1,3,4-噻二唑基脲类含氟衍生物的合成及生物活性

Synthesis and Biological Activities of Fluorinated 1,3,4-Thiadiazolylureas

摘要:

以含氟肉桂酸和氨基硫脲为原料、以三氯氧磷为脱水剂经缩合-环化“一步法”制备2-氨基-5-含氟苯乙烯基-1,3,4-噻二唑，再与含氟苯甲酰基叠氮化物反应合成6种1,3,4-噻二唑基脲类含氟衍生物，收率分别为68%、69%、66%、67%、71%和73%。目标化合物的结构用红外光谱、核磁共振氢谱、质谱和元素分析进行了表征。初步的生物活性测试表明，目标化合物IIIc和IIId在10 mg/L浓度下表现出良好的细胞分裂素活性，促进率分别为53.5%和55.1%。

Abstract:

Six fluorinated 1,3,4-thiadiazolylureas were synthesized by reaction of fluorine-containing benzoyl azides with 2-amino-5-(fluorine-containing styryl)-1,3,4-thiadiazoles, which were prepared in one step through the condensation-cyclization of fluorine-containing cinnamic acid and thiosemicarbazide with POCl3 as dehydrating agent, in the yield of 68%, 69%, 66%, 67%, 71% and 73% respectively. The structures of the products were confirmed by IR, 1H NMR, MS and elemental analysis. The preliminary bioassay showed that target compounds IIIc and IIId exhibit good cytokinin activity at the concentration of 10 mg/L, and the promoting rates of them are 53.5% and 55.1%, respectively.