Synthesis and Antifungal and Insecticidal Activities of Novel N-Phenylbenzamide Derivatives Bearing a Trifluoromethylpyrimidine Moiety

Yu, Xuetong; Lan, Wenxian; Chen, Meihang; Xu, Su; Luo, Xiaomin; He, Shuhong; Chen, Haijiang; Fei, Qiang; Wu, Weilong

doi:10.1155/2021/8370407

Cited by 3 publications

(3 citation statements)

References 33 publications

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“…Based on the aforementioned considerations and our previous works (Wu et al, 2019;Wu et al, 2020;Wu et al, 2021;Yu et al, 2021), the amide is linked to the trifluoromethyl pyrimidine backbone through an oxygen ether. Finally, we designed and synthesized a novel series of trifluoromethyl pyrimidine derivatives containing an amide moiety due to the molecularly active splicing strategy (Figure 1).…”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis, and Bioactivities of Novel Trifluoromethyl Pyrimidine Derivatives Bearing an Amide Moiety

Lan

Tang

et al. 2022

Front. Chem.

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Twenty-three novel trifluoromethyl pyrimidine derivatives containing an amide moiety were designed and synthesized through four-step reactions and evaluated for their antifungal, insecticidal, and anticancer properties. Bioassay results indicated that some of the title compounds exhibited good in vitro antifungal activities against Botryosphaeria dothidea (B. dothidea), Phompsis sp., Botrytis cinereal (B. cinerea), Colletotrichum gloeosporioides (C. gloeosporioides), Pyricutaria oryzae (P. oryzae), and Sclerotinia sclerotiorum (S. sclerotiorum) at 50 μg/ml. Meanwhile, the synthesized compounds showed moderate insecticidal activities against Mythimna separata (M. separata) and Spdoptera frugiperda (S. frugiperda) at 500 μg/ml, which were lower than those of chlorantraniliprole. In addition, the synthesized compounds indicated certain anticancer activities against PC3, K562, Hela, and A549 at 5 μg/ml, which were lower than those of doxorubicin. Notably, this work is the first report on the antifungal, insecticidal, and anticancer activities of trifluoromethyl pyrimidine derivatives bearing an amide moiety.

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Section: Introductionmentioning

confidence: 99%

Design, Synthesis, and Bioactivities of Novel Trifluoromethyl Pyrimidine Derivatives Bearing an Amide Moiety

Lan

Tang

et al. 2022

Front. Chem.

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“…Based on the aforementioned consideration, we constructed a fused pyrimidine structure similar to ametoctradin. Furthermore, referring our previous works ( Wu W. et al, 2019 ; Yu et al, 2021 ), trifluoromethyl was introduced into the pyrimidine scaffold and thioether linker was promoted. Finally we designed and synthesized a novel series of thio-1,2,4-triazolo[4,3- c ]pyrimidine derivatives on account of the molecular hybridization strategy ( Figure 2 ).…”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis, and Antifungal Activity of Novel 1,2,4-Triazolo[4,3-c]trifluoromethylpyrimidine Derivatives Bearing the Thioether Moiety

et al. 2022

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Crop disease caused by fungi seriously affected food security and economic development. Inspired by the utilization of fungicide containing 1,2,4-triazole and trifluoromethylpyrimidine, a novel series of 1,2,4-triazolo[4,3-c]trifluoromethylpyrimidine derivatives bearing the thioether moiety were synthesized. Meanwhile, the antifungal activities of the title compounds were evaluated and most compounds exhibited obvious antifungal activities against cucumber Botrytis cinerea, strawberry Botrytis cinerea, tobacco Botrytis cinerea, blueberry Botrytis cinerea, Phytophthora infestans, and Pyricularia oryzae Cav. Among the compounds, 4, 5h, 5o, and 5r showed significant antifungal activities against three of the four Botrytis cinerea, which indicated the potential to become the leading structures or candidates for resistance to Botrytis cinerea.

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“…Based on the aforementioned consideration, we constructed a fused pyrimidine structure similar to ametoctradin. Furthermore, referring our previous works Yu et al, 2021), trifluoromethyl was introduced into the pyrimidine scaffold and thioether linker was promoted. Finally we designed and synthesized a novel series of thio -1,2,4-triazolo[4,3-c]pyrimidine derivatives on account of the molecular hybridization strategy (Figure 2).…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and Antifungal and Insecticidal Activities of Novel N-Phenylbenzamide Derivatives Bearing a Trifluoromethylpyrimidine Moiety

Cited by 3 publications

References 33 publications

Design, Synthesis, and Bioactivities of Novel Trifluoromethyl Pyrimidine Derivatives Bearing an Amide Moiety

Design, Synthesis, and Bioactivities of Novel Trifluoromethyl Pyrimidine Derivatives Bearing an Amide Moiety

Design, Synthesis, and Antifungal Activity of Novel 1,2,4-Triazolo[4,3-c]trifluoromethylpyrimidine Derivatives Bearing the Thioether Moiety

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