Design, Synthesis, and Insecticidal Activity of Some Novel Diacylhydrazine and Acylhydrazone Derivatives
Abstract
:1. Introduction
2. Results and Discussion
2.1. Chemistry
2.2. Insecticidal Activities
Compound | R1 | R2 | Mortality (%) | ||
---|---|---|---|---|---|
24 h | 48 h | 72 h | |||
3a | 12.50 | 29.17 | 70.83 | ||
3b | 45.83 | 66.67 | 95.83 | ||
3c | 16.67 | 37.50 | 79.17 | ||
3d | 41.67 | 66.67 | 91.67 | ||
4a | 45.83 | 66.67 | 87.50 | ||
4b | 50.00 | 75.00 | 100.00 | ||
4c | 50.00 | 79.17 | 95.83 | ||
4d | 54.17 | 79.17 | 100.00 | ||
4e | 45.83 | 66.67 | 91.67 | ||
4f | 54.17 | 70.83 | 95.83 | ||
4g | 41.67 | 70.83 | 91.67 | ||
4h | 37.50 | 75.00 | 91.67 | ||
4i | 45.83 | 70.83 | 91.67 | ||
4j | 37.50 | 66.67 | 87.50 | ||
4k | 41.67 | 70.83 | 87.50 | ||
4l | 58.33 | 83.33 | 100.00 | ||
Reference Compounds | |||||
Tebufenozide | 12.50 | 37.50 | 66.67 | ||
Metaflumizone | 37.50 | 45.83 | 66.67 | ||
Tolfenpyrad | 45.83 | 66.67 | 79.17 |
Compound | Mortality(%) | ||
---|---|---|---|
H. armigera | P. xyllostella | P. rapae | |
4a | 87.50 | 79.17 | 91.67 |
4b | 91.67 | 95.83 | 100.0 |
4c | 91.67 | 87.50 | 100.0 |
4d | 95.83 | 87.50 | 100.0 |
4e | 79.17 | 83.33 | 91.67 |
4f | 95.83 | 100.0 | 100.0 |
4g | 87.50 | 87.50 | 95.83 |
4h | 83.33 | 87.50 | 95.83 |
4i | 87.50 | 75.50 | 91.67 |
4j | 83.33 | 83.33 | 91.67 |
4k | 91.67 | 70.83 | 91.67 |
4l | 79.17 | 95.83 | 100.0 |
Metaflumizone | 87.50 | 83.33 | 87.50 |
Tolfenpyrad | 91.67 | 91.67 | 95.83 |
3. Experimental Section
3.1. General Procedures
3.2. General Procedure for the Preparation of 1a–1g
3.3. General Procedure for the Preparation of 2a–2g
3.4. General Procedure for Preparation of 3a–3d and 4a–4l
3.5. Insecticidal Activity Bioassays
4. Conclusions
Supplementary Materials
Acknowledgments
Author Contributions
Conflicts of Interest
References
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Sun, J.; Zhou, Y. Design, Synthesis, and Insecticidal Activity of Some Novel Diacylhydrazine and Acylhydrazone Derivatives. Molecules 2015, 20, 5625-5637. https://doi.org/10.3390/molecules20045625
Sun J, Zhou Y. Design, Synthesis, and Insecticidal Activity of Some Novel Diacylhydrazine and Acylhydrazone Derivatives. Molecules. 2015; 20(4):5625-5637. https://doi.org/10.3390/molecules20045625
Chicago/Turabian StyleSun, Jialong, and Yuanming Zhou. 2015. "Design, Synthesis, and Insecticidal Activity of Some Novel Diacylhydrazine and Acylhydrazone Derivatives" Molecules 20, no. 4: 5625-5637. https://doi.org/10.3390/molecules20045625