Synthesis and Herbicidal Activities of Novel Uracil Derivatives Containing Pyrimidinyl Moiety

doi:10.1007/s40242-014-3439-x

Chemical Research in Chinese Universities ›› 2014, Vol. 30 ›› Issue (3): 400-404.doi: 10.1007/s40242-014-3439-x

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Synthesis and Herbicidal Activities of Novel Uracil Derivatives Containing Pyrimidinyl Moiety

HE Leien, WU Yingying, ZHANG Hanyun, LIU Manyun, SHI Deqing

Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079, P. R. China

Received:2013-10-14 Revised:2013-12-05 Online:2014-06-01 Published:2013-12-19
Contact: SHI Deqing E-mail:chshidq@mail.ccnu.edu.cn
Supported by:
Supported by the National Natural Science Foundation of China(No.21342004) and the Open Project of Key Laboratory of Theoretical Chemistry and Molecular Simulation of Ministry of Education, Hunan University of Science and Technology, China(No.LKF1206).

Abstract

Abstract:

In order to find novel protoporphyrinogen oxidase inhibitors with high efficacy, broad-spectrum activity, and safety to crops, nine title compounds(4a―4i) were designed and synthesized by introducing pyrimidine moiety into the uracil skeleton with commercially herbicide butafenacil as the lead compound. Their structures were confirmed by ¹H NMR, IR, mass spectroscopy and elemental analysis. The bioassay results indicate that most of compounds 4 tested exhibit good to excellent herbicidal activities against B. campestris, A. retroflexus, E. crusgalli and D. sanguinalis in pre-emergence treatment at a dose of 1.5 kg/ha(1 ha=10⁴ m²), for example, compound 4i showed 100% inhibition against the four plants tested in pre-emergence treatment at a dose of 1.5 kg/ha. So, this type of skeleton can be used as a valuable lead compound for the further development of a pre-emergent herbicide.

Key words: Protoporphyrinogen oxidase, Uracil, Pyrimidine, Herbicidal activity

HE Leien, WU Yingying, ZHANG Hanyun, LIU Manyun, SHI Deqing. Synthesis and Herbicidal Activities of Novel Uracil Derivatives Containing Pyrimidinyl Moiety[J]. Chemical Research in Chinese Universities, 2014, 30(3): 400-404.

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Synthesis and Herbicidal Activities of Novel Uracil Derivatives Containing Pyrimidinyl Moiety

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