4-(5-methyl-3-phenyl-1,2-oxazol-4-yl)benzene-1-sulfonyl chloride

• ChemBase ID: 179417
• Molecular Formular: C16H12ClNO3S
• Molecular Mass: 333.78938
• Monoisotopic Mass: 333.02264193
• SMILES: c1cc(ccc1c1c(onc1c1ccccc1)C)S(=O)(=O)Cl
• Canonical SMILES: Cc1onc(c1c1ccc(cc1)S(=O)(=O)Cl)c1ccccc1
• InChI: InChI=1S/C16H12ClNO3S/c1-11-15(12-7-9-14(10-8-12)22(17,19)20)16(18-21-11)13-5-3-2-4-6-13/h2-10H,1H3
• InChIKey: NVKQPOHDVWNXRP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(5-methyl-3-phenyl-1,2-oxazol-4-yl)benzene-1-sulfonyl chloride
• IUPAC Traditional name: 4-(5-methyl-3-phenyl-1,2-oxazol-4-yl)benzenesulfonyl chloride
• Synonyms: 4-(5-Methyl-3-phenyl-4-isoxazolyl)benzenesulfonyl Chloride; Valdecoxib Impurity F; Valdecoxib Sulfonyl Chloride

Database IDs

• CAS Number: 509074-26-4
• PubChem SID: 164235327
• PubChem CID: 9880756

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.163953
• LogD (pH = 7.4): 4.1639566
• Log P: 4.1639566
• Molar Refractivity: 86.7443 cm^3
• Polarizability: 35.991413 Å^3
• Polar Surface Area: 60.17 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - V090015

Valdecoxib Sulfonyl Chloride is an impurity in the preparation of the cyclooxygenase-2 inhibitor, Valdecoxib (V090000) and its metabolites.

REFERENCES

• Erdelyi, P. et al.: Bioorg. Med. Chem., 16, 5322 (2008)