U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C15H21ClN6
Molecular Weight 320.82
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LESOPITRON

SMILES

ClC1=CN(CCCCN2CCN(CC2)C3=NC=CC=N3)N=C1

InChI

InChIKey=AHCPKWJUALHOPH-UHFFFAOYSA-N
InChI=1S/C15H21ClN6/c16-14-12-19-22(13-14)7-2-1-6-20-8-10-21(11-9-20)15-17-4-3-5-18-15/h3-5,12-13H,1-2,6-11H2

HIDE SMILES / InChI
Lesopitron is a non-benzodiazepine anxiolytic with pre- and post-synaptic 5-HT1A agonist activity. Its structure is similar to that of buspirone. Lesopitron has negligible effects on alpha-adrenergic and dopaminergic receptors [162653], and was more potent than structurally-related 5-HT1A agonists in rat social interaction and marmoset anxiety models. It also countered benzodiazepine withdrawal-induced anxiety in rodents. The acute toxicity of lesopitron is low and it does not potentiate the effects of alcohol or barbiturates. Long-term usage led to reductions in plasma glucose, triglycerides, phospholipids and cholesterol. The most common adverse events associated with lesopitron were somnolence, headache, pharyngitis, and dyspepsia.

Approval Year

PubMed

PubMed

TitleDatePubMed
Effects of lesopitron on the central nervous system arising from its interaction with 5-HT1A receptors.
2004-10
Lesopitron (Esteve).
2001-02
Efficacy and safety of lesopitron in outpatients with generalized anxiety disorder.
2000-02
The effects of the novel anxiolytic drug lesopitron, a full and selective 5-HT1A receptor agonist, on pupil diameter and oral temperature in man: comparison with buspirone.
1999-12
Prevention by 5-HT1A receptor agonists of restraint stress- and yohimbine-induced release of cholecystokinin in the frontal cortex of the freely moving rat.
1999-04
The influence of 5-HT2 and 5-HT4 receptor antagonists to modify drug induced disinhibitory effects in the mouse light/dark test.
1997-11
Absorption, distribution and excretion of [14C]-Lesopitron after single and repeated administration in rats and dogs.
1997-01-01
Differential effects of haloperidol and two anxiolytic drugs, buspirone and lesopitron, on c-Fos expression in the rat striatum and nucleus accumbens.
1996-12-02
Establishing the maximum tolerated dose of lesopitron in patients with generalized anxiety disorder: a bridging study.
1996-12
Patents

Sample Use Guides

50 mg two times a day
Route of Administration: Oral
Name Type Language
LESOPITRON [MI]
Preferred Name English
LESOPITRON
INN   MI  
INN  
Official Name English
lesopitron [INN]
Common Name English
2-(4-(4-(4-CHLOROPYRAZOL-1-YL)BUTYL)-1-PIPERAZINYL)PYRIMIDINE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C47794
Created by admin on Wed Apr 02 08:30:22 GMT 2025 , Edited by admin on Wed Apr 02 08:30:22 GMT 2025
Code System Code Type Description
MERCK INDEX
m6771
Created by admin on Wed Apr 02 08:30:22 GMT 2025 , Edited by admin on Wed Apr 02 08:30:22 GMT 2025
PRIMARY Merck Index
EPA CompTox
DTXSID40157587
Created by admin on Wed Apr 02 08:30:22 GMT 2025 , Edited by admin on Wed Apr 02 08:30:22 GMT 2025
PRIMARY
NCI_THESAURUS
C80761
Created by admin on Wed Apr 02 08:30:22 GMT 2025 , Edited by admin on Wed Apr 02 08:30:22 GMT 2025
PRIMARY
PUBCHEM
60813
Created by admin on Wed Apr 02 08:30:22 GMT 2025 , Edited by admin on Wed Apr 02 08:30:22 GMT 2025
PRIMARY
WIKIPEDIA
Lesopitron
Created by admin on Wed Apr 02 08:30:22 GMT 2025 , Edited by admin on Wed Apr 02 08:30:22 GMT 2025
PRIMARY
EVMPD
SUB08440MIG
Created by admin on Wed Apr 02 08:30:22 GMT 2025 , Edited by admin on Wed Apr 02 08:30:22 GMT 2025
PRIMARY
SMS_ID
100000082592
Created by admin on Wed Apr 02 08:30:22 GMT 2025 , Edited by admin on Wed Apr 02 08:30:22 GMT 2025
PRIMARY
INN
6890
Created by admin on Wed Apr 02 08:30:22 GMT 2025 , Edited by admin on Wed Apr 02 08:30:22 GMT 2025
PRIMARY
FDA UNII
H1CGM4755H
Created by admin on Wed Apr 02 08:30:22 GMT 2025 , Edited by admin on Wed Apr 02 08:30:22 GMT 2025
PRIMARY
ChEMBL
CHEMBL2105051
Created by admin on Wed Apr 02 08:30:22 GMT 2025 , Edited by admin on Wed Apr 02 08:30:22 GMT 2025
PRIMARY
DRUG BANK
DB04970
Created by admin on Wed Apr 02 08:30:22 GMT 2025 , Edited by admin on Wed Apr 02 08:30:22 GMT 2025
PRIMARY
CAS
132449-46-8
Created by admin on Wed Apr 02 08:30:22 GMT 2025 , Edited by admin on Wed Apr 02 08:30:22 GMT 2025
PRIMARY
MESH
C075568
Created by admin on Wed Apr 02 08:30:22 GMT 2025 , Edited by admin on Wed Apr 02 08:30:22 GMT 2025
PRIMARY