PIBERALINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C17H19N3O
Molecular Weight	281.3523
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=C(N1CCN(CC2=CC=CC=C2)CC1)C3=NC=CC=C3

InChI

InChIKey=TZFUBYYADABEAV-UHFFFAOYSA-N

InChI=1S/C17H19N3O/c21-17(16-8-4-5-9-18-16)20-12-10-19(11-13-20)14-15-6-2-1-3-7-15/h1-9H,10-14H2

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Description
Sources: https://adisinsight.springer.com/drugs/800000657 | https://www.ncbi.nlm.nih.gov/pubmed/7389821 | https://www.ncbi.nlm.nih.gov/pubmed/6667064 | https://www.ncbi.nlm.nih.gov/pubmed/2448760

Piberaline (EGYT-475) is the antidepressant drug. Piberaline antagonized the reserpine-induced dopamine depletion in the olfactory tubercle of rats. Piberaline in contrast to tricyclic antidepressants does not impair the acquisition of avoidance conditioning but rather improves it while it does not facilitate the extinction of learned behavior but considerably delays it. EGYT-2760, an active metabolite of EGYT-475, has a central serotoninomimetic action which involves 5-HT uptake-inhibition and 5-HT1 receptor agonistic effect.

Originator

Approval Year

PubMed

Title	Date	PubMed
Effects of reserpine and antidepressants on dopamine and DOPAC (3,4-dihydroxyphenylacetic acid) concentrations in the striatum, olfactory tubercle and median eminence of rats.	1980 Jun 27	7389821
Effects of a new antidepressant drug on active avoidance behavior in rats. Comparative study with tricyclic antidepressants.	1983 Nov	6667064
Gas chromatographic method for determination of a piperazine derivative (Trelibet) and its metabolites in human plasma and urine.	1986 May 28	3733968
The effect of EGYT-475 (Trelibet) and its metabolites on the potassium-stimulated 3H-noradrenaline release from cortical slices of rat brain.	1987 Mar-Apr	3432167
Computer analysis of the pharmacokinetic parameters of EGYT-475, a new antidepressant agent.	1987 Mar-Apr	3432164
The metabolism of EGYT-475, a new antidepressant agent, in rats.	1987 Mar-Apr	3432157
[Synthesis and antidepressive activity study of aryl and heteroaryl carboxamides of benzylpiperazine].	2000 Jul	10915973
Studies on the metabolism and toxicological detection of the new designer drug N-benzylpiperazine in urine using gas chromatography-mass spectrometry.	2002 Jun 15	12015268

Name

Type

Language

PIBERALINE

Official Name

English

piberaline [INN]

Common Name

English

PIBERALINE [MI]

Common Name

English

1-BENZYL-4-PICOLINOYLPIPERAZINE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C265