新型1,3,4-噻二唑硫醚哒嗪酮衍生物的合成及生物活性  

Synthesis and Biological Activity of Novel 1,3,4-Thiadiazole Thioether Pyridazinone Derivatives

作　　者：胡伟男 朱梅 漆亚云 陈洁 唐思雨 唐震华 王贞超[1,2,3] 欧阳贵平 HU Wei-nan;ZHU Mei;QI Ya-yun;CHEN Jie;TANG Si-yu;TANG Zhen-hua;WANG Zhen-chao;OUYANG Gui-ping(School of Pharmaceutical Sciences, Guizhou University, Guiyang, 550025, China;State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medcial University, Guiyang 550014, China;Guizhou Engineering Laboratory for Synthetic Drugs, Guizhou University, Guiyang 550025, China)

机构地区：[1]贵州大学药学院,贵州贵阳550025 [2]贵州医科大学药用植物功效与利用国家重点实验室,贵州贵阳550014 [3]贵州大学贵州省药物合成重点实验室,贵州贵阳550025

出　　处：《合成化学》2021年第1期7-13,共7页Chinese Journal of Synthetic Chemistry

基　　金：国家自然科学基金资助项目(21867004);药用植物功效与利用国家重点实验室资助项目(FAMP201707K)。

摘　　要：以糠氯酸为原料,与叔丁基肼盐酸盐环合制得2-叔丁基-4,5-二氯-3(2H)哒嗪酮,随后与新合成的5-胺基-1,3,4-噻二唑-2-硫醇衍生物发生亲核取代反应,反应合成了11个新型1,3,4-噻二唑硫醚哒嗪酮衍生物(7a~7k)。化合物的结构均经1H NMR、13C NMR、IR、MS(ESI)和元素分析表征。采用生长速率法测试了化合物对小麦赤霉病菌(G.zeae)、辣椒枯萎病菌(F.oxysporum)、苹果腐烂病菌(C.mandshurica)3种菌株的杀菌活性,在100 mg/L浓度下,化合物7a对小麦赤霉病菌的抑制率38.6%;7f对辣椒枯萎病菌的抑制率为54.6%。Eleven novel 1,3,4-thiadiazole thioether pyridazinone derivatives(7a~7k)were synthesized by nucleophilic substitution reaction of 5-amino-1,3,4-thiadiazole-2-thiol derivatives and 2-tert-butyl-4,5-dichloro-3(2H)pyridazinone which was obtained by cyclizing tert-butylhydrazine hydrochloride with chlorous acid as raw material.The products were characterised by 1H NMR,13C NMR,IR,MS(ESI)and elemental analysis.The bactericidal activity of the compounds at 100 mg/L against three plant bacterias of G.zeae,F.oxysporum and C.mandshurica was tested by growth rate method.The inhibitory rate of compound 7a against G.zeae was 38.6%;the inhibition rate of 7f against F.oxysporum was 54.6%.

关 键 词：1 3 4-噻二唑 哒嗪酮 生物活性 合成 糠氯酸 

分 类 号：O631[理学—高分子化学]