Design and synthesis of N-2,6-difluorophenyl-5-methoxyl-1,2,4-triazolo[1,5-a]-pyrimidine-2-sulfonamide as acetohydroxyacid synthase inhibitor

Bioorganic and Medicinal Chemistry

Volumn 17, Issue 8, 2009, Pages 3011-3017

  Chen, Chao Nan ^a   Lv, Li Li ^a   Ji, Feng Qin ^a   Chen, Qiong ^a   Xu, Hui ^a   Niu, Cong Wei ^b   Xi, Zhen ^b   Yang, Guang Fu ^a  

^a BEIJING UNIVERSITY OF POSTS AND TELECOMMUNICATIONS   (China)

^b NANKAI UNIVERSITY   (China)

Author keywords

Acetohydroxyacid synthase inhibitor; Herbicide; Triazolopyrimidine 2 sulfonamide

Indexed keywords

FLUMETSULAM; HERBICIDE; LYASE INHIBITOR; N 2,6 DIFLUOROPHENYL 5 METHOXYL 1,2,4 TRIAZOLO[1,5 A]PYRIMIDINE 2 SULFONAMIDE; UNCLASSIFIED DRUG;

ARABIDOPSIS; ARTICLE; CHEMICAL STRUCTURE; CRYSTAL STRUCTURE; ENZYME INHIBITION; ENZYME KINETICS; HERBICIDAL ACTIVITY; MAIZE; MOLECULAR MODEL; NONHUMAN; RICE; SIMULATION; SOIL ANALYSIS; SOIL DEGRADATION; SYNTHESIS; WEED; WHEAT;

ACETOLACTATE SYNTHASE; ARABIDOPSIS; BINDING SITES; COMPUTER SIMULATION; DRUG DESIGN; ENZYME INHIBITORS; HERBICIDES; HUMANS; KINETICS; MODELS, MOLECULAR; PLANTS, GENETICALLY MODIFIED; PYRIMIDINES; STRUCTURE-ACTIVITY RELATIONSHIP; SULFONAMIDES;

ARABIDOPSIS THALIANA; TRITICUM AESTIVUM; ZEA MAYS;

EID: 64049113738     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2009.03.018     Document Type: Article

References (28)

1. Whitcomb C.E. Toxicol. Ind. Health 15 (1999) 231
2. Schloss J.V. Pestic. Sci. 29 (1990) 283
3. Lehmann R.G., Fontaine D.D., and Olberding E.I. Weed Res. 33 (1993) 187
4. Sarfalvi, B.; Nemeth, I.; Szabo, R. Z. Pflanzenk. Pflanzen. 2002, 1059.
5. Jackson R., Ghosh D., and Paterson G. Pest Manag. Sci. 56 (2000) 1065
6. Krieger M.S., Yoder R.N., and Gibson R. J. Agric. Food Chem. 48 (2000) 3710
7. Yoder R.N., Huskin M.A., Kennard L.M., and Zabik J.M. J. Agric. Food Chem. 48 (2000) 4335
8. Lewer P., Finney-Brink K.L., and Duebelbeis D.O. J. Agric. Food Chem. 48 (2000) 2532
9. He Y.Z., Li Y.X., Zhu X.L., Xi Z., Niu C.W., Zhang L., and Yang G.F. J. Chem. Inf. Model. 47 (2007) 2335
10. Xi Z., Niu C.W., Li Q.X., Ouyang Z., and Ban S.R. Chinese J. Pestic. Sci. 7 (2005) 215
11. Ji F.Q., Niu C.W., Chen C.N., Chen Q., Yang G.F., Xi Z., and Zhan C.G. ChemMedChem 3 (2008) 1203
12. Gao D.Q., Cho H., Yang W.C., Pan Y.M., Yang G.F., Tai H.H., and Zhan C.G. Angew. Chem., Int. Ed. 45 (2006) 653
13. Pan Y.M., Gao D.Q., Yang W.C., Cho H., Yang G.F., Tai H.H., and Zhan C.G. Proc. Natl. Acad. Sci. U.S.A. 102 (2005) 16656
14. Dykaar B.B., and Kitanidis P.K. Water Resour. Res. 32 (1996) 307
15. Liu Z.M., Yang G.F., and Qing X.H. J. Chem. Technol. Biotechnol. 76 (2001) 1154
16. Kleschick, W. A.; Ehr, R. J.; Gerwick, B. C., III; Monte, W. T.; Pearson, N. R. European Patent 0142152, 1984.
17. Sheldrick, G.M. shelxtl (Version 5.0); University of Göttingen: Göttingen, Germany, 2001.
18. smart V5.628, saint V6.45, and sadabs; Bruker AXS: Madison, WI, 2001.
19. Pang S.S., Duggleby R.G., and Guddat L.W. J. Mol. Biol. 317 (2002) 249
20. Pang S.S., Guddat L.W., and Duggleby R.G. J. Biol. Chem. 278 (2003) 7639
21. McCourt J.A., Pang S.S., Guddat L.W., and Duggleby R.G. Biochemistry 44 (2005) 2330
22. McCourt J.A., Pang S.S., King-Scot J., Guddat L.W., and Duggleby R.G. Proc. Natl. Acad. Sci. U.S.A. 103 (2006) 569
23. Wang Q.M., Sun H.K., Cao H.Y., Cheng M.R., and Huang R.Q. J. Agric. Food Chem. 51 (2003) 5030
24. Wang Q.M., Li H., Li Y.H., and Huang R.Q. J. Agric. Food Chem. 52 (2004) 1918
25. Li Y.X., Luo Y.P., Xi Z., Niu C.W., He Y.Z., and Yang G.F. J. Agric. Food Chem. 54 (2006) 9135
26. Luo Y.P., Jiang L.L., Wang G.D., Chen Q., and Yang G.F. J. Agric. Food Chem. 56 (2008) 2118
27. Wu J., Cheng J., and Lu L. J. Agric. Food Chem. 54 (2006) 5954
28. Xu H., Pan W.H., Song D.D., and Yang G.F. J. Agric. Food Chem. 55 (2007) 9351