I. H. Smith, T. Budd, J. Sills
Jul 1, 1993
Citations
0
Influential Citations
7
Citations
Journal
Journal of Agricultural and Food Chemistry
Abstract
The high insecticidal activity and potency at the insect GABA-gated chloride channel of 4-alkyl-3-cyano-2,6,7-trioxabicyclo[2.2.2]octanes with the 1-(4-ethynylphenyl) substituent is also achieved with the corresponding 1-(hex-5-ynyl) analogs. Conceptually the four-methylene linkage resembles the spatial characteristics of a phenyl ring and allows the ethynyl group to occupy the same area of receptor space as when attached at the 4-position of an aryl moiety. This is the first example of chloride channel blockers with the ability to replace a phenyl group by a conformationally flexible alkyl linkage and retain a significant portion of the activity