CHEBI:8028 - perphenazine

ChEBI IDCHEBI:8028
ChEBI Nameperphenazine
Stars
DefinitionA 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.
Last Modified22 February 2017
DownloadsMolfile
FormulaC21H26ClN3OS
Net Charge0
Average Mass403.979
Monoisotopic Mass403.14851
SMILESOCCN1CCN(CCCN2c3ccccc3Sc3ccc(Cl)cc32)CC1
InChIInChI=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
InChIKeyRGCVKNLCSQQDEP-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
dopaminergic antagonist  A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
perphenazineWHO MedNet
perphénazineWHO MedNet
perphenazinumWHO MedNet
perfenazinaWHO MedNet
Synonyms  Source
PerphenazineKEGG COMPOUND
2-chloro-10-(3-(4-(2-hydroxyethyl)piperazin-1-yl)propyl)phenothiazineNIST Chemistry WebBook
2-(4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-1-piperazinyl)ethanolNIST Chemistry WebBook
TrilafonChemIDplus
ChlorpiprazineChemIDplus
γ-(4-(β-hydroxyethyl)piperazin-1-yl)propyl-2-chlorophenothiazineNIST Chemistry WebBook
Manual XrefsDatabases
C07427KEGG COMPOUND
D00503KEGG DRUG
DB00850DrugBank
US2766235Patent
US2860138Patent
PerphenazineWikipedia
HMDB0014988HMDB
LSM-2224LINCS
2113DrugCentral
Registry NumbersSources
Reaxys:54730Reaxys
CAS:58-39-9KEGG COMPOUND
CAS:58-39-9NIST Chemistry WebBook
CAS:58-39-9ChemIDplus
Citations