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Trifluoperazine information


Trifluoperazine
Clinical data
Trade namesStelazine, Eskazinyl, Eskazine, Jatroneural, others
AHFS/Drugs.comMonograph
MedlinePlusa682121
Pregnancy
category
  • AU: C
Routes of
administration
By mouth, IM
Drug classTypical antipsychotic
ATC code
  • N05AB06 (WHO)
Legal status
Legal status
  • BR: Class C1 (Other controlled substances)[2]
  • UK: POM (Prescription only)
  • US: WARNING[1]Rx-only
Pharmacokinetic data
MetabolismLiver
Elimination half-life10–20 hours
Identifiers
IUPAC name
  • 10-[3-(4-methylpiperazin-1-yl)propyl]-
    2-(trifluoromethyl)-10H-phenothiazine
CAS Number
  • 117-89-5 checkY
PubChem CID
  • 5566
IUPHAR/BPS
  • 214
DrugBank
  • DB00831 checkY
ChemSpider
  • 5365 checkY
UNII
  • 214IZI85K3
ChEBI
  • CHEBI:45951 checkY
ChEMBL
  • ChEMBL422 checkY
PDB ligand
  • TFP (PDBe, RCSB PDB)
CompTox Dashboard (EPA)
  • DTXSID1046928 Edit this at Wikidata
ECHA InfoCard100.003.837 Edit this at Wikidata
Chemical and physical data
FormulaC21H24F3N3S
Molar mass407.50 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • FC(F)(F)c2cc1N(c3c(Sc1cc2)cccc3)CCCN4CCN(C)CC4
InChI
  • InChI=1S/C21H24F3N3S/c1-25-11-13-26(14-12-25)9-4-10-27-17-5-2-3-6-19(17)28-20-8-7-16(15-18(20)27)21(22,23)24/h2-3,5-8,15H,4,9-14H2,1H3 checkY
  • Key:ZEWQUBUPAILYHI-UHFFFAOYSA-N checkY
  (verify)

Trifluoperazine, marketed under the brand name Stelazine among others, is a typical antipsychotic primarily used to treat schizophrenia.[3] It may also be used short term in those with generalized anxiety disorder but is less preferred to benzodiazepines.[3] It is of the phenothiazine chemical class. It was approved for medical use in the United States in 1959.[4]

  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 Oct 2023.
  2. ^ Anvisa (2023-03-31). "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 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
  3. ^ a b "Trifluoperazine Hydrochloride". The American Society of Health-System Pharmacists. Retrieved 8 January 2017.
  4. ^ Howland RH (January 2016). "Trifluoperazine: A Sprightly Old Drug". Journal of Psychosocial Nursing and Mental Health Services. 54 (1): 20–2. doi:10.3928/02793695-20151223-01. PMID 26760133.

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