Common Name

Azoxystrobin

 

 

IUPAC

methyl (E)-2-{2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate

 

CAS

methyl (αE)-2-[[6-(2-cyanophenoxy)-4-pyrimidinyl]oxy]-α-(methoxymethylene)benzeneacetate

 

CAS No.

131860-33-8

 

Molecular Formula

C₂₂H₁₇N₃O₅

 

General Product Information

 

 

Category

Fungicides > Strobilurin fungicides

 

Activity

Fungicide.
Azoxystrobin is a systemic fungicide, active against Ascomycetes, Basidiomycetes, Deuteromycetes andOomycetes. It has preventative, curative and translaminar properties and residual activity lasting for up to eight weeks on cereals. The product demonstrates slow, steady foliar uptake and moves only in the xylem. Azoxystrobin inhibits mycelial growth and also has anti-sporulant activity. It is particularly effective at the early stages of fungal development (especially at spore germination) due to its inhibition of energy production. The product is classified as a Group K fungicide.

Azoxystrobin has been found to be very toxic to Macintosh apple trees and any apple varieties derived from Macintosh; phytotoxicity has also been observed on some crabapples.
The product can be mixed with Ambush, Bravo, Captan, copper hydroxide, Dominex, Dipel, Karate, Larvin, Fortress (D0059), Talstar and Thiodan.
Azoxystrobin effectively controlled damping-off and foliar diseases of vegetables (e.g. lettuce, tomatoes) and ornamentals (e.g. roses, carnations) in Northern Italy.
Field trials in Taiwan showed promising control of a wide range of diseases of winter peppers and a 10% increase in yield following two or three applications of Amistar (25% SC).
Strobilurins and the structurally unrelated famoxadone and fenamidone form a cross-resistance group called Qol-STAR by FRAC. Rapid resistance first developed in Erisyphe graminis tritici and Sphaerotheca fuliginea, and is attributed to the same mutation. In controlled environment studies, resistant strains of the former were as fit as sensitive populations, but resistant strains of the latter were significantly less fit than sensitive wild-types. Results with Venturia inaequalis suggested a different resistance mechanism.
Isolates of Alternaria solani (early blight) collected from potato fields in the USA before and after the introduction of azoxystrobin showed large increases in EC₅₀ correlating with lack of field efficacy.
In US cotton, in-furrow application of azoxystrobin improved seedling survival and, generally, final yield.

 

Formulation

GR = Granule
SC = Suspension concentrate (=flowable concentrate)
WG = Water dispersible granules

 

Premix

Chlorothalonil+azoxystrobin
Azoxystrobin+propiconazole
Azoxystrobin+cyproconazole
Azoxystrobin+difenoconazole
Azoxystrobin+fenpropimorph
Azoxystrobin+fludioxonil
Azoxystrobin+fludioxonil+metalaxyl-M
Azoxystrobin+fludioxonil+metalaxyl-M+thiabendazole
Azoxystrobin+metalaxyl-M
Azoxystrobin+metalaxyl
R-metalaxyl+fludioxonil+azoxystrobin+thiabendazole
Metalaxyl-M+azoxystrobin
Azoxystrobin+metalaxyl+thiophanate-methyl
Azoxystrobin+cymoxanil
Azoxystrobin+Tebuconazole
Azoxystrobin+flutolanil
Hexaconazole+azoxystrobin
Fludioxonil+azoxystrobin+difenoconazole
Azoxystrobin+Dimethomorph
Azoxystrobin+Flutriafol
Azoxystrobin+Metalaxyl+Tebuconazole
Thifluzamide+Azoxystrobin
Azoxystrobin+Ningnanmycin
Azoxystrobin+Ningnanmycin
Azoxystrobin+Zinc thiazole
EPOXICONAZOLE+AZOXYSTROBIN

 

Physical & Safety Data

 

 

Physical Properties

Form: White solid; Molecular weight: 403.4 g/mol;melting point 116ºC.

 

Environmental Profile

Ecotoxicology:
Bird: Oral LD₅₀ >2000 mg/kg; Dietary (8 day) LC₅₀ >5200 mg/kg (mallard duck, bobwhite quail). Bee: LD₅₀ >200 μg/bee.
WATER SOLUBILITY:At 20ºC: 6 mg/l.