PIRIQUALONE

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National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ACHIRAL
Molecular Formula	C22H17N3O
Molecular Weight	339.3899
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure of PIRIQUALONE

Structure Search

SMILES

CC1=C(C=CC=C1)N2C(=O)C3=CC=CC=C3N=C2C=CC4=NC=CC=C4

InChI

InChIKey=MYGZNGAHFWOCLI-UHFFFAOYSA-N

InChI=1S/C22H17N3O/c1-16-8-2-5-12-20(16)25-21(14-13-17-9-6-7-15-23-17)24-19-11-4-3-10-18(19)22(25)26/h2-15H,1H3

HIDE SMILES / InChI

Molecular Formula	C22H17N3O
Molecular Weight	339.3899
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11206453 | Elks, J. (2014) The Dictionary of Drugs: Chemical Data, page 996, retrieved from: https://books.google.ru/books?id=0vXTBwAAQBAJ | Fischer, J., Rotella, D.P. (2015) Successful Drug Discovery, page 182, retrieved from: https://books.google.ru/books?id=nRB1BgAAQBAJ

Piriqualone is the noncompetitive AMPA receptors antagonist. It was developed as an anticonvulsant, hypnotic and muscle relaxant agent.

Approval Year

PubMed

PubMed

Title	Date	PubMed
Atropisomeric quinazolin-4-one derivatives are potent noncompetitive alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptor antagonists.	2001-01-22	11206453
Effect of acute and chronic treatment of phenobarbital and chloroquin on the turnover of 2- [2-(3-pyridyl)vinyl] -3-o-tolyl-3,4-dihydro quinazoline-4-one (SRC-909).	1979-07	521111
Neuromuscular blocking action of 2-(2-(3-pyridyl) vinyl)-3-0-tolyl-3, 4-dihydroquinazoline-4-one (SRC 909).	1974-06	4280276

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:09:34 GMT 2025` Edited by `admin` on `Mon Mar 31 18:09:34 GMT 2025`
Record UNII	9O52U70AP4
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-96996

Preferred Name

English

PIRIQUALONE

Official Name

English

piriqualone [INN]

Common Name

English

4(3H)-Quinazolinone, 3-(2-methylphenyl)-2-[2-(2-pyridinyl)ethenyl]-

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C264

Created by admin on Mon Mar 31 18:09:34 GMT 2025 , Edited by admin on Mon Mar 31 18:09:34 GMT 2025

Code System Code Type Description

NCI_THESAURUS

C74139

Created by admin on Mon Mar 31 18:09:34 GMT 2025 , Edited by admin on Mon Mar 31 18:09:34 GMT 2025

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EPA CompTox

DTXSID10862777

Created by admin on Mon Mar 31 18:09:34 GMT 2025 , Edited by admin on Mon Mar 31 18:09:34 GMT 2025

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ChEMBL

CHEMBL51620

Created by admin on Mon Mar 31 18:09:34 GMT 2025 , Edited by admin on Mon Mar 31 18:09:34 GMT 2025

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SMS_ID

100000081670

Created by admin on Mon Mar 31 18:09:34 GMT 2025 , Edited by admin on Mon Mar 31 18:09:34 GMT 2025

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ECHA (EC/EINECS)

217-590-2

Created by admin on Mon Mar 31 18:09:34 GMT 2025 , Edited by admin on Mon Mar 31 18:09:34 GMT 2025

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CAS

1897-89-8

Created by admin on Mon Mar 31 18:09:34 GMT 2025 , Edited by admin on Mon Mar 31 18:09:34 GMT 2025

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NSC

96996

Created by admin on Mon Mar 31 18:09:34 GMT 2025 , Edited by admin on Mon Mar 31 18:09:34 GMT 2025

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MESH

C005718

Created by admin on Mon Mar 31 18:09:34 GMT 2025 , Edited by admin on Mon Mar 31 18:09:34 GMT 2025

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INN

3165

Created by admin on Mon Mar 31 18:09:34 GMT 2025 , Edited by admin on Mon Mar 31 18:09:34 GMT 2025

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FDA UNII

9O52U70AP4

Created by admin on Mon Mar 31 18:09:34 GMT 2025 , Edited by admin on Mon Mar 31 18:09:34 GMT 2025

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EVMPD

SUB09918MIG

Created by admin on Mon Mar 31 18:09:34 GMT 2025 , Edited by admin on Mon Mar 31 18:09:34 GMT 2025

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PUBCHEM

63114

Created by admin on Mon Mar 31 18:09:34 GMT 2025 , Edited by admin on Mon Mar 31 18:09:34 GMT 2025

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