Design, Synthesis and Biological Evaluation of Novel Thienylpyridyl- and Thioether-Containing Acetamides and Their Derivatives as Pesticidal Agents

Referring to the structural information of the "hit" compound from the reported pharmacophore-based virtual screening, a series of novel thienylpyridyl- and thioether/sulfoxide/sulfone-containing acetamide derivatives have been designed and synthesized. The structures of new compounds were...

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2021-09, Vol.26 (18), p.5649
Main Authors: Li, Huan, Yang, Na, Xiong, Lixia, Wang, Baolei
Format: Article
Language:English
Subjects:
Acetamides - chemical synthesis
Acetamides - chemistry
Acetamides - pharmacology
Animals
Ascomycota
Cartap
Chemistry
Compound A
Crystal structure
Design
Drug Design
Fungicides
Insecticides
Insecticides - chemical synthesis
Insecticides - chemistry
Insecticides - pharmacology
Molecular Structure
Moths - drug effects
Optimization
pesticidal activity
Pesticides
Pesticides - chemical synthesis
Pesticides - chemistry
Pesticides - pharmacology
Plutella xylostella
Single crystals
Structure-Activity Relationship
Sulfides - chemical synthesis
Sulfides - chemistry
Sulfides - pharmacology
sulfone
synthesis
thienylpyridylthioacetamide
thioether
Triflumuron
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Summary:Referring to the structural information of the "hit" compound from the reported pharmacophore-based virtual screening, a series of novel thienylpyridyl- and thioether/sulfoxide/sulfone-containing acetamide derivatives have been designed and synthesized. The structures of new compounds were confirmed by H NMR, C NMR and HRMS. The single-crystal structure of was firstly reported. All the new synthesized compounds were evaluated for insecticidal activities on Walker and L. Through a step-by-step structural optimization, the high insecticidal agents, especially towards L., have been found, and thienylpyridyl- and sulfone/thioether-containing acetamides , , and which are comparable with the control insecticides cartap, triflumuron and chlorantraniliprole in the present study, can be used as novel lead structures for new insecticides innovation research. In addition, some of the compounds, e.g., , , , and , also exhibited favourable fungicidal activities against , and and would provide useful guidance for the design and development of new fungicides.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules26185649