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).
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).
dopaminergic antagonist  A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
Applications:
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.
ChEBI Ontology
Outgoing Relation(s)
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 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
trifluoperazineKEGG DRUG
trifluoperazinumChemIDplus
trifluopérazineChEBI
trifluoperazinaChemIDplus
Synonyms  Source
TrifluoperazineKEGG COMPOUND
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
trifluoromethyl-10-(3'-(1-methyl-4-piperazinyl)propyl)phenothiazineNIST Chemistry WebBook
trifluoroperazineNIST Chemistry WebBook
trifluperazineChemIDplus
Manual XrefsDatabases
C07168KEGG COMPOUND
TFPPDBeChem
DB00831DrugBank
D08636KEGG DRUG
TrifluoperazineWikipedia
HMDB0014969HMDB
LSM-4010LINCS
2740DrugCentral
Registry NumbersSources
Gmelin:2415561Gmelin
Beilstein:57272Beilstein
Reaxys:57272Reaxys
CAS:117-89-5KEGG COMPOUND
CAS:117-89-5NIST Chemistry WebBook
CAS:117-89-5ChemIDplus
Citations