CHEBI:9711 - triflupromazine

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ChEBI Name triflupromazine
ChEBI ID CHEBI:9711
Definition A member of the class of phenothiazines that is 10H-phenothiazine having a trifluoromethyl subsitituent at the 2-position and a 3-(dimethylamino)propyl group at the N-10 position.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C18H19F3N2S
Net Charge 0
Average Mass 352.41700
Monoisotopic Mass 352.122
InChI InChI=1S/C18H19F3N2S/c1-22(2)10-5-11-23-14-6-3-4-7-16(14)24-17-9-8-13(12-15(17)23)18(19,20)21/h3-4,6-9,12H,5,10-11H2,1-2H3
InChIKey XSCGXQMFQXDFCW-UHFFFAOYSA-N
SMILES CN(C)CCCN1c2ccccc2Sc2ccc(cc12)C(F)(F)F
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
Application(s): dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
antiemetic
A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors.
first generation antipsychotic
Antipsychotic drugs which can have different modes of action but which tend to be more likely than second generation antipsychotics to cause extrapyramidal motor control disabilities such as body rigidity or Parkinson's disease-type movements; such body movements can become permanent even after treatment has ceased.
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ChEBI Ontology
Outgoing triflupromazine (CHEBI:9711) has parent hydride 10H-phenothiazine (CHEBI:37931)
triflupromazine (CHEBI:9711) has role antiemetic (CHEBI:50919)
triflupromazine (CHEBI:9711) has role dopaminergic antagonist (CHEBI:48561)
triflupromazine (CHEBI:9711) has role first generation antipsychotic (CHEBI:65190)
triflupromazine (CHEBI:9711) is a organofluorine compound (CHEBI:37143)
triflupromazine (CHEBI:9711) is a phenothiazines (CHEBI:38093)
triflupromazine (CHEBI:9711) is a tertiary amine (CHEBI:32876)
Incoming triflupromazine hydrochloride (CHEBI:9712) has part triflupromazine (CHEBI:9711)
IUPAC Name
N,N-dimethyl-3-[2-(trifluoromethyl)-10H-phenothiazin-10-yl]propan-1-amine
INNs Sources
triflupromazina ChEBI
triflupromazine ChEBI
triflupromazinum ChEBI
Synonyms Sources
10-(3-(Dimethylamino)propyl)-2-(trifluoromethyl)phenothiazine ChemIDplus
2-(Trifluoromethyl)promazine ChemIDplus
2-Trifluoromethyl-10-(gamma-dimethylaminopropyl)phenothiazine ChemIDplus
trifluopromazine ChEBI
Manual Xrefs Databases
2742 DrugCentral
D00390 KEGG DRUG
DB00508 DrugBank
GB813861 Patent
HMDB0014650 HMDB
LSM-3421 LINCS
Triflupromazine Wikipedia
View more database links
Registry Numbers Types Sources
146-54-3 CAS Registry Number ChemIDplus
335308 Reaxys Registry Number Reaxys
335308 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
1650428 PubMed citation Europe PMC
24959397 PubMed citation Europe PMC
Last Modified
22 February 2017
General Comment
2014-05-12 Triflupromazine can be found in blood and urine samples of individuals who have taken this drug.