摘要
采用生物活性基团拼接的分子设计方法,将活性基团2-氧吡咯烷引入到2H-[1,4]苯并噁嗪-3(4H)-酮分子结构的苯环上,设计并合成了16个未见文献报道的N-取代-6-(3-氯-4-氯甲基-2-氧吡咯烷-1-基)-7-氟-3,4-二氢-2H-1,4-苯并噁嗪-3-酮衍生物6a～6p,其结构经IR,1H NMR,LC/MS和元素分析确证.初步的生物活性测试结果表明,部分化合物具有较高的除草和杀虫活性,如6c～6f等化合物在用量为150g/hm2时对苘麻(Abutilon theophrasti)、刺苋(Amaranthus spinosus)和藜(Chenopodium album L)等阔叶杂草具有90%以上的抑制率,6l和6o在500mg/L浓度下对蚕豆蚜(Aphis fabae)具有90%以上的致死率,个别化合物还兼具除草及杀虫活性.
In order to find novel pesticides with high activities, low toxicities and low residues, sixteen novel N-alkyl-6-（3-chloro-4-chloromethyl-2-oxopyrrolidin- 1-yl）-7-fluoro-3,4-dihydro-2H- 1,4-benzoxazin- 3-one derivatives 6a-6p were designed and synthesized. Their structures were confirmed by IR, ^1H NMR, LC/MS spectra and elemental analysis. The results of preliminary bioassay indicated that some title compounds exhibited obvious biological activities, for example, compounds 6c-6f showed more than 90% herbicidal activities against Abutilon theophrasti, Amaranthus spinosus and Chenopodium album L. at 150 g/hm^2, and compounds 61 and 60 exhibited more than 90% insecticidal activities against Aphisfabae at 500 mg/L. It was also revealed that compounds 6d and 6e exhibited not only good herbicidal activities but also excellent insecticidal activities.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2007年第9期1130-1136,共7页
Chinese Journal of Organic Chemistry
基金
国家自然科学基金(No20572019)
国家"十一五"科技支撑计划(No2006BAE01A01-4)
湖南省自然科学基金(No06JJ20054)资助项目
