CHEBI:45951 - trifluoperazine

ChEBI IDCHEBI:45951
ChEBI Nametrifluoperazine
Stars
DefinitionA 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.
Secondary ChEBI IDsCHEBI:9709, CHEBI:45949
Last Modified22 February 2017
DownloadsMolfile
FormulaC21H24F3N3S
Net Charge0
Average Mass407.505
Monoisotopic Mass407.16430
SMILESCN1CCN(CCCN2c3ccccc3Sc3ccc(C(F)(F)F)cc32)CC1
InChIInChI=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
InChIKeyZEWQUBUPAILYHI-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
EC 1.8.1.12 (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 1.8.1.12).
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 5.3.3.5 (cholestenol Delta-isomerase) inhibitor  An EC 5.3.3.* (intramolecular oxidase transposing C=C bonds) inhibitor that interferes with the action of a cholestenol Δ-isomerase (EC 5.3.3.5).
Applications:
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.
dopaminergic antagonist  A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
anti-anaemic agent  A compound which increases either the number of red cells or the amount of haemoglobin in the blood.
antipsychotic agent  Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect.
ChEBI Ontology
Outgoing Relation(s)
trifluoperazine (CHEBI:45951) has role anti-anaemic agent (CHEBI:75835)
trifluoperazine (CHEBI:45951) has role antiemetic (CHEBI:50919)
trifluoperazine (CHEBI:45951) has role antipsychotic agent (CHEBI:35476)
trifluoperazine (CHEBI:45951) has role calmodulin antagonist (CHEBI:130181)
trifluoperazine (CHEBI:45951) has role dopaminergic antagonist (CHEBI:48561)
trifluoperazine (CHEBI:45951) has role EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor (CHEBI:77402)
trifluoperazine (CHEBI:45951) has role EC 5.3.3.5 (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 Relation(s)
trifluoperazine dimaleate (CHEBI:32259) has part trifluoperazine (CHEBI:45951)
trifluoperazine hydrochloride (CHEBI:9710) has part trifluoperazine (CHEBI:45951)
IUPAC Name 
10-[3-(4-methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)-10H-phenothiazine
INNs  Source
trifluoperazinaChemIDplus
trifluoperazineKEGG DRUG
trifluopérazineChEBI
trifluoperazinumChemIDplus
Synonyms  Source
10-[3-(4-methyl-1-piperazinyl)propyl]-2-(trifluoromethyl)-10H-phenothiazineNIST Chemistry WebBook
10-[3-(4-METHYL-PIPERAZIN-1-YL)-PROPYL]-2-TRIFLUOROMETHYL-10H-PHENOTHIAZINEPDBeChem
Apo-trifluoperazineChEMBL
FlurazineChEMBL
NSC-17474ChEMBL
NSC-46061ChEMBL
Brand Names  Source
AmylozineChEMBL
StelazineChEMBL
Stelazine fteChEMBL
Manual XrefsDatabases
2740DrugCentral
C07168KEGG COMPOUND
D08636KEGG DRUG
DB00831DrugBank
HMDB0014969HMDB
LSM-4010LINCS
TFPPDBeChem
TrifluoperazineWikipedia
Registry NumbersSources
Gmelin:2415561Gmelin
Beilstein:57272Beilstein
Reaxys:57272Reaxys
CAS:117-89-5KEGG COMPOUND
CAS:117-89-5NIST Chemistry WebBook
CAS:117-89-5ChemIDplus
Citations