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N-(1,2,4-三唑)含氟肉桂醛亚胺的合成及生物活性 被引量:20

Synthesis and Bioactivities of Novel N-1,2,4-Triazole Moieties Imines Containing Fluorocinnamylidene
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摘要 含氟肉桂醛与4-氨基-5-(3,4,5-三甲氧基苯基)-1,2,4-三唑-3-硫酮(2)缩合生成5-(3,4,5-三甲氧基苯基)-4-取代苯基烯丙亚胺基-1,2,4-三唑-3-硫酮(3),再烷基化为新型含氟肉桂醛1,2,4-三唑亚胺(4).化合物结构经1HNMR,13CNMR,IR以及元素分析确认,并用X-ray单晶衍射测定了化合物4g的晶体结构,证实了分子中两个环外双键N=C和C=C均为E-式构型.初步生物活性测试结果表明,部分化合物具有抗植物病毒活性. A series of 4-(substituted-3-phenylallyideneamino)-3-(3,4,5-trimethoxyphenyl)-1H-1,2,4-triazole-5(4H)-thione (3) were synthesized by condensation reaction of 4-amino-3-(3,4,5-trimethoxyphenyl)- 1H-1,2,4-triazole-5(4H)-thione (2) with various fluorocinnamaldehydes. Alkylation of 3 with alkyl halides afforded N-1,2,4-triazole moieties imines containing fluorocinnamylidene 4. Their structures were confirmed by 1H NMR, 13C NMR, IR and elemental analyses. The single crystal structure of compound 4g was deter- mined by X-ray diffraction analysis, which revealed that the two double bonds N=C and C=C outside the rings were of E,E-configurations. The preliminary bioassay showed that some of them exhibited moderate antiviral activity.
出处 《有机化学》 SCIE CAS CSCD 北大核心 2010年第4期569-575,共7页 Chinese Journal of Organic Chemistry
基金 国家自然科学基金(Nos.20962005 20562003)资助项目
关键词 含氟肉桂醛 1 2 4-三唑 亚胺 晶体结构 生物活性 fluorocinnamaldehyde 1,2,4-triazole imines crystal structure bioactivity
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