Chemical substance record

Zileuton

111406-87-2C₁₁H₁₂N₂O₂S236.296 g/mol

Organic/Inorganic Small MoleculeChEBI source record

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. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values

CAS number	111406-87-2	ChEBI ↗
Molecular formula	C₁₁H₁₂N₂O₂S	ChEBI ↗
Molar mass	236.296 g/mol	ChEBI ↗
Monoisotopic mass	236.06195 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:10112	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	236.29 g/mol	PubChem ↗
Exact mass	236.06194880 Da	PubChem ↗
Computed XLogP	1.6	PubChem ↗
Topological polar surface area (Å²)	94.8	PubChem ↗
H-bond donors	2	PubChem ↗
H-bond acceptors	3	PubChem ↗
Rotatable bonds	2	PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

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Source preferred name

zileuton

IUPAC name

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

InChIKey

MWLSOWXNZPKENC-UHFFFAOYSA-N

SMILES

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

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)

Names & synonyms

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

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

1-benzothiophenesChEBI parent class · 38836 ↗ureasChEBI parent class · 47857 ↗

organosulfur compound organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

ferroptosis inhibitorantifibrotic agentnon-steroidal anti-inflammatory drugantineoplastic agentleukotriene antagonistanti-asthmatic drugEC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitoranti-asthmatic agentanti-inflammatory agentanti-anaemic agent

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass

Amount

Input unit

Equivalent amount

0.00423198 mol

Uses 236.296 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions

C

Carbon · 11 atoms

55.91%

S

Sulfur · 1 atom

13.57%

O

Oxygen · 2 atoms

13.54%

N

Nitrogen · 2 atoms

11.86%

H

Hydrogen · 12 atoms

5.12%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations

5-lipoxygenase inhibitor zileuton attenuates ischemic brain damage: involvement of matrix metalloproteinase 9. ↗Neurological research · 2009 Oct · PMID 19309543

Zileuton prevents the activation of the leukotriene pathway and reduces sebaceous lipogenesis. ↗Experimental dermatology · 2010 Feb · PMID 19645854

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:10112

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

Additional molecular descriptorsNCBI PubChem · CID 60490 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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