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=CC=C2OC(N[C@@H](CC3CCCCC3)C4=NC=CC=C4)=NC2=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
Inhibition of lipid mediator biosynthesis in human inflammatory cells by BIRM 270.	1995	7610984
Hemodynamic and electrophysiologic effects of ontazolast in dogs.	2000 Nov	11108180

Name

Type

Language

ONTAZOLAST

Official 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

BIRM-270

Code

English

ontazolast [INN]

Common Name

English

BIRM270

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C29712