zileuton (CHEBI:10112)

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ChEBI Name	zileuton

ChEBI ID	CHEBI:10112

Definition	A member of the class of 1-benzothiophenes that is 1-benzothiophene in which the hydrogen at position 2 is replaced by a 1-[carbamoyl(hydroxy)amino]ethyl group. A selective 5-lipoxygenase inhibitor, it inhibits the formation of leukotrienes LTB4, LTC4, LDT4, and LTE4. It is used for the management of chronic asthma.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C11H12N2O2S

Net Charge

Average Mass

236.29126

Monoisotopic Mass

236.06195

InChI

InChI=1S/C11H12N2O2S/c1-7(13(15)11(12)14)10-6-8-4-2-3-5-9(8)16-10/h2-7,15H,1H3,(H2,12,14)

InChIKey

MWLSOWXNZPKENC-UHFFFAOYSA-N

SMILES

CC(N(O)C(N)=O)c1cc2ccccc2s1

Roles Classification
Biological Role(s):	leukotriene antagonist A drug designed to prevent leukotriene synthesis or activity by blocking binding at the receptor level. EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor A lipoxygenase inhibitor that interferes with the action of arachidonate 5-lipoxygenase (EC 1.13.11.34). ferroptosis inhibitor Any substance that inhibits the process of ferroptosis (a type of programmed cell death dependent on iron and characterized by the accumulation of lipid peroxides) in organisms.

Application(s):	leukotriene antagonist A drug designed to prevent leukotriene synthesis or activity by blocking binding at the receptor level. non-steroidal anti-inflammatory drug An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. anti-asthmatic drug A drug used to treat asthma.

ChEBI Ontology
Outgoing	zileuton (CHEBI:10112) has parent hydride 1-benzothiophene (CHEBI:35858) zileuton (CHEBI:10112) has role anti-asthmatic drug (CHEBI:49167) zileuton (CHEBI:10112) has role EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor (CHEBI:64964) zileuton (CHEBI:10112) has role ferroptosis inhibitor (CHEBI:173084) zileuton (CHEBI:10112) has role leukotriene antagonist (CHEBI:49159) zileuton (CHEBI:10112) has role non-steroidal anti-inflammatory drug (CHEBI:35475) zileuton (CHEBI:10112) is a 1-benzothiophenes (CHEBI:38836) zileuton (CHEBI:10112) is a ureas (CHEBI:47857)

IUPAC Name

1-[1-(1-benzothien-2-yl)ethyl]-1-hydroxyurea

Synonyms	Sources
(±)-1-(1-Benzo[b]thien-2-ylethyl)-1-hydroxyurea	ChEBI
Leutrol	ChemIDplus
N-(1-Benzo(b)thien-2-ylethyl)-N-hydroxyurea	ChemIDplus
N-[1-(benzo[b]thiophen-2-yl)ethyl]-N-hydroxyurea	ChEBI
Zileuton	KEGG DRUG

Brand Name	Source
Zyflo	KEGG DRUG

Last Modified

27 May 2021