861648-80-8Relevant academic research and scientific papers
Diamides conformationally restricted with central amino acid: Design, synthesis, and biological activities
Chen, Rui-Jia,Cheng, Jia-Gao,Dong, Le-Feng,Feng, Ting-Ting,Gu, Yu-Cheng,Li, Zhong,Shao, Xu-Sheng,Wang, Gang-Ao,Wang, Jun-Jie,Xu, Xiao-Yong,Xu, Zhi-Ping,Zhou, Cong
supporting information, (2022/02/03)
Diamide insecticides, represented by chlorantraniliprole (CHL), were widely applied in the control of lepidopteran insects. In efforts to develop bioactive diamides with novel scaffolds, we design and synthesized a series of diamides containing central amino acids to conformationally simulate CHL. Bioassay results indicated that most compounds containing 1-aminocyclopropane-1-carboxylic acid exhibited excellent larvacidal potency against Mythimna separate and Plutella xylostella. After a systematic structure–activity relationship study, 1–23 was identified as a potential insecticidal candidate with LC50 values of 34.920 mg·L?1 against M. separate and 61.992 mg·L?1 on P. xylostella. Finally, molecular docking revealed the possible binding mode of 1–23 with the target protein, ryanodine receptors.
Synthesis of spirocyclopropanated analogues of iprodione
Brackmann, Farina,Es-Sayed, Mazen,De Meijere, Armin
, p. 2250 - 2258 (2007/10/03)
Methyl 1-(tert-butoxycarbonylamino)cyclopropanecarboxylate (9) was converted into the spirocyclopropanated five-membered ring analogue 7a of Iprodione (1) in five steps with an overall yield of 28%. The spirocyclopropanated five-membered ring analogue 8a was prepared from tert-butyl N-[1-(hydroxymethyl)cyclopropyl]carbamate (10) in five steps with an overall yield of 19%. En route to the spirocyclopropanated six-membered ring analogues of Iprodione (1), the oxalic acid diamides 5b and 6b could be obtained starting from 9 or 10 in 33 or 19% yield, respectively. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.
