Dissipation kinetics and residues of triazolopyrimidine herbicides flumetsulam and florasulam in corn ecosystem

Zhong, Mengmeng; Wang, Tielong; Hu, Jiye

doi:10.1007/s10661-015-4593-4

Cited by 13 publications

(5 citation statements)

References 30 publications

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“…Jackson et al (2000) showed that florasulam was readily desorbed in aqueous solution and that longer half‐lives were apparent in drier soils. Zhong et al (2015) reported that high temperature and rainfall contributed to the rapid dissipation of florasulam. The half‐life of florasulam at 15% soil moisture ( t 1/2 = 57.8 d) was approximately five times longer than that at 90% soil moisture ( t 1/2 = 10.7 d), indicating that soil moisture plays an important role in florasulam degradation.…”

Section: Resultsmentioning

confidence: 99%

Effect of Environmental Conditions on the Degradation of Florasulam in Typical Soils of Northern China

Hao

et al. 2017

J of Env Quality

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The widespread use of florasulam in China makes residues from this herbicide in soil a serious concern due to their potential to pollute the soil environment and groundwater. Accelerating the degradation of these residues will reduce their pollution potential. In this study, we investigated the degradation and adsorption of florasulam in four typical soils in northern China and examined the degradation of florasulam in Inceptisols at different temperatures, soil moisture contents, and pH values, as well as the influence of microorganisms and the use of organic matter and biogas slurry as soil amendments. The half-lives of florasulam in the four soils were 13.6 d (Ultisols), 13.9 d (Vertisols), 15.1 d (Alfisols), and 19.3 d (Inceptisols), and the adsorption ability of the four soils followed the order Inceptisols > Alfisols > Vertisols > Ultisols. Florasulam degradation rates increased as temperature and soil moisture increased and as soil pH decreased (from 8.0 to 6.0). Adding a small amount of organic matter to the soil increased the florasulam degradation rates. The use of biogas slurry also increased the degradation rates. Florasulam half-life in unsterilized soil ( = 19.3 d) was significantly shorter than in sterilized soil ( = 113.4 d). These results provide agricultural producers and environmental managers useful information for reducing the environmental risk associated with florasulam use.

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Section: Resultsmentioning

confidence: 99%

Effect of Environmental Conditions on the Degradation of Florasulam in Typical Soils of Northern China

Hao

et al. 2017

J of Env Quality

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“…Three days after application, the stems of wheat and rice began to show albinism, resulting in severe chemical injury. It was initially speculated that compounds ( Rac )- 6q and ( S )- 6q contained triazole functional groups, which had strong internal absorption, and wheat roots were multicut and developed, which were important causes of pesticide injury. , At the same time, compounds ( Rac )-BF, ( S )-BF, ( Rac )- 6h , and ( S )- 6h did not injure wheat, which also verified that ( Rac )-BF and ( S )-BF were mainly used for weeding wheat fields . Therefore, compounds ( Rac )-BF, ( Rac )- 6h , and ( Rac )- 6q had higher selectivity than the S configuration for six crops.…”

Section: Resultsmentioning

confidence: 84%

Herbicidal Activity of Beflubutamid Analogues as PDS Inhibitors and SAR Analysis and Degradation Dynamics in Wheat

Zhang,

Cai,

Ling

et al. 2023

J. Agric. Food Chem.

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In this work, a series of beflubutamid (BF) analogues' postemergent herbicidal activity was evaluated, and the structure−activity relationship (SAR) was discussed. At a dosage of 300 g ai/ha, compounds (Rac)-6h and (Rac)-6q showed excellent herbicidal activity against Amaranthus retroflexus, Abutilon theophrasti, and Medicago sativa, with inhibition rates of 90, 100, and 80% and 100, 100, and 100%, respectively, comparable to that of commercial herbicide BF, which showed inhibition rates of 90, 100, and 100%, respectively. Notably, at dosages of 150 and 300 g ai/ha, the chiral compounds (S)-6h and (S)-6q exhibited higher herbicidal activities than their racemates. Molecular docking results indicated that compounds (S)-BF and (S)-6h have stronger binding affinities with Oryza sativa phytoene desaturase (OsPDS), resulting in a higher herbicidal activity. Additionally, the degradation dynamics half-life of (S)-BF in wheat was determined to be 77.02 h. Consequently, compounds (S)-6h and (S)-6q are promising lead candidates for the development of highly effective herbicides.

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“…9 Additionally, triazolopyrimidines are used as chemical intermediates in organic reactions. 10 Figure 1 shows a few examples of triazolopyrimidines, together with their respective biological properties: (a) Trapidil ® , a vasodilator and antiplatelet drug, 11 (b) DSM331, an antimalarial agent, 4 (c) Flumetsulam ® , a herbicide, 12 and (d) an antibacterial 1,2,4-triazolo[1,5-a]pyrimidine. 5…”

Section: Acohmentioning

confidence: 99%

Synthetic Versatility of β-Alkoxyvinyl Trichloromethyl Ketones for Obtaining [1,2,4]Triazolo[1,5-a]pyrimidines

et al. 2018

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The synthetic versatility of 4-alkoxy-4-alkyl/aryl-1,1,1-trichloroalk-3-en-2-ones (enones) for the synthesis of [1,2,4]triazolo[1,5-a]pyrimidines, in which the trichloromethyl group is either maintained or eliminated from the product by simply controlling the reaction medium, is reported. These enones react with 3-amino-1H-1,2,4-triazoles under acidic conditions to furnish exclusively 7-(trichloromethyl)-[1,2,4]triazolo[1,5-a]pyrimidines, whereas under basic conditions [1,2,4]triazolo[1,5-a]pyrimidin-5/7(1H)-ones are obtained with elimination of the trichloromethyl group. The regioselectivity of the reactions performed under basic conditions is highly influenced by the substituents present in the starting enones. Twenty-one examples are synthesized using these two methodologies, with yields of up to 86%.

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Dissipation kinetics and residues of triazolopyrimidine herbicides flumetsulam and florasulam in corn ecosystem

Cited by 13 publications

References 30 publications

Effect of Environmental Conditions on the Degradation of Florasulam in Typical Soils of Northern China

Effect of Environmental Conditions on the Degradation of Florasulam in Typical Soils of Northern China

Herbicidal Activity of Beflubutamid Analogues as PDS Inhibitors and SAR Analysis and Degradation Dynamics in Wheat

Synthetic Versatility of β-Alkoxyvinyl Trichloromethyl Ketones for Obtaining [1,2,4]Triazolo[1,5-a]pyrimidines

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