title: Synthesis and insecticidal activity of benzoheterocyclic analogues of N'-benzoyl-N-(tert-butyl)benzohydrazide: Part 3. Modification of N-tert-butylhydrazine moiety.
abstract: Nineteen analogues were synthesized by modifying the tert-butylhydrazine moieties of N'-tert-butyl-N'-(3,5-dimethylbenzoyl)-5-methyl-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide and N'-tert-butyl-N'-(3,5-dimethylbenzoyl)-5-methylchromane-6-carbohydrazide (chromafenozide), and the synthesized analogues were evaluated for their insecticidal activity against Spodoptera litura F. While all of the synthesized analogues had insecticidal activity inferior to those of the lead compounds, several of the analogues nonetheless showed high insecticidal activity. Chromafenozide has shown very high selectivity toward lepidopteran species.
authors.affiliation: Agroscience Research Laboratories, Sankyo Co Ltd, 1041, Yasu, Yasu-cho, Yasu-gun, Shiga-ken 520-2342, Japan. sawada@br.sankyo.co.jp
authors.forename: Yoshihiro
authors.initials: Y
authors.lastname: Sawada
authors.forename: Toshiaki
authors.initials: T
authors.lastname: Yanai
authors.forename: Harumi
authors.initials: H
authors.lastname: Nakagawa
authors.forename: Yoshihisa
authors.initials: Y
authors.lastname: Tsukamoto
authors.forename: Yasushi
authors.initials: Y
authors.lastname: Tamagawa
authors.forename: Shinji
authors.initials: S
authors.lastname: Yokoi
authors.forename: Mikio
authors.initials: M
authors.lastname: Yanagi
authors.forename: Tetsuya
authors.initials: T
authors.lastname: Toya
authors.forename: Hiroyasu
authors.initials: H
authors.lastname: Sugizaki
authors.forename: Yasuhito
authors.initials: Y
authors.lastname: Kato
authors.forename: Hidetoshi
authors.initials: H
authors.lastname: Shirakura
authors.forename: Tetsuo
authors.initials: T
authors.lastname: Watanabe
authors.forename: Yoshimi
authors.initials: Y
authors.lastname: Yajima
authors.forename: Seiichirou
authors.initials: S
authors.lastname: Kodama
authors.forename: Akio
authors.initials: A
authors.lastname: Masui
mesh_terms: D000818:Animals; D001578:Benzopyrans / Q000737:chemistry / Q000494:pharmacology; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity*; D006834:Hydrazines / Q000737:chemistry* / Q000494:pharmacology; 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
chemical_list: D001578:Benzopyrans; D006571:Heterocyclic Compounds; D006834:Hydrazines; D007306:Insecticides; C056565:1,2-dibenzoyl-tert-butylhydrazine; C454111:chromafenozide