Structure via PubChem · Public domain (PubChem)
triflupromazine
Sign in to saveAlso known as triflupromazine hydrochloride, Vesprin®, 2-Trifluoromethyl-10-(gamma-dimethylaminopropyl)phenothiazine, 2-(Trifluoromethyl)promazine, 10-(3-(Dimethylamino)propyl)-2-(trifluoromethyl)phenothiazine, trifluopromazine, Fluopromazine, Triflupromazina
Triflupromazine (Vesprin) is an antipsychotic medication of the phenothiazine class. Among different effects of triflupromazine indication for use of this drug is severe emesis and severe hiccups. Due to its potential side effects (triflupromazine has higher risk for side effects than many other antipsychotics) it is not gold standard in antiemetic therapy.
In the Vinony graph
Within Vinony's link graph, triflupromazine is referenced by 616 other articles, and connects out to propranolol, fluphenazine and zuclopenthixol.
Vinony files it under Antipsychotics, Dimethylamino compounds and Dopamine antagonists.
Its subject is documented across 8 Wikipedia language editions.
Chemical data
- Formula
- C18H19F3N2S
- Molecular weight
- 352.4 g/mol
- IUPAC name
- N,N-dimethyl-3-[2-(trifluoromethyl)phenothiazin-10-yl]propan-1-amine
- SMILES
- CN(C)CCCN1C2=CC=CC=C2SC3=C1C=C(C=C3)C(F)(F)F
- InChIKey
- XSCGXQMFQXDFCW-UHFFFAOYSA-N
- XLogP
- 5.2
- Polar surface area
- 31.8 Ų
- H-bond donors
- 0
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1957
- Admin. routes
- oral, parenteral
- Indications
- psychosis
via ChEMBL · EBI
Research
453 papers- Triflupromazine and tranylcypromine alleviate primary cisplatin resistance in lung adenocarcinoma by promoting LDHA-mediated AMBRA1 ubiquitination.Biochemical pharmacology · 2025
- TRIFLUPROMAZINE hydrochloride.Journal of the American Medical Association · 1958
- [Triflupromazine in obstetrics].Zeitschrift fur Geburtshilfe und Gynakologie · 1970
- [Triflupromazine-effects in electroencephalogram (author's transl)].EEG-EMG Zeitschrift fur Elektroenzephalographie, Elektromyographie und verwandte Gebiete · 1981
- Synthesis, Characterization, and Biological Evaluation of Cu(II) Complexes Containing Triflupromazine with Glycine and Histidine.Chemistry & biodiversity · 2023
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 352.122104
- Has use
- medication
Show 5 more facts
- subject has role
- antiemetic
- chemical formula
- C₁₈H₁₉F₃N₂S
- medical condition treated
- vomiting
- canonical SMILES
- CN(C)CCCN1C2=CC=CC=C2SC3=C1C=C(C=C3)C(F)(F)F
- Commons category
- Triflupromazine
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Triflupromazine (Vesprin) is an antipsychotic medication of the phenothiazine class. Among different effects of triflupromazine indication for use of this drug is severe emesis and severe hiccups. Due to its potential side effects (triflupromazine has higher risk for side effects than many other antipsychotics) it is not gold standard in antiemetic therapy.
Serious side effects of triflupromazine can be akathisia and tardive dyskinesia as well as the rare, but potentially fatal, neuroleptic malignant syndrome.
Excerpted from Wikipedia’s “triflupromazine” article, available under the CC BY-SA 4.0 licence.
Available in 8 languages
via Wikidata sitelinks · CC0