1-hydroxy-1-[1-(1-oxo-1λ4-benzothiophen-2-yl)ethyl]urea

• ChemBase ID: 179579
• Molecular Formular: C11H12N2O3S
• Molecular Mass: 252.28958
• Monoisotopic Mass: 252.05686325
• SMILES: c1cccc2c1s(=O)c(c2)C(C)N(C(=O)N)O
• Canonical SMILES: NC(=O)N(C(c1cc2c(s1=O)cccc2)C)O
• InChI: 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)
• InChIKey: KWEAXQJUQDQMNY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-hydroxy-1-[1-(1-oxo-1λ^4-benzothiophen-2-yl)ethyl]urea
• IUPAC Traditional name: 1-hydroxy-1-[1-(1-oxo-1λ^4-benzothiophen-2-yl)ethyl]urea
• Synonyms: N-Hydroxy-N-[1-(1-oxidobenzo[b]thien-2-yl)ethyl]urea; Zileuton Sulfoxide

Database IDs

• CAS Number: 1147524-83-1
• PubChem SID: 164235489
• PubChem CID: 71752998

CALCULATED PROPERTIES

• Acid pKa: 8.923784
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.114874676
• LogD (pH = 7.4): 0.102281496
• Log P: 0.115037635
• Molar Refractivity: 67.0631 cm^3
• Polarizability: 25.23493 Å^3
• Polar Surface Area: 83.63 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - Z420020

A metabolite of Zileuton (Z420000).

REFERENCES

• Sweeny, D.J., et al.: Metab. Dispos., 20, 328 (1992)