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CHEBI:10112 - zileuton

ChEBI IDCHEBI:10112
ChEBI Namezileuton
Stars
DefinitionA 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.
Last Modified27 May 2021
DownloadsMolfile
FormulaC11H12N2O2S
Net Charge0
Average Mass236.296
Monoisotopic Mass236.06195
SMILESCC(c1cc2ccccc2s1)N(O)C(N)=O
InChIInChI=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)
InChIKeyMWLSOWXNZPKENC-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
leukotriene antagonist  A drug designed to prevent leukotriene synthesis or activity by blocking binding at the receptor level.
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.
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).
Applications:
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 Relation(s)
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
INNs  Source
zileutonChemIDplus
zileutonumChemIDplus
zileutónWHO MedNet
zileutonWHO MedNet
Synonyms  Source
ZileutonKEGG DRUG
(±)-1-(1-Benzo[b]thien-2-ylethyl)-1-hydroxyureaChEBI
N-[1-(benzo[b]thiophen-2-yl)ethyl]-N-hydroxyureaChEBI
N-(1-Benzo(b)thien-2-ylethyl)-N-hydroxyureaChemIDplus
LeutrolChemIDplus
Brand Name  Source
ZyfloKEGG DRUG
Manual XrefsDatabases
D00414KEGG DRUG
ZileutonWikipedia
DB00744DrugBank
LSM-5084LINCS
2862DrugCentral
Registry NumbersSources
Reaxys:4869674Reaxys
CAS:111406-87-2KEGG DRUG
CAS:111406-87-2ChemIDplus
Citations