新型含吡唑环的N-甲氧基氨基甲酸甲酯类化合物的设计、合成及生物活性

Design,Synthesis and Bioactivity of New N-Methoxycarbamate Containing Pyrazole

以苯(吡啶)乙/丙酮类化合物为原料,经酯化、环化和缩合三步制得新型含吡唑环的N-甲氧基氨基甲酸甲酯类化合物3a～3r,化合物及其中间体的化学结构经红外光谱、核磁共振谱及元素分析确认.生物活性结果表明,化合物3在400mg/L下分别对水稻稻瘟病、黄瓜霜霉病和小麦白粉病具有很好的防治效果.对水稻稻瘟病,R1为甲基或甲氧基取代的苯基时活性最好;对于黄瓜霜霉病和小麦白粉病,R1为苯基或甲基取代苯基的化合物杀菌活性优于其它化合物,R2为甲基的化合物杀菌活性优于R2为氢的化合物.

Strobilurins are one of the most important classes of agricultural fungicides. To discover new strobilurin analogues with high pesticidal activity, a series of new N-methoxycarbamate derivatives containing substi- tuted pyrazoles 3a--3r were synthesized .from substituted aryl alkyl ketones as starting material by esterification, cyclization and condensation. The structures of substituted pyrazole derivatives were confirmed by I H NMR, IR and elemental analysis. Preliminary biological evaluation show that compounds 3 have good fungicidal activity against P. oryzae, P. cubensis and E. graminis at 400 mg/L. The compounds with R1 = methyl or methoxy substituted phenyl have best activities against P. oryzae. The compounds with R1 = phenyl or methyl substituted phenyl have higher activities against P. cubensis and E. graminis than the others and the compounds with R2 = methyl have higher activities against fungi than that with hydrogen.