CHEBI:10112 - zileuton

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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 0
Average Mass 236.29126
Monoisotopic Mass 236.062
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).
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.
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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 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
INNs Sources
zileutón WHO MedNet
zileuton WHO MedNet
zileuton ChemIDplus
zileutonum ChemIDplus
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
Database Links Databases
2862 DrugCentral
D00414 KEGG DRUG
DB00744 DrugBank
LSM-5084 LINCS
Zileuton Wikipedia
View more database links
Registry Numbers Types Sources
111406-87-2 CAS Registry Number KEGG DRUG
111406-87-2 CAS Registry Number ChemIDplus
4869674 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
19309543 PubMed citation Europe PMC
19645854 PubMed citation Europe PMC
20204486 PubMed citation Europe PMC
20436887 PubMed citation Europe PMC
Last Modified
22 February 2017