Chemistry and Insecticidal Activities of Piperaceae Amides and Their Synthetic Analogues

The Piperaceae Amides (Part 6)

Abstract

The present paper describes the synthetic methods of dihydropipercide [N-isobutyl-11-(3, 4-methylenedioxyphenyl)-(2E, 4E)-2, 4-undecadienamide] analogues and their structure-insecticidal activity relationships with respect to the amine and the carbon chain moieties. It has been discovered that the terminal benzyl group could be replaced by a phenoxy group without loss of activity and N-isobutyl-12-(3, 4-methylenedioxyphenoxy)-3-methyl-(2E, 4E)-2, 4-dodecadienamide was selected as the most potent insecticidal amide in this group against Callosobruchus chinensis (adzuki bean weevil). This amide also revealed noticeable toxicities against Chilo suppressalis (rice stem borer) as well as Musca domestica (housefly).