SIOC English
有机化学
高级检索

有机化学 ›› 2009, Vol. 29 ›› Issue (07): 1100-1104. 上一篇    下一篇

研究论文

新型N-(5-烷基-1,3,4-噻二唑-2-基)-1-[(杂芳基)甲基]-5-甲基-1H-1,2,3-三唑基-4-甲酰胺的合成与生物活性

陈小保a,b; 石德清*,a   

  1. (a华中师范大学化学学院 农药与化学生物学教育部重点实验室 武汉 430079)
    (b郧阳医学院药物化学系 十堰 442000)
  • 收稿日期:2008-12-02 修回日期:2008-12-22 发布日期:2009-07-22
  • 通讯作者: 石德清

Synthesis and Biological Activities of Novel N-(5-Alkyl-1,3,4- thiadiazol-2-yl)-1-[(heteroaryl)methyl]-5-methyl-1H-1,2,3- triazole-4-carboxamides

Chen, Xiaobao a,b; Shi, Deqing*,a   

  1. (a Key Laboratory of Pesticide and Chemical Biology of Ministry of Education, College of Chemistry,
    Central China Normal University, Wuhan 430079)
    (b Department of Medicinal Chemistry, Yunyang Medical College, Shiyan 442000)

  • Received:2008-12-02 Revised:2008-12-22 Published:2009-07-22
  • Contact: Shi, Deqing

PDF

1330

被引次数

15

为了寻找新型高效低毒的农药先导化合物, 采用1-[(杂芳基)甲基]-5-甲基-1H-1,2,3-三唑基-4-甲酰氯与2-氨基-5-烷基-1,3,4-噻二唑的缩合反应, 合成了8种未见文献报道的目标化合物, 其结构经IR, 1H NMR和元素分析确证, 部分化合物还经MS的进一步证实. 初步的生物活性测试结果表明, 部分目标化合物在100 mg/L浓度下对双子叶植物(油菜)显示出中等的除草活性和一定程度的杀虫活性(250 mg/L).

关键词: 取代吡啶, 生物活性, 噻唑, 1,2,3-三唑, 1,3,4-噻二唑

In search of novel low toxicity and potent pesticide lead compounds, eight title compounds were synthesized via the condensation reactions of 1-[(heteroaryl)methyl]-5-methyl-1H-1,2,3-triazole-4-carbonyl chlorides with 5-alkyl-2-amino-1,3,4-thiadiazoles, and structurally characterized by IR, 1H NMR spectra, and elemental analysis or further by MS technique. Preliminary bioassays showed that a fraction of the target compounds possessed moderate herbicidal activities against dicotyledonous plants (Brassica campestris L) at the concerntration of 100 mg/L and insecticidal activity to some extent at the concerntration of 250 mg/L.

Key words: 1,3,4-thiadiazole, thiazole, biological activity, 1,2,3-triazole, substituted pyridine