A series of new substituted benzaldehyde (or 2-furaldehyde) 3-(2-chloro-4-trifluoromethyl)phenoxy benzoylhydrazones 4 have been designed and synthesized by the reactions of substituted aldehydes with intermediate 3 in 64%~89% yields. The structures of compounds 4 have been confirmed by 1 H NMR, IR, EI-MS and elemental analyses. The structure of 4-chloro-benzaldehyde 3-(2-chloro-4-trifluoromethyl)phenoxy benzoylhydrazone (4f) has been determined by X-ray single crystal diffraction. The results of preliminary bioassay indicated that some compounds possess good fungicidal activities against Rhizoctonia solani and Botrytis cinereapers at a dosage of 50 mg/L and moderate herbicidal activity against the roots of rape and barnyard grass at 100 mg/L.
A series of new 2,5-disubstituted-1,3,4-oxadiazole derivatives have been designed and synthesized by adding pyridine ring and thiazole ring to the structure of 1,3,4-oxadiazole. The structures of target compounds have been confirmed by 1 H NMR, EI-MS, IR spectroscopy and elemental analyses. The structure of 2-[(6-pyridin-3-yl)methylthio]-5-(pyridin-4-yl)-1,3,4-oxadazole has been determined by single crystal X-ray diffraction. The results of preliminary bioassay indicated that some compounds possess potential fungicidal activities against Fusarium oxyporium, Gibberella zeae, Rhizoctonia solani, Dothiorella gregaria and Colletotrichum gossypii at a dosage of 5.0×10-5 g/mL. The fungicidal activities of 1,3,4-oxadiazole derivatives adding thiazole ring were better than those of those adding pyridine ring.
14 novel N'-arylmethylene-N-(4-benzoyloxy-thiazole-2-yl) benzoylhydrazone derivatives were designed and synthesized by incorporating the activated structural templets of thiazole and acylhydrazone. All the target compounds were characterized by 1 H NMR, IR, mass spectrometry and elemental analysis, and some of the compounds were confirmed by 13 C NMR. Anti-tumor test results showed that the hydrazone compounds showed significant anti-tumor activity. These compounds were more active against the KB cell lines than the CNE2 cell lines. All synthesized compounds were screened by plate method in vitro for their fungicidal activity against Gibberella zeae, Thanatephorus cucumeris, Botrytis cinereapers, Alternaria solani, Alternaria alternate, and Colletotrichum orbiculare. In the 1.0×10-4 g/mL concentration, some tested compounds exhibited middle-inhibitory activity of funguses.
A series of new 4-amino-5-cyano-6-alkylamino pyridine derivatives have been designed and synthesized from 2-cyano-3-alkylamino-3-amino acrylonitriles and β-dicarbonyl compounds using Zn(NO 3 ) 2 and C 2 H 5 ONa as catalysts in anhydrous ethanol. The structures of target compounds have been confirmed by 1 H NMR, EI-MS, IR spectroscopy and elemental analysis. The structure of 2-methyl-4-amino-5-cyano-6-(2-hydroxyl ethylamino)-nicotinic ethyl ester has been determined by single crystal X-ray diffraction. The results of preliminary bioassay indicated that some compounds possess potential good fungicidal activities at a dosage of 5.0×10-5 g/mL, and some compounds also possess moderate herbicidal activities against the Rape and Barnyard grass. Keywords multisubstituted pyridines; Zn(NO 3 ) 2 •6H 2 O; β-dicarbonyl compound; fungicidal activity; herbicidal activity 吡啶衍生物是一类具有多种生物活性的含氮杂 环 [1~3] . 一些多取代吡啶类化合物是开发较早的除草剂, 其结构类型主要表现为吡啶酸及其酯. 这类除草剂具有 植物激素作用, 对某些特定植物杀伤能力强, 如化合物 1、2 和 3 具有很强的苗前除草活性, 在 70 g/hm 2 用量下 苗前处理可以 90%~100%控制稗草、苘麻、铁荸荠等 许多杂草 [4] ; 2003 年报道的化合物 4 也具有很好的除草 效果 [5] . 此外, 该类化合物还表现一定的杀菌活性, 如 日本吴羽化学工业株式会社报道的化合物 5 在 125 g/hm 2 下对稻瘟病有很好的防效 [6] .
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