AMINEPTINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C22H27NO2
Molecular Weight	337.4553
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)CCCCCCNC1C2=CC=CC=C2CCC3=C1C=CC=C3

InChI

InChIKey=ONNOFKFOZAJDHT-UHFFFAOYSA-N

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)

HIDE SMILES / InChI

Description
Sources: http://www.has-sante.fr/portail/upload/docs/application/pdf/2013-08/stablon_ct_10411_12029.pdf | www.ncbi.nlm.nih.gov/pubmed/21584062

Amineptine is a selective inhibitor of dopamine reuptake. The drug was developed in France and was marketed for the treatment of depressive disorders under the name Survector among the others. Amineptine was withdrawn from the French market in 1999 because of abuse and drug dependence and because of its hepatic (cholestatic injuries) and cutaneous (acne) adverse effects.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Dopamine transporter 180 Target ID: CHEMBL238 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21584062	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Major depression 8 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21584062	Primary		Withdrawn	Survector Approved Use Survector 100mg tablet is used in the treatment of depression. Launch Date 1977

PubMed

Title	Date	PubMed
[Amineptine-induced cholestatic hepatitis. 5 cases (author's transl)].	1980 Dec 20	7454584
[Hepatitis caused by amineptine : a case with reintroduction of the drug].	1981 Nov	7308682
[Effects of thymo-analeptics and acceptability of amineptin compared to those of imipramine].	1982	7186460
[Amineptin-induced hepatitis: differential diagnosis of biliary microlithiasis].	1982 Nov	7152215
[Iatrogenic acne caused by amineptin (Survector). Apropos of 8 cases].	1988	2977080
[Acneiform eruption induced by amineptin (Survector)].	1989	2534534
[Amineptin dependence and iatrogenic acne. Review of the literature apropos of a case].	1991 Dec	1839203
The serotonin syndrome.	1992 Oct	1530086
[Acne induced by amineptin: adnexal toxiderma].	1996	9636770
Amineptine in the treatment of amphetamine withdrawal: a placebo-controlled, randomised, double-blind study.	1997 Sep	9347672
WHO Expert Committee on Drug Dependence. Thirty-second report.	2001	11851193
Incidence of sexual dysfunction associated with antidepressant agents: a prospective multicenter study of 1022 outpatients. Spanish Working Group for the Study of Psychotropic-Related Sexual Dysfunction.	2001	11229449
Observation of psychoactive substance consumption: methods and results of the French OPPIDUM programme.	2001 Mar	11316923
Sleep-wake mechanisms and drug discovery: sleep EEG as a tool for the development of CNS-acting drugs.	2002 Dec	22034388
[Does addiction to antidepressants exist? About a case of one addiction to tianeptine].	2003 Sep-Oct	14615695
Spectrophotometric determination of trazodone, amineptine and amitriptyline hydrochlorides through ion-pair formation with molybdenum and thiocyanate.	2006 Dec	16829178
Antidepressants for anorexia nervosa.	2006 Jan 25	16437485
Spectrophotometric determination of trazodone, amineptine and amitriptyline hydrochlorides through ion-pair formation using methyl orange and bromocresol green reagents.	2006 Sep	16527524
Utility of 7,7,8,8-tetracyanoquinodimethane charge transfer reagent for the spectrophotometric determination of trazodone, amineptine and amitriptyline hydrochlorides.	2007 Dec 31	17376736
Update on the management of symptoms in schizophrenia: focus on amisulpride.	2009	19557121
Treatment for amphetamine withdrawal.	2009 Apr 15	19370579
Spectroscopic and electrochemical analysis of psychotropic drugs.	2009 Jan	20177449
Treatment-emergent sexual dysfunction related to antidepressants: a meta-analysis.	2009 Jun	19440080
A new strategy for antidepressant prescription.	2010	21151361
Management of anorexia and bulimia nervosa: An evidence-based review.	2010 Apr	20838508
Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method.	2010 Dec	21818443
Research on antidepressants in India.	2010 Jan	21836704
Molecular biology research in neuropsychiatry: India's contribution.	2010 Jan	21836667

Patents

Sample Use Guides

In Vivo Use Guide

Patients receive 200 mg of amineptine (survector) daily, in two divided doses at 8 A.M. and 12 noon for 6 weeks.

Route of Administration: Oral

In Vitro Use Guide

Rat neurones were treated with 300 nM-30uM of amineptine. Amineptine (1-30uM) decreased spontaneous firing and slightly hyperpolarized the membrane potential. At 300 nM-30uM amineptine increased the amplitude and duration of responses to exogenously applied dopamine.

Name

Type

Language

AMINEPTINE

Official Name

English

7-[(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)amino]heptanoic acid

Systematic Name

English

AMINEPTINE [MI]

Common Name

English

DEA NO. 1219

Common Name

English

AMINEPTIN

Common Name

English

Amineptine [WHO-DD]

Common Name

English

amineptine [INN]

Common Name

English

Classification Tree Code System Code

DEA NO.

1219