AMINEPTINE SODIUM

Details

Stereochemistry	ACHIRAL
Molecular Formula	C22H26NO2.Na
Molecular Weight	359.4371
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[Na+].[O-]C(=O)CCCCCCNC1C2=CC=CC=C2CCC3=C1C=CC=C3

InChI

InChIKey=RXWWSYJKVIBAAU-UHFFFAOYSA-M

InChI=1S/C22H27NO2.Na/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);/q;+1/p-1

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 Amineptine was withdrawn from the French market in 1999 because of abuse and drug dependence and because of its hepatic (cholestatic injuries) and cutaneous (acne) adverse effects.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Major depression 8 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21584062	Primary		Withdrawn	Survector Approved Use Survector 100mg tablet is used in the treatment of depression.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
[The problem of side-effects: cardiotoxicity (author's transl)].	1981	7318761
[Hepatitis, cholestasis and amineptine (author's transl)].	1981 Dec 18-25	6276980
[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
[Extensive multicentric study of 1354 cases of depressed subjects treated with amineptin].	1982	6764624
[A study of three potential antidepressants (amineptin, mianserin and nomifensin) on the cardiovascular system and isolated intestine (author's transl)].	1982 Jun 10	6287607
[Amineptin-induced hepatitis: differential diagnosis of biliary microlithiasis].	1982 Nov	7152215
[Hepatitis due to amineptin. 4 cases].	1982 Nov	7152212
[Value of amineptin in the treatment of different depressive states. Apropos of 112 cases treated as part of a national multi-centric study].	1985 Jul-Aug	4085404
[Rosaceous drug eruption caused by amineptin (Survector)].	1988	2977084
[Iatrogenic acne caused by amineptin (Survector). Apropos of 8 cases].	1988	2977080
[Acneiform eruption induced by amineptin (Survector)].	1989	2534534
Genetic predisposition to drug hepatotoxicity: role in hepatitis caused by amineptine, a tricyclic antidepressant.	1989 Aug	2744728
[Amineptin dependence. Detection of patients at risk. Report of 8 cases].	1990 Sep-Oct	2265603
[Amineptin abuse. Analysis of 155 cases. An evaluation of the official cooperative survey of the Regional Centers of Pharmacovigilance].	1990 Sep-Oct	2260032
[Amineptin dependence and iatrogenic acne. Review of the literature apropos of a case].	1991 Dec	1839203
[Immediate acute hepatic cytolysis after the administration of a single amineptin tablet].	1992	1397859
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
[A case of Parkinson syndrome secondary to combined amineptine and bromazepam abuse].	1998 Sep-Oct	9850824
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
Role of presynaptic alpha2-adrenoceptors in antidepressant action: recent findings from microdialysis studies.	2004 Aug	15363606
Discriminating different classes of toxicants by transcript profiling.	2004 Aug	15345370
Sex-dependent modulation of treatment response.	2004 Mar	22034399
Fluoxetine dependence in a former amineptine abuser.	2004 Oct-Dec	15764428
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
[A case of tianeptine abuse].	2006 Spring	16528638
Is it possible to be dependent to Tianeptine, an antidepressant? A case report.	2007 Apr 13	17270334
Utility of 7,7,8,8-tetracyanoquinodimethane charge transfer reagent for the spectrophotometric determination of trazodone, amineptine and amitriptyline hydrochlorides.	2007 Dec 31	17376736
Addressing the paradoxes of satisfaction with hospital care.	2008	19055265
Venlafaxine dependence in a patient with a history of alcohol and amineptine misuse.	2008 Sep	18636997
Improving pain management communication: how patients understand the terms "opioid" and "narcotic".	2008 Sep	18516649
Pharmacological and combined interventions for the acute depressive episode: focus on efficacy and tolerability.	2009	19956554
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
[Acne induced by amineptine].	2009 Jan-Feb	19377762
Prevalence of antidepressants and biosimilars in elite sport.	2009 Jun	20355208
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
Amineptine treatment of persistent catatonic symptoms in schizophrenia: a controlled study.	2010 Dec	21220791
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 SODIUM

Common Name

English

7-((10,11-DIHYDRO-5H-DIBENZO(A,D)CYCLOHEPTEN-5-YL)AMINO)HEPTANOIC ACID, SODIUM SALT

Common Name

English

Amineptine sodium [WHO-DD]

Common Name

English

HEPTANOIC ACID, 7-((10,11-DIHYDRO-5H-DIBENZO(A,D)CYCLOHEPTEN-5-YL)AMINO)-, SODIUM SALT (1:1)

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID70219006