Phosphate-bearing prodrugs of sulfonyl hydrazines as hypoxia-selective antineoplastic agents

US7405317B2 · kind B2 · utility

Assignee

• Vion Pharmaceuticals, Inc. · US

Inventors

• Xu Lin · Branford, US
• Ivan King · North Haven, US
• Michael Belcourt · Wallingford, US
• Terrence W. Doyle · Fayetteville, US

Key dates

• Filing date: Sep 21, 2005
• Grant date: Jul 29, 2008
• Expiry date: Sep 21, 2025

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07F9/6518
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Novel phosphate-bearing prodrugs of sulfonyl hydrazines have the formula presented below. Pharmaceutical compositions and uses thereof in the treatment of cancer are claimed. The aforementioned prodrugs include enantiomers, stereoisomers and tautomers thereof, as well as pharmaceutically acceptable salts or solvates and metabolites from all stages. The aforementioned prodrugs are preferentially activated in hypoxic tumors and can be given either alone, or in combination with other anticancer agents or with phototheraphy or radiotherapy.where R is C1-C10 alkyl or haloalkyl;