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Ziprasidone information


Ziprasidone
Clinical data
Trade namesGeodon, Zeldox, Zipwell, other
AHFS/Drugs.comMonograph
MedlinePlusa699062
License data
  • US DailyMed: Ziprasidone
  • US FDA: Ziprasidone
Pregnancy
category
  • AU: C
Routes of
administration
By mouth, intramuscular injection (IM)
Drug classAtypical antipsychotic
ATC code
  • N05AE04 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)
  • BR: Class C1 (Other controlled substances)[2]
  • US: WARNING[1]Rx-only
Pharmacokinetic data
Bioavailability60% (oral)[3]
100% (IM)
MetabolismLiver (aldehyde reductase)
Elimination half-life7 to 10 hours[4]
ExcretionUrine and feces
Identifiers
IUPAC name
  • 5-{2-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]ethyl}-6-chloro-1,3-dihydro-2H-indol-2-one
CAS Number
  • 146939-27-7 checkY
PubChem CID
  • 60854
IUPHAR/BPS
  • 59
DrugBank
  • DB00246 checkY
ChemSpider
  • 54841 checkY
UNII
  • 6UKA5VEJ6X
KEGG
  • D08687 checkY
ChEBI
  • CHEBI:10119 checkY
ChEMBL
  • ChEMBL708 checkY
CompTox Dashboard (EPA)
  • DTXSID4023753 Edit this at Wikidata
ECHA InfoCard100.106.954 Edit this at Wikidata
Chemical and physical data
FormulaC21H21ClN4OS
Molar mass412.94 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • O=C1Cc2c(N1)cc(Cl)c(c2)CCN3CCN(CC3)c4nsc5ccccc45
InChI
  • 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: 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.

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triglycerides. No other atypical studied (risperidone, quetiapine, and ziprasidone) did better than the typical perphenazine on the measures used, nor did...

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Ziprasidone blocks the D2 receptor and is used to treat schizophrenia, depression and bipolar disorder. There is controversy on whether Ziprasidone treats...

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statistically significantly) weight gain than haloperidol, lurasidone, ziprasidone and approximately as much weight gain as aripiprazole and asenapine)...

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Psychomotor agitation

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Recently, three atypical antipsychotics, olanzapine, aripiprazole and ziprasidone, have become available and FDA approved as an instant release intramuscular...

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demonstrated standard effectiveness. It was 13–16% more effective than ziprasidone, chlorpromazine, and asenapine and approximately as effective as haloperidol...

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thioridazine, quetiapine (Seroquel), olanzapine (Zyprexa), risperidone and ziprasidone (Geodon) but not haloperidol Dopamine agonists used in the treatment...

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compounds with biological activity such as the pharmaceutical drugs ziprasidone and perospirone. Isothiazolinone International Union of Pure and Applied...

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antipsychotic drugs such as risperidone and olanzapine (with the exception of ziprasidone). Drop-out rates (in clinical trials) were also unusually high with asenapine...

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an (or to a different) atypical antipsychotic, such as aripiprazole, ziprasidone, quetiapine, olanzapine, risperidone, or clozapine. These medications...

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(Zyprexa) Prochlorperazine Quetiapine (Seroquel) Thiothixene Trifluoperazine Ziprasidone (Geodon) Orally active alcohols 2-methyl-2-butanol (2M2B) Ethanol ("Alcohol")...

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medication which can cause serious psychiatric and behavioral changes Geodon (ziprasidone) – atypical antipsychotic used to treat schizophrenia and bipolar mania...

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Antipsychotic

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CATIE project). No other atypical studied (risperidone, quetiapine, and ziprasidone) did better than the first-generation antipsychotic perphenazine on the...

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atypical antipsychotics such as quetiapine, olanzapine, aripiprazole, and ziprasidone; or first-generation antipsychotics such as haloperidol. There is question...

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demonstrated standard effectiveness. It was 13–16% more effective than ziprasidone, chlorpromazine, and asenapine, approximately as effective as quetiapine...

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