Synthesis and fungicidal activities of novel bis(trifluoromethyl)phenyl- based strobilurins

Journal of Agricultural and Food Chemistry

Volumn 56, Issue 15, 2008, Pages 6562-6566

  Liu, Aiping ^a   Wang, Xiaoguang ^a   Ou, Xiaoming ^a   Huang, Mingzhi ^a   Chen, Can ^a   Liu, Shudong ^a   Huang, Lu ^a   Liu, Xinping ^a   Zhang, Chenglai ^a   Zheng, Yongquan ^b   Ren, Yeguo ^a   He, Lian ^a   Yao, Jianren ^b  

^a National Engineering Research Center for Agrochemicals   (China)

^b China Academy of Agricultural Science   (China)

Author keywords

Bis(trifluoromethyl)phenyl; Fungicide; Strobilurins; Structure activity relationships

Indexed keywords

FUNGICIDE; METHACRYLIC ACID DERIVATIVE;

ARTICLE; ASCOMYCETES; COMPARATIVE STUDY; DRUG EFFECT; STRUCTURE ACTIVITY RELATION; SYNTHESIS;

ASCOMYCOTA; FUNGICIDES, INDUSTRIAL; METHACRYLATES; STRUCTURE-ACTIVITY RELATIONSHIP;

BLUMERIA GRAMINIS;

EID: 50449090694     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf800651z     Document Type: Article

References (16)

1. Clough, J. M.; Godfrey Christopher, R. A.; Streeting, I. T.; Cheetham, R. Fungicides. EP 0382375, 1990.
2. Wenderoth, B.; Anke, T.; Rentzea, C.; Ammermann, E.; Pommer, E. H.; Steglich, W. Oxime ethers and fungicides containing these compounds. U.S. Patent 4829085, 1989.
3. Clough, J. M.; Godfrey Christopher, R. A.; De Fraine, P. J. Fungicides. EP 0472300, 1992.
4. Clough, J. M.; Godfrey Christopher, R. A.; De Fraine, P. J.; Hutchings, M. G.; Anthony, V. M. Fungicides. EP 278595, 1988.
5. Mueller, B.; Koenig, H.; Kirstgen, R.; Oberdorf, K.; Roehl, F.; Goetz, N.; Sauter, H.; Lorenz, G.; Ammermann, E. 2-[(Dihydro)-pyrazol-3′- yloxymemylene]anilides, their preparation and their use. U.S. Patent 5869517, 1999.
6. Beautement, K.; Clough, J. M.; de Fraine, P. J.; Godfrey, C. R. A. Fungicidal β-methoxyacrylates: from natural products to novel synthetic agricultural fungicides. Pestic. Sci. 1991, 31, 499-519.
7. Huang, W.; Liu, C. L.; Chenv, Q.; Liu, Z. M.; Yang, G. F. Design, synthesis, and fungicidal activities of new strobilurin derivatives. J. Agric. Food Chem. 2007, 55, 3004-3010.
8. Zhao, P. L.; Liu, C. L.; Huang, W.; Wang, Y. Z.; Yang, G. F. Synthesis and fungicidal evaluation of novel chalcone-based strobilurin analogues. J. Agric. Food Chem. 2007, 55, 5697-5700.
9. Fisher, N.; Meunier, B. Re-examination of inhibitor resistance conferred by Qo-site mutations in cytochrome b using yeast as a model system. Pestic. Manage. Sci. 2005, 61, 973-978.
10. Gisi, U.; Sierotzki, H.; Cook, A.; McCaffery, A. Mechanisms influencing the evolution of resistance to Qo inhibitor fungicides. Pestic. Manage. Sci. 2002, 58, 859-867.
11. Liu, A. P.; Long, S. Y.; Ou, X. M.; Liang, J.; Ren, X. H. Biocidal Oxime O-Ethers. CN 1250046, 2000.
12. Liu, A. P.; Long, S. Y.; Ou, X. M.; Yu, Z. Y.; Huang, M. Z.; Liu, S. D.; Xu, J. B.; Wang, Y. J. Biocidal alkyl-substituded(hetero) aryl-ketixime-O-ethers and the production method there of. EP 1 125 931, 2000.
13. Liu, A. P.; Wang, X. G.; Ou, X. M.; Liu, X. P.; Huang, M. Z.; Wang, X. J.; Pei, H.; Chen, C. Pesticicidal and fungicidal oxime-ethers containing sulfur, oxygen. CN 1546462, 2003.
14. Liu, A. P.; Ou, X. M.; Huang, M. Z.; Wang, X. G.; Liu, X. P.; Wang, Y. J.; Chen, C.; Yiao, J. R. Synthesis and insecticidal activities of novel oxime-ether pyrethroids. Pestic. Manage. Sci. 2005, 61, 166-170.
15. Barfknecht, C. F.; Westby, T. R. Trifluoromethylbenzaldoximes. J. Med. Chem. 1967, 10, 1192-1193.
16. Finney, D. J. Probit Analysis, 3 rd ed.; Cambridge University Press: Cambridge, U.K., 1971.