CHEBI:8028 - perphenazine

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ChEBI Name perphenazine
ChEBI ID CHEBI:8028
Definition A phenothiazine derivative in which the phenothiazine tricycle carries a chloro substituent at the 2-position and a 3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl group at N-10.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C21H26ClN3OS
Net Charge 0
Average Mass 403.96946
Monoisotopic Mass 403.149
InChI InChI=1S/C21H26ClN3OS/c22-17-6-7-21-19(16-17)25(18-4-1-2-5-20(18)27-21)9-3-8-23-10-12-24(13-11-23)14-15-26/h1-2,4-7,16,26H,3,8-15H2
InChIKey RGCVKNLCSQQDEP-UHFFFAOYSA-N
SMILES OCCN1CCN(CCCN2c3ccccc3Sc3ccc(Cl)cc23)CC1
Roles Classification
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.
phenothiazine antipsychotic drug

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ChEBI Ontology
Outgoing perphenazine (CHEBI:8028) has parent hydride 10H-phenothiazine (CHEBI:37931)
perphenazine (CHEBI:8028) has role antiemetic (CHEBI:50919)
perphenazine (CHEBI:8028) has role dopaminergic antagonist (CHEBI:48561)
perphenazine (CHEBI:8028) has role phenothiazine antipsychotic drug (CHEBI:37930)
perphenazine (CHEBI:8028) is a N-(2-hydroxyethyl)piperazine (CHEBI:46851)
perphenazine (CHEBI:8028) is a N-alkylpiperazine (CHEBI:46845)
perphenazine (CHEBI:8028) is a organochlorine compound (CHEBI:36683)
perphenazine (CHEBI:8028) is a phenothiazines (CHEBI:38093)
Incoming perphenazine maleate (CHEBI:34912) has part perphenazine (CHEBI:8028)
IUPAC Name
2-{4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]piperazin-1-yl}ethanol
INNs Sources
perfenazina WHO MedNet
perphénazine WHO MedNet
perphenazine WHO MedNet
perphenazinum WHO MedNet
Synonyms Sources
2-(4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-1-piperazinyl)ethanol NIST Chemistry WebBook
2-chloro-10-(3-(4-(2-hydroxyethyl)piperazin-1-yl)propyl)phenothiazine NIST Chemistry WebBook
4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-1-piperazineethanol NIST Chemistry WebBook
4-[3-(2-chlorophenothiazin-10-yl)propyl]-1-piperazineethanol NIST Chemistry WebBook
Chlorpiprazine ChemIDplus
γ-(4-(β-hydroxyethyl)piperazin-1-yl)propyl-2-chlorophenothiazine NIST Chemistry WebBook
Perfenazine ChemIDplus
Perphenazin ChemIDplus
Perphenazine KEGG COMPOUND
Trilafon ChemIDplus
Database Links Databases
2113 DrugCentral
C07427 KEGG COMPOUND
D00503 KEGG DRUG
DB00850 DrugBank
HMDB14988 HMDB
LSM-2224 LINCS
Perphenazine Wikipedia
US2766235 Patent
US2860138 Patent
View more database links
Registry Numbers Types Sources
54730 Reaxys Registry Number Reaxys
54730 Beilstein Registry Number Beilstein
58-39-9 CAS Registry Number KEGG COMPOUND
58-39-9 CAS Registry Number NIST Chemistry WebBook
58-39-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
14401911 PubMed citation Europe PMC
15674907 PubMed citation Europe PMC
1650428 PubMed citation Europe PMC
26660173 PubMed citation Europe PMC
27150024 PubMed citation Europe PMC
Last Modified
22 February 2017
General Comment
2014-07-15 Perphenazine can be found in blood and urine samples of individuals who have taken this drug.