CHEBI:59118 - perazine

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ChEBI Name perazine
ChEBI ID CHEBI:59118
Definition A phenothiazine derivative in which 10H-phenothiazinecarries a 3-(4-methylpiperazin-1-yl)propyl substituent at the N-10 position.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information eMolecules:764198, ZINC000019362664
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Formula C20H25N3S
Net Charge 0
Average Mass 339.49800
Monoisotopic Mass 339.17692
InChI InChI=1S/C20H25N3S/c1-21-13-15-22(16-14-21)11-6-12-23-17-7-2-4-9-19(17)24-20-10-5-3-8-18(20)23/h2-5,7-10H,6,11-16H2,1H3
InChIKey WEYVCQFUGFRXOM-UHFFFAOYSA-N
SMILES CN1CCN(CCCN2c3ccccc3Sc3ccccc23)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 perazine (CHEBI:59118) has parent hydride 10H-phenothiazine (CHEBI:37931)
perazine (CHEBI:59118) has role dopaminergic antagonist (CHEBI:48561)
perazine (CHEBI:59118) has role phenothiazine antipsychotic drug (CHEBI:37930)
perazine (CHEBI:59118) is a N-alkylpiperazine (CHEBI:46845)
perazine (CHEBI:59118) is a N-methylpiperazine (CHEBI:46920)
perazine (CHEBI:59118) is a phenothiazines (CHEBI:38093)
Incoming thiethylperazine (CHEBI:9544) has functional parent perazine (CHEBI:59118)
IUPAC Name
10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine
Synonyms Sources
10-(3-(4-Methyl-1-piperazinyl)propyl)-10H-phenothiazine NIST Chemistry WebBook
N-(3-(4-Methyl-1-piperazinyl)propyl)phenothiazine ChemIDplus
N-Methyl-piperazinyl-N'-propyl-phenothiazin ChemIDplus
N-Methyl-piperazinylpropyl-phenothiazine NIST Chemistry WebBook
Pernazine ChemIDplus
Manual Xrefs Databases
2100 DrugCentral
C16903 KEGG COMPOUND
GB780193 Patent
Perazine Wikipedia
View more database links
Registry Numbers Types Sources
298041 Gmelin Registry Number Gmelin
39009 Reaxys Registry Number Reaxys
84-97-9 CAS Registry Number ChemIDplus
84-97-9 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
1650428 PubMed citation Europe PMC
19904008 PubMed citation Europe PMC
23479940 PubMed citation Europe PMC
24425538 PubMed citation Europe PMC
Last Modified
22 February 2017