2-甲基-6-硝基苯磺酰脲衍生物的合成及生物活性  

Synthesis and Biological Activity of 2-Methyl-6-nitrobenzenesulfonylurea Derivatives

作　　者：陈伟[1] 魏巍[1] 李玉新[1] 万莹莹[1] 刘巧霞[1] 李永红[1] 于淑晶[1] 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,化学化工协同创新中心(天津),天津300071

出　　处：《高等学校化学学报》2015年第5期907-913,共7页Chemical Journal of Chinese Universities

基　　金：国家自然科学基金(批准号:21272129);“十二五”国家科技支撑计划项目(批准号:2011BAE06B05);高等学校学科创新引智计划(批准号:B06005)资助~~

摘　　要：设计合成了一系列2-甲基-6-硝基苯磺酰脲衍生物(4a^4p),通过核磁共振氢谱(1H NMR)和高分辨质谱(HRMS)对其结构进行了确认.盆栽法除草测试结果表明,在300 g/ha剂量下,目标化合物具有优异的芽前或芽后除草活性.进一步筛选发现,在75 g/ha剂量下,化合物4b,4g,4h,4l和4p对油菜、反枝苋和稗草具有98%以上的除草活性,与对照药单嘧磺隆(100%)和氯磺隆(≥96.3%)相当.另外,部分化合物对真菌也表现出一定的抑制效果,其中化合物4l对油菜菌核病菌的半最大效应浓度EC50=9.20 mg/L(对照药多菌灵的EC50=5.79 mg/L).In order to search for new compounds with high efficacy herbicidal activity,a series of novel sulfonylurea derivatives was designed and synthesized referring to the commercialization sulfonylurea skeletons：Monosulfuron and Triflulsulfuron-methyl.The title compounds were prepared by multistep synthetic procedures starting from 2-methyl-6-nitroaniline,and their chemical structures were characterized by1 H NMR and HRMS.The bioassay results indicate that some of the title compounds show excellent herbicidal activities at the dosage of 300 g / ha.Further study found that compounds 4b,4g,4h,4l and 4p are as effective as Monosulfuron（100%） and Chlorsulfuron（≥96.3%） against Brassica napus,Amaranthus retroflexus L.and Echinochloa Crusgalli at the dosage of 75 g / ha.Preliminary fungicidal test showed some target compounds also hold good antifungal activity in vitro.Particularly,the EC50 of compound 4l against Sclerotinia sclerotiorum was 9.20 mg/L（Carbendazim,EC50= 5.79mg/L）.

关 键 词：磺酰脲 重氮化 除草活性 抑菌活性 

分 类 号：O625.7[理学—有机化学]