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

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY(2022)

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摘要
To discover new agrochemicals with prominent pesticidal properties, a series of novel beta-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 LC50 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.
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关键词
Novel beta-naphthol derivatives, synthesis, pesticidal activity, ryanodine receptor, structure-activity relationship
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