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

作　　者：李淼[1,2] 张金波[2,3] 杨吉春[2] 李志念[2] 刘长令[2] 李正名[1] 

机构地区：[1]南开大学元素有机化学国家重点实验室 元素有机化学研究所,天津300071 [2]沈阳化工研究院新药合成室,沈阳110021 [3]沈阳化工学院化学系,沈阳110142

出　　处：《高等学校化学学报》2009年第7期1348-1352,共5页Chemical Journal of Chinese Universities

基　　金：国家“十一五”科技支撑项目(批准号:2006BAE01A01-2)资助

摘　　要：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.

关 键 词：吡唑 N-甲氧基氨基甲酸甲酯类化合物 生物活性 杀菌活性 

分 类 号：O626[理学—有机化学]