Azoxystrobin

Description

Azoxystrobin · CAS 131860-33-8 · C22H17N3O5. UNII NYH7Y08IPM. Melting Point: 116 °C; Melting Point: MP: 114-116 °C /Technical/; Solubility: In water, 6 mg/L at 20 °C.

Identification

Computed Descriptors

Physical & Chemical Properties

Physical description & handling notes

• White solid; [Merck Index] White crystalline solid; [MSDSonline]
• White crystalline solid
• Powdery
• Solubility (g/L, 20 °C): hexane 0.057, n-octanol 1.4, methanol 20, toluene 55, acetone 86, ethyl acetate 130, acetonitrile 340, dichloromethane 400
• Photostable.
• Chemically stable for at least 14 days at 54 °C.

GHS Hazard Classification

Documented Uses

• Used as an agricultural fungicide; [Merck Index] Used as a fungicide on golf courses and turf farms; [Reference #1]
• Azoxystrobin is produced by reaction of 4,6-dichloropyrimidine with (E)-2-hydroxymethoxyacrylate in DMF containing potassium carbonate, followed by reaction with 2-cyanophenol in DMF containing potassium carbonate.
• Bile-duct cannulated rats were given azoxystrobin radiolabelled in either the pyrimidinyl, cyanophenyl or phenylacrylate rings at 100 mg/kg bw by gavage. Comparison of the rates and routes of excretion and the profile of the metabolites showed (as previously) that there were no significant differences in the metabolism of the three differently labelled forms, thus indicating that there was minimal cleavage of the ether linkages between the aromatic rings. Experiments designed to identify metabolites were therefore
• Organic nitriles are converted into cyanide ions through the action of cytochrome P450 enzymes in the liver. Cyanide is rapidly absorbed and distributed throughout the body. Cyanide is mainly metabolized into thiocyanate by either rhodanese or 3-mercaptopyruvate sulfur transferase. Cyanide metabolites are excreted in the urine. (L96)
• Mode of action: fungicide with protectant, eradicant, translaminar & systemic properties. Powerfully inhibits spore germination &, in addition to its ability to inhibit mycelial growth, also shows antisporulant activity. Acts by inhibiting mitochondrial respiration by blocking electron transfer between cytochrome b & cytochrome c1. Controls pathogenic strains resistant to the 14 demethylase inhibitors, phenylamides, dicarboxamides or benzimidazoles.

Synonyms

Azoxystrobin; 131860-33-8; Amistar; Bankit; Heritage; Quadris; Icia-5504; DTXSID0032520; NYH7Y08IPM; CHEBI:40909; Benzeneacetic acid, 2-((6-(2-cyanophenoxy)-4-pyrimidinyl)oxy)-alpha-(methoxymethylene)-, methyl ester, (E)-; methyl (2E)-2-(2-{[6-(2-cyanophenoxy)pyrimidin-4-yl]oxy}phenyl)-3-methoxyprop-2-enoate; DTXCID8012520; methyl (2E)-2-(2-(6-(2-cyanophenoxy)pyrimidin-4-yloxy)phenyl)-3-methoxyacrylate; methyl (E)-2-[2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl]-3-methoxyacrylate; azoxy-strobin

Frequently Asked Questions

What are the CAS number and molecular formula of Azoxystrobin?

CAS 131860-33-8; molecular formula C22H17N3O5; molecular weight — g/mol.

What other names is Azoxystrobin known by?

Azoxystrobin, 131860-33-8, Amistar, Bankit, Heritage, Quadris.

Is Azoxystrobin classified as hazardous?

Hazard statements reported: H331, H400, H410, H370.

What are the key physical properties of Azoxystrobin?

Melting Point: 116 °C; Melting Point: MP: 114-116 °C /Technical/; Solubility: In water, 6 mg/L at 20 °C; Density: 1.33.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.

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