N-[4-nitro-2-(2H5)phenoxyphenyl]methanesulfonamide

• ChemBase ID: 175018
• Molecular Formular: C13H12N2O5S
• Molecular Mass: 308.30978
• Monoisotopic Mass: 308.04669249
• SMILES: c1(ccc(cc1Oc1ccccc1)[N+](=O)[O-])NS(=O)(=O)C
• Canonical SMILES: [O-][N+](=O)c1ccc(c(c1)Oc1ccccc1)NS(=O)(=O)C
• InChI: InChI=1S/C13H12N2O5S/c1-21(18,19)14-12-8-7-10(15(16)17)9-13(12)20-11-5-3-2-4-6-11/h2-9,14H,1H3
• InChIKey: HYWYRSMBCFDLJT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[4-nitro-2-(^2H₅)phenoxyphenyl]methanesulfonamide
• IUPAC Traditional name: N-[4-nitro-2-(^2H₅)phenoxyphenyl]methanesulfonamide
• Synonyms: N-(4-Nitro-2-(phenoxy-d5)phenyl)methanesulfonamide; 4-Nitro-2-(phenoxy-d5)methanesulfonamide-d5; 4'-Nitro-2'-(phenoxy-d5)methanesulfonanilide; Aulin-d5; Flogovital-d5; Lizepat-d5; Mesulid-d5; Nimed-d5; Nimepast-d5; Nimsulid-d5; Nimulid-d5; Nise*Gel-d5; Nisulid-d5; Nizer-d5; Orthobid-d5; R 805-d5; Sulide-d5; Sulidene-d5; Nimesulide-d5

Database IDs

• PubChem SID: 164230928
• PubChem CID: 71750951

CALCULATED PROPERTIES

• LogD (pH = 7.4): 1.2792746
• Log P: 1.7866564
• Molar Refractivity: 76.3067 cm^3
• Polarizability: 29.765017 Å^3
• Polar Surface Area: 101.22 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• Acid pKa: 6.855871
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.7701044

DETAILS

Toronto Research Chemicals - N477502

Labelled Nimesulide (N477500). Antiinflammatory agent. Preferentially inhibits COX-2 over COX-1. Suppresses chemical-induced carcinogenesis in mice and rats. Inhibits LPS-induced TNF-α production.

REFERENCES

• Pairet, M., et al.: Inflamm. Res., 47, S93 (1998)
• Fukutake, M., et al.: Carcinogenesis, 19, 1939 (1998)
• Okajima., E., et al.: Cancer Res., 58, 3028 (1998)
• Azab, A., et al.: Life Sci., 63, 323 (1998)