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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

Molecular Formula C15H21ClN6
Molecular Weight 320.82
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Establishing the maximum tolerated dose of lesopitron in patients with generalized anxiety disorder: a bridging study.
1996 Dec
Differential effects of haloperidol and two anxiolytic drugs, buspirone and lesopitron, on c-Fos expression in the rat striatum and nucleus accumbens.
1996 Dec 2
Absorption, distribution and excretion of [14C]-Lesopitron after single and repeated administration in rats and dogs.
1997 Jan-Feb
The influence of 5-HT2 and 5-HT4 receptor antagonists to modify drug induced disinhibitory effects in the mouse light/dark test.
1997 Nov
Efficacy and safety of lesopitron in outpatients with generalized anxiety disorder.
2000 Feb
Lesopitron (Esteve).
2001 Feb
Effects of lesopitron on the central nervous system arising from its interaction with 5-HT1A receptors.
2004 Oct
Patents

Sample Use Guides

50 mg two times a day
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 16:54:04 GMT 2023
Edited
by admin
on Sat Dec 16 16:54:04 GMT 2023
Record UNII
H1CGM4755H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
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
LESOPITRON [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C47794
Created by admin on Sat Dec 16 16:54:04 GMT 2023 , Edited by admin on Sat Dec 16 16:54:04 GMT 2023
Code System Code Type Description
MERCK INDEX
m6771
Created by admin on Sat Dec 16 16:54:04 GMT 2023 , Edited by admin on Sat Dec 16 16:54:04 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID40157587
Created by admin on Sat Dec 16 16:54:04 GMT 2023 , Edited by admin on Sat Dec 16 16:54:04 GMT 2023
PRIMARY
NCI_THESAURUS
C80761
Created by admin on Sat Dec 16 16:54:04 GMT 2023 , Edited by admin on Sat Dec 16 16:54:04 GMT 2023
PRIMARY
PUBCHEM
60813
Created by admin on Sat Dec 16 16:54:04 GMT 2023 , Edited by admin on Sat Dec 16 16:54:04 GMT 2023
PRIMARY
WIKIPEDIA
Lesopitron
Created by admin on Sat Dec 16 16:54:04 GMT 2023 , Edited by admin on Sat Dec 16 16:54:04 GMT 2023
PRIMARY
EVMPD
SUB08440MIG
Created by admin on Sat Dec 16 16:54:04 GMT 2023 , Edited by admin on Sat Dec 16 16:54:04 GMT 2023
PRIMARY
SMS_ID
100000082592
Created by admin on Sat Dec 16 16:54:04 GMT 2023 , Edited by admin on Sat Dec 16 16:54:04 GMT 2023
PRIMARY
INN
6890
Created by admin on Sat Dec 16 16:54:04 GMT 2023 , Edited by admin on Sat Dec 16 16:54:04 GMT 2023
PRIMARY
FDA UNII
H1CGM4755H
Created by admin on Sat Dec 16 16:54:04 GMT 2023 , Edited by admin on Sat Dec 16 16:54:04 GMT 2023
PRIMARY
ChEMBL
CHEMBL2105051
Created by admin on Sat Dec 16 16:54:04 GMT 2023 , Edited by admin on Sat Dec 16 16:54:04 GMT 2023
PRIMARY
DRUG BANK
DB04970
Created by admin on Sat Dec 16 16:54:04 GMT 2023 , Edited by admin on Sat Dec 16 16:54:04 GMT 2023
PRIMARY
CAS
132449-46-8
Created by admin on Sat Dec 16 16:54:04 GMT 2023 , Edited by admin on Sat Dec 16 16:54:04 GMT 2023
PRIMARY
MESH
C075568
Created by admin on Sat Dec 16 16:54:04 GMT 2023 , Edited by admin on Sat Dec 16 16:54:04 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY