CHEBI:2675 - amoxapine

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ChEBI Name amoxapine
ChEBI ID CHEBI:2675
Definition A dibenzooxazepine compound having a chloro substituent at the 2-position and a piperazin-1-yl group at the 11-position.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C17H16ClN3O
Net Charge 0
Average Mass 313.78100
Monoisotopic Mass 313.098
InChI InChI=1S/C17H16ClN3O/c18-12-5-6-15-13(11-12)17(21-9-7-19-8-10-21)20-14-3-1-2-4-16(14)22-15/h1-6,11,19H,7-10H2
InChIKey QWGDMFLQWFTERH-UHFFFAOYSA-N
SMILES Clc1ccc2Oc3ccccc3N=C(N3CCNCC3)c2c1
Roles Classification
Biological Role(s): adrenergic uptake inhibitor
Adrenergic uptake inhibitors are drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin.
dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
serotonin uptake inhibitor
A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent.
Application(s): antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
adrenergic uptake inhibitor
Adrenergic uptake inhibitors are drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin.
dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
serotonin uptake inhibitor
A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent.
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ChEBI Ontology
Outgoing amoxapine (CHEBI:2675) has role adrenergic uptake inhibitor (CHEBI:35640)
amoxapine (CHEBI:2675) has role antidepressant (CHEBI:35469)
amoxapine (CHEBI:2675) has role dopaminergic antagonist (CHEBI:48561)
amoxapine (CHEBI:2675) has role serotonin uptake inhibitor (CHEBI:50949)
amoxapine (CHEBI:2675) is a dibenzooxazepine (CHEBI:53802)
IUPAC Name
2-chloro-11-(piperazin-1-yl)dibenzo[b,f][1,4]oxazepine
INNs Sources
amoxapina ChemIDplus
amoxapine KEGG DRUG
amoxapinum ChemIDplus
Synonyms Sources
2-Chloro-11-(1-piperazinyl)dibenz(b,f)(1,4)oxazepine NIST Chemistry WebBook
Desmethylloxapin ChemIDplus
Database Links Databases
191 DrugCentral
Amoxapine Wikipedia
D00228 KEGG DRUG
DB00543 DrugBank
FR1508536 Patent
LSM-2021 LINCS
US3663696 Patent
View more database links
Registry Numbers Types Sources
14028-44-5 CAS Registry Number KEGG DRUG
14028-44-5 CAS Registry Number ChemIDplus
14028-44-5 CAS Registry Number NIST Chemistry WebBook
14028-44-5 CAS Registry Number DrugBank
832057 Beilstein Registry Number Beilstein
Last Modified
22 February 2017