Ziprasidone

Ziprasidone
Clinical data
Trade namesGeodon, Zeldox, Zipwell, other
AHFS/Drugs.comMonograph
MedlinePlusa699062
License data
Pregnancy
category
  • AU: C
Routes of
administration		By mouth, intramuscular injection (IM)
Drug classAtypical antipsychotic
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability60% (oral)[3]
100% (IM)
MetabolismLiver (aldehyde reductase)
Elimination half-life7 to 10 hours[4]
ExcretionUrine and feces
Identifiers
  • 5-{2-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]ethyl}-6-chloro-1,3-dihydro-2H-indol-2-one
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.106.954 Edit this at Wikidata
Chemical and physical data
FormulaC21H21ClN4OS
Molar mass412.94 g·mol−1
3D model (JSmol)
  • O=C1Cc2c(N1)cc(Cl)c(c2)CCN3CCN(CC3)c4nsc5ccccc45
  • InChI=1S/C21H21ClN4OS/c22-17-13-18-15(12-20(27)23-18)11-14(17)5-6-25-7-9-26(10-8-25)21-16-3-1-2-4-19(16)28-24-21/h1-4,11,13H,5-10,12H2,(H,23,27) checkY
  • Key:MVWVFYHBGMAFLY-UHFFFAOYSA-N checkY
  (verify)
3D-animation of a ziprasidone molecule.
Ziprasidon Krka brand medicine.
Wikimedia Commons has media related to Ziprasidone.

Ziprasidone, sold under the brand name Geodon among others, is an atypical antipsychotic used to treat schizophrenia and bipolar disorder.[5] It may be used by mouth and by injection into a muscle (IM).[5] The IM form may be used for acute agitation in people with schizophrenia.[5]

Common side effects include dizziness, drowsiness, dry mouth, and twitches.[6][7] Although it can also cause weight gain, the risk is much lower than for other atypical antipsychotics.[8] How it works is not entirely clear but is believed to involve effects on serotonin and dopamine in the brain.[5]

Ziprasidone was approved for medical use in the United States in 2001.[5] The pills are made up of the hydrochloride salt, ziprasidone hydrochloride. The intramuscular form is the mesylate, ziprasidone mesylate trihydrate, and is provided as a lyophilized powder. In 2020, it was the 282nd most commonly prescribed medication in the United States, with more than 1 million prescriptions.[9][10]

  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 October 22, 2023.
  2. ^ Anvisa (March 31, 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 April 4, 2023). Archived from the original on August 3, 2023. Retrieved August 16, 2023.
  3. ^ Mattei C, Rapagnani MP, Stahl SM (February 2011). "Ziprasidone hydrocloride: what role in the management of schizophrenia?". Journal of Central Nervous System Disease. 3: 1–16. doi:10.4137/JCNSD.S4138. PMC 3663608. PMID 23861634.
  4. ^ Nicolson SE, Nemeroff CB (December 2007). "Ziprasidone in the treatment of mania in bipolar disorder". Neuropsychiatric Disease and Treatment. 3 (6): 823–834. doi:10.2147/NDT.S794. PMC 2656324. PMID 19300617.
  5. ^ a b c d e "Ziprasidone Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Retrieved May 8, 2019.
  6. ^ Cite error: The named reference TGA-Zeldox-IM was invoked but never defined (see the help page).
  7. ^ Cite error: The named reference TGA-Zeldox was invoked but never defined (see the help page).
  8. ^ Cite error: The named reference PsychDrugsComm was invoked but never defined (see the help page).
  9. ^ "The Top 300 of 2020". ClinCalc. Retrieved October 7, 2022.
  10. ^ "Ziprasidone - Drug Usage Statistics". ClinCalc. Retrieved October 7, 2022.