有机化学ChineseJournalofOrganicChemistryARTICLE*Correspondingauthor.E-mail:jiangl@sdau.edu.cnReceivedJune7,2022;revisedJuly11,2022;publishedonlineSeptember1,2022.ProjectsupportedbytheNaturalScienceFoundationofShandongProvince(No.ZR2020MB110).山东省自然科学基金(No.ZR2020MB110)资助项目.Chin.J.Org.Chem.2023,43,229～235©2023ShanghaiInstituteofOrganicChemistry,ChineseAcademyofScienceshttp://sioc-journal.cn/229DOI:10.6023/cjoc202206008研究论文新型2-(1-甲基-1H-吡唑-4-基)嘧啶-4-甲酰胺的设计、合成、杀菌活性及分子对接研究孙昌兴张福豪张欢李鹏辉姜林*(山东农业大学化学与材料科学学院山东泰安271018)摘要为寻找结构新颖的嘧啶类杀菌剂,以2-氯嘧啶-4-甲酸、1-甲基-4-吡唑硼酸频哪醇酯、取代苯胺或取代苄胺等为原料,经Suzuki偶联和酰胺化反应合成了13种2-(1-甲基-1H-吡唑-4-基)嘧啶-4-甲酰胺类化合物,其结构经过1HNMR、13CNMR、IR、HRMS鉴定,并利用X射线单晶衍射法确定了N-苄基-2-(1-甲基-1H-吡唑-4-基)嘧啶-4-甲酰胺(4h)的晶体结构.初步测试了目标化合物对3种植物病原菌的杀菌活性,在浓度为100mg/L时,N-(4-甲基苯基)-2-(1-甲基-1H-吡唑-4-基)嘧啶-4-甲酰胺(4f)和N-(4-氯苄基)-2-(1-甲基-1H-吡唑-4-基)嘧啶-4-甲酰胺(4j)对水稻纹枯菌表现出较高的杀菌活性,抑制率分别为85.3%和79.1%.分子对接研究显示4f可与琥珀酸脱氢酶活性腔内的氨基酸残基形成2个氢键和1个阳离子-π相互作用.关键词嘧啶;酰胺;琥珀酸脱氢酶抑制剂(SDHI);杀菌活性;分子对接Design,Synthesis,FungicidalActivityandMolecularDockingStudyofNovel2-(1-Methyl-1H-pyrazol-4-yl)pyrimidine-4-carboxamidesSun,ChangxingZhang,FuhaoZhang,HuanLi,PenghuiJiang,Lin*(CollegeofChemistryandMaterialScience,ShandongAgriculturalUniversity,Tai'an,Shandong271018)AbstractInordertodevelopnovelpyrimidinefungicides,thirteen2-(1-methyl-1H-pyrazol-4-yl)pyrimidine-4-carboxami-desweresynthesizedfrom2-chloropyrimidine-4-carboxylicacid,1-methyl-4-pyrazoleboratepinacolester,substitutedanilinesorsubstitutedbenzylaminesasstartingmaterials.Thestructuresoftargetcompoundswerecharacterizedby1HNMR,13CNMR,IR,HRMS,andthecrystalstructureofN-benzyl-2-(1-methyl-1H-pyrazol-4-yl)pyrimidine-4-carboxamide(4h)wasalsodeterminedbyX-raydiff...
