Fluxapyroxad
目录号 : GC66003Fluxapyroxad 是一种合成的广谱杀菌剂,用于控制真菌病害。它通过抑制线粒体呼吸链复合体 II 中的琥珀酸脱氢酶发挥作用,从而抑制真菌目标物种内的孢子萌发、芽管和菌丝生长。
Cas No.:907204-31-3
Sample solution is provided at 25 µL, 10mM.
Quality Control & SDS
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Fluxapyroxad is a synthetic broad-spectrum fungicide for the control of fungal diseases. It works by inhibiting succinate dehydrogenase in complex II of the mitochondrial respiratory chain, resulting in inhibition of spore germination, germ tubes and mycelia growth within the fungus target species[1].
Cas No. | 907204-31-3 | SDF | Download SDF |
分子式 | C18H12F5N3O | 分子量 | 381.3 |
溶解度 | DMSO : ≥ 100 mg/mL (262.26 mM) | 储存条件 | Store at -20°C |
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1 mg | 5 mg | 10 mg | |
1 mM | 2.6226 mL | 13.113 mL | 26.2261 mL |
5 mM | 0.5245 mL | 2.6226 mL | 5.2452 mL |
10 mM | 0.2623 mL | 1.3113 mL | 2.6226 mL |
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2.
一定要按照顺序依次将溶剂加入,进行下一步操作之前必须保证上一步操作得到的是澄清的溶液,可采用涡旋、超声或水浴加热等物理方法助溶。
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Fluxapyroxad disrupt erythropoiesis in zebrafish (Danio rerio) embryos
Ecotoxicol Environ Saf 2022 Dec 1;247:114259.PMID:36334343DOI:10.1016/j.ecoenv.2022.114259.
Fluxapyroxad, a succinate dehydrogenase inhibitor (SDHI) fungicide, is commercialized worldwide to control a variety of fungal diseases. Growing evidence shows that Fluxapyroxad is teratogenic to aquatic organisms. In this study, the influence of Fluxapyroxad toward hematopoietic development was evaluated using zebrafish embryos which were exposed to Fluxapyroxad (0.03 µM, 0.3 µM and 3 µM) from 3 h post fertilization (hpf) to 3 days post fertilization (dpf). Compared to the control groups, the hemoglobin was ectopic and decreased in response to Fluxapyroxad treatment. The transcription levels of genes (hbbe1, hbbe2, and gata1a) involved in erythropoiesis were reduced after exposure to Fluxapyroxad. In contrast, the distributions and expression of marker genes for myeloid lineage cells were unaffected by Fluxapyroxad exposure. Our data suggested that Fluxapyroxad might specifically affect erythropoiesis and hold great promise for the assessment of the toxicity of Fluxapyroxad to aquatic organisms.
Fluxapyroxad Resistance Mechanisms in Sclerotinia sclerotiorum
Plant Dis 2022 Sep 4.PMID:36058635DOI:10.1094/PDIS-07-22-1615-RE.
The necrotrophic pathogen Sclerotinia sclerotiorum has a global distribution and a wide host range making it one of the most damaging and economically important of all plant pathogens. The current study found that Fluxapyroxad, a typical succinate dehydrogenase inhibitor (SDHI) fungicide, had a strong inhibitory effect against S. sclerotiorum, with EC50 values ranging from 0.021 to 0.095 μg/mL. Further investigation of five highly resistant S. sclerotiorum mutants, with EC50 values of 12.37-31.36 μg/mL, found that Fluxapyroxad resistance was accompanied by a certain cost to fitness. All of the mutants were found to have significantly (p < 0.05) reduced mycelial growth and altered sclerotia production in artificial culture, as well as reduced pathogenicity compared to wild-type isolates, with one mutant completely losing the capacity to infect detached soybean leaves. Sequence analysis found that four of the mutants had point mutation leading to amino acid changes in the SsSdhB subunit of the fungicide target protein succinate dehydrogenase. In addition, two of the mutants were also found to have amino acid changes in the predicted sequence of their SsSdhD subunit, whilst the fifth mutant had no changes in any of its SsSdh sequences, indicating that an alternative mechanism might be responsible for the observed resistance in this mutant. No cross-resistance was found between Fluxapyroxad and any of the other fungicides tested, including tebuconazole, prochloraz, dimethachlone, carbendazim, procymidone, pyraclostrobin, boscalid, fluazinam, fludioxonil, and cyprodinil, which indicates that Fluxapyroxad has great potential as an alternative method of control for the SSR caused by S. sclerotiorum, and which could provide ongoing protection to the soybean fields of China.
Fluxapyroxad induces developmental delay in zebrafish (Danio rerio)
Chemosphere 2020 Oct;256:127037.PMID:32434089DOI:10.1016/j.chemosphere.2020.127037.
Succinate dehydrogenase inhibitor (SDHI) fungicides are extensively used in agriculture. Some SDHI fungicides show developmental toxicity, immune toxicity and hepatotoxicity to fish. Fluxapyroxad (FLU) is a broad spectrum pyrazole-carboxamide SDHI fungicide and its potential impacts on fish embryonic development are unknown. We exposed zebrafish embryos to 1, 2 and 4 μM FLU. Developmental malformations, including yolk sac absorption disorder, decreased pigmentation and hatch delay were induced after FLU exposure. FLU caused significantly increased transcription levels in the ectoderm marker foxb1a but no significant changes in endoderm and mesoderm development markers (foxa2, ntl and eve1). Transcription levels of genes in the early stage embryos (gh, crx, neuroD and nkx2.4b) decreased significantly after FLU treatments. The content of glutathione (GSH) increased after FLU exposure. This study shows that FLU is toxic to zebrafish through its developmental effects and oxidative stress. FLU may pose risks to other non-target aquatic organisms.
The adverse effects of Fluxapyroxad on the neurodevelopment of zebrafish embryos
Chemosphere 2022 Nov;307(Pt 1):135751.PMID:35863420DOI:10.1016/j.chemosphere.2022.135751.
Fluxapyroxad (Flu), one of the succinate dehydrogenase-inhibited (SDHI) fungicides, has been extensively used in crop fungal disease control. Despite its increasing use in modern agriculture and long-term retention in the environment, the potentially toxic effects of Flu in vivo, especially on neurodevelopment, remain under-evaluated. In this study, zebrafish embryos were exposed to Flu at concentrations of 0.5, 0.75, and 1 mg/L for 96 h to evaluate the neurotoxicity of Flu. The results showed that Flu caused concentration-dependent malformations, including shorter body length, smaller head and eyes, and yolk sac edema. After exposure to Flu, larval zebrafish exhibited severe motor aberrations. Flu at a concentration of 1 mg/L significantly decreased dopamine level and notably altered acetylcholinesterase (AChE) activity and acetylcholine (ACh) content. Abnormal central nervous system (CNS) neurogenesis and disordered motor neuron development were observed in Tg (HUC-GFP) and Tg (hb9-GFP) zebrafish in Flu-treated groups. The expression of key genes involved in neurotransmission and neurodevelopment further proved that Flu impaired the zebrafish nervous system. This work contributes to our understanding of the neurotoxic effects and mechanisms induced by Flu in zebrafish and may help us take precautions against the neurotoxicity of Flu.
Fluxapyroxad Haptens and Antibodies for Highly Sensitive Immunoanalysis of Food Samples
J Agric Food Chem 2017 Oct 25;65(42):9333-9341.PMID:28974098DOI:10.1021/acs.jafc.7b03199.
Fluxapyroxad is a new-generation carboxamide fungicide, with residues increasingly being found in food samples. Immunochemical assays have gained acceptance in food quality control as rapid, cost-effective, sensitive, and selective methods for large sample throughput and in situ applications. In the present study, immunoreagents to Fluxapyroxad were obtained for the first time, and competitive immunoassays were developed for the sensitive and specific determination of Fluxapyroxad residues in food samples. Two carboxyl-functionalized analogues of Fluxapyroxad were prepared, and antibodies with IC50 values in the low nanomolar range were generated from both haptens, though a dissimilar response was observed concerning specificity. A robust direct assay was set up, with a calibration curve exhibiting a limit of detection of 0.05 nM (0.02 μg/L). Limits of quantitation of 5 μg/L were obtained for peach, apple, and grape juices using samples diluted in water. The direct immunoassay was also successfully applied to the determination of Fluxapyroxad in grapes from in-field treated grapevines.