期刊
PEST MANAGEMENT SCIENCE
卷 71, 期 2, 页码 292-301出版社
WILEY-BLACKWELL
DOI: 10.1002/ps.3804
关键词
1; 2; 4-triazolo[4; 3-a]pyridine; herbicidal activities; synthesis; crystal structure; 3D-QSAR
资金
- National Natural Science Foundation of China [21002090]
- Key Innovation Team of Science and Technology in Zhejiang Province [2010R50018-06]
- National Key Technologies RD Programme [2011BAE06B03-01]
BACKGROUND1,2,4-Triazolo[4,3-a]pyridine derivatives represent a new series of compounds that possess good herbicidal activity against Echinochloa crusgalli (L.) Beauv., Setaria faberii, Digitaria sanguinalis (L.) Scop., Brassica juncea Coss., Amaranthus retroflexus L. and Eclipta prostrata L. RESULTSA total of 23 novel 1,2,4-triazolo[4,3-a]pyridine derivatives were synthesised and identified by H-1 NMR, IR, single-crystal X-ray diffraction, mass-spectroscopic and elemental analysis, and their herbicidal activities were tested against E. crusgalli (L.) Beauv., S. faberii, D. sanguinalis (L.) Scop., B. juncea Coss., A. retroflexus L. and E. prostrata L. at 150 g a.i. ha(-1). It was found that the title compound 8-chloro-3-(4-propylphenyl)-[1,2,4]-triazolo[4,3-a]pyridine possesses high herbicidal activity and a broad spectrum against the 22 test weeds, with an inhibition effect of about 50% at a dosage of 37.5 g a.i. ha(-1), and is safe for corn, cotton and rice at a dosage of 150 g a.i. ha(-1). Furthermore, comparative molecular field analysis contour models were established to study the structure-activity relationship of the title compounds. CONCLUSIONIt is possible that, with further structure modification, 1,2,4-triazolo[4,3-a]pyridine derivatives, which possess good herbicidal activities, may become novel lead compounds for the development of herbicides against dicotyledonous weeds. (c) 2014 Society of Chemical Industry
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