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Synthesis and evaluation of novel 1-(((6-substitutedbenzo[d]thiazol-2-yl)amino)(heteroaryl)methyl)naphthalen-2-ol as pesticidal agents

To discover new agrochemicals with prominent pesticidal properties, a series of novel β-naphthol derivatives containing benzothiazolylamino and various heteroaryl groups (8a-q) were efficiently synthesised via Betti reaction. The bioassay results showed that most of the synthesised compounds exhibit...

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Detalles Bibliográficos
Autores principales: Shang, Junfeng, Li, Yuxin, Yang, Na, Xiong, Lixia, Wang, Baolei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Taylor & Francis 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8797731/
https://www.ncbi.nlm.nih.gov/pubmed/35086409
http://dx.doi.org/10.1080/14756366.2022.2032687
Descripción
Sumario:To discover new agrochemicals with prominent pesticidal properties, a series of novel β-naphthol derivatives containing benzothiazolylamino and various heteroaryl groups (8a-q) were efficiently synthesised via Betti reaction. The bioassay results showed that most of the synthesised compounds exhibited favourable insecticidal potentials, particularly towards oriental armyworm (50–100% at 200 mg·L(−1)) and diamondback moth (50–95% at 10 mg·L(−1)). Compounds 8 b, 8f, 8 g, 8j, 8k, 8n, and 8o possessed LC(50) values of 0.0988–5.8864 mg·L(−1) against diamondback moth. Compounds 8i, 8 l, and 8 m also displayed lethality rates of 30–90% against spider mite at the concentration of 100 mg·L(−1). Overall, some compounds could be considered as new insecticidal/acaricidal leading structures for further investigation. The calcium imaging experiments revealed that 8 h, 8i, and viii could activate the release of calcium ions in insect (M. separata) central neurons at a higher concentration (50 mg·L(−1)). The SAR analysis provided valuable information for further structural modifications.