OCD), tic disorders, and irritability associated with autism.[7] Aripiprazole is taken by mouth or via injection into a muscle.[7] A Cochrane review found low-quality evidence of effectiveness in treating schizophrenia.[8]

In adults, side effects with greater than 10% incidence include weight gain, headache, akathisia, insomnia, and gastrointestinal effects like nausea and constipation, and lightheadedness and twitching which is common in antidepressants and antipsychotics.[4][5][6][9][10] Side effects in children are similar, and include sleepiness, increased appetite, and stuffy nose.[9] Common side effects include vomiting, constipation, sleepiness, dizziness, weight gain and movement disorders.[7] Serious side effects may include neuroleptic malignant syndrome, tardive dyskinesia and anaphylaxis.[7] It is not recommended for older people with dementia-related psychosis due to an increased risk of death.[7] In pregnancy, there is evidence of possible harm to the fetus.[7][11] It is not recommended in women who are breastfeeding.[7] It has not been very well studied in people less than 18 years old.[7]

Aripiprazole was approved for medical use in the United States in 2002.[7] It is available as a generic medication.[12] In 2021, it was the 99th most commonly prescribed medication in the United States, with more than 6 million prescriptions.[13][14] It is on the World Health Organization's List of Essential Medicines.[15]

  1. ^ "Aripiprazole Use During Pregnancy". Drugs.com. 22 August 2019. Retrieved 7 February 2020.
  2. ^ "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.
  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 c d e f "Abilify (aripiprazole) tablet Abilify (aripiprazole) solution Abilify Discmelt (aripiprazole) tablet, orally disintegrating Abilify (aripiprazole) injection, solution [Otsuka America Pharmaceutical, Inc.]". DailyMed. Otsuka America Pharmaceutical, Inc. April 2013. Retrieved 22 October 2013.
  5. ^ a b c d e f "Abilify Tablets, Orodispersible Tablets, Oral Solution – Summary of Product Characteristics (SPC)". electronic Medicines Compendium. Otsuka Pharmaceuticals (UK) Ltd. 20 September 2013. Archived from the original on 4 March 2016. Retrieved 22 October 2013.
  6. ^ a b c d e f "ANNEX I SUMMARY OF PRODUCT CHARACTERISTICS" (PDF). European Medicines Agency. Otsuka Pharmaceutical Europe Ltd. Archived from the original (PDF) on 23 October 2013. Retrieved 22 October 2013.
  7. ^ a b c d e f g h i j k "Aripiprazole, ARIPiprazole Lauroxil Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Retrieved 26 February 2019.
  8. ^ Belgamwar RB, El-Sayeh HG (August 2011). "Aripiprazole versus placebo for schizophrenia". The Cochrane Database of Systematic Reviews (8): CD006622. doi:10.1002/14651858.CD006622.pub2. PMID 21833956.
  9. ^ a b Cite error: The named reference Abilify was invoked but never defined (see the help page).
  10. ^ "Abilify Discmelt, Abilify Maintena (aripiprazole) dosing, indications, interactions, adverse effects, and more". Medscape Reference. WebMD. Retrieved 22 October 2013.
  11. ^ "Prescribing medicines in pregnancy database". Australian Government. 3 March 2014. Retrieved 22 April 2014.
  12. ^ British national formulary: BNF 76 (76th ed.). Pharmaceutical Press. 2018. p. 392. ISBN 978-0-85711-338-2.
  13. ^ "The Top 300 of 2021". ClinCalc. Archived from the original on 15 January 2024. Retrieved 14 January 2024.
  14. ^ "Aripiprazole - Drug Usage Statistics". ClinCalc. Retrieved 14 January 2024.
  15. ^ 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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