ONTAZOLAST

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H25N3O
Molecular Weight	335.4427
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=CC2=C(OC(N[C@@H](CC3CCCCC3)C4=CC=CC=N4)=N2)C=C1

InChI

InChIKey=RVXKHAITGKBBAC-SFHVURJKSA-N

InChI=1S/C21H25N3O/c1-15-10-11-20-19(13-15)24-21(25-20)23-18(17-9-5-6-12-22-17)14-16-7-3-2-4-8-16/h5-6,9-13,16,18H,2-4,7-8,14H2,1H3,(H,23,24)/t18-/m0/s1

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Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7996454 | https://adisinsight.springer.com/drugs/800003344 | https://www.ncbi.nlm.nih.gov/pubmed/11108180

Ontazolast (also known as BIRM 270) inhibits arachidonate release that blocks leukotriene B4 and platelet-activating factor biosynthesis in human neutrophils. This drug was studied for the treatment of asthma. In addition, was shown that ontazolast possessed potent class-III antiarrhythmic properties and induces prolongation of QTc in a dose-dependent fashion.

Originator

Approval Year

PubMed

Title	Date	PubMed
Hemodynamic and electrophysiologic effects of ontazolast in dogs.	2000-11	11108180
Inhibition of lipid mediator biosynthesis in human inflammatory cells by BIRM 270.	1995	7610984
BIRM 270: a novel inhibitor of arachidonate release that blocks leukotriene B4 and platelet-activating factor biosynthesis in human neutrophils.	1994-12	7996454

Name

Type

Language

ONTAZOLAST

Official Name

English

BIRM-270

Preferred Name

English

ONTAZOLAST [USAN]

Common Name

English

2-BENZOXAZOLAMINE, N-(2-CYCLOHEXYL-1-(2-PYRIDINYL)ETHYL)-5-METHYL-, (S)-

Systematic Name

English

2-BENZOXAZOLAMINE, N-((1S)-2-CYCLOHEXYL-1-(2-PYRIDINYL)ETHYL)-5-METHYL-

Systematic Name

English

2-[[(S)-2-Cyclohexyl-1-(2-pyridyl)ethyl]amino]-5-methylbenzoxazole

Systematic Name

English

ontazolast [INN]

Common Name

English

BIRM270

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C29712