Synthesis and bioassay evaluation of 1-(4-substitutedideneaminooxymethyl)-phenyl-3-(2,6-difluorobenzoyl)ureas.
A variety of novel 1-(4-substitutedideneaminooxymethyl)-phenyl-3-(2,6-difluorobenzoyl)ureas were designed and synthesized by the reaction of 4-substitutedideneaminooxymethyl aniline with 2,6-difluorobenzoyl isocyanates in good yields. The title compounds were soluble in most organic solvents, which should make them easier to use. The preliminary bioassay showed that some of the title compounds show excellent insecticidal activity against Mythimna separata at the dosage of 25 mg kg(-1) and moderate insecticidal activity against Nephotettix cincticeps at the dosage of 500 mg kg(-1). Toxicity assays indicated that these title compounds cause in M. separata and N. cincticeps such symptoms of toxicity as discolouration, and weight loss, and cessation of feeding and lethal. One title compound exhibited acaricidal activity against Tetranychus urticae.
Chen
Li
L
State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, People's Republic of China.
Ou
Xiao-Ming
XM
Mao
Chun-Hui
CH
Shang
Jian
J
Huang
Run-Qiu
RQ
Bi
Fu-Chun
FC
Wang
Qing-Min
QM
D000814:Aniline Compounds / Q000737:chemistry; D000818:Animals; D001681:Biological Assay; D006430:Hemiptera / Q000187:drug effects; D007306:Insecticides / Q000737:chemistry* / Q000494:pharmacology*; D017953:Isocyanates / Q000737:chemistry; D007915:Lepidoptera / Q000187:drug effects; D012997:Solvents / Q000737:chemistry; D040102:Tetranychidae / Q000187:drug effects; D014508:Urea / Q000737:chemistry*
D000814:Aniline Compounds; D007306:Insecticides; D017953:Isocyanates; D012997:Solvents; D014508:Urea