Azoxystrobin CAS 131860-33-8
Introduction：Basic information about Azoxystrobin CAS 131860-33-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Azoxystrobin Basic information
| Product Name: | Azoxystrobin |
| Synonyms: | QUADRIS;pyroxystrobin;Methyl (E)-2-((6-(2-cyanophenoxy)-4-pyrimidinyl)oxy)-alpha-(methoxymethylene)benzeneacetate;AZOXYSTROBIN;ICI A5504;HERITAGE;AZOXYSTROBIN PESTANAL, 100 MG;AMISTAR |
| CAS: | 131860-33-8 |
| MF: | C22H17N3O5 |
| MW: | 403.39 |
| EINECS: | 204-037-5 |
| Product Categories: | Pharmaceutical intermediates;Agro-Products;A-BPesticides;AntibioticsAlphabetic;Aromatics;Heterocycles;A;Alpha sort;AR to AZ;Fungicides;Pesticides&Metabolites;131860-33-8 |
| Mol File: | 131860-33-8.mol |
Azoxystrobin Chemical Properties
| Melting point | 118-119° |
| Boiling point | 581.3±50.0 °C(Predicted) |
| density | 1.33 |
| vapor pressure | 1.1 x 10-10 Pa (25 °C) |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | Chloroform: Slightly Soluble |
| pka | -0.93±0.18(Predicted) |
| Colour Index | 23860 |
| form | Solid |
| Water Solubility | 6 mg l-1 (20 °C) |
| color | White to yellow |
| Major Application | agriculture environmental |
| InChI | InChI=1S/C22H17N3O5/c1-27-13-17(22(26)28-2)16-8-4-6-10-19(16)30-21-11-20(24-14-25-21)29-18-9-5-3-7-15(18)12-23/h3-11,13-14H,1-2H3/b17-13+ |
| InChIKey | WFDXOXNFNRHQEC-GHRIWEEISA-N |
| SMILES | C1(=CC=CC=C1OC1N=CN=C(OC2=CC=CC=C2C#N)C=1)/C(=C\OC)/C(=O)OC |
| LogP | 2.500 |
| CAS DataBase Reference | 131860-33-8(CAS DataBase Reference) |
| NIST Chemistry Reference | Azoxystrobin(131860-33-8) |
| EPA Substance Registry System | Azoxystrobin (131860-33-8) |
Safety Information
| Hazard Codes | T;N,N,T |
| Risk Statements | 23-50/53 |
| Safety Statements | 22-45-60-61 |
| RIDADR | UN 2811 |
| WGK Germany | 2 |
| Storage Class | 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects |
| Hazard Classifications | Acute Tox. 3 Inhalation Aquatic Acute 1 Aquatic Chronic 1 |
| Hazardous Substances Data | 131860-33-8(Hazardous Substances Data) |
| Toxicity | LD50 in rats (mg/kg): >5000 orally; >2000 dermally (Godwin) |
| Description | Azoxystrobin isa second broad-spectrum strobilurin fungicide (28,29).It forms white solids with a mp = 116 ?C; vp = 1.1 ×10?7 mPa at 25 ?C; logP = 2.5 at 20?C; water solubility =6 mg/L; and a half-life of 11 to 17 days for aqueousphotolysis. |
| Chemical Properties | White to beige crystalline solid or powder. |
| Uses | Strobilurin fungicide; inhibits mitochondrial respiration by blocking electron transfer between cytochromes b and c1. Agricultural fungicide. |
| Uses | Agricultural fungicide. |
| Uses | Azoxystrobin has a very broad spectrum of activity and is activeagainst fungal pathogens from all four taxonomic groups, the Oomycetes,Ascomycetes, Deuteromycetes and Basidiomycetes. It controls diseaseson cereals, rice, vines, apples, peaches, bananas, citrus, curcurbits,potatoes, tomatoes, peanuts, coffee and turf. |
| Definition | ChEBI: An aryloxypyrimidine having a 4,6-diphenoxypyrimidine skeleton in which one of the phenyl rings is cyano-substituted at C-2 and the other carries a 2-methoxy-1-(methoxycarbonyl)vinyl substituent, also at C-2. An inhibitor of mitochondrial respiration by bocking electron transfer between cytochromes b and c1, it is used widely as a fungicide in agriculture. |
| Hazard | Moderately toxic by inhalation. |
| Agricultural Uses | Fungicide: Azoxystrobin has been processed as a ReducedRisk pesticide for Turf uses. Azoxystrobin is a systemic,broad-spectrum fungicide that was first introduced in1998. It inhibits spore germination and is used on grapevines, cereals, potatoes, apples, bananas, citrus, tomatoesand other crops. Largest crop uses in California are onalmonds, rice, pistachios, wine grapes, raisins and garlic.Among the diseases it controls are rusts, downey andpowdery mildew, rice blast and apple scab. A U.S. EPArestricted Use Pesticide (RUP) |
| Trade name | ABOUND®; AMISTAR®; AMISTAROPTI; AMISTAR PRO; BANKIT®; HERITAGE®;ICIA5504 80WG®; OLYMPUS®; ORTIVA®;PROTEGE®; PROTEGE-ALLEGIANCE WP®;PROTEGE-FL SEED APPLIED FUNGICIDE®;QUADRIS OPTI®; QUILT®; SOYGARD WITHPROTEGE® |
| Safety Profile | Moderately toxic by inhalation.When heated to decomposition it emits toxic vapors ofNOx. |
| Potential Exposure | A β-methyoxyacrylate, Strobilurin isan agricultural fungicide. |
| Metabolic pathway | Azoxystrobin is a recently developed fungicide with a novel mode ofaction (see Overview for relevant references). It was first registered in1996. It has been and is being subjected to the full range of studies to meetcurrent regulatory requirements for toxicology, metabolism andenvironmental fate. Information on its metabolism and environmentalfate was presented as a lecture at the 9th International Congress ofPesticide Chemistry (IUPAC) in 1998 and this will be published in theProceedings. The information presented below is derived from this source(Joseph, 1998). Azoxystrobin is a carboxylic acid methyl ester and one of its pathwaysof metabolism is via hydrolysis to its carboxylic acid. The latter is notbiologically active (see Overview) and the favourable selective toxicity ofthe fungicide is due to this and other metabolic reactions in non-targetspecies. Azoxystrobin is readily degraded in soil and ultimately mineralisedand it is metabolised in plants and animals. Metabolism is complexbecause the molecule possesses several functional groups. Five differentpathways have been identified in plants and animals. Biotransformationsoccurring on the parent molecule include hydrolysis, aromatic hydroxylation,cleavage of both phenoxy linkages, nitrile to amide hydrolysis andfragmentation of the acrylate double bond. Some photo-induced changesalso occur, including conversion to the (Z)-isomer. |
| Metabolism | Metabolites are also rapidly degraded in soil.Photolysis studies show a DT50 of 11 days. Due to the rapiddegradation and low soil mobility, no leaching is found infield studies. |
| Shipping | UN2811 Toxic solids, organic, n.o.s., HazardClass: 6.1; Labels: 6.1-Poisonous materials, Technical NameRequired. UN3082 Environmentally hazardous substances,liquid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneoushazardous material, Technical Name Required. |
| Toxicity evaluation | Azoxystrobin has an acute oral LD50 > 5,000 and anacute dermal LD50 > 2,000 mg/kg in rats. Azoxystrobingives only slight skin and eye irritation and is nonmutagenicand nonteratogenic. Its NOEL is 18 mg/kgbw/day. It has no toxicity to birds in acute studies(LD50 > 2,000 mg/kg). It is harmless to other nontargetorganisms (honey bees, earthworms, beneficial arthropods)due to low toxicity and rapid degradation in theenvironment, which minimizes exposure. |
| Degradation | Azoxystrobin is degraded under conditions of aqueous photolysis with aDT50 of 11-17 days (PM). Soil surface photolysis of azoxystrobin (14C-labelled separately in eachof the three rings) was studied on a sandy loam for a period of 30 days.The fungicide was degraded with a DT50 measured as a mean of the threeradiolabels, of 11 days in natural summer sunlight. The degradation wascomplex, affording many initial products, all at 40% of the appliedradiocarbon. These products were themselves readily photolysed and noproduct accumulated during the course of the experiment. The yield of14CO2 in 30 days was between 17% (phenylacrylate label) and 29%(cyanophenyl label). Thus soil surface photodegradation is likely tobe an important mechanism for the removal of azoxystrobin from theenvironment. |
| Incompatibilities | Combustible; dust may form explosivewith air. Incompatible with oxidizers (chlorates, nitrates,peroxides, permanganates, perchlorates, chlorine, bromine,fluorine, etc.); contact may cause fires or explosions. Keepaway from alkaline materials, strong bases, strong acids,oxoacids, epoxides. |
| Waste Disposal | Recycle any unused portionof the material for its approved use or return it to the manufactureror supplier. Dispose of contents and container toan approved waste disposal plant. Use a licensed professionalwaste disposal service to dispose of this material.Ultimate disposal of the chemical, product, and waste containersmust consider: the material’s impact on air quality;potential migration in soil or water; effects on animal andplant life; and conformance with public health, local, state,and federal health and environmental regulations. Neverreuse or recycle used product containers unless the recyclingprogram specifically accepts pesticide containers andyou follow the program’s instructions for preparing theempty containers for collection |
Azoxystrobin Preparation Products And Raw materials
