新型含吡唑杂环邻氨基苯甲酰胺类化合物的合成与杀螨活性

以氯虫苯甲酰胺和氟虫腈的结构为基础,通过活性亚结构拼接的方法,设计合成了24个新型含吡唑杂环邻氨基苯甲酰胺类化合物,其结构经1H NM R、IR及APCI-M S表征。初步生物活性测试结果表明:化合物5-溴-N-4-氯-2-甲基-6-(甲氨基甲酰基)苯基]-1-1-2,6-二氯-4-(三氟甲基)苯基]-4-三氟甲基亚磺酰基-1H-吡唑-3-甲酰胺(5k)和5-溴-N-4-溴-2-甲基-6-(甲氨基甲酰基)苯基]-1-2,6-二氯-4-(三氟甲基)苯基]-4-三氟甲基亚磺酰基-1H-吡唑-3-甲酰胺(5l)在500 mg/L下对朱砂叶螨Tetranychus cinnabarinus的致死率为100%,但在100 mg/L下其致死率则分别降至30%和50%。所得结果可为邻氨基苯甲酰胺类化合物构效关系研究提供参考。

Synthesis and acaricidal activity of novel pyrazole-heterocyclic anthranilic amides

Pyrazole-heterocyclic anthranilic amides were synthesized from chlorantraniliproles and fipronils. All 24 new compounds were characterized by ¹H NMR, IR and APCI-MS. Compounds 5-bromo-N-(4-chloro-2-methyl-6-(methyl-carbamoyl)phenyl)-1-(2,6-dichloro-4-(trifluoromethyl)-phenyl)-4-((trifluoromethyl)sulfinyl)-1H-pyrazole -3-carboxamide (5k) and 5-bromo-N-(4-bromo-2-methyl-6-(methylcarbamoyl)phenyl)-1-(2, 6-dichloro-4-(trifluoromethyl)phenyl)-4-((trifluoro-methyl)sulfinyl)-1H-pyrazole-3-carboxamide(5l) exhibited 100% mortality against Tetranychus cinnabarinus at 500 mg/L. At 100 mg/L, the mortality dropped to 30% and 50%, respectively. These results provided further insights into the relationship between the structures and biological activity of this novel pyrazole-heterocyclic anthranilic amides.