Synthesis and Juvenile Hormone Mimetic Activity of 4’-(2,6,6-Trimethyl -2- cyclohexen -1-yl)-3’- buten-2’-ketoxime-N-O-alkyl ether

4’-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-3’-buten-2’-ketoxime-N-O-alkyl ethers have been synthesized, separated into their E and Z isomers and characterized on the basis of ¹H-NMR spectra. They have been evaluated for their juvenile hormone mimetic activity against red cotton bug, Dysdercus koenigii Fab. Maximum JH mimettc activities have been shown by 4’-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3’-buten-2’(E)-ketoxime-N-O-propyl) ether followed by 4’-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3’-buten-2’(E)-ketoxime-N-O-pentyl) ether, 4’-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3’-buten-2’(E)-ketoxime-N-O-hexayl) ether, 4’-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3’-buten-2’(E)-ketoxime-N-O-heptyl) ether, 4’-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3’-buten-2’(E)-ketoxime-N-O-octyl) ether, 4’-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3’-buten-2’(Z)-ketoxime-N-O-butyl ether and 4’-(2,6,6-trimethyl -2-cyclohexen-1-yl) -3’-buten-2’(Z)-ketoxime-N-O-pentyl) ether. Structure activity relationship studies revealed that maximum activity was associated with compounds having three or more carbon atoms in the oxime ether moiety. The E-lsomer has been found to be more active than Z-isomer.