DIVAPLON

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 Search

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

Description
Sources: https://adisinsight.springer.com/drugs/800000631 | https://www.ncbi.nlm.nih.gov/pubmed/2759183 | Milne, G.W.A. (2017) Drugs: Synonyms and Properties, retrieved from: https://books.google.ru/books?id=RlM8DwAAQBAJ

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

Title	Date	PubMed
Lack of anticonvulsant tolerance with RU 32698 and Ro 17-1812.	1989 May 19	2759183
2-(oxadiazolyl)- and 2-(thiazolyl)imidazo[1,2-a]pyrimidines as agonists and inverse agonists at benzodiazepine receptors.	1991 Jul	1648620
Full and partial agonism displayed by benzodiazepine receptor ligands at recombinant gamma-aminobutyric acidA receptor subtypes.	1993 Jul	8392559
Behavioural effects of novel benzodiazepine (omega) receptor agonists and partial agonists: increases in punished responding and antagonism of the pentylenetetrazole cue.	1995 Mar	11224318
Benzodiazepine (omega) receptor partial agonists and the acquisition of conditioned fear in mice.	1995 Sep	8539334
Affinity of various benzodiazepine site ligands in mice with a point mutation in the GABA(A) receptor gamma2 subunit.	2004 Oct 15	15451405
Pharmacological properties of GABAA receptors containing gamma1 subunits.	2006 Feb	16272224
Pharmacological analysis of the effects of benzodiazepines on punished schedule-induced polydipsia in rats.	2007 Feb	17218801
Chemical-genetic profiling of imidazo[1,2-a]pyridines and -pyrimidines reveals target pathways conserved between yeast and human cells.	2008 Nov	19043571

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:20:30 GMT 2023` Edited by `admin` on `Fri Dec 15 16:20:30 GMT 2023`
Record UNII	4AOV43246G
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DIVAPLON

Official Name

English

divaplon [INN]

Common 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