Synthesis And Chemical Biology Of 2-Alkylthio-5-triazolyl Pyrimidinamine Derivatives

Pyrimidine and triazole derivatives have been received extensive attention due to their remarkable biological activities such as fungicide,anti-tumor,antimicrobial,anticancer.Morover,many well-know commercial herbicides such as Cafenstrol,Flupoxam,Amitrole contain pyrimidine and triazole groups.To discover novel N-containing heterocyclic compounds with good herbicidal activity,forty-eight novel pyrimidine-triazole derivatives were designed and synthesized by incorporating the activated structural templets of pyrimidine and triazole in this paper.Their structures were confirmed by ¹H NMR,¹³ CNMR,and HRMS.The preliminary bioassay of these target compounds was studied.This paper is mainly divided into following parts:1.Forty-eight pyrimidine-triazole derivatives were successfully synthesized.Ⅰ:2-alkylthio-5-{1-benzoyl-5’-[（phenoxy）methyl]-1H-1,2,4-triazole-5-yl}-6-methylthio pyrimidine derivatives（30）;Ⅱ:2-alkylthio-5-{1-fluorophenyl-5’-[（fluorophenoxy）methyl]-1H-1,2,4-triazole}-6-methylthio pyrimidine derivatives（18）;2.All newly synthesized compounds were screened for herbicidal activities against monocotyledonous and dicotyledonous plants.The results indicated that many target compounds possessed good herbicidal activity.The structure-activity relationship was studied.Some title compounds with excellent herbicidal activity were also investigated for IC₅₀ against cucumber.3.The interaction mode of ten selected compounds with ct DNA was examined and recorded by ultraviolet spectrophotometry.4.The in vitro inhibitory efficacies of compounds against Acetolactate Synthase（ALS）were investigated.