N-[4-(2-bromoacetyl)phenyl]methanesulfonamide

• ChemBase ID: 162738
• Molecular Formular: C9H10BrNO3S
• Molecular Mass: 292.1496
• Monoisotopic Mass: 290.95647619
• SMILES: c1(ccc(cc1)C(=O)CBr)NS(=O)(=O)C
• Canonical SMILES: BrCC(=O)c1ccc(cc1)NS(=O)(=O)C
• InChI: InChI=1S/C9H10BrNO3S/c1-15(13,14)11-8-4-2-7(3-5-8)9(12)6-10/h2-5,11H,6H2,1H3
• InChIKey: IOXQOFCRSXSIQZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[4-(2-bromoacetyl)phenyl]methanesulfonamide
• IUPAC Traditional name: N-[4-(2-bromoacetyl)phenyl]methanesulfonamide
• Synonyms: 2-Bromo-4'-(methylsulfonylamino)acetophenone; p-(Methanesulfonamido)phenacyl Bromide; N-[4-(2-Bromoacetyl)phenyl]methanesulfonamide

Database IDs

• CAS Number: 5577-42-4
• MDL Number: MFCD11182372
• PubChem SID: 162256873
• PubChem CID: 15592151

CALCULATED PROPERTIES

• Acid pKa: 8.770724
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.62666535
• LogD (pH = 7.4): 0.6108634
• Log P: 0.6268716
• Molar Refractivity: 60.8807 cm^3
• Polarizability: 24.093996 Å^3
• Polar Surface Area: 63.24 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 178 - 180°C
• Hydrophobicity(logP): 1.0

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - B679280

A methanesulfonamide analogue of Rofecoxib as COX inhibitors.

REFERENCES

• Charlier, C., et al.: Eur. J. Med. Chem., 38, 645 (2003)
• Uddin, M., et al.: Bioorg. Med. Chem., 12, 5929 (2003)
• Dogne, J., et al.: J. Med. Chem., 48, 2251 (2003)