Triflupromazine

Structural formula
General
Non-proprietary name	Triflupromazine
Molecular formula	C 18 H 19 F 3 N 2 S
External identifiers / databases
ECHA InfoCard	100.005.158
PubChem	5568
DrugBank	DB00508
Wikidata	Q510494
Drug information
ATC code	N05 AA05
Drug class	Neuroleptic
properties
Molar mass	352.42 g mol −1 (triflupromazine) ; 388.88 g mol −1 (triflupromazine hydrochloride) ;
safety instructions
	Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances Hydrochloride; danger
H and P phrases	H: 301-312-332
	P: 280-301 + 310
Toxicological data	185 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Triflupromazine , a phenothiazine - derivative was used as antipsychotic and antiemetic used. Due to changed admission requirements, it has not been on the market in Germany since 2003 (former trade name : Psyquil ^® ).

Mechanism of action

Triflupromazine is an antagonist at D ₁ and D ₂ receptors .

It shows a medium-strong affinity to D ₂ -, α ₁ - , 5-HT ₂ - and H ₁ receptors and a weak affinity for M ₁ receptors. Triflupromazine also acts as FIASMA (functional inhibitor of acid sphingomyelinase ).

Side effects

During treatment with triflupromazine - typical for a dopamine antagonist - extrapyramidal motor side effects such as tremor , rigidity , akathisia or tardive dyskinesia can occur. It also lowers blood pressure . Cardiac arrhythmias are possible.

Pharmacokinetics

Triflupromazine is subject to a pronounced first-pass effect . The elimination is carried out mainly by degradation in the liver .

Individual evidence

↑ ^a ^b Data sheet Triflupromazine hydrochloride from Sigma-Aldrich , accessed on May 14, 2017 ( PDF ).
↑ Entry on triflupromazine in the ChemIDplus database of the United States National Library of Medicine (NLM) .
↑ C.-J. Estler (Ed.): Pharmacology and Toxicology . 4th ed., Schattauer, Stuttgart a. New York, 1995. p. 193.
↑ Kornhuber J, Muehlbacher M, Trapp S, Pechmann S, Friedl A, Reichel M, Mühle C, Terfloth L, Groemer T, Spitzer G, Liedl K, Gulbins E, Tripal P: Identification of novel functional inhibitors of acid sphingomyelinase . In: PLoS ONE . 6, No. 8, 2011, p. E23852. doi : 10.1371 / journal.pone.0023852 .

[Sigma-1] Data sheet Triflupromazine hydrochloride from Sigma-Aldrich , accessed on May 14, 2017 ( PDF ).

[ChemIDplus-2] Entry on triflupromazine in the ChemIDplus database of the United States National Library of Medicine (NLM) .

[3] C.-J. Estler (Ed.): Pharmacology and Toxicology . 4th ed., Schattauer, Stuttgart a. New York, 1995. p. 193.

[pmid18504571-4] Kornhuber J, Muehlbacher M, Trapp S, Pechmann S, Friedl A, Reichel M, Mühle C, Terfloth L, Groemer T, Spitzer G, Liedl K, Gulbins E, Tripal P: Identification of novel functional inhibitors of acid sphingomyelinase . In: PLoS ONE . 6, No. 8, 2011, p. E23852. doi : 10.1371 / journal.pone.0023852 .