perphenazine (CHEBI:8028)

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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

Average Mass

403.96946

Monoisotopic Mass

403.14851

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
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):	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

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

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

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.