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.

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: JCNSD.S4138. 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.