Isothiazol-3(2H)-Ones, Part I: Synthesis, Reactions and Biological Activity

Abstract

This review deals with methods for the synthesis, reactions and biological activity of isothiazol-3(2H)-ones. Monocyclic isothiazol-3(2H)-ones have been reported by oxidative cyclization of thiomalonamide derivatives, amides of 3-thionocarboxylic acids and 4,5-dithiaoctanediamides; by cyclocondensation of β-thiosubstituted propenamides and ring contraction of 1,4-thiazepines. Isothiazol-3(2H)-ones and their tautomer OH-forms have been investigated. Isothiazol-3(2H)-ones and their metal salt complexes are potent industrial microbiocides because of antifungal and antibacterial properties.

Key Words:

• Isothiazol-3(2H)-ones
• S-oxides
• S-dioxides
• 4,5-dithiaoctanediamides
• O/N-functionalization
• Microbiocides
• Toxicity
• GABA receptor