4-[5-(13C)methyl-3-phenyl(5-13C,2-15N)-1,2-oxazol-4-yl]benzene-1-sulfonyl chloride

• ChemBase ID: 179418
• Molecular Formular: C16H12ClNO3S
• Molecular Mass: 336.76809857
• Monoisotopic Mass: 336.0263865
• SMILES: c1cc(ccc1c1[13c](o[15n]c1c1ccccc1)[13CH3])S(=O)(=O)Cl
• Canonical SMILES: [13CH3][13c]1o[15n]c(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/i1+1,11+1,18+1
• InChIKey: NVKQPOHDVWNXRP-LQFUBYOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[5-(^1^3C)methyl-3-phenyl(5-^1^3C,2-^1^5N)-1,2-oxazol-4-yl]benzene-1-sulfonyl chloride
• IUPAC Traditional name: 4-[5-(^1^3C)methyl-3-phenyl(5-^1^3C,2-^1^5N)-1,2-oxazol-4-yl]benzenesulfonyl chloride
• Synonyms: 4-(5-Methyl-3-phenyl-4-isoxazolyl)benzenesulfonyl Chloride-13C2,15N; Valdecoxib Impurity F-13C2,15N; Valdecoxib Sulfonyl Chloride-13C2,15N

Database IDs

• PubChem SID: 164235328
• PubChem CID: 71752899

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 - V090017

Labelled Valdecoxib Sulfonyl Chloride. 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)