Compound: Amineptine
SMILES: O=C(O)CCCCCCNC1c2c(cccc2)CCc3c1cccc3
InChIKey: ONNOFKFOZAJDHT-UHFFFAOYSA-N
Synonyms: Amineptine, Amineptin, 57574-09-1, Amineptino, Amineptinum, amineptina, DTXSID1048831, 27T1I13L6G, 7-((10,11-Dihydro-5H-dibenzo(a,d)cyclohepten-5-yl)amino)heptanoic acid, 7-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylamino)heptanoic acid, DTXCID4028757, CHEBI:32499, 7-[(10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)amino]heptanoic Acid, 7-(10,11-dihydro-5H-dibenzo(a,d)cyclohepten-5-ylamino)heptanoic acid, 10,11-dihydrodibenzo(a,d)cyclohept-5-enyl-7-aminoheptanoic acid, RefChem:111994, N06AA19, 260-818-0, Amineptine [INN], Amineptine (INN), CHEMBL418995, DEA NO. 1219, NCGC00183843-01, Amineptinum [INN-Latin], Amineptino [INN-Spanish], Amineptine (1.0mg/ml in Methanol), Amineptine (1mg/ml in Acetonitrile), EINECS 260-818-0, S 1694, EU 1694, BRN 2170218, UNII-27T1I13L6G, Heptanoic acid, 7-[(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)amino]-; 7-[(10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)amino]heptanoic acid; Amineptine; Survector; 7-(10,11-Dihydro-5H-dibenzo[a,d][7]annulen-5-ylamino)heptanoic acid, AMINEPTINE [MI], AMINEPTINE [WHO-DD], SCHEMBL34086, SCHEMBL29389410, Amineptine (1 mg/ml in Methanol), Tox21_113313, BDBM50292474, AKOS030242481, Amineptine (1 mg/ml in Acetonitrile), Heptanoic acid,7-[(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)amino]-, CS-1325, DB04836, HEPTANOIC ACID, 7-((10,11-DIHYDRO-5H-DIBENZO(a,d)CYCLOHEPTEN-5-YL)AMINO)-, FA153263, HY-16044, CAS-57574-09-1, NS00015371, D07335, BRD-K24219278-001-01-6, Q44822059, 7-[(10,11-Dihydro-5H-dibenzo[a,d][7]annulen-5-yl)amino]heptanoic acid
Theoretical properties:
molecular_formula: C22H27NO2
molecular_weight: 337.5 g/mol
exact_mass: 337.204179104 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 8
heavy_atom_count: 25
topological_polar_surface_area: 49.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 226-230
Descriptions:
pubchem: Amineptine is 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 A tricyclic antidepressant, it was never approved in the US and was withdrawn from the French market in 1999 due to concerns over abuse, dependence and severe acne. It has a role as an antidepressant and a dopamine uptake inhibitor. It is an amino acid, a carbocyclic fatty acid, a carbotricyclic compound and a secondary amino compound. It derives from a hydride of a dibenzo[a,d][7]annulene.
chebi: 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-5<em>H</em>-dibenzo[<em>a</em>,<em>d</em>][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.
chembl: AMINEPTINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Amineptine, formerly sold under the brand name Survector among others, is an atypical antidepressant of the tricyclic antidepressant (TCA) family. It acts as a selective and mixed dopamine reuptake inhibitor and releasing agent, and to a lesser extent as a norepinephrine reuptake inhibitor.
Amineptine was developed by the French Society of Medical research in the 1960s. Introduced in France in 1978 by the pharmaceutical company Servier, amineptine soon gained a reputation for abuse due to its short-lived, but pleasant, stimulant effect experienced by some patients.
After widespread adoption of this drug, cases of hepatotoxicity emerged, some serious. This, along with the potential for abuse, led to the suspension of the French marketing authorization for Survector in 1999.
Amineptine is illegal in both Germany and the United States.