Synergism of Carbamate Insecticides by Phenyl 2-Propynyl Ethers

The use of substituted alkynyl phenoxy derivatives of piperonyl butoxide to control insecticide‐resistant pests

“…Bioassays and ECOD assays incorporating EN 1–163 and EN 1–164 showed significantly greater inhibition than PBO, similarly to EN 1–126, a phenyl methyl but‐2‐ynyl ether compound that retains a methylene bridge between the aromatic ring and the oxygen atom of the alkynyl ether chain. A similar improvement of MDP alkynyl ethers over PBO was demonstrated in an earlier study where a phenyl prop‐2‐ynyl ether similar to EN 1–163 showed 2–3‐fold greater synergism than PBO when tested with carbaryl against houseflies . An additional observation is that EN 1–126 showed greater synergistic effects with all populations ( M. persicae and M. aeneus populations), although in some cases EN 1–163 was a significantly more potent inhibitor of ECOD activity.…”

“…A similar improvement of MDP alkynyl ethers over PBO was demonstrated in an earlier study where a phenyl prop-2-ynyl ether similar to EN 1-163 showed 2-3-fold greater synergism than PBO when tested with carbaryl against houseflies. 37 An additional observation is that EN 1-126 showed greater synergistic effects with all populations (M. persicae and M. aeneus populations), although in some cases EN 1-163 was a significantly more potent inhibitor of ECOD activity. This may be the result of EN 1-126 being a more lipophilic compound and thus able to penetrate the insect cuticle more rapidly when applied as a mixture with the insecticide.…”

Comparative evaluation of new synergists containing a butynyl-type synergophore group and piperonyl butoxide derivatives

“…Within the MDP series, carbamate synergists more potent than PBO have already been reported. When tested on susceptible housefly, isosafrol, safrol and 3,4‐methylenedioxyphenyl 2‐propynyl ether (RO 7‐1366) proved to be better synergists of carbaryl and isolan than did PBO 17. Similarly, myristicin, isosafrol and 1‐nitro‐3,4‐methylenedioxybenzene were more efficient synergists for carbaryl than PBO in the housefly 18.…”

Substituted phenyl 2-propynyl ethers as carbamate synergists

“…Several other classes of compounds which were also found to exert this synergistic activity are the inhibitors of microsomal oxidation SKF 525A and Lilly 18947, various aryloxyalkylamines related to the latter (Moorefield and Tefft, 1959;Metcalf and Fukuto, 1965; Fahmy and Gordon, 1965), and some organothiocyanates (El-Sebae et al, 1964;Bakry et al, 1968). Recently, we found a new group of carbamate synergists, the phenyl 2propynyl ethers, which potentiate a variety of carbamate insecticides against several insect species (Fellig and Rachlin, 1968; Barnes and Fellig, 1969). The mode of action of the propynyl synergists has been related at the biochemical level to that of the earlier methylenedioxyphenyl compounds (Sacher et al, 1968).…”