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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 of ONTAZOLAST

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

HIDE SMILES / InChI

Molecular Formula C21H25N3O
Molecular Weight 335.4427
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

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.

Approval Year

PubMed

PubMed

TitleDatePubMed
Inhibition of lipid mediator biosynthesis in human inflammatory cells by BIRM 270.
1995
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:36:35 GMT 2023
Edited
by admin
on Fri Dec 15 16:36:35 GMT 2023
Record UNII
8P8TW6B25I
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ONTAZOLAST
INN   USAN  
USAN   INN  
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
Created by admin on Fri Dec 15 16:36:35 GMT 2023 , Edited by admin on Fri Dec 15 16:36:35 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C79123
Created by admin on Fri Dec 15 16:36:35 GMT 2023 , Edited by admin on Fri Dec 15 16:36:35 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104845
Created by admin on Fri Dec 15 16:36:35 GMT 2023 , Edited by admin on Fri Dec 15 16:36:35 GMT 2023
PRIMARY
INN
7267
Created by admin on Fri Dec 15 16:36:35 GMT 2023 , Edited by admin on Fri Dec 15 16:36:35 GMT 2023
PRIMARY
SMS_ID
100000083340
Created by admin on Fri Dec 15 16:36:35 GMT 2023 , Edited by admin on Fri Dec 15 16:36:35 GMT 2023
PRIMARY
PUBCHEM
71458
Created by admin on Fri Dec 15 16:36:35 GMT 2023 , Edited by admin on Fri Dec 15 16:36:35 GMT 2023
PRIMARY
EVMPD
SUB09446MIG
Created by admin on Fri Dec 15 16:36:35 GMT 2023 , Edited by admin on Fri Dec 15 16:36:35 GMT 2023
PRIMARY
FDA UNII
8P8TW6B25I
Created by admin on Fri Dec 15 16:36:35 GMT 2023 , Edited by admin on Fri Dec 15 16:36:35 GMT 2023
PRIMARY
MESH
C090950
Created by admin on Fri Dec 15 16:36:35 GMT 2023 , Edited by admin on Fri Dec 15 16:36:35 GMT 2023
PRIMARY
USAN
FF-69
Created by admin on Fri Dec 15 16:36:35 GMT 2023 , Edited by admin on Fri Dec 15 16:36:35 GMT 2023
PRIMARY
CAS
147432-77-7
Created by admin on Fri Dec 15 16:36:35 GMT 2023 , Edited by admin on Fri Dec 15 16:36:35 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY