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CHEBI:64207 - spiramide

Default Structure
ChEBI IDCHEBI:64207
ChEBI Namespiramide
Stars
DefinitionAn azaspiro compound that consists of 1,3,8-triazaspiro[4.5]decan-4-one having a phenyl group attached to N-1 and a 3-(4-fluorophenoxy)propyl attached to N-8. Selective 5-HT antagonist, which binds to 5-HT2 sites as potently as spiperone but has lower affinity for 5-HT2C receptors. Also a high affinity D2 receptor antagonist (Ki = 3 nM). Lacks the disruptive effect of spiperone on animal behaviour.
Last Modified25 February 2016
SubmitterSteve
DownloadsMolfile
FormulaC22H26FN3O2
Net Charge0
Average Mass383.467
Monoisotopic Mass383.20091
SMILESO=C1NCN(c2ccccc2)C12CCN(CCCOc1ccc(F)cc1)CC2
InChIInChI=1S/C22H26FN3O2/c23-18-7-9-20(10-8-18)28-16-4-13-25-14-11-22(12-15-25)21(27)24-17-26(22)19-5-2-1-3-6-19/h1-3,5-10H,4,11-17H2,(H,24,27)
InChIKeyFJUKDAZEABGEIH-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
serotonergic antagonist  Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
dopaminergic antagonist  A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
Applications:
serotonergic antagonist  Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
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)
spiramide (CHEBI:64207) has role dopaminergic antagonist (CHEBI:48561)
spiramide (CHEBI:64207) has role serotonergic antagonist (CHEBI:48279)
spiramide (CHEBI:64207) is a aromatic ether (CHEBI:35618)
spiramide (CHEBI:64207) is a azaspiro compound (CHEBI:35624)
spiramide (CHEBI:64207) is a organofluorine compound (CHEBI:37143)
spiramide (CHEBI:64207) is a piperidines (CHEBI:26151)
spiramide (CHEBI:64207) is a tertiary amino compound (CHEBI:50996)
IUPAC Name 
8-[3-(4-fluorophenoxy)propyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
INNs  Source
espiramidaChemIDplus
spiramideChemIDplus
spiramideWHO MedNet
spiramidumChemIDplus
Synonym  Source
AMI-193ChEBI
Manual XrefsDatabases
LSM-4124LINCS
SpiramideWikipedia
US3238216Patent
Registry NumbersSources
Reaxys:631679Reaxys
CAS:510-74-7ChemIDplus
Citations