Azoxystrobin

• Methyl (E ) -2 - {2 [6 - (2- cyanophenoxy ) pyrimidin-4- yloxyl ] phenyl} -3- methoxyacrylate (IUPAC)

White crystals

Fixed

1.34 g · cm -3

118-119 ° C

Practically insoluble in water ( 6.7 mg · l-1 at 20 ° C)

Risk

• > 5000 mg · kg -1 ( LD50, rat, oral)
• > 2000 mg · kg -1 ( LD50, rat, transdermal)

Template: Infobox chemical / molecular formula search available

Azoxystrobin is a chemical compound selected from the group of the strobilurins and methoxyacrylates, which is used as a fungicide. The compound was at Imperial Chemical Industries (after AstraZeneca, now Syngenta ) developed and launched in 1996 on the market.

Mode of action and application

Azoxystrobin acts by inhibiting cytochrome c reductase at the Qo site and thus blocks cellular respiration in the mitochondria of fungi. This germination and development of the spores are inhibited.

The fungicide is used in a number of crop groups, such as cereals, rice, fruit, potatoes, tomatoes, and fungal infections in the wine.

Environmental aspects

Azoxystrobin is toxic to aquatic organisms, but is not toxic to bees; earthworms, hoverflies and parasitic wasps are not damaged. The degradation in the soil and in plants occurs rapidly with a half -life of 3-39 days in the soil.

Production and representation

Azoxystrobin is prepared from 3H- benzofuran- 2-one.

Admission

The active ingredient azoxystrobin was included in the list of permitted in the European Union active substances of plant protection products in 1998. The drug approval has been extended several times, in 2011, the EU Commission also placed a maximum value for the impurity toluene and a stricter protection of aquatic organisms resistant.

In Germany, Austria and Switzerland different plant protection products containing this active ingredient are allowed.

Trade names

Amistar, Quadris, Ortiva, Pyroxystrobin