title: Synthesis and herbicidal activity of diphenyl ether derivatives containing unsaturated carboxylates.
abstract: A series of novel diphenyl ether derivatives containing unsaturated carboxylates were designed and synthesized. Their structures were identified by (1)H nuclear magnetic resonance and elemental analyses. The bioassays indicated that the compounds 5b and 5c exhibited good herbicidal activities against velvetleaf at a concentration of 30-40 g/hm(2). The relationship between structure and herbicidal activity was also discussed. Among unsaturated carboxylates group, butenoate is the most promising one. Amonst them, 4-ethoxy-4-oxobutenyl 5-(2-chloro-4-(trifluoromethyl)phenoxy)-2-nitrobenzoate 5b was identified as the most promising candidate due to its high protoporphyrinogen IX oxidase inhibition effect (pI(50) = 6.64) and good herbicidal activity against broadleaf weeds with selectivity to soybean and low toxicity to mammals.
authors.affiliation: State Key Laboratory of the Discovery and Development of Novel Pesticide, Shenyang Research Institute of Chemical Industry Co. Ltd., Shenyang 110021, People's Republic of China.
authors.forename: Haibo
authors.initials: H
authors.lastname: Yu
authors.forename: Huibin
authors.initials: H
authors.lastname: Yang
authors.forename: Dongliang
authors.initials: D
authors.lastname: Cui
authors.forename: Liang
authors.initials: L
authors.lastname: Lv
authors.forename: Bin
authors.initials: B
authors.lastname: Li
mesh_terms: D006540:Herbicides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure; D010647:Phenyl Ethers / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D057685:Plant Weeds / Q000187:drug effects; D013329:Structure-Activity Relationship
chemical_list: D006540:Herbicides; D010647:Phenyl Ethers; C031538:phenyl ether