Synthesis and Biological Evaluation of Novel Anthranilic Diamides Containing N-H/CH3-1H-Pyrazole

• Published in: Chemical research in Chinese universities Vol. 36; no. 5; pp. 829 - 834
• Main Authors: Zhang, Xiulan, Zhang, Huan, Liu, Jingbo, Xiong, Lixia, Li, Zhengming
• Format: Journal Article
• Language: English
• Published: Changchun Jilin University and The Editorial Department of Chemical Research in Chinese Universities 01.10.2020; Springer Nature B.V
• Subjects: Analytical Chemistry; Anticancer properties; Chemical synthesis; Chemistry; Chemistry and Materials Science; Chemistry/Food Science; Fungicides; Inorganic Chemistry; Insecticides; Mass spectrometry; NMR; Nuclear magnetic resonance; Organic Chemistry; Physical Chemistry; Pyrazole; Antitumor activity; Insecticidal activity; Fungicidal activity; Anthranilic diamide
• ISSN: 1005-9040; 2210-3171
• DOI: 10.1007/s40242-020-9037-1

In order to systematically study the structure-activity relationship of anthranilic diamides and develop insecticides with simple structure and high efficiency, a series of novel anthranilic diamides containing N -H/CH 3 -1 H -pyrazole was designed and synthesized. Their chemical structures were characterized by 1 H NMR spectra, high resolution mass spectrometry(HRMS) or 13 C NMR spectra. The preliminary bioassay results indicated that all title compounds displayed moderate insecticidal activity against oriental armyworm( Mythimna separata ) at 200 mg/L and fungicidal activities against six kinds of fungi at 50 mg/L, especially compound 5 i showed 50% insecticidal activity at 25 mg/L. In addition, some compounds exhibited certain antitumor activities. It was demonstrated that the introduction of CH 3 group into pyrazole ring was superior to H for the insecticidal activity.