CHEBI:32499 - amineptine

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ChEBI Name amineptine
ChEBI ID CHEBI:32499
Definition A 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 A tricyclic antidepressant, it was never approved in the US and was withdrawn from the French market in 1999 due to concerns over abuse, dependence and severe acne.
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Formula C22H27NO2
Net Charge 0
Average Mass 337.45530
Monoisotopic Mass 337.204
InChI InChI=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)
InChIKey ONNOFKFOZAJDHT-UHFFFAOYSA-N
SMILES OC(=O)CCCCCCNC1c2ccccc2CCc2ccccc12
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): 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): 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.
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ChEBI Ontology
Outgoing 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 organic tricyclic compound (CHEBI:51959)
amineptine (CHEBI:32499) is a secondary amino compound (CHEBI:50995)
Incoming 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 Sources
amineptine ChemIDplus
amineptine WHO MedNet
amineptino ChemIDplus
amineptinum ChemIDplus
Synonym Source
Amineptin ChemIDplus
Brand Name Source
Survector KEGG DRUG
Manual Xrefs Databases
161 DrugCentral
Amineptine Wikipedia
D07335 KEGG DRUG
DB04836 DrugBank
DE2011806 Patent
US3758528 Patent
View more database links
Registry Numbers Types Sources
2170218 Reaxys Registry Number Reaxys
2170218 Beilstein Registry Number Beilstein
57574-09-1 CAS Registry Number NIST Chemistry WebBook
57574-09-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
2131927 PubMed citation Europe PMC
2141246 PubMed citation Europe PMC
2698268 PubMed citation Europe PMC
7609861 PubMed citation Europe PMC
9347390 PubMed citation Europe PMC
Last Modified
22 February 2017