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CHEBI:32499 - amineptine

Default Structure
ChEBI IDCHEBI:32499
ChEBI Nameamineptine
Stars
DefinitionA carbocyclic fatty acid that is 5-aminoheptanoic acid in which one of the hydrogens attached to the nitrogen is replaced by a 10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-yl group. A tricyclic antidepressant, it was never approved in the US and was withdrawn from the French market in 1999 due to concerns over abuse, dependence and severe acne.
Last Modified12 October 2022
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC22H27NO2
Net Charge0
Average Mass337.463
Monoisotopic Mass337.20418
SMILESO=C(O)CCCCCCNC1c2ccccc2CCc2ccccc21
InChIInChI=1S/C22H27NO2/c24-21(25)13-3-1-2-8-16-23-22-19-11-6-4-9-17(19)14-15-18-10-5-7-12-20(18)22/h4-7,9-12,22-23H,1-3,8,13-16H2,(H,24,25)
InChIKeyONNOFKFOZAJDHT-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
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.
Applications:
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.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
ChEBI Ontology
Outgoing Relation(s)
amineptine (CHEBI:32499) has parent hydride dibenzo[a,d][7]annulene (CHEBI:35642)
amineptine (CHEBI:32499) has role antidepressant (CHEBI:35469)
amineptine (CHEBI:32499) has role dopamine uptake inhibitor (CHEBI:51039)
amineptine (CHEBI:32499) is a amino acid (CHEBI:33709)
amineptine (CHEBI:32499) is a carbocyclic fatty acid (CHEBI:35744)
amineptine (CHEBI:32499) is a carbotricyclic compound (CHEBI:38032)
amineptine (CHEBI:32499) is a secondary amino compound (CHEBI:50995)
Incoming Relation(s)
amineptine hydrochloride (CHEBI:50003) has part amineptine (CHEBI:32499)
IUPAC Name 
7-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylamino)heptanoic acid
INNs  Source
amineptineWHO MedNet
amineptineChemIDplus
amineptinoChemIDplus
amineptinumChemIDplus
Synonym  Source
AmineptinChemIDplus
Brand Name  Source
SurvectorKEGG DRUG
Manual XrefsDatabases
161DrugCentral
AmineptineWikipedia
D07335KEGG DRUG
DB04836DrugBank
DE2011806Patent
US3758528Patent
Registry NumbersSources
Reaxys:2170218Reaxys
CAS:57574-09-1ChemIDplus
CAS:57574-09-1NIST Chemistry WebBook
Citations