1-(4-methanesulfonylphenyl)-2-methylprop-2-en-1-one

• ChemBase ID: 174000
• Molecular Formular: C11H12O3S
• Molecular Mass: 224.27618
• Monoisotopic Mass: 224.05071524
• SMILES: c1c(ccc(c1)C(=O)C(=C)C)S(=O)(=O)C
• Canonical SMILES: CC(=C)C(=O)c1ccc(cc1)S(=O)(=O)C
• InChI: InChI=1S/C11H12O3S/c1-8(2)11(12)9-4-6-10(7-5-9)15(3,13)14/h4-7H,1H2,2-3H3
• InChIKey: UFXOWVCXRPOLGB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(4-methanesulfonylphenyl)-2-methylprop-2-en-1-one
• IUPAC Traditional name: 1-(4-methanesulfonylphenyl)-2-methylprop-2-en-1-one
• Synonyms: 2-Methyl-1-[4-(methylsulfonyl)phenyl]-2-propen-1-one

Database IDs

• CAS Number: 516453-68-2
• PubChem SID: 164229910
• PubChem CID: 71750468

CALCULATED PROPERTIES

• Acid pKa: 19.672014
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.5230454
• LogD (pH = 7.4): 1.5230454
• Log P: 1.5230454
• Molar Refractivity: 59.4692 cm^3
• Polarizability: 23.486813 Å^3
• Polar Surface Area: 51.21 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Pink Solid

DETAILS

Toronto Research Chemicals - M323045

Used in the preparation of DFP analog as potent COX-2 inhibitor.

REFERENCES

• Leblanc, Y. et al.: Bioorgan. Med. Chem. Lett. 12, 3317 (2002)