SIOC English
有机化学
高级检索

有机化学 >

2013 , Vol. 33 >Issue 05: 1104 - 1107

DOI: https://doi.org/10.6023/cjoc201211047

研究简报

新型含噻唑环的吡唑肟醚类衍生物的合成及其生物活性

展开
  • a 南开大学元素有机化学国家重点实验室 天津 300071;
    b 南通大学化学化工学院 南通 226019

收稿日期: 2012-11-27

  修回日期: 2013-01-06

  网络出版日期: 2013-01-11

基金资助

国家自然科学基金(Nos. 20772068, 21202089)及南通大学引进人才基金(No. 12R036)资助项目.

收起

Synthesis and Bioactivities of Novel Pyrazole Oxime Ether Derivatives Containing a Thiazolyl Moiety

Expand
  • a State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin 300071;
    b College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019

Received date: 2012-11-27

  Revised date: 2013-01-06

  Online published: 2013-01-11

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 20772068, 21202089) and the Scientific Research Foundation for Talent Introduction of Nantong University (No. 12R036).

Fold

摘要

为了寻找活性较好的杂环农药, 将噻唑基团引入到吡唑分子结构中, 设计合成了一系列新型含噻唑环的吡唑肟醚衍生物. 通过1H NMR、13C NMR和元素分析测试对标题化合物的结构进行了表征. 对合成的目标化合物进行了初步的生物活性测试, 部分化合物显示出一定的的杀菌、杀虫或植物生长调节活性.

关键词： 吡唑肟; 噻唑; 合成; 生物活性

本文引用格式

戴红, 于海波, 刘建兵, 秦雪, 王婷婷, 张欣 秦振芳 方建新 . 新型含噻唑环的吡唑肟醚类衍生物的合成及其生物活性[J]. 有机化学, 2013 , 33(05) : 1104 -1107 . DOI: 10.6023/cjoc201211047

Abstract

In order to find potent pesticide containing heterocycle, a series of novel pyrazole oxime ether derivatives containing a thiazolyl moiety were designed and synthesized by introducing the significant thiazole ring into the molecular structure of pyrazole. The structures of these compounds were characterized by 1H NMR, 13C NMR spectra and elemental analysis. Bioactivities of the target compounds were performed, and some compounds exhibited certain fungicidal, insecticidal or plant growth regulatory activities.

Key words： pyrazole oxime; thiazole; synthesis; biological activity

参考文献

[1] Liu, Y.; Ren, J.; Jin, G. Y. Chin. J. Pestic. Sci. 2001, 3, 12 (in Chinese).
(刘莹, 任军, 金桂玉, 农药学学报, 2001, 3, 12.)
[2] Zhao, P. L.; Wang, L.; Zhu, X. L.; Huang, X. Q.; Zhan, C. G.; Wu, J. W.; Yang, G. F. J. Am. Chem. Soc. 2010, 132, 185.
[3] Liu, X. Y.; Kan, D. L.; Ding, X. C. Acta Chim. Sinica 2011, 69, 1445 (in Chinese).
(刘训悦, 阚登蕾, 丁兴成, 化学学报, 2011, 69, 1445.)
[4] Zhang, Q. L.; Yuan, Z. L.; Zhang, Y. Q.; Zhu, B. X. Acta Chim. Sinica 2012, 70, 357 (in Chinese).
(张奇龙, 袁泽利, 张云黔, 朱必学, 化学学报, 2012, 70, 357.)
[5] Li, Y. X.; Ling, L.; Chen, Q. Chin. J. Org. Chem. 2011, 31, 306 (in Chinese).
(李元祥, 林龙, 陈琼, 有机化学, 2011, 31, 306.)
[6] Chen, L.; Ou, X. M.; Mao, C. H.; Shang, J.; Huang, R. Q.; Bi, F. C.; Wang, Q. M. Bioorg. Med. Chem. 2007, 15, 3678.
[7] Sun, Y. F.; Li, Y. Q.; Ling, Y.; Yu, H. L.; Yang, S. X.; Yang, X. L. Chin. J. Org. Chem. 2011, 31, 1425 (in Chinese).
(孙玉凤, 李永强, 凌云, 宇红莲, 杨绍祥, 杨新玲, 有机化学, 2011, 31, 1425.)
[8] An, Y.; Wei, W.; Mou, P. P.; Jia, Jin. Y.; Lü, J. Z.; Chen, X. Chin. J. Org. Chem. 2010, 30, 1726 (in Chinese).
(安悦, 魏魏, 牟萍萍, 贾金英, 吕建州, 陈欣, 有机化学, 2010, 30, 1726.)
[9] Balbi, A.; Anzaldi, M.; Macciò, C.; Aiello, C.; Mazzei, M.; Gangemi, R.; Castagnola, P.; Miele, M.; Rosano, C.; Viale, M. Eur. J. Med. Chem. 2011, 46, 5293.
[10] Kang, T. N.; Ling, Y.; Rui, C. H.; Yang, X. L.; Fan, X. L.; Chen, F. H. Chin. J. Org. Chem. 2008, 28, 617 (in Chinese).
(康铁牛, 凌云, 芮昌辉, 杨新玲, 范贤林, 陈馥衡, 有机化学, 2008, 28, 617.)
[11] Takano, M.; Enomoto, M.; Saito, K.; Kizawa, S. EP 683160, 1995 [Chem. Abstr. 1995, 124, 202283].
[12] Kim, D. S.; Chun, S. J.; Jeon, J. J.; Lee, S. W.; Joe, G. H. Pest Manage. Sci. 2004, 60, 1007.
[13] Huang, W.; Yang, G. F. Bioorg. Med. Chem. 2006, 14, 8280.
[14] Rai, N. P.; Venu, T. D.; Manuprasad, B. K.; Shashikanth, S.; Arunachalam, P. N.; Firdouse, A. Chem. Biol. Drug Des 2010, 75, 400.
[15] Aberle, N.; Catimel, J.; Nice, E. C.; Watson, K. G. Bioorg. Med. Chem. Lett. 2007, 17, 3741.
[16] Li, Y. J.; Li, C. Y.; Jin, K.; Sun, S. Q.; Zhou, X. X. Acta Chim. Sinica 2012, 70, 151 (in Chinese).
(李英俊, 李春燕, 靳焜, 孙淑琴, 周晓霞, 化学学报, 2012, 70, 151.)
[17] Yokota, T.; Mikata, K.; Nagasaki, H.; Ohta, K. J. Agric. Food Chem. 2003, 51, 7066.
[18] Wang, M.; Zhang, Y. B. Modern Agrochem. 2003, 2, 36 (in Chinese).
(王敏, 张一宾, 现代农药, 2003, 2, 36.)
[19] Li, N.; Wei, X.; Fan, H. T.; Bi, L.; Li, X. Y.; Yang, S.; Hu, D. Y.; Song, B. A. Chin. J. Org. Chem. 2011, 31, 1300 (in Chinese).
(李娜, 魏学, 范会涛, 毕亮, 李向阳, 杨松, 胡德禹, 宋宝安, 有机化学, 2011, 31, 1300.)
[20] Li, Y.; Zhang, H. Q.; Liu, J.; Yang, X. P.; Liu, Z. J. J. Agric. Food Chem. 2006, 54, 3636.
[21] Luo, Y. P.; Gong, Q.; Chen, Q.; Yang, G. F. Chin. J. Org. Chem. 2008, 28, 1561 (in Chinese).
(骆炎平, 龚青, 陈琼, 杨光富, 有机化学, 2008, 28, 1561.)
[22] Jiang, L. L.; Chen, C. N.; Zhou, Y. F.; Chen, Q.; Yang, G. F. Chin. J. Org. Chem. 2009, 29, 1392 (in Chinese).
(江黎黎, 陈超南, 周延菲, 陈琼, 杨光富, 有机化学, 2009, 29, 1392.)
[23] Cingolani, A.; Marchetti, F.; Pettinari, C.; Pettinari, R.; Skelton, B. W.; White, A. H. Inorg. Chem. 2004, 43, 4387.
[24] Becher, J.; Olesen, P. H.; Knudsen, N. A.; Toftlund, H. Sulfur Lett. 1986, 4, 175.
[25] Dai, H.; Liu, J. B.; Miao, W. K.; Wu, S. S.; Qin, X.; Zhang, X.; Wang, T. T.; Fang, J. X. Chin. J. Org. Chem. 2011, 31, 1662 (in Chinese).
(戴红, 刘建兵, 苗文科, 吴珊珊, 秦雪, 张欣, 王婷婷, 方建新, 有机化学, 2011, 31, 1662.)
[26] Funaki, Y.; Ishiguri, Y.; Kato, T.; Tanaka, S. J. Pestic. Sci. 1984, 9, 229.
[27] Demuner, A. J.; Barbosa, L. C. A.; Veloso, D. P. J. Agric. Food Chem. 1998, 46, 1173.
[28] Luo, Y. P.; Yang, G. F. Bioorg. Med. Chem. 2007, 15, 1716.
Options
文章导航

/

〈 〉