Three series of novel 1,5-diphenyl-1-pentanone derivatives were designed and synthesized. Their structures were characterized by IR, 1 H NMR techniques, and elemental analysis. The insecticidal activities of the new compounds were preliminarily evaluated. The bioassay results indicated that the compounds X11-X30 displayed better aphicidal activity against Aphis gossypii than compounds X1-X10 and the lead compound (E)-1,5-diphenyl-1-penten-1-one (A). The inhibitory rates of compounds X6 and X29 were 100% against Plutella xylostella (L.) at 600 mg•L -1 . Compounds X12, X13, X19, X24, X25, X26 and X27 showed higher insecticidal activity againstTetranychus cinnabarinus (Boisduval) at 600 mg•L -1 than the lead compound (A).

The title compound, C14H24N4O3, was synthesized by the reaction of geranyl and 3-methyl-4-nitro­imino-1,3,5-oxadiazinane. In the crystal structure, mol­ecules are assembled by weak inter­molecular C—H⋯O hydrogen bonds. The nitryl and the long carbon chain are located on the same side of the C=N bond due to the two weak intra­molecular C—H⋯N hydrogen bonds; the configuration of the oxadiazinane is Z.

Design, Synthesis, and Insecticidal Activity of 1,5-Diphenyl-1-pentanone Analogues. -All compounds were tested against Aphis gossypii, Plutella xylostella, and Tetranychus cinnabarinus. The highest activity is found for (Vf), (Vh), and (Vj). -(YANG, S.; KANG, T.; RUI, C.; YANG, X.; SUN, Y.; CUI, Z.; LING*, Y.; Chin.