CHEBI:5123 - fluphenazine

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ChEBI Name fluphenazine
ChEBI ID CHEBI:5123
Definition A member of the class of phenothiazines that is 10H-phenothiazine having a trifluoromethyl subsitituent at the 2-position and a 3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl group at the N-10 position.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C22H26F3N3OS
Net Charge 0
Average Mass 437.52200
Monoisotopic Mass 437.175
InChI InChI=1S/C22H26F3N3OS/c23-22(24,25)17-6-7-21-19(16-17)28(18-4-1-2-5-20(18)30-21)9-3-8-26-10-12-27(13-11-26)14-15-29/h1-2,4-7,16,29H,3,8-15H2
InChIKey PLDUPXSUYLZYBN-UHFFFAOYSA-N
SMILES OCCN1CCN(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.
Application(s): phenothiazine antipsychotic drug

dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
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ChEBI Ontology
Outgoing fluphenazine (CHEBI:5123) has parent hydride 10H-phenothiazine (CHEBI:37931)
fluphenazine (CHEBI:5123) has role dopaminergic antagonist (CHEBI:48561)
fluphenazine (CHEBI:5123) has role phenothiazine antipsychotic drug (CHEBI:37930)
fluphenazine (CHEBI:5123) is a N-alkylpiperazine (CHEBI:46845)
fluphenazine (CHEBI:5123) is a organofluorine compound (CHEBI:37143)
fluphenazine (CHEBI:5123) is a phenothiazines (CHEBI:38093)
IUPAC Name
2-(4-{3-[2-(trifluoromethyl)-10H-phenothiazin-10-yl]propyl}piperazin-1-yl)ethan-1-ol
INNs Sources
fluphenazine KEGG DRUG
fluphenazinum ChemIDplus
Synonyms Sources
1-(2-hydroxyethyl)-4-(3-(trifluoromethyl-10-phenothiazinyl)propyl)-piperazine ChemIDplus
10-(3'-(4''-(β-hydroxyethyl)-1''-piperazinyl)-propyl)-3-trifluoromethylphenothiazine ChemIDplus
10-(3-(2-hydroxyethyl)piperazinopropyl)-2-(trifluoromethyl)phenothiazine NIST Chemistry WebBook
2-(4-(3-[2-(trifluoromethyl)-10H-phenothiazin-10-yl]propyl)-1-piperazinyl)ethanol NIST Chemistry WebBook
2-(trifluoromethyl)-10-(3-(1-(β-hydroxyethyl)-4-piperazinyl)propyl)phenothiazine ChemIDplus
4-(3-(-trifluoromethyl-10-phenothiazyl)-propyl)-1-piperazineethanol ChemIDplus
4-(3-(2-(trifluoromethyl)-10H-phenothiazin-10-yl)propyl)-1-piperazineethanol ChemIDplus
4-(3-(2-trifluoromethyl-10-phenothiazyl)-propyl)-1-piperazineethanol ChemIDplus
flufenazina ChemIDplus
Fluorfenazine DrugBank
Fluorophenazine DrugBank
Fluorphenazine DrugBank
Fluphenazine KEGG COMPOUND
Triflumethazine DrugBank
Database Links Databases
1212 DrugCentral
C07010 KEGG COMPOUND
D07977 KEGG DRUG
DB00623 DrugBank
Fluphenazine Wikipedia
GB829246 Patent
GB833474 Patent
HMDB0014761 HMDB
LSM-3226 LINCS
US3058979 Patent
US3194733 Patent
View more database links
Registry Numbers Types Sources
1189506 Beilstein Registry Number Beilstein
1231182 Gmelin Registry Number Gmelin
61643 Beilstein Registry Number Beilstein
61643 Reaxys Registry Number Reaxys
69-23-8 CAS Registry Number NIST Chemistry WebBook
69-23-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
13950763 PubMed citation Europe PMC
16117689 PubMed citation Europe PMC
1650428 PubMed citation Europe PMC
16839522 PubMed citation Europe PMC
25595294 PubMed citation Europe PMC
5128930 PubMed citation Europe PMC
Last Modified
22 February 2017