CHEBI:45951 - trifluoperazine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name trifluoperazine
Definition A member of the class of phenothiazines that is phenothiazine having a trifluoromethyl subsitituent at the 2-position and a 3-(4-methylpiperazin-1-yl)propyl group at the N-10 position.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45949, CHEBI:9709
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Formula C21H24F3N3S
Net Charge 0
Average Mass 407.49669
Monoisotopic Mass 407.164
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
SMILES CN1CCN(CCCN2c3ccccc3Sc3ccc(cc23)C(F)(F)F)CC1
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.
calmodulin antagonist
An antagonist that interferes with the action of the calcium-binding messenger protein calmodulin.
EC (trypanothione-disulfide reductase) inhibitor
An EC 1.8.1.* (oxidoreductase acting on sulfur group of donors, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of trypanothione-disulfide reductase (EC
EC (cholestenol Delta-isomerase) inhibitor
An EC 5.3.3.* (intramolecular oxidase transposing C2C bonds) inhibitor that interferes with the action of a cholestenol Delta-isomerase (EC
Application(s): dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
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.
phenothiazine antipsychotic drug

View more via ChEBI Ontology
ChEBI Ontology
Outgoing trifluoperazine (CHEBI:45951) has role antiemetic (CHEBI:50919)
trifluoperazine (CHEBI:45951) has role calmodulin antagonist (CHEBI:130181)
trifluoperazine (CHEBI:45951) has role dopaminergic antagonist (CHEBI:48561)
trifluoperazine (CHEBI:45951) has role EC (trypanothione-disulfide reductase) inhibitor (CHEBI:77402)
trifluoperazine (CHEBI:45951) has role EC (cholestenol Δ-isomerase) inhibitor (CHEBI:86385)
trifluoperazine (CHEBI:45951) has role phenothiazine antipsychotic drug (CHEBI:37930)
trifluoperazine (CHEBI:45951) is a N-alkylpiperazine (CHEBI:46845)
trifluoperazine (CHEBI:45951) is a N-methylpiperazine (CHEBI:46920)
trifluoperazine (CHEBI:45951) is a organofluorine compound (CHEBI:37143)
trifluoperazine (CHEBI:45951) is a phenothiazines (CHEBI:38093)
Incoming trifluoperazine dimaleate (CHEBI:32259) has part trifluoperazine (CHEBI:45951)
trifluoperazine hydrochloride (CHEBI:9710) has part trifluoperazine (CHEBI:45951)
INNs Sources
trifluoperazina ChemIDplus
trifluoperazine KEGG DRUG
trifluopérazine ChEBI
trifluoperazinum ChemIDplus
Synonyms Sources
10-[3-(4-methyl-1-piperazinyl)propyl]-2-(trifluoromethyl)-10H-phenothiazine NIST Chemistry WebBook
Trifluoperazine KEGG COMPOUND
trifluoromethyl-10-(3'-(1-methyl-4-piperazinyl)propyl)phenothiazine NIST Chemistry WebBook
trifluoroperazine NIST Chemistry WebBook
trifluperazine ChemIDplus
Manual Xrefs Databases
2740 DrugCentral
DB00831 DrugBank
HMDB0014969 HMDB
Trifluoperazine Wikipedia
View more database links
Registry Numbers Types Sources
117-89-5 CAS Registry Number KEGG COMPOUND
117-89-5 CAS Registry Number ChemIDplus
117-89-5 CAS Registry Number NIST Chemistry WebBook
2415561 Gmelin Registry Number Gmelin
57272 Beilstein Registry Number Beilstein
57272 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11121417 PubMed citation Europe PMC
14974020 PubMed citation Europe PMC
15722405 PubMed citation Europe PMC
1650428 PubMed citation Europe PMC
19277699 PubMed citation Europe PMC
19747949 PubMed citation Europe PMC
20544963 PubMed citation Europe PMC
7404501 PubMed citation Europe PMC
9730919 PubMed citation Europe PMC
Last Modified
22 February 2017
General Comment
2014-07-14 Trifluoperazinecan be found in blood and urine samples of individuals who have taken this drug.