PIRODOMAST

Details

Stereochemistry	ACHIRAL
Molecular Formula	C18H17N3O2
Molecular Weight	307.3465
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC1=C(N2CCCC2)C(=O)N(C3=CC=CC=C3)C4=C1C=CC=N4

InChI

InChIKey=ULGABHCZIJXUFO-UHFFFAOYSA-N

InChI=1S/C18H17N3O2/c22-16-14-9-6-10-19-17(14)21(13-7-2-1-3-8-13)18(23)15(16)20-11-4-5-12-20/h1-3,6-10,22H,4-5,11-12H2

HIDE SMILES / InChI

Molecular Formula	C18H17N3O2
Molecular Weight	307.3465
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/2462630 | https://www.ncbi.nlm.nih.gov/pubmed/11426850 | DOI: 10.2165/00063030-199707020-00002 | https://adisinsight.springer.com/drugs/800000038

Pirodomast is Thromboxane A (TXA2) synthetase inhibitor. Pirodomast can inhibit leukotriene (LT) D4, C4, E4 formation and Thromboxane B2 (TXB2) activities. It was weak or ineffective as an antagonist of histamine, methacholine, serotonin, LTC4 or platelet activating factor induced bronchospasms in guinea pigs. Also, pirodomast was not a bronchodilator or calcium influx blocker and had only weak relaxant activity on guinea pig trachea in vitro. Pirodomast is, therefore, a potential antiallergic agent that inhibits leukotriene (LT) release. Pirodomast inhibited tryptase proteolytic activity in-vitro. In experimental studies in vivo, pirodomast blocked antigen-induced immediate and late asthmatic responses in allergic sheep. Pirodomast inhibited antigen-induced airway hyperresponsiveness to both histamine and carbachol in allergic sheep. Pirodomast was being investigated for use in asthma and allergic rhinitis.

Approval Year

PubMed

Title	Date	PubMed
Effect of inhibitors of leukotriene and/or platelet activating factor on killed H. influenzae induced experimental otitis media with effusion.	2004-01	14687688
Tryptase-induced airway microvascular leakage in guinea pigs: involvement of tachykinins and leukotrienes.	2001-05-11	11426850
Sch 37224, an experimental antiallergy compound, inhibits the neuropeptide component of hyperventilation- and nicotine-induced bronchoconstriction in guinea pigs.	1997-01	9065956
Effect of leukotriene inhibitor on otoacoustic emissions in salicylate ototoxicity.	1996-09	8892578
Effect of leukotriene inhibitor on cochlear blood flow in salicylate ototoxicity.	1995-03	7610815
Effect of SCH 37224 on anti-IgE-induced formation of sulfidopeptide leukotrienes in human lung parenchyma.	1992-08-14	1397043
Anaphylactic challenge causes eosinophil accumulation in bronchoalveolar lavage fluid of guinea pigs. Modulation by betamethasone, phenidone, indomethacin, WEB 2086, and a novel antiallergy agent, SCH 37224.	1990-09	2117872
Antiallergy activity of Sch 37224, a new inhibitor of leukotriene formation.	1988-12	2462630
A leukotriene and thromboxane inhibitor (Sch 37224) blocks antigen-induced immediate and late responses and airway hyperresponsiveness in allergic sheep.	1988-12	3204511

Patents

Substance Class	Chemical Created by `admin` on `Wed Apr 02 09:43:15 GMT 2025` Edited by `admin` on `Wed Apr 02 09:43:15 GMT 2025`
Record UNII	1S2EOV9V3Z
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

4-HYDROXY-1-PHENYL-3-(1-PYRROLIDINYL)-1,8-NAPHTHYRIDIN-2-(1H)-ONE

Preferred Name

English

PIRODOMAST

Official Name

English

pirodomast [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29712