Synthesis, larvicidal activity, and SAR studies of new benzoylphenylureas containing oxime ether and oxime ester group

Bioorganic and Medicinal Chemistry Letters

Volumn 20, Issue 15, 2010, Pages 4693-4699

  Sun, Ranfeng ^a   Li, Yongqiang ^a   Lü, Maoyun ^a   Xiong, Lixia ^a   Wang, Qingmin ^a  

^a NANKAI UNIVERSITY   (China)

Author keywords

Benzoylphenylureas (BPUs); Insect growth regulator; Larvicidal activity; Oxime ester; Oxime ether; Structure activity relationship

Indexed keywords

ESTER DERIVATIVE; ETHER DERIVATIVE; LARVICIDAL AGENT; OXIME DERIVATIVE; UREA DERIVATIVE;

ARMYWORM; ARTICLE; BIOASSAY; EUROPEAN CORN BORER; MOSQUITO; MOTH; NONHUMAN; SYNTHESIS;

ANIMALS; CULICIDAE; ESTERS; ETHERS; INSECTICIDES; LARVA; MOLECULAR CONFORMATION; MOTHS; OXIMES; PHENYLUREA COMPOUNDS; STRUCTURE-ACTIVITY RELATIONSHIP;

HEXAPODA; MYTHIMNA SEPARATA; PLUTELLIDAE; SPODOPTERA EXIGUA; ZEA MAYS;

EID: 77955417948     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2010.04.144     Document Type: Article

References (20)

1. X.Y. Xu, X.H. Qian, Z. Li, Q.C. Huang, and G. Chen J. Fluorine Chem. 121 2003 51
2. X.H. Qian J. Agric. Food Chem. 47 1999 4415
3. S. Cao, D.L. Lu, C.M. Zhao, L.N. Li, Q.C. Huang, and X.H. Qian Monatshefte für Chemie 137 2006 779
4. C. Yoon, J.O. Yang, S.H. Kang, and G.H. Kim J. Pestic. Sci. 33 2008 44
5. R.F. Sun, M.Y. Lü, L. Chen, Q.S. Li, H.B. Song, F.C. Bi, R.Q. Huang, and Q.M. Wang J. Agric. Food Chem. 56 2008 11376
6. Brouwer, M. S.; Grosscurt, A. C. U.S. Patent, 4609,676, 1986.
7. L.L. Jiang, C.N. Chen, Y.F. Zhou, Q. Chen, and G.F. Yang Chin. J. Org. Chem. 29 2009 1392
8. P.L. Zhao, J. Li, and G.F. Yang Bioorg. Med. Chem. 15 2007 1888
9. Z.Z. Wei, H.L. Pang, A.P. Liu, C. Hua, L.Z. Lin, Y. Liu, C.H. Hu, and G.F. Yang Chin. J. Org. Chem. 26 2006 1120
10. L.B. Kier, and H.L. Hall Chem. Biodivers. 1 2004 138
11. Y. Nakagawa, K. Izumi, N. Oikawa, A. Kurozumi, H. Iwamura, and T. Fujita Pestic. Biochem. Physiol. 40 1991 12
12. P. Cui, X.H. Liu, L.P. Zhi, X.H. Wang, B.A. Song, and R.B. Zuo Chin. J. App. Chem. 25 2008 820
13. B.B. Wylie, E.I. Issacson, and J.N. Delgadu J. Pharm. Sci. 54 2008 1373
14. S.H. Yang, and S. Chang Org. Lett. 3 2001 4209
15. R.W. West J. Chem. Soc., Trans. 127 1925 494
16. J.A. Ma, Z.H. Ma, H.M. Ma, R.Q. Huang, and R.L. Shao Synth. Commun. 30 2000 1563
17. S.V. Lieberman, and R. Connor Org. Synth. 2 1943 441
18. E.J. Iwanowicz, S.H. Watterson, J.Q. Guo, W.J. Pitts, T.G. Murali Dhar, Z.Q. Shen, P. Chen, H.H. Gu, C.A. Fleener, K.A. Rouleau, D.L. Cheney, R.M. Townsend, and D.L. Hollenbaugh Bioorg. Med. Chem. Lett. 13 2003 2059
19. F.D. Bellamy, and K. Ou Tetrahedron Lett. 25 1984 839
20. CCDC 774638 contains the Supplementary data for this Letter. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.