Synthesis, Crystal Structure and Herbicidal Activity of <i>N</i>-(Thiazol-2-yl)-2-(4-aryloxyphenoxy) propionamides

杨子辉,; 陈爱羽,; 胡艾希,; 叶姣,

doi:10.6023/cjoc201607041

Cited by 5 publications

(2 citation statements)

References 7 publications

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“…Acetyl CoA carboxylase (ACCase) inhibitors [ 16 , 17 ] target ACCase [ 18 ] to inhibit fatty acid synthesis in gramineae plants. There are two classes of ACCase inhibitors: aryloxyphenoxypropionate [ 17 ] (AOPP or fop) and cyclohexanediones (CHD or dim).…”

Section: Herbicides Containing Phenoxypyridine Scaffoldmentioning

confidence: 99%

Advancement of Phenoxypyridine as an Active Scaffold for Pesticides

Liu

Yong

et al. 2022

Molecules

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Phenoxypyridine, the bioisostere of diaryl ethers, has been widely introduced into bioactive molecules as an active scaffold, which has different properties from diaryl ethers. In this paper, the bioactivities, structure-activity relationships, and mechanism of compounds containing phenoxypyridine were summarized, which may help to explore the lead compounds and discover novel pesticides with potential bioactivities.

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Section: Herbicides Containing Phenoxypyridine Scaffoldmentioning

confidence: 99%

Advancement of Phenoxypyridine as an Active Scaffold for Pesticides

Liu

Yong

et al. 2022

Molecules

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“…To the best of our knowledge, aryloxy carboxylic acid compounds are mostly known as herbicides in agricultural field, such as aryloxyphenoxypropionate (APP) like metamifop [13,14] and cyhalofop butyl. [15,16] In recent years, this kind of compounds is being paid more and more attention [17] , and it is also found to have good inhibitory effects on fungus and insects. [18～20] Nevertheless, their application as fungicides for control of rice sheath blight has not been reported.…”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis and Fungicidal Activity against Rhizoctonia solani of New Phenylpyrazoloxyl Propionic Acid Derivatives

Yu¹,

Guan²,

Sun³

et al. 2019

Chin. J. Org. Chem.

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抑制作用, 其中 2-((1-(4-氯苯基)-1H-吡唑-3-基)氧基)-N-(4-硝基苯基)丙酰胺(17) (EC 50 ＝1.05 mg/L)和 2-((1-(4-氯苯基)-1H-吡唑-3-基)氧基)-N-(吡啶-2-基)丙酰胺(22) (EC 50 ＝1.02 mg/L)对水稻纹枯病菌的杀菌活性与对照药物戊唑醇 (EC 50 ＝1.02 mg/L)相当; 2-((1-(4-氯苯基)-1H-吡唑-3-基)氧基)-N-(3,4-二氯苯基)丙酰胺(20) (EC 50 ＝0.95 mg/L)活性略优于商品化对照药剂戊唑醇(EC 50 ＝1.02 mg/L).

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Design, Synthesis, and Herbicidal Activities of N-(5-(3,5-Methoxyphenyl)-(thiazole-2-yl))phenoxyacetamide Derivatives

Liu,

Wan,

Bai

et al. 2024

J. Agric. Food Chem.

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Thiazole and phenoxyacetic acid are key moieties in many natural and synthetic biologically active agents. A series of N-(5-(3,5-methoxyphenyl)-(thiazole-2-yl))phenoxyacetamide derivatives 6an–6bd were designed and synthesized, and their structures were confirmed by NMR and HRMS. Most of derivatives exhibited superior inhibition of Echinochloa crusgalli (E.c.) and Lactuca sativa (L.s.) seed germination by the Petri dish bioassay. Indeed, herbicidal bioassays indicated that 6an (2-(2,4-dichlorophenoxy)-N-(5-(3,5-dimethoxyphenyl)-1,3,4-thiadiazol-2-yl)acetamide) had the best inhibition against L.s. (IC50 = 42.7 g/ha, 375 g/ha at field experiments). 6an also had no harmful effect on Zea mays at 2- to 4-fold field usage. Moreover, transcriptomics and metabolomics analysis showed that 6an significantly influenced cell metabolism, including galactose metabolism and ascorbate and aldarate metabolism. These discoveries highlight that 6an shows promise to be developed as a potential herbicide.

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Synthesis, Crystal Structure and Herbicidal Activity of N-(Thiazol-2-yl)-2-(4-aryloxyphenoxy) propionamides

Cited by 5 publications

References 7 publications

Advancement of Phenoxypyridine as an Active Scaffold for Pesticides

Advancement of Phenoxypyridine as an Active Scaffold for Pesticides

Design, Synthesis and Fungicidal Activity against Rhizoctonia solani of New Phenylpyrazoloxyl Propionic Acid Derivatives

Design, Synthesis, and Herbicidal Activities of N-(5-(3,5-Methoxyphenyl)-(thiazole-2-yl))phenoxyacetamide Derivatives

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