有机化学 ›› 2004, Vol. 24 ›› Issue (6): 645-649. 上一篇    下一篇

研究论文

新型化学杂交剂哒嗪酮衍生物的合成及其对小麦去雄活性研究

齐传民*,a, 陈万义b, 杨凌春a, 蒋明亮b   

  1. a北京师范大学化学系 北京 100875
    b中国农业大学应用化学研究所 北京 100094
  • 收稿日期:2002-08-30 修回日期:2003-12-28 接受日期:2003-12-28 发布日期:2022-09-21
  • 通讯作者: *E-mail: qicmin@etang.com
  • 基金资助:
    国家自然科学基金(No. 29802001)和博士后基金资助项目.

Synthesis and Hybridizing Activity of Novel Chemical Hybridizing Agent Pyridazinone Derivatives

QI, Chuan-Min*,a, CHEN, Wan-Yib, YANG, Ling-Chuna, JIANG, Ming-Liangb   

  1. a Department of Chemistry, Beijing Normal University, Beijing 100875
    b Department of Applied Chemistry, Chinese Agricultural University, Beijing 100094
  • Received:2002-08-30 Revised:2003-12-28 Accepted:2003-12-28 Published:2022-09-21

从吡喃酮与不同的芳基重氮盐的偶联反应制备了1,4-二氢-3-羧基哒嗪-4-酮类化合物,并首次以它们为原料分别与氨基硫脲和肼或苯肼进行环合反应得到了两类去雄化学杂交剂杂环化合物——哒嗪酮氨基噻唑以及哒嗪吡唑酮化合物.初步去雄活性实验显示哒嗪酮氨基噻唑盐酸盐类化合物在较高剂量时具有去雄活性,在剂量为2100 g/ha时去雄率达99%左右.

关键词: 化学杂交剂, 哒嗪酮, 氨基噻二唑, 吡唑酮

A series of novel latent chemical hybridizing agent pyridazinone derivatives were synthesized from 1,4-dihydro-3-carboxyl-pyridazin-4-one compounds and aminothiourea, hydrazine, phenylhydrazine respectively by cyclization, where 1,4-dihydro-3-carboxyl-pyridazin-4-one compounds were obtained from the various arylamine diazonium salt and pyronone by coupling reaction. It is the first time to obtain five pyridazin-4-on-3-yl aminothiazole and five pyrazolono[3,4c]pyridazine derivatives. Furthermore, the derivatives can be used as latent chemical hybridizing agents, which has been confirmed and discussed here. In large doses, pyridazin-4-on-3-yl aminothiazole hydrochloride salts had hybridizing activity and percent sterility of them was 99% in 2100 g/ha.

Key words: pyridazine, pyridazinone, aminothiabiazole, pyrazolone