131860-33-8 | Benzeneacetic acid, 2-[[6-(2-cyanophenoxy)-4-pyrimidinyl]oxy]-α-(methoxymethylene)-, methyl ester, (αE)-

Packsize	Purity	Availability	Price	Discounted Price
25mg	≥98%	in stock	$43.00	$30.00
50mg	≥98%	in stock	$80.00	$56.00
100mg	≥98%	in stock	$141.00	$99.00
1g	95%	in stock	$146.00	$103.00
5g	98%	in stock	$372.00	$260.00
250g	97.00%	in stock	$474.00	$332.00

Description

• Catalog Number: AA46246
• Chemical Name: Benzeneacetic acid, 2-[[6-(2-cyanophenoxy)-4-pyrimidinyl]oxy]-α-(methoxymethylene)-, methyl ester, (αE)-
• CAS Number: 131860-33-8
• Molecular Formula: C22H17N3O5
• Molecular Weight: 403.3875
• MDL Number: MFCD08277047
• SMILES: CO/C=C(\c1ccccc1Oc1ncnc(c1)Oc1ccccc1C#N)/C(=O)OC

Computed Properties

• Complexity: 646
• Covalently-Bonded Unit Count: 1
• Defined Bond Stereocenter Count: 1
• Heavy Atom Count: 30
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• XLogP3: 3.7

Literature

• Mixture effects of two plant protection products in liver cell lines.

  Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20180201

• Assessment of ABCG2-mediated transport of pesticides across the rabbit placenta barrier using a novel MDCKII in vitro model.

  Toxicology and applied pharmacology 20160815

• Quantitative analysis of fungicide azoxystrobin in agricultural samples with rapid, simple and reliable monoclonal immunoassay.

  Food chemistry 20130115

• Deposition and residues of azoxystrobin and imidacloprid on greenhouse lettuce with implications for human consumption.

  Chemosphere 20121101

• Genetic analysis and molecular characterisation of laboratory and field mutants of Botryotinia fuckeliana (Botrytis cinerea) resistant to QoI fungicides.

  Pest management science 20120901

• Occurrence of boscalid and other selected fungicides in surface water and groundwater in three targeted use areas in the United States.

  Chemosphere 20120901

• Leaching of azoxystrobin and its degradation product R234886 from Danish agricultural field sites.

  Chemosphere 20120701

• The hemibiotrophic cacao pathogen Moniliophthora perniciosa depends on a mitochondrial alternative oxidase for biotrophic development.

  The New phytologist 20120601

• Ecological impacts of time-variable exposure regimes to the fungicide azoxystrobin on freshwater communities in outdoor microcosms.

  Ecotoxicology (London, England) 20120501

• In-syringe demulsified dispersive liquid-liquid microextraction and high performance liquid chromatography-mass spectrometry for the determination of trace fungicides in environmental water samples.

  Analytica chimica acta 20120429

• Synthesis of azoxystrobin transformation products and selection of monoclonal antibodies for immunoassay development.

  Toxicology letters 20120425

• Generation of anti-azoxystrobin monoclonal antibodies from regioisomeric haptens functionalized at selected sites and development of indirect competitive immunoassays.

  Analytica chimica acta 20120217

• Development of an enzyme-linked immunosorbent assay (ELISA) for residue analysis of the fungicide azoxystrobin in agricultural products.

  Journal of agricultural and food chemistry 20120201

• Cytological evaluation of the effect of azoxystrobin and alternative oxidase inhibitors in Botrytis cinerea.

  FEMS microbiology letters 20120101

• Toxicity of metalaxyl, azoxystrobin, dimethomorph, cymoxanil, zoxamide and mancozeb to Phytophthora infestans isolates from Serbia.

  Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes 20120101

• Selection and expression of recombinant single domain antibodies from a hyper-immunized library against the hapten azoxystrobin.

  Journal of immunological methods 20111028

• Design, synthesis and antifungal/insecticidal evaluation of novel cinnamide derivatives.

  Molecules (Basel, Switzerland) 20111025

• Multiresidue method for the determination of 13 pesticides in three environmental matrices: water, sediments and fish muscle.

  Talanta 20110915

• Deoxynivalenol biosynthesis-related gene expression during wheat kernel colonization by Fusarium graminearum.

  Phytopathology 20110901

• Meta-analysis of yield response of hybrid field corn to foliar fungicides in the U.S. Corn Belt.

  Phytopathology 20110901

• Design, syntheses, and kinetic evaluation of 3-(phenylamino)oxazolidine-2,4-diones as potent cytochrome bc₁ complex inhibitors.

  Bioorganic & medicinal chemistry 20110801

• Dissipation and distribution behavior of azoxystrobin, carbendazim, and difenoconazole in pomegranate fruits.

  Journal of agricultural and food chemistry 20110727

• Design, synthesis and structure-activity relationship of novel coumarin derivatives.

  Pest management science 20110601

• Effects of flow regime and pesticides on periphytic communities: evolution and role of biodiversity.

  Aquatic toxicology (Amsterdam, Netherlands) 20110401

• Persistence of azoxystrobin in/on grapes and soil in different grapes growing areas of India.

  Bulletin of environmental contamination and toxicology 20110101

• Monitoring of QoI fungicide resistance in Plasmopara viticola populations in Japan.

  Pest management science 20101101

• Effects of the fungicide azoxystrobin on Atlantic salmon (Salmo salar L.) smolt.

  Ecotoxicology and environmental safety 20101101

• Effect of moisture and compost on fate of azoxystrobin in soils.

  Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes 20101001

• Early signs of lethal effects in Daphnia magna (Branchiopoda, Cladocera) exposed to the insecticide cypermethrin and the fungicide azoxystrobin.

  Environmental toxicology and chemistry 20101001

• Determination of natural resistance frequencies in Penicillium digitatum using a new air-sampling method and characterization of fludioxonil- and pyrimethanil-resistant isolates.

  Phytopathology 20100801

• In vitro effects of flutriafol and azoxystrobin on Beauvaria bassiana and its efficacy against Tetranychus urticae.

  Pest management science 20100701

• Impact of environmental chemicals on key transcription regulators and correlation to toxicity end points within EPA's ToxCast program.

  Chemical research in toxicology 20100315

• Synthesis and biological activity of new (E)-alpha-(Methoxyimino)benzeneacetate derivatives containing a substituted pyrazole ring.

  Journal of agricultural and food chemistry 20100310

• Study of inhibitory effects and action mechanism of the novel fungicide pyrimorph against Phytophthora capsici.

  Journal of agricultural and food chemistry 20100310

• Solarization and biosolarization enhance fungicide dissipation in the soil.

  Chemosphere 20100301

• Direct and indirect effects of the fungicide azoxystrobin in outdoor brackish water microcosms.

  Ecotoxicology (London, England) 20100201

• Metabolism of 14C-azoxystrobin in water at different pH.

  Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes 20100201

• Subnanomolar inhibitor of cytochrome bc1 complex designed by optimizing interaction with conformationally flexible residues.

  Journal of the American Chemical Society 20100113

• Design, synthesis and biological activities of new strobilurin derivatives containing substituted pyrazoles.

  Pest management science 20100101

• Hydrogen peroxide induced by the fungicide prothioconazole triggers deoxynivalenol (DON) production by Fusarium graminearum.

  BMC microbiology 20100101

• Application of fungistatics in soil reduces N uptake by an arctic ericoid shrub (Vaccinium vitis-idaea).

  Mycologia 20100101

• The kinetics of sorption by retarded diffusion into soil aggregate pores.

  Environmental science & technology 20091101

• The inducibility of human cytochrome P450 1A by environmental-relevant xenobiotics in the human hepatoma derived cell line HepG2.

  Environmental toxicology and pharmacology 20091101

• Sensitivity to azoxystrobin in Didymella bryoniae isolates collected before and after field use of strobilurin fungicides.

  Pest management science 20091001

• Effect of pesticides on adult rove beetle Atheta coriaria (Coleoptera: Staphylinidae) survival in growing medium.

  Journal of economic entomology 20091001

• Identification of transformation products of organic contaminants in natural waters by computer-aided prediction and high-resolution mass spectrometry.

  Environmental science & technology 20090915

• Leaching behaviour of azoxystrobin and metabolites in soil columns.

  Pest management science 20090901

• Rapid method for detecting resistance to a QoI fungicide in Plasmopara viticola populations.

  Pest management science 20090801

• A molecular mechanism of azoxystrobin resistance in Penicillium digitatum UV mutants and a PCR-based assay for detection of azoxystrobin-resistant strains in packing- or store-house isolates.

  International journal of food microbiology 20090531

• Clonal variation in physiological responses of Daphnia magna to the strobilurin fungicide azoxystrobin.

  Environmental toxicology and chemistry 20090201

• Bioactivity-guided fractionation and GC/MS fingerprinting of Angelica sinensis and Angelica archangelica root components for antifungal and mosquito deterrent activity.

  Journal of agricultural and food chemistry 20090128

• Effect of organic manure on sorption and degradation of azoxystrobin in soil.

  Journal of agricultural and food chemistry 20090128

• Assessment of the dermal exposure to azoxystrobin among women tending cucumbers in selected Polish greenhouses after restricted entry intervals expired--the role of the protective gloves.

  International journal of occupational medicine and environmental health 20090101

• The role of molecular modeling in the design of analogues of the fungicidal natural products crocacins A and D.

  Bioorganic & medicinal chemistry 20081215

• Azoxystrobin and soil interactions: degradation and impact on soil bacterial and fungal communities.

  Journal of applied microbiology 20081201

• Genotoxic pressure of vineyard pesticides in fish: field and mesocosm surveys.

  Aquatic toxicology (Amsterdam, Netherlands) 20080917

• Synthesis and fungicidal activities of novel bis(trifluoromethyl)phenyl-based strobilurins.

  Journal of agricultural and food chemistry 20080813

• Assessing the risk of resistance in Pseudoperonospora cubensis to the fungicide flumorph in vitro.

  Pest management science 20080301

• Adaptation to fungicides in Monilinia fructicola isolates with different fungicide resistance phenotypes.

  Phytopathology 20080201

• Assessment of Mycosphaerella graminicola resistance to azoxystrobin.

  Communications in agricultural and applied biological sciences 20080101

• [Determination of azoxystrobin residues in fruits and vegetables by gas chromatography/mass spectrometry with solid-phase extraction].

  Se pu = Chinese journal of chromatography 20071101

• Chemical composition and antifungal activity of Arnica longifolia, Aster hesperius, and Chrysothamnus nauseosus essential oils.

  Journal of agricultural and food chemistry 20071017

• Lysosome and HER3 (ErbB3) selective anticancer agent kahalalide F: semisynthetic modifications and antifungal lead-exploration studies.

  Journal of medicinal chemistry 20070906

• Fungicide impacts on microbial communities in soils with contrasting management histories.

  Chemosphere 20070801

• Photochemical transformation of azoxystrobin in aqueous solutions.

  Chemosphere 20070701

• Evaluation of plant activator and chemical fungicides on leaf blight (Bipolaris sorokiniana) development and yield of wheat.

  Pakistan journal of biological sciences : PJBS 20070601

• Design and synthesis of beta-methoxyacrylate analogues via click chemistry and biological evaluations.

  Bioorganic & medicinal chemistry letters 20070401

• Determination of azoxystrobin residues in grapes, musts and wines with a multicommuted flow-through optosensor implemented with photochemically induced fluorescence.

  Analytica chimica acta 20070227

• Assessment of QoI resistance in Plasmopara viticola oospores.

  Pest management science 20070201

• Lysimeter experiment to investigate the potential influence of diffusion-limited sorption on pesticide availability for leaching.

  Journal of agricultural and food chemistry 20061129

• Effects of potentised substances on growth kinetics of Saccharomyces cerevisiae and Schizosaccharomyces pombe.

  Forschende Komplementarmedizin (2006) 20061001

• Chemical composition and antifungal activity of Salvia macrochlamys and Salvia recognita essential oils.

  Journal of agricultural and food chemistry 20060906

• Molecular basis for the enantioselective binding of a novel class of cytochrome bc1 complex inhibitors.

  Journal of molecular graphics & modelling 20060901

• Development and comparison of three diagnostic immunoassay formats for the detection of azoxystrobin.

  Journal of agricultural and food chemistry 20060208

• Effect of dose rate and mixtures of fungicides on selection for QoI resistance in populations of Plasmopara viticola.

  Pest management science 20060201

• Residues of azoxystrobin from grapes to raisins.

  Journal of agricultural and food chemistry 20060111

• Spatial variation in the degradation rate of the pesticides isoproturon, azoxystrobin and diflufenican in soil and its relationship with chemical and microbial properties.

  Environmental pollution (Barking, Essex : 1987) 20060101

• Influence of the spraying system on fungicides distribution on wheat plants.

  Communications in agricultural and applied biological sciences 20060101

• Techniques and parameters used in compatibility tests between Beauveria bassiana (Bals) Vuill and in vitro phytosanitary products.

  Pest management science 20050701

• Molecular characterization and biological response to respiration inhibitors of Pyricularia isolates from ctenanthe and rice plants.

  Pest management science 20050701

• Screening of grapes and wine for azoxystrobin, kresoxim-methyl and trifloxystrobin fungicides by HPLC with diode array detection.

  Food additives and contaminants 20050601

• Specific patterns of changes in wheat gene expression after treatment with three antifungal compounds.

  Plant molecular biology 20050301

• Determination of agrochemical compounds in soya plants by imaging matrix-assisted laser desorption/ionisation mass spectrometry.

  Rapid communications in mass spectrometry : RCM 20050101

• Individual and combined effects of dosages of azoxystrobin and epoxiconazole in wheat.

  Communications in agricultural and applied biological sciences 20050101

• Residues of azoxystrobin, fenhexamid and pyrimethanil in strawberry following field treatments and the effect of domestic washing.

  Food additives and contaminants 20041101

• Crystallographic studies of quinol oxidation site inhibitors: a modified classification of inhibitors for the cytochrome bc(1) complex.

  Journal of molecular biology 20040730

• Antifungal chalcones and new caffeic acid esters from Zuccagnia punctata acting against soybean infecting fungi.

  Journal of agricultural and food chemistry 20040602

• Alternative oxidase reduces the sensitivity of Mycosphaerella graminicola to QOI fungicides.

  Pest management science 20040101

• Cloning and expression analysis of the ATP-binding cassette transporter gene MFABC1 and the alternative oxidase gene MfAOX1 from Monilinia fructicola.

  Pest management science 20031001

• [Studies on improved analysis methods of residual chemical compounds in foods].

  Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan 20030801

• Metabolism of methyl-(E)-2-[2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl]-3-methoxyacrylate (azoxystrobin) in rat.

  Xenobiotica; the fate of foreign compounds in biological systems 20030601

• Effect of famoxadone on photoinduced electron transfer between the iron-sulfur center and cytochrome c1 in the cytochrome bc1 complex.

  The Journal of biological chemistry 20030328

• Characterization of spontaneous mutants of Magnaporthe grisea expressing stable resistance to the Qo-inhibiting fungicide azoxystrobin.

  Current genetics 20030301

• Impact of alternative respiration and target-site mutations on responses of germinating conidia of Magnaporthe grisea to Qo-inhibiting fungicides.

  Pest management science 20030301

• Cross-resistance to strobilurin fungicides in mitochondrial and nuclear mutants of Saccharomyces cerevisiae.

  Folia microbiologica 20030101

• First detection of resistance to QoI fungicides in Mycosphaerella graminicola on winter wheat in Belgium.

  Communications in agricultural and applied biological sciences 20030101

• A non-Mendelian inheritance of resistance to strobilurin fungicides in Ustilago maydis.

  Pest management science 20020901

• Disruption of the alternative oxidase gene in Magnaporthe grisea and its impact on host infection.

  Molecular plant-microbe interactions : MPMI 20020501

• Disappearance of azoxystrobin, pyrimethanil, cyprodinil, and fludioxonil on tomatoes in a greenhouse.

  Journal of agricultural and food chemistry 20020327

• Residue levels and storage decay control in Cv. Star Ruby grapefruit after dip treatments with azoxystrobin.

  Journal of agricultural and food chemistry 20020313

• Quantitative PCR monitoring of the effect of azoxystrobin treatments on Mycosphaerella graminicola epidemics in the field.

  Pest management science 20020301

• Impact of fungicides on active oxygen species and antioxidant enzymes in spring barley (Hordeum vulgare L.) exposed to ozone.

  Environmental pollution (Barking, Essex : 1987) 20020101

• Impact of strobilurins on physiology and yield formation of wheat.

  Mededelingen (Rijksuniversiteit te Gent. Fakulteit van de Landbouwkundige en Toegepaste Biologische Wetenschappen) 20020101

• Microscopic analysis of the effect of azoxystrobin treatments on Mycosphaerella graminicola infection using green fluorescent protein (GFP)-expressing transformants.

  Pest management science 20011101

• Method validation for strobilurin fungicides in cereals and fruit.

  Food additives and contaminants 20011001

• [Determination of azoxystrobin in tea by HPLC].

  Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan 20010801