Bioactive scaffolds have been a source of new chemistry for lead generation in agrochemicals and pharmaceuticals. One such bioactive scaffold known in the literature is the substituted oxadiazole. Due to its potential for bioactivity and ease of synthesis, an effort was initiated to explore the oxadiazole scaffold. We opted to explore this scaffold via a parallel synthetic approach in an effort to generate novel molecules with relevant biological activity (Figure 1). Several in vitro and in vivo insecticidal hits, with activity against sweetpotato whitefly (BEMITA) and green peach aphid (MYZUPE) were identified from this initial library. A follow-up library led to molecules with increased efficacy and a broadened spectrum which included western flower thrips (FRANOC). A single pot microwave synthesis was utilized to efficently investigate the structure activity relationship (SAR) in an attempt to further increase activity and/or spectrum. The synthesis, design, and optimization of the hit generation library, as well as single analog synthesis and SAR of the active series, will be the focus of this poster.? 

Discovery and the structure activity relationship of a series of novel oxadiazole-based insecticides

246th National Meeting (2013)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.