FENLEUTON

Details

Stereochemistry	RACEMIC
Molecular Formula	C17H15FN2O3
Molecular Weight	314.311
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C#CC1=CC(OC2=CC=C(F)C=C2)=CC=C1)N(O)C(N)=O

InChI

InChIKey=MWXPQCKCKPYBDR-UHFFFAOYSA-N

InChI=1S/C17H15FN2O3/c1-12(20(22)17(19)21)5-6-13-3-2-4-16(11-13)23-15-9-7-14(18)8-10-15/h2-4,7-12,22H,1H3,(H2,19,21)

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9316110 | https://www.ncbi.nlm.nih.gov/pubmed/9673966

FENLEUTON is a potent, reversible and selective inhibitor of 5-lipoxygenase with IC50 values ranging from 80 to 1100 nM. It was studied for potential use in veterinary medicine to treat chronic obstructive pulmonary disease in horses.

Originator

Approval Year

PubMed

Title	Date	PubMed
Pharmacokinetics and pharmacodynamics of fenleuton, a 5-lipoxygenase inhibitor, in ponies.	1998-06-13	9625466
Effect of the 5-lipoxygenase inhibitor, fenleuton, on antigen-induced neutrophil accumulation and lung function changes in horses with chronic obstructive pulmonary disease.	1998-06	9673966
Dietary fish oil or lofrin, a 5-lipoxygenase inhibitor, decrease the growth-suppressing effects of coccidiosis in broiler chicks.	1997-10	9316110

Patents

Name

Type

Language

FENLEUTON

Official Name

English

LOFRIN

Preferred Name

English

N-HYDROXY-N-(4-(3-(4-FLUOROPHENOXY)PHENYL)-3-BUTYN-2-YL)UREA

Systematic Name

English

ABBOTT-76745

Code

English

fenleuton [INN]

Common Name

English

UREA, N-(3-(3-(4-FLUOROPHENOXY)PHENYL)-1-METHYL-2-PROPYNYL)-N-HYDROXY-

Systematic Name

English

FENLEUTON [USAN]

Common Name

English

UREA, N-(3-(3-(4-FLUOROPHENOXY)PHENYL)-1-METHYL-2-PROPYNYL)-N-HYDROXY-, (±)-

Systematic Name

English

A-76745

Code

English

UREA, N-(3-(3-(4-FLUOROPHENOXY)PHENYL)-1-METHYL-2-PROPYN-1-YL)-N-HYDROXY-

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1322