N-[2-(cyclohexyloxy)-4-nitrophenyl]methanesulfonamide

• ChemBase ID: 105382
• Molecular Formular: C13H18N2O5S
• Molecular Mass: 314.35742
• Monoisotopic Mass: 314.09364269
• SMILES: CS(=O)(=O)Nc1c(OC2CCCCC2)cc(cc1)[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)c1ccc(c(c1)OC1CCCCC1)NS(=O)(=O)C
• InChI: InChI=1S/C13H18N2O5S/c1-21(18,19)14-12-8-7-10(15(16)17)9-13(12)20-11-5-3-2-4-6-11/h7-9,11,14H,2-6H2,1H3
• InChIKey: KTDZCOWXCWUPEO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[2-(cyclohexyloxy)-4-nitrophenyl]methanesulfonamide
• IUPAC Traditional name: N-[2-(cyclohexyloxy)-4-nitrophenyl]methanesulfonamide
• Synonyms: NS-398; N-[2-(Cyclohexyloxy)-4-nitrophenyl]methanesulfonamide; NS-398

Database IDs

• CAS Number: 123653-11-2
• MDL Number: MFCD00882995
• PubChem SID: 24897540; 162092585
• PubChem CID: 4553
• Wikipedia Title: NS-398

CALCULATED PROPERTIES

• Acid pKa: 6.964432
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.9150094
• LogD (pH = 7.4): 1.474265
• Log P: 1.9279685
• Molar Refractivity: 77.5433 cm^3
• Polarizability: 30.438435 Å^3
• Polar Surface Area: 101.22 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 5 mg/mL in DMSO; DMSO: >5 mg/mL; H2O: insoluble; Insoluble in water
• Apperance: Off-white solid; off-white solid
• Melting Point: 134-138°C

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• German water hazard class: 3
• Safety Statements: S22 S24/25
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... ALOX5(240), CYP19A1(1588), PTGS1(5742), PTGS2(5743)mouse ... Ptgs2(19225)

Product Information

• Purity: ≥98% (HPLC); 98%
• Empirical Formula (Hill Notation): C13H18N2O5S

DETAILS

MP Biomedicals - 02159981

Purity: 98%
Specific inhibitor of PGH synthase-2.

Sigma Aldrich - N194

Biochem/physiol Actions
Selective cyclooxygenase-2 (COX-2) inhibitor.

REFERENCES

• Futaki, N., et al., Prostaglandins , 47 : 55 (1994).