Synthesis and insecticidal activity of benzoheterocyclic analogues of N'-benzoyl-N-(tert-butyl)benzohydrazide: Part 2. Introduction of substituents on the benzene rings of the benzoheterocycle moiety.
A series of N'-benzoheterocyclecarbonyl-N-tert-butyl-3,5-dimethylbenzohydrazide analogues possessing a variety of substituents on the benzene rings of the benzoheterocyle moieties were synthesized and tested for their insecticidal activity. The introduction of a methyl group at the R1 position of the benzoheterocycle moiety strongly increased the insecticidal activity. Among the analogues synthesized, N'-tert-butyl-N'-(3,5-dimethylbenzoyl)-5-methyl-6-chromanecarbohydrazide showed the highest insecticidal activity (LC50 = 0.89 mg litre(-1)).
Sawada
Yoshihiro
Y
Agroscience Research Laboratories, Sankyo Co Ltd, 1041, Yasu, Yasu-cho, Yasu-gun, Shiga-ken 520-2342, Japan. sawada@br.sankyo.co.jp
Yanai
Toshiaki
T
Nakagawa
Harumi
H
Tsukamoto
Yoshihisa
Y
Yokoi
Shinji
S
Yanagi
Mikio
M
Toya
Tetsuya
T
Sugizaki
Hiroyasu
H
Kato
Yasuhito
Y
Shirakura
Hidetoshi
H
Watanabe
Tetsuo
T
Yajima
Yoshimi
Y
Kodama
Seiichirou
S
Masui
Akio
A
D000818:Animals; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity*; D006834:Hydrazines / Q000737:chemistry*; D007306:Insecticides / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity*; D007814:Larva / Q000187:drug effects; D007928:Lethal Dose 50; D015394:Molecular Structure; D018411:Spodoptera / Q000187:drug effects; D013329:Structure-Activity Relationship
D006571:Heterocyclic Compounds; D006834:Hydrazines; D007306:Insecticides; C056565:1,2-dibenzoyl-tert-butylhydrazine