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=CC=CC=C3NC2=O

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)

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

Sample Use Guides

In Vivo Use Guide

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

Route of Administration: Other

Name

Type

Language

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

SO-13847

Code

English

pirquinozol [INN]

Common Name

English

PIRQUINOZOL [USAN]

Common Name

English

PIRQUINOZOL [MART.]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29712