ENOFELAST

Details

Stereochemistry	ACHIRAL
Molecular Formula	C16H15FO
Molecular Weight	242.2881
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=CC(\C=C\C2=CC=C(F)C=C2)=CC(C)=C1O

InChI

InChIKey=HJGJDFXTHQBVNV-ONEGZZNKSA-N

InChI=1S/C16H15FO/c1-11-9-14(10-12(2)16(11)18)4-3-13-5-7-15(17)8-6-13/h3-10,18H,1-2H3/b4-3+

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1825582 | https://www.ncbi.nlm.nih.gov/pubmed/1793056 | https://www.ncbi.nlm.nih.gov/pubmed/8473681 | https://www.ncbi.nlm.nih.gov/pubmed/1335586

Enofelast (BI-L-239) is a potent and selective 5-lipoxygenase inhibitor. It inhibited leukotriene B4 and C4 generation. In animal models, enofelast attenuates bronchoconstriction, leukocyte infiltration, inflammation and hyperresponsiveness that characterize asthma.

Approval Year

PubMed

Title	Date	PubMed
The effects of a 5-lipoxygenase inhibitor on antigen-induced mediator release, late-phase bronchoconstriction and cellular infiltrates in primates.	1991	1825582
BI-L-239, a 5-lipoxygenase inhibitor, blocks inhaled antigen-induced airway hyperresponsiveness in conscious guinea pigs.	1991 Sep	1793056
Effect of BI-L-239, A-64077 and MK-886 on leukotriene B4 synthesis by chopped guinea pig lung and on antigen-induced tracheal contraction in vitro.	1992 Dec	1335586
The role of 5-lipoxygenase products in preclinical models of asthma.	1993 Apr	8473681

Sample Use Guides

In Vitro Use Guide

In vitro enofelast (BI-L-239) inhibited 5-lipoxygenase product generation from human lung mast cells, alveolar macrophages, and peripheral blood leukocytes with a concentration that would provide 50% inhibition values of 28 to 340 nmol/L.

Name

Type

Language

ENOFELAST

Official Name

English

enofelast [INN]

Common Name

English

(E)-4'-FLUORO-3,5-DIMETHYL-4-STILBENOL

Systematic Name

English

PHENOL, 4-(2-(4-FLUOROPHENYL)ETHENYL)-2,6-DIMETHYL-, (E)-

Common Name

English

ENOFELAST [USAN]

Common Name

English

BI-L-239

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C29712