Styryl sulfone anticancer agents

US6548553B2 · kind B2 · utility

Assignee

• Temple University-Of The Commonwealth System of Higher Education · US

Inventors

• E. Premkumar Reddy · Villanova, US
• M. V. Ramana Reddy · Upper Darby, US

Key dates

• Filing date: Jul 31, 2001
• Grant date: Apr 15, 2003
• Expiry date: Jul 31, 2021

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C317/14
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Styryl sulfone compounds of the invention selectively inhibit proliferation of tumor cells, and induce apoptosis of tumor cells, while sparing normal cells. The compounds, which are useful in the treatment of cancer and other proliferative disorders, have(a) the formula II:  wherein n is zero or one; R1 is selected from the group consisting of hydrogen, chlorine, fluorine and bromine; R2 is selected from the group consisting of hydrogen, chlorine, fluorine, bromine, methyl and methoxy; and R3 is selected from the group consisting of hydrogen, chlorine and fluorine; provided, R2 may not be methyl or methoxy when R1 and R3 are both hydrogen and n is zero or one; and R1, R2 and R3 may not all be hydrogen when n is one;(b) the formula III:  wherein R1 is selected from the group consisting of hydrogen, chlorine, fluorine and bromine; or(c) or the formula IV:  wherein R1 is selected from the group consisting of fluorine and bromine, and R2 is selected from the group consisting of 2-chlorophenyl, 4-chlorophenyl, 4-fluorophenyl and 2-nitrophenyl.