CHEBI:180480 - amperozide

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ChEBI Name amperozide
ChEBI ID CHEBI:180480
Definition A member of the class of ureas that is urea in which three of the four hydrogens are replaced by ethyl and 4-[4,4-bis(4-fluorophenyl)butyl]piperazin-1-yl groups. An atypical antipsychotic which was in clinical development for the treatment of schizophrenia and substance-related disorders. It is a potent 5-HT2A antagonist and used in veterinary medicine because of its sedative effect on pigs.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:92913
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Formula C23H29F2N3O
Net Charge 0
Average Mass 401.502
Monoisotopic Mass 401.22787
InChI InChI=1S/C23H29F2N3O/c1-2-26-23(29)28-16-14-27(15-17-28)13-3-4-22(18-5-9-20(24)10-6-18)19-7-11-21(25)12-8-19/h5-12,22H,2-4,13-17H2,1H3,(H,26,29)
InChIKey NNAIYOXJNVGUOM-UHFFFAOYSA-N
SMILES CCNC(=O)N1CCN(CCCC(C2=CC=C(F)C=C2)C2=CC=C(F)C=C2)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): serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
dopamine uptake inhibitor
A dopaminergic agent that blocks the transport of dopamine into axon terminals or into storage vesicles within terminals. Most of the adrenergic uptake inhibitors also inhibit dopamine uptake.
Application(s): serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
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.
second generation antipsychotic
Antipsychotic drugs which can have different modes of action but which tend to be less likely than first generation antipsychotics to cause extrapyramidal motor control disabilities such as body rigidity or Parkinson's disease-type movements.
dopamine uptake inhibitor
A dopaminergic agent that blocks the transport of dopamine into axon terminals or into storage vesicles within terminals. Most of the adrenergic uptake inhibitors also inhibit dopamine uptake.
geroprotector
Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing amperozide (CHEBI:180480) has role anxiolytic drug (CHEBI:35474)
amperozide (CHEBI:180480) has role dopamine uptake inhibitor (CHEBI:51039)
amperozide (CHEBI:180480) has role geroprotector (CHEBI:176497)
amperozide (CHEBI:180480) has role second generation antipsychotic (CHEBI:65191)
amperozide (CHEBI:180480) has role serotonergic antagonist (CHEBI:48279)
amperozide (CHEBI:180480) is a N-alkylpiperazine (CHEBI:46845)
amperozide (CHEBI:180480) is a diarylmethane (CHEBI:51614)
amperozide (CHEBI:180480) is a monofluorobenzenes (CHEBI:83575)
amperozide (CHEBI:180480) is a secondary carboxamide (CHEBI:140325)
amperozide (CHEBI:180480) is a ureas (CHEBI:47857)
amperozide (CHEBI:180480) is conjugate base of amperozide(1+) (CHEBI:180484)
Incoming amperozide(1+) (CHEBI:180484) is conjugate acid of amperozide (CHEBI:180480)
IUPAC Name
4-[4,4-bis(4-fluorophenyl)butyl]-N-ethylpiperazine-1-carboxamide
INNs Sources
amperozida WHO MedNet
amperozide WHO MedNet
ampérozide WHO MedNet
amperozidum WHO MedNet
Synonym Source
4-(4,4-bis(p-fluorophenyl)butyl)-N-ethyl-1-piperazinecarboxamide ChemIDplus
Manual Xrefs Databases
193 DrugCentral
66062 ChemSpider
Amperozide Wikipedia
DB08927 DrugBank
EP0517787 Patent
HMDB0248358 HMDB
LSM-3159 LINCS
WO9112805 Patent
View more database links
Registry Number Type Source
75558-90-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
20 September 2021