Synthesis and Biological Activities of Novel Pyrazole Oximes Containing Substituted Pyrimidine Group

Abstract

In order to explore novel potent pesticide from pyrazole oxime derivatives, a series of new pyrazole oxime compounds carrying substituted pyrimidine moiety were synthesized by the method of active substructure combination. The structures of the title compounds were characterized by 1 H NMR, 13 C NMR, MS and elemental analysis. Preliminary bioassay data displayed that some target compounds showed certain insecticidal activities. At the concentration of 500 μg/mL, compounds 6b and 6c exhibited 60% and 70% insecticidal activity against Aphis craccivora, compounds 6a, 6b, 6c, and 6d had 100%, 100%, 100% and 90% insecticidal activity against Nilaparvata lugens. When the concentration was reduced to 100 μg/mL, compounds 6a, 6b and 6d were still active against Nilaparvata lugens with inhibitory values of 60%, 60% and 50%, respectively. In addition, insecticidal activities against Oriental armyworm of compounds 6f, 6g and 6m were 80%, 70% and 90%, respectively, at 500 μg/mL.

Visible‐Light‐Promoted Synthesis of Arylthiopyrimidines through Oxidative Coupling of Pyrimidine Disulfides with Arylhydrazines

“…[11] Partial aryl pyrimidine sulfides modified with pyrazole oxime ethers have outstanding insecticidal activity, especially in the effective inhibition of Nilaparvata lugens. [12] Meanwhile, 3,4,5-trimethoxyphenylthiopyrimidine as combretastatin A-4 analog might have anticancer activity against MCF-7 breast cell line. [13] Furthermore, pyrimidine thioethers can also be utilized as synthetic intermediates to construct new bonds like CÀ C bonds through the cleavage of the CÀ S bonds.…”

“…2,4‐Dibenzimidazolylthiopyrimidine compound can also show significant antibacterial effects against Staphylococcus aureus and Penicillium chrysogenum [11] . Partial aryl pyrimidine sulfides modified with pyrazole oxime ethers have outstanding insecticidal activity, especially in the effective inhibition of Nilaparvata lugens [12] . Meanwhile, 3,4,5‐trimethoxyphenylthiopyrimidine as combretastatin A‐4 analog might have anticancer activity against MCF‐7 breast cell line [13] .…”

Synthesis and Antifungal Activity Evaluation of Novel Substituted Pyrimidine‐5‐Carboxamides Bearing the Pyridine Moiety

“…The diversity of the types and positions at pyrimidine ring results in an abundance of its derivatives. A literature survey shows that pyrimidine derivatives possess a broad spectrum of biological properties, such as antifungal, antibacterial, anticancer, anti‐inflammatory, antidiabetic, insecticidal, and herbicidal activities. Many pyrimidine‐based compounds play important roles in the field of pesticide due to their high activity, low toxicity, and unique action mechanism.…”

Synthesis, Fungicidal Activity and Molecular Docking Study of Novel N-[2-((Substitutedphenyl)amino)pyridin-3-yl]-pyrimidine-4-carboxamides

“…但是, 该类杀菌剂还 未见取代嘧啶甲酰胺类化合物的报道 [8] . 图 1 一些 SDHI 类杀菌剂的结构式 Figure 1 Structures of some SDHI fungicides 嘧啶衍生物表现出良好的生物活性和生物相容性, 如抗肿瘤 [9] 、抗病毒 [10] 、抗高血压 [11] 、抗糖尿病 [12] 、杀 菌 [13] 、杀虫 [14] 、除草 [15] 等生物活性, 长期以来一直是研 究热点. 近来, 嘧啶衍生物在农药领域主要用于除草剂 和杀菌剂, 如高效除草剂苄嘧磺隆、烟嘧磺隆和嘧草硫 醚, 高效杀菌剂氟嘧菌胺、嘧菌环胺和嘧霉胺等.…”