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

Molecular Formula	C22H27NO2
Molecular Weight	337.4553
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

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 Amineptine was withdrawn from the French market in 1999 because of abuse and drug dependence and because of its hepatic (cholestatic injuries) and cutaneous (acne) adverse effects.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Major depression 8 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21584062	Primary		Withdrawn	Survector Approved Use Survector 100mg tablet is used in the treatment of depression.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 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
[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
[Rosaceous drug eruption caused by amineptin (Survector)].	1988	2977084
[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
WHO Expert Committee on Drug Dependence. Thirty-second report.	2001	11851193
Treatment for amphetamine withdrawal.	2001	11687170
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
[Liver damage and nonsteroidal anti-inflammatory drugs: case non-case study in the French Pharmacovigilance Database].	2001 Jan-Feb	11322018
Acneiform eruption caused by amineptine. A case report and review of the literature.	2001 Jul	11730047
Social stress in anorexia nervosa: a review of immuno-endocrine relationships.	2001 Jun	11438363
Dopaminergic augmentation of sleep deprivation effects in bipolar depression.	2001 Nov 30	11728613
WHO Expert Committee on Drug Dependence.	2003	12772439
Benefits and risks of pharmacotherapy for dysthymia: a systematic appraisal of the evidence.	2003	12495364
Inhibition of microsomal triglyceride transfer protein: another mechanism for drug-induced steatosis in mice.	2003 Jul	12829995
[Does addiction to antidepressants exist? About a case of one addiction to tianeptine].	2003 Sep-Oct	14615695
Discriminating different classes of toxicants by transcript profiling.	2004 Aug	15345370
Sex-dependent modulation of treatment response.	2004 Mar	22034399
[A case of tianeptine abuse].	2006 Spring	16528638
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
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
Treatment-emergent sexual dysfunction related to antidepressants: a meta-analysis.	2009 Jun	19440080
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

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.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:23:46 GMT 2023` Edited by `admin` on `Fri Dec 15 16:23:46 GMT 2023`
Record UNII	27T1I13L6G
Record Status	`Validated (UNII)`
Record Version

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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