title: Synthesis and insecticidal evaluation of novel N-oxalyl derivatives of tebufenozide.
abstract: A series of novel N '-tert-butyl-N '-3,5-dimethylbenzoyl-N-aryloxyoxalyl-N-4-ethylbenzoyl hydrazines containing a carboxylic acid or ester substituent on the aryl were synthesized, and their larvicidal activities were evaluated. The results of bioassays indicated that some of these title compounds exhibit higher larvicidal activities than RH5849 (N-tert-butyl-N,N '-dibenzoylhydrazine), but they are not good compared to the parent compound (tebufenozide). The carboxylic acid substituent on the aryl was essential for high larvicidal activity. Compared to the parent compound, these derivatives displayed different physical properties, for example, better solubility in organic solvents. Toxicity assays indicated that these derivatives could induce a premature, abnormal, and lethal larval molt.
authors.affiliation: Research Institute of Elemento-Organic Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, People's Republic of China.
authors.forename: Chun Hui
authors.initials: CH
authors.lastname: Mao
authors.forename: Qing Min
authors.initials: QM
authors.lastname: Wang
authors.forename: Run Qiu
authors.initials: RQ
authors.lastname: Huang
authors.forename: Fu Chun
authors.initials: FC
authors.lastname: Bi
authors.forename: Li
authors.initials: L
authors.lastname: Chen
authors.forename: Yu Xiu
authors.initials: YX
authors.lastname: Liu
authors.forename: Jian
authors.initials: J
authors.lastname: Shang
mesh_terms: D000818:Animals; D002264:Carboxylic Acids / Q000737:chemistry; D004952:Esters / Q000737:chemistry; D006834:Hydrazines / Q000737:chemistry*; D007306:Insecticides / Q000138:chemical synthesis*; D007814:Larva; D007915:Lepidoptera
chemical_list: D002264:Carboxylic Acids; D004952:Esters; D006834:Hydrazines; D007306:Insecticides; C082026:tebufenozide