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.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
antipsychotic agent  Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect.
anxiolytic drug  Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions.
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 antidepressant (CHEBI:35469)
perphenazine (CHEBI:8028) has role antiemetic (CHEBI:50919)
perphenazine (CHEBI:8028) has role antipsychotic agent (CHEBI:35476)
perphenazine (CHEBI:8028) has role anxiolytic drug (CHEBI:35474)
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
perfenazinaWHO MedNet
perphenazineWHO MedNet
perphénazineWHO MedNet
perphenazinumWHO MedNet
Synonyms  Source
2-(4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-1-piperazinyl)ethanolNIST Chemistry WebBook
2-chloro-10-(3-(4-(2-hydroxyethyl)piperazin-1-yl)propyl)phenothiazineNIST Chemistry WebBook
4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-1-piperazineethanolNIST Chemistry WebBook
4-[3-(2-chlorophenothiazin-10-yl)propyl]-1-piperazineethanolNIST Chemistry WebBook
ChlorpiprazineChemIDplus
NSC-150866ChEMBL
Brand Names  Source
DecentanChEMBL
FentazinChEMBL
Perphenazine component of etrafon-aChEMBL
Trilafon-laChEMBL
Manual XrefsDatabases
2113DrugCentral
C07427KEGG COMPOUND
D00503KEGG DRUG
DB00850DrugBank
HMDB0014988HMDB
LSM-2224LINCS
PerphenazineWikipedia
US2766235Patent
US2860138Patent
Registry NumbersSources
Reaxys:54730Reaxys
CAS:58-39-9NIST Chemistry WebBook
CAS:58-39-9ChemIDplus
CAS:58-39-9KEGG COMPOUND
Citations