Abstract

A series of pyrazole derivatives was designed according to prodrug strategy. These compounds were synthesized via eight steps and their structures were confirmed by ¹H NMR spectroscopy and MS. The preliminary herbicidal bioassay results indicated that the title pyrazole ketone compounds exhibited low herbicidal activity against six weeds at 150 g/ha, which is weaker than that of the commercial HPPD herbicide topramezone. The docking results showed that the binding mode of the key intermediate (3-(2-(2-fluorophenoxy)ethoxy)-2-methyl-4-(methylsulfonyl)phenyl)(5-hydroxy-1,3-dimethyl-1H-pyrazol-4-yl)methanone is the same as the reported inhibitor DAS689 in the complex.

摘要

根据前药策略设计了一系列吡唑衍生物。这些化合物通过八个步骤合成，其结构通过¹ H NMR光谱和MS确认。初步的除草生物测定结果表明，标题的吡唑酮化合物在150 g / ha下对六种杂草表现出较低的除草活性，这比商品HPPD除草剂对pra草的活性弱。对接结果表明，关键中间体（3-（2-（2-氟苯氧基）乙氧基）-2-甲基-4-（甲基磺酰基）苯基）（5-羟基-1,3-二甲基-1H-吡唑-4-基）甲酮与复合物中报道的抑制剂DAS689相同。