含氟吡啶联吡唑类衍生物的合成及生物活性

Synthesis and Antifungal Activity Study of a Series of Novel Pyridine Linked Fluorinated Pyrazole Derivatives

[目的]发现具有生物活性新化合物。[方法]以2,6-二氯吡啶(1)为起始原料,经肼基化、环合、水解和酰氯化反应,生成中间体1-(6-氯-2-吡啶)-5-二氟甲基-1H-吡唑-4-甲酰氯(6),化合物6与取代苯胺(7)反应,制得14个含氟吡啶联吡唑类未见报道的目标化合物。[结果]通过1H NMR和LC-MS表征,初步生物活性测定结果表明在500 mg/L质量浓度下,目标化合物对黄瓜霜霉病菌、黄瓜白粉病菌、黄瓜灰霉病菌均有一定抑制作用,部分化合物对黄瓜霜霉病菌、黄瓜白粉病菌、黄瓜灰霉病菌抑制率达85.0%以上。[结论]此类含氟吡啶联吡唑类化合物有较好的抑制真菌活性。

The aim is to discover new compounds with biological activity. [Methods] 1-（6-Chloropyridin-2-yl）- 5-difluoromethyl-lH-pyrazole-4-carbonyl chloride（6） was synthesized using 2,6-dichloropyridin as raw materials by hydraztion, cyclization, hydrolysis and acyl chlorination. Then 14 novel title compounds were synthesized by acylation of （6） with substituted anilines（7）. [Results] The structures of the title compounds were confirmed by LC-MS and ~H NMR, antifungal activity test showed that 14 compounds exhibited some inhibiting effect against all the tested strains at the concentration of 500 rag/L, and some compounds showed good fungicidal activity against B, lactuca, S. fuliginea, and B. cinerea with more than 85% control. [Conclusions] These pyridine linked fluorinated pyrazole derivatives have good antifungal activities.