Solvent-Free Synthesis and Safener Activity of Sulfonylurea Benzothiazolines

Abstract

A series of novel sulfonylurea benzothiazolines was designed by splicing active groups and bioisosterism. A solvent-free synthetic route was developed for the sulfonylurea benzothiazoline derivatives via the cyclization and carbamylation. All compounds were characterized by IR, 1H-NMR, 13C-NMR, HRMS. The biological activity tests indicated the compounds could protect maize against the injury caused by chlorsulfuron to some extent. The molecular docking result showed that the new compound competed with chlorsulfuron to bind with the herbicide target enzyme active site to attain detoxification.

Design, Synthesis and Evaluation of Novel Trichloromethyl Dichlorophenyl Triazole Derivatives as Potential Safener

“…Diclofop-methyl, developed by Farbwerke Hoechst Company, is designed by pharmacophore combination of phenoxycarboxylic acid and diphenyl ether herbicides [22]. As we noted above and continuous of our research on the design of nitrogen-containing heterocyclic safeners [23,24,25,26], a series of the new safener skeleton structure compounds are designed based on active substructure combinations retaining the trichloromethyl dichlorobenzene triazole of fenchlorazole and the nitrogen-containing heterocyclic ring of benoxacor or R-28725 as the parent skeleton structure (Scheme 2). Herein, we report the synthesis of a series of novel substituted trichloromethyl dichlorobenzene triazole compounds via cyclization and acylation without any expensive reagent or catalyst.…”

TiO2/Biochar with Light-Switchable Wettability as a Herbicide Safener and Foliar Fertilizer Adhesive

“…Recently, the safener-based chemical method has attracted increasing interest because it is convenient to be employed. Until now, three main types of herbicide safeners have been reported: , (i) absorption-inhibiting safeners (e.g., fenclorin can reduce the absorption of pretilachlor by rice); (ii) degradation-promoting safeners , [e.g., 1,8-naphthalic anhydride can promote the metabolism of triasulfuron in corns by inducing the expression of detoxifying enzymes (P450s)]; and (iii) binding-site-occupying safeners (e.g., dichlormid can occupy protein binding sites with S-ethyl dipropylthiocarbamate). These safeners may protect crops from herbicides to different extents; however, they suffer from one main problem: low universality when applied to resist herbicides.…”

Design, microwave-assisted synthesis, bioactivity and SAR of novel substituted 2-phenyl-2-cyclohexanedione enol ester derivatives

“…21 A class of new isoquinolinium-like compounds and novel chiral succinate dehydrogenase inhibitors was also designed by utilizing the active substructure combination theory, and they exhibited excellent and broad spectrum antifungal activity. 22,23 In connection with the facts mentioned above and our earlier work on the design and synthesis of N-containing heterocyclic safeners, [24][25][26] herein substituted 2-phenyl-2-cyclohexanedione enol ester derivatives were designed based on the SAR and active substructure combination (Scheme 1). Greenhouse experiments demonstrated that some of them exhibited promising safener activity for protecting crops from injury by clethodim.…”