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Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
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Design, Synthesis, and Structure-Activity Relationship of Novel Quinazolinone Derivatives
Gang Wang1, Huibin Yang1, Shuang Liang1
1State Key Laboratory of the Discovery and Development of Novel Pesticide, National Engineering Research Center of Pesticide, Shenyang Sinochem Agrochemicals R&D Company, Limited, Shenyang 110021, People's Republic of China.
Journal of Agricultural and Food Chemistry
|July 31, 2025
Summary
Novel quinazolinone derivatives show potent insecticidal activity against the pest Aphis fabae. Compound 10-7 demonstrates efficacy against resistant aphids with low mammalian toxicity, offering a sustainable insecticide candidate.
Area of Science:
- Agrochemistry
- Organic Synthesis
- Insect Toxicology
Background:
- Aphis fabae (bean aphid) poses a significant threat to crop yields.
- Existing insecticides face challenges due to resistance development and environmental concerns.
- Novel chemical scaffolds are needed for effective and sustainable aphid control.
Purpose of the Study:
- To design and synthesize novel quinazolinone derivatives as potential insecticides.
- To evaluate the insecticidal efficacy of synthesized compounds against Aphis fabae.
- To investigate the structure-activity relationships and mechanism of action for optimized insecticide development.
Main Methods:
- Synthesis of quinazolinone derivatives.
- Structural characterization using NMR (1H, 13C) and Mass Spectrometry (MS).
- Biological assays for insecticidal activity against Aphis fabae, including field trials and toxicity studies.
- Structure-activity relationship (SAR) analysis and molecular docking simulations.
Main Results:
- Several novel quinazolinone derivatives were successfully synthesized and characterized.
- Compounds 9-4, 9-7, 9-8, and 10-7 displayed superior insecticidal activity compared to commercial standards.
- Compound 10-7 exhibited long-lasting efficacy, controlled resistant aphid populations, and showed low mammalian toxicity.
- SAR studies identified critical functional groups, and docking revealed interaction with the TRPV channel (ASN 572).
Conclusions:
- Compound 10-7 is a highly promising lead candidate for developing new insecticides.
- The findings support the potential for sustainable pest management through resistance-breaking insecticides.
- This research contributes to agrochemical innovation and integrated pest management strategies.
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