5-[5-chloro-3-(4-methanesulfonylphenyl)pyridin-2-yl]-2-methylpyridin-1-ium-1-olate

• ChemBase ID: 168821
• Molecular Formular: C18H15ClN2O3S
• Molecular Mass: 374.8413
• Monoisotopic Mass: 374.04919103
• SMILES: c1cc(ccc1c1c(ncc(c1)Cl)c1ccc([n+](c1)[O-])C)S(=O)(=O)C
• Canonical SMILES: Clc1cnc(c(c1)c1ccc(cc1)S(=O)(=O)C)c1ccc([n+](c1)[O-])C
• InChI: InChI=1S/C18H15ClN2O3S/c1-12-3-4-14(11-21(12)22)18-17(9-15(19)10-20-18)13-5-7-16(8-6-13)25(2,23)24/h3-11H,1-2H3
• InChIKey: KMLFAHIIJSUUPX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[5-chloro-3-(4-methanesulfonylphenyl)pyridin-2-yl]-2-methylpyridin-1-ium-1-olate
• IUPAC Traditional name: 5-[5-chloro-3-(4-methanesulfonylphenyl)pyridin-2-yl]-2-methylpyridin-1-ium-1-olate
• Synonyms: 5-Chloro-6'-methyl-3-[4-(methylsulfonyl)phenyl]-2,3'-bipyridine 1'-Oxide; Etoricoxib N1'-Oxide

Database IDs

• CAS Number: 325855-74-1
• PubChem SID: 162262953
• PubChem CID: 44266508

CALCULATED PROPERTIES

• Acid pKa: 19.69309
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.1194322
• LogD (pH = 7.4): 2.1195452
• Log P: 2.1195467
• Molar Refractivity: 99.2607 cm^3
• Polarizability: 40.514267 Å^3
• Polar Surface Area: 72.49 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E934115

Etoricoxib N1’-Oxide is an impurity of Etoricoxib (E934100).

REFERENCES

• Friesen, R., et al.: Bioorg. Med. Lett., 8, 2777 (1998)
• Botting, J., et al.: Drugs of Today, 35, 225 (19990, Talley, J., et al.: J. Med. Chem., 43, 775 (1998)