采用亚结构拼接法,将苯氧乙酸类结构引入酰基硫脲中,设计并合成了8个新型的硫脲类化合物——N-(取代苯氧乙酰胺基)-N'-(1-甲基环己基酰基)硫脲(5a-5h);5a-5h在酸性条件下关环形成8个新型的含1,3,4-噻二唑的酰胺类化合物——1-甲基-N-(5-取代基-1,3,4-噻二唑-2-基)环氧甲酰胺(6a-6h),其结构经1^H NMR和ESI-MS表征。初步的生物活性测试结果表明,在用药量为500mg·L^-1时,N-(2,4-二氯苯氧乙酰胺基)-N'-(1-甲基环己基酰基)硫脲对粘虫的抑制率为80%。
Eight novel thiourea compounds,N-(substituted-aryloxyacetyl amino)-N'-(1-methylcyclohexylacyl) thiourea(5a - 5h),were designed and synthesized by introducing substituted phenoxy acetic acid pharmacophore into the thiourea scaffold.Then eight novel amide compounds containing 1,3,4-thiadiazole moiety,1-methyl-N-(5-substituted-1,3,4-thiadiazol-2-yl) cyclohexanecarboxamide(6a - 6h),were synthesized by cyclization of 5a - 5h under weak acid.The structures were characterized by1 ^H NMR and ESI-MS.The biological activities of 5a - 5h were tested.The results showed that N-{2-[2-(2,4-dichlorophenoxy) acetyl]hydrazinecarbonothioyl}-1-methylcyclohexanecarboxamide exhibited inhibiting effect against Armyworm with 80.0% death rate at 500mg·L^-1.