Zileuton Sulfoxide
Zileuton Sulfoxide is an oxidation derivative of the parent drug Zileuton, featuring a sulfoxide (S=O) group in place of the thioether linkage present in the active pharmaceutical ingredient. Its structure incorporates a 1,3-thiadiazole ring fused to a substituted pyridine, with an ester functionality at the 5-position. The sulfoxide moiety introduces a chiral center, resulting in diastereomeric forms. This compound arises as a degradation byproduct under oxidative stress conditions. It serves as a critical HPLC reference standard for quantifying oxidative degradation pathways in Zileuton formulations.
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Molecular Formula
C11H12N2O3S
Molecular Weight
252.2900
CAS Number
1147524-83-1
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PubChem CID
71752998 ↗
IUPAC Name
1-hydroxy-1-[1-(1-oxo-1-benzothiophen-2-yl)ethyl]urea
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📝 Synonyms
Zileuton Sulfoxide
1147524-83-1
1-hydroxy-1-[1-(1-oxo-1-benzothiophen-2-yl)ethyl]urea
N-Hydroxy-N-[1-(1-oxidobenzo[b]thien-2-yl)ethyl]urea
orb2564517
DTXSID30858571
CHEBI:173785
HY-133215
CS-0113373
T88176
🔬 Chemical Identifiers
CC(C1=CC2=CC=CC=C2S1=O)N(C(=O)N)O
InChI=1S/C11H12N2O3S/c1-7(13(15)11(12)14)10-6-8-4-2-3-5-9(8)17(10)16/h2-7,15H,1H3,(H2,12,14)
KWEAXQJUQDQMNY-UHFFFAOYSA-N
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