Premium
Discovery, SAR , and putative mode of action of N ‐benzyl‐2‐methoxybenzamides as potential bleaching herbicides
Author(s) -
Zhang Huixia,
Wang Jinbo,
Ji Zhenmeng,
Sun Xinlin,
Tian Qizhen,
Wei Shaopeng,
Ji Zhiqin
Publication year - 2021
Publication title -
pest management science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.296
H-Index - 125
eISSN - 1526-4998
pISSN - 1526-498X
DOI - 10.1002/ps.6313
Subject(s) - benzamide , moiety , abutilon , mode of action , chemistry , benzylamine , lead compound , stereochemistry , chemical structure , weed , botany , organic chemistry , biology , biochemistry , in vitro
BACKGROUND Herbicides acting on biosynthesis of plant pigments have contributed greatly to weed control in recent years. In our previous studies, 2‐methoxybenzamides were discovered as a novel type of lead compound for the development of bleaching herbicides. RESULTS A total of 67 benzamide analogues were synthesized and evaluated for herbicidal activity. The structure–activity relationship (SAR) revealed that a methoxyl substitution at the 2‐position of the benzoyl moiety is essential for the herbicidal activity of benzamide derivatives, and introduction of small substituents at the meta ‐ or para ‐position of the benzylamine moiety is also beneficial. Compounds 4 , 43 and 44 showed 100% inhibition against Abutilon theophrasti and Amaranthus retroflexus at an application rate of 150 g a.i. ha −1 . CONCLUSION The relationship between the structure and herbicidal activity of 2‐methoxybenzamides was discussed intensively. Compounds 4 , 43 and 44 may serve as novel candidates with a bleaching effect. © 2021 Society of Chemical Industry