PIRQUINOZOL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C11H9N3O2
Molecular Weight	215.2081
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OCC1=NN2C(=C1)C3=C(NC2=O)C=CC=C3

InChI

InChIKey=XLUKOGNIEDDIMV-UHFFFAOYSA-N

InChI=1S/C11H9N3O2/c15-6-7-5-10-8-3-1-2-4-9(8)12-11(16)14(10)13-7/h1-5,15H,6H2,(H,12,16)

HIDE SMILES / InChI

Molecular Formula	C11H9N3O2
Molecular Weight	215.2081
Charge	0
Count

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6162946 | https://www.ncbi.nlm.nih.gov/pubmed/6135784 | https://www.ncbi.nlm.nih.gov/pubmed/7205610

Pirquinozol, a pyrazolo[1,5-c]quinazoline, is an orally effective anti-allergic agent as demonstrated in animal model systems. Pirquinozol is prodrug, requiring oxidation to SQ 12,903 for expression of maximum antiallergic activity. In-vitro, pirquinozol inhibits histamine release from rat mast cells in a manner similar to that observed for disodium cromoglycate (DSCG) and doxantrazole. In the rat, pirquinozol is not an antagonist of histamine in serotonin, in beta adrenergic agonist or a bronchodilator. Prophylactically administered pirquinozol inhibits immunologically-induced bronchospasm in rats passively sensitized with whole rat serum containing IgE anti-egg albumin, as measured by changes in both airway conductance and dynamic compliance.

Approval Year

PubMed

Title	Date	PubMed
Anti-allergic properties of pirquinozol (SQ 13,847) an orally effective agent. Evaluation in an anti-IgE-induced pulmonary function model in rats.	1983-06	6135784
High-performance liquid chromatography of the oral anti-asthmatic agent pirquinozol and its active metabolite.	1980-11-21	6108966
Antiallergic properties of SQ 13,847, an orally effective agent. I. Activity in vivo.	1980-06	7205610
Antiallergic properties of SQ 13,847, an orally effective agent. II. Activity in vitro.	1980-06	6162946

Sample Use Guides

In Vivo Use Guide

Single dose - 1, 2, 4, 8, 16 mg/kg

Route of Administration: Other

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:53:54 GMT 2025` Edited by `admin` on `Mon Mar 31 17:53:54 GMT 2025`
Record UNII	D16HG4V2UC
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SO-13847

Preferred Name

English

PIRQUINOZOL

Official Name

English

SQ 13847

Code

English

PYRAZOLO(1,5-C)QUINAZOLIN-5(6H)-ONE, 2-(HYDROXYMETHYL)-

Systematic Name

English

SQ-13847

Code

English

2-(Hydroxymethyl)pyrazolo[1,5-c]quinazolin-5(6H)-one

Systematic Name

English

pirquinozol [INN]

Common Name

English

PIRQUINOZOL [USAN]

Common Name

English

PIRQUINOZOL [MART.]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29712