CHEBI:3223 - buspirone

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ChEBI Name buspirone
ChEBI ID CHEBI:3223
Definition An azaspiro compound that is 8-azaspiro[4.5]decane-7,9-dione substituted at the nitrogen atom by a 4-(piperazin-1-yl)butyl group which in turn is substituted by a pyrimidin-2-yl group at the N4 position.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C21H31N5O2
Net Charge 0
Average Mass 385.504
Monoisotopic Mass 385.248
InChI InChI=1S/C21H31N5O2/c27-18-16-21(6-1-2-7-21)17-19(28)26(18)11-4-3-10-24-12-14-25(15-13-24)20-22-8-5-9-23-20/h5,8-9H,1-4,6-7,10-17H2
InChIKey QWCRAEMEVRGPNT-UHFFFAOYSA-N
SMILES C=1N=C(N=CC1)N2CCN(CC2)CCCCN3C(CC4(CC3=O)CCCC4)=O
Roles Classification
Biological Role(s): serotonergic agonist
An agent that has an affinity for serotonin receptors and is able to mimic the effects of serotonin by stimulating the physiologic activity at the cell receptors. Serotonin agonists are used as antidepressants, anxiolytics, and in the treatment of migraine disorders.
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor
Any EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of prolyl oligopeptidase (EC 3.4.21.26).
Application(s): serotonergic agonist
An agent that has an affinity for serotonin receptors and is able to mimic the effects of serotonin by stimulating the physiologic activity at the cell receptors. Serotonin agonists are used as antidepressants, anxiolytics, and in the treatment of migraine disorders.
sedative
A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
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.
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ChEBI Ontology
Outgoing buspirone (CHEBI:3223) has role anxiolytic drug (CHEBI:35474)
buspirone (CHEBI:3223) has role EC 3.4.21.26 (prolyl oligopeptidase) inhibitor (CHEBI:76779)
buspirone (CHEBI:3223) has role sedative (CHEBI:35717)
buspirone (CHEBI:3223) has role serotonergic agonist (CHEBI:35941)
buspirone (CHEBI:3223) is a N-alkylpiperazine (CHEBI:46845)
buspirone (CHEBI:3223) is a N-arylpiperazine (CHEBI:46848)
buspirone (CHEBI:3223) is a azaspiro compound (CHEBI:35624)
buspirone (CHEBI:3223) is a piperidones (CHEBI:48589)
buspirone (CHEBI:3223) is a pyrimidines (CHEBI:39447)
buspirone (CHEBI:3223) is conjugate base of buspirone(1+) (CHEBI:132102)
Incoming buspirone(1+) (CHEBI:132102) is conjugate acid of buspirone (CHEBI:3223)
IUPAC Name
8-[4-(4-pyrimidin-2-ylpiperazin-1-yl)butyl]-8-azaspiro[4.5]decane-7,9-dione
INNs Sources
buspirona WHO MedNet
buspirone WHO MedNet
buspirone ChemIDplus
buspironum WHO MedNet
Synonyms Sources
8-(4-(4-(2-Pyrimidinyl)-1-piperizinyl)butyl)-8-azaspiro(4,5)decane-7,9-dione ChemIDplus
Buspirone KEGG COMPOUND
Database Links Databases
437 DrugCentral
Buspirone Wikipedia
C06861 KEGG COMPOUND
D07593 KEGG DRUG
DB00490 DrugBank
DE2057845 Patent
HMDB0014633 HMDB
LSM-4105 LINCS
US3717634 Patent
View more database links
Registry Numbers Types Sources
36505-84-7 CAS Registry Number ChemIDplus
964904 Beilstein Registry Number Beilstein
964904 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15876901 PubMed citation Europe PMC
20825390 PubMed citation Europe PMC
26746121 PubMed citation Europe PMC
8638511 PubMed citation Europe PMC
Last Modified
22 February 2017
General Comment
2014-06-26 Buspirone can be found in blood and urine samples of individuals who have taken this drug.