吡啶衍生物研究(X):2-仲丁氨基-5-(2-芳氧吡啶 -4-基)-1,3,4-噻二唑的合成及除草活性

Studies on Pyridine Derivatives(X):Synthesis and Herbicidal Activity of 2-sec-Butylamino-5-(2-aryloylpyrid-4-yl)-1,3,4-thiodiazoles

摘要: 为了研究2-仲丁氨基-5-(2-氯吡啶-4-基)-1,3,4-噻二唑(BCPT)的结构-活性关系和开发活性更高的新型除草剂,以BCPT为先导化合物,依据活性亚结构连接法,在吡啶环2-位上引入二芳醚类除草剂的典型结构单元——芳醚,设计并合成了一系列新的芳氧吡啶噻二唑类化合物,其结构经元素分析和1H NMR确证。初步除草活性测定结果表明,在500 mg/L剂量下,所有化合物的除草活性(抑制率0~45%)远低于先导化合物(抑制率72％~87%),说明吡啶环2-位上的氯原子可能对维持该类化合物的除草活性是必需的。

Abstract: 2-sec-Butylamino-5-(2-chloropyrid-4-yl)-1,3,4-thiodiazole(BCPT) is a herbicidal leading compound.In order to improve its herbicidal activity and study the relationship between chemical structure and bioactivity,an aryl ether moiety was introduced to the sketch and a new series of compounds were synthesized and the structures were confirmed by 1H NMR and elementary analysis.Preliminary bioassay showed that all the synthesized compounds just showed a poor inhibition rate (0~45%) at 500 mg/L,much weaker than (BCPT) (72%~87%).The result suggested that chloro-atom on 2-position of pyridine ring may be indispensable for herbicidal activity.