13123-92-7Relevant articles and documents
Anthranilic diamides derivatives as potential ryanodine receptor modulators: Synthesis, biological evaluation and structure activity relationship
Liu, Jing-Bo,Li, Feng-Yun,Dong, Jing-Yue,Li, Yu-Xin,Zhang, Xiu-Lan,Wang, Yuan-Hong,Xiong, Li-Xia,Li, Zheng-Ming
, p. 3541 - 3550 (2018/06/19)
A series of novel anthranilic diamides derivatives (7a–s) containing halogen, trifluoromethyl group and cyano group were designed, synthesized, and characterized by melting point, 1H NMR, 13C NMR and elemental analyses. The bioactivity revealed that most of them showed moderate to excellent activities against oriental armyworm (Mythimna separata) and diamondback moth (Plutella xylostella). Above all, the larvicidal activity of 7o against oriental armyworm was 100% and 40% at 0.25 and 0.1 mg L?1, comparable to that of the standard chlorantraniliprole (100%, 0.25 mg L?1 and 20%, 0.1 mg L?1). What is more, 7o against diamondback moth displayed 90% insecticidal activity at 0.01 mg L?1, superior to chlorantraniliprole (45%, 0.01 mg L?1). The experiments 7o on the American cockroach (Periplaneta Americana) heart beating rates (Dorsal vessel) and contractile force were compared with chlorantraniliprole. In addition, 7o could affect the calcium homeostasis in the central neurons of the third larvae of oriental armyworm, which revealed that the ryanodine receptor is the potential target of 7o. The density functional theory (DFT) calculation results revealed the amide bridge, the benzene ring of anthraniloyl moiety and pyrazole ring might play an important role in the insecticidal activity through hydrophobic interactions and π-π conjugations.
Synthesis and biological evaluation of benzimidazole phenylhydrazone derivatives as antifungal agents against phytopathogenic fungi
Wang, Xing,Chen, Yong-Fei,Yan, Wei,Cao, Ling-Ling,Ye, Yong-Hao
, (2016/12/03)
A series of benzimidazole phenylhydrazone derivatives (6a-6ai) were synthesized and characterized by 1H-NMR, ESI-MS, and elemental analysis. The structure of 6b was further confirmed by single crystal X-ray diffraction as (E)-configuration. All the compounds were screened for antifungal activity against Rhizoctonia solani and Magnaporthe oryzae employing a mycelium growth rate method. Compound 6f exhibited significant inhibitory activity against R. solani and M. oryzae with the EC50 values of 1.20 and 1.85 μg/mL, respectively. In vivo testing demonstrated that 6f could effectively control the development of rice sheath blight (RSB) and rice blast (RB) caused by the above two phytopathogens. This work indicated that the compound 6f with a benzimidazole phenylhydrazone scaffold could be considered as a leading structure for the development of novel fungicides.
Design, Synthesis, and 3D-QSAR Analysis of Novel 1,3,4-Oxadlazol-2(3H)-ones as Protoporphyrlnogen Oxidase Inhibitors
Jiang,Ying,Xiao-Lei,Wang, Zhi-Fang,Yang,Chen, Qiong,Zhen,Yang, Guang-F.U.
, p. 2643 - 2651 (2011/07/31)
Protoporphyrlnogen oxidase (PPO, EC 1.3.3.4) has been Identified as one of the most significant action targets for a large chemically diverse family of herbicides that exhibit some Interesting characteristics, such as low use rate, low toxicity to mammals, and low environmental Impact. As a continuation of research work on the development of new PPO Inhibitors, some benzothlazole analogues of oxadlargyl, an Important PPO-lnhlbltlng commercial herbicide, were designed and synthesized by ring-closing of the substltuents at the C-4 and C-5 positions. The bloassay results Indicated that the series 8, 9, and 10 have good PPO Inhibition activity with kl values ranging from 0.25 to 18.63 μM. Most Interestingly, 9I, ethyl 2-((5-(5-fert-butyl-2-oxo-1,3,4-oxadlazol- 2(3H)-yl)-6fluorobenzothlazol-2-yl)sulfanyl) propanoate, was Identified as the most promising candidate due to Its high PPO Inhibition effect (kl 1.42 ,μM) and broad spectrum postemergence herbicidal activity at the concentration of 37.5 g of al/ha.
