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Details

Stereochemistry ACHIRAL
Molecular Formula C17H17N3O2
Molecular Weight 295.3358
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIVAPLON

SMILES

CCC1=C(C)N2C=C(N=C2N=C1OC)C(=O)C3=CC=CC=C3

InChI

InChIKey=NRJVHCSYLGLURI-UHFFFAOYSA-N
InChI=1S/C17H17N3O2/c1-4-13-11(2)20-10-14(18-17(20)19-16(13)22-3)15(21)12-8-6-5-7-9-12/h5-10H,4H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C17H17N3O2
Molecular Weight 295.3358
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Divaplon is one of a series of imidazopyrimidine derivatives, which are benzodiazepine receptor ligands. This compound exhibits anxiolytic and anticonvulsant activity but little or no sedative/myorelaxant effects. Divaplon occupied a large percentage of benzodiazepine receptors, as measured with an in vivo binding technique, without inducing any deficit in a rotating drum task in mice, and it is suggested that divaplon is a partial agonist at GABA receptors. No significant anticonvulsant tolerance was seen with the divaplon.

Approval Year

PubMed

PubMed

TitleDatePubMed
Chemical-genetic profiling of imidazo[1,2-a]pyridines and -pyrimidines reveals target pathways conserved between yeast and human cells.
2008-11
Pharmacological analysis of the effects of benzodiazepines on punished schedule-induced polydipsia in rats.
2007-02
Pharmacological properties of GABAA receptors containing gamma1 subunits.
2006-02
Affinity of various benzodiazepine site ligands in mice with a point mutation in the GABA(A) receptor gamma2 subunit.
2004-10-15
Benzodiazepine (omega) receptor partial agonists and the acquisition of conditioned fear in mice.
1995-09
Behavioural effects of novel benzodiazepine (omega) receptor agonists and partial agonists: increases in punished responding and antagonism of the pentylenetetrazole cue.
1995-03
Full and partial agonism displayed by benzodiazepine receptor ligands at recombinant gamma-aminobutyric acidA receptor subtypes.
1993-07
2-(oxadiazolyl)- and 2-(thiazolyl)imidazo[1,2-a]pyrimidines as agonists and inverse agonists at benzodiazepine receptors.
1991-07
Lack of anticonvulsant tolerance with RU 32698 and Ro 17-1812.
1989-05-19
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:25:31 GMT 2025
Edited
by admin
on Mon Mar 31 18:25:31 GMT 2025
Record UNII
4AOV43246G
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
divaplon [INN]
Preferred Name English
DIVAPLON
INN  
INN  
Official Name English
6-ETHYL-7-METHOXY-5-METHYLIMIDAZO(1,2-A)PYRIMIDIN-2-YL PHENYL KETONE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C1012
Created by admin on Mon Mar 31 18:25:31 GMT 2025 , Edited by admin on Mon Mar 31 18:25:31 GMT 2025
Code System Code Type Description
WIKIPEDIA
DIVAPLON
Created by admin on Mon Mar 31 18:25:31 GMT 2025 , Edited by admin on Mon Mar 31 18:25:31 GMT 2025
PRIMARY
NCI_THESAURUS
C65448
Created by admin on Mon Mar 31 18:25:31 GMT 2025 , Edited by admin on Mon Mar 31 18:25:31 GMT 2025
PRIMARY
EVMPD
SUB06338MIG
Created by admin on Mon Mar 31 18:25:31 GMT 2025 , Edited by admin on Mon Mar 31 18:25:31 GMT 2025
PRIMARY
FDA UNII
4AOV43246G
Created by admin on Mon Mar 31 18:25:31 GMT 2025 , Edited by admin on Mon Mar 31 18:25:31 GMT 2025
PRIMARY
PUBCHEM
65822
Created by admin on Mon Mar 31 18:25:31 GMT 2025 , Edited by admin on Mon Mar 31 18:25:31 GMT 2025
PRIMARY
CAS
90808-12-1
Created by admin on Mon Mar 31 18:25:31 GMT 2025 , Edited by admin on Mon Mar 31 18:25:31 GMT 2025
PRIMARY
SMS_ID
100000081861
Created by admin on Mon Mar 31 18:25:31 GMT 2025 , Edited by admin on Mon Mar 31 18:25:31 GMT 2025
PRIMARY
ChEMBL
CHEMBL281164
Created by admin on Mon Mar 31 18:25:31 GMT 2025 , Edited by admin on Mon Mar 31 18:25:31 GMT 2025
PRIMARY
INN
6476
Created by admin on Mon Mar 31 18:25:31 GMT 2025 , Edited by admin on Mon Mar 31 18:25:31 GMT 2025
PRIMARY
EPA CompTox
DTXSID40238269
Created by admin on Mon Mar 31 18:25:31 GMT 2025 , Edited by admin on Mon Mar 31 18:25:31 GMT 2025
PRIMARY
MESH
C060714
Created by admin on Mon Mar 31 18:25:31 GMT 2025 , Edited by admin on Mon Mar 31 18:25:31 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY