CHEBI:64207 - spiramide

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ChEBI Name spiramide
ChEBI ID CHEBI:64207
Definition An 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.
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Formula C22H26FN3O2
Net Charge 0
Average Mass 383.45910
Monoisotopic Mass 383.201
InChI InChI=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)
InChIKey FJUKDAZEABGEIH-UHFFFAOYSA-N
SMILES Fc1ccc(OCCCN2CCC3(CC2)N(CNC3=O)c2ccccc2)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.
serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
Application(s): dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
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ChEBI Ontology
Outgoing 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 Sources
espiramida ChemIDplus
spiramide WHO MedNet
spiramide ChemIDplus
spiramidum ChemIDplus
Synonym Source
AMI-193 ChEBI
Manual Xrefs Databases
LSM-4124 LINCS
Spiramide Wikipedia
US3238216 Patent
View more database links
Registry Numbers Types Sources
510-74-7 CAS Registry Number ChemIDplus
631679 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11124389 PubMed citation Europe PMC
17965538 PubMed citation Europe PMC
19875674 PubMed citation Europe PMC
4474849 PubMed citation Europe PMC
4776656 PubMed citation Europe PMC
Last Modified
25 February 2016