Synthesis of Novel Pyrazole Derivatives Containing Phenylpyridine Moieties with Herbicidal Activity

Zengfei Cai; Wenliang Zhang; Zhongjie Yan; Xiaohua Du

doi:10.3390/molecules27196274

Synthesis of Novel Pyrazole Derivatives Containing Phenylpyridine Moieties with Herbicidal Activity

Molecules. 2022 Sep 23;27(19):6274. doi: 10.3390/molecules27196274.

Authors

Zengfei Cai¹, Wenliang Zhang¹, Zhongjie Yan², Xiaohua Du¹

Affiliations

¹ Catalytic Hydrogenation Research Center, Zhejiang Key Laboratory of Green Pesticides and Cleaner Production Technology, Zhejiang Green Pesticide Collaborative Innovation Center, Zhejiang University of Technology, Hangzhou 310014, China.
² Agrowin (Ningbo) Bioscience Co., Ltd., Ningbo 315100, China.

Abstract

To discover new compounds with favorable herbicidal activity, a range of phenylpyridine moiety-containing pyrazole derivatives were designed, synthesized, and identified via NMR and HRMS. Their herbicidal activities against six species of weeds were evaluated in a greenhouse via both pre- and post-emergence treatments at 150 g a.i./hm². The bioassay revealed that a few compounds exhibited moderate herbicidal activities against Digitaria sanguinalis, Abutilon theophrasti, and Setaria viridis in post-emergence treatment. For instance, compounds 6a and 6c demonstrated 50% inhibition activity against Setaria viridis, which was slightly superior to pyroxasulfone. Thus, compounds 6a and 6c may serve as the new possible leading compounds for the discovery of post-emergence herbicides.

Keywords: herbicidal activity; phenylpyridine; pyrazole; synthesis.

MeSH terms

Digitaria
Herbicides* / chemistry
Plant Weeds
Pyrazoles / chemistry
Pyrazoles / pharmacology
Structure-Activity Relationship

Substances

Herbicides
Pyrazoles