The N-substituted alkyl sulfoximine derivatives are a new chemical family of neonicotinoid insecticides. We have designed and synthesized 10 (1,3-thiazole)alkyl sulfoximine derivatives. All compounds were identified by (1)H and (13)C nuclear magnetic resonance (NMR), IR, and elemental analyses. Preliminary bioassays indicated that some title compounds exhibited good insecticidal activities at 10 mg/L against Myzus persicae . The relationship between structure and biological activity was also discussed.
Three series of novel 2-cyanoacrylates 7a-7f, 9a-9f, 10a-10f containing 1,3,4-thiadiazole ring moieties were synthesized as herbicidal inhibitors of photosystem II (PS II) electron transportation. Their structures were clearly verified by 1 H NMR, 13 C NMR, elemental analysis (or HRMS analysis) and single-crystal X-ray diffraction analysis. Bioassay showed that a suitable group at the 3-position of acrylates was essential for high herbicidal activity. In particular, compound 7e showed the best herbicidal activities and gave 100% inhibitory activity against rape and amaranth pigweed at a dose of 1.5 kg/ha. Introduction of substituent with higher polarity such as sulfinyl or sulfonyl to the 5-position of 1,3,4-thiadiazole decreased herbicidal activities.
In order to find potent pesticide containing heterocycle, a series of novel pyrazole oxime ether derivatives containing a thiazolyl moiety were designed and synthesized by introducing the significant thiazole ring into the molecular structure of pyrazole. The structures of these compounds were characterized by 1 H NMR, 13 C NMR spectra and elemental analysis. Bioactivities of the target compounds were performed, and some compounds exhibited certain fungicidal, insecticidal or plant growth regulatory activities.
A variety of novel 3-trifluoromethyl substituted pyrazole oxime ether derivatives containing a pyridyl moiety were designed and synthesized in satisfactory yields. Their structures were confirmed by 1 H NMR, 13 C NMR, and elemental analysis. The preliminary bioassays indicated that some of the title compounds showed potential insecticidal activities against Aphis craccivora, and some compounds also displayed plant growth regulatory activities.
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