Azoxystrobin

Azoxystrobin is a broad spectrum systemic fungicide widely used in agriculture to protect crops from fungal diseases. It was first marketed in 1996 using the brand name Amistar and by 1999 it had been registered in 48 countries on more than 50 crops. In the year 2000 it was announced that it had been granted UK Millennium product status.

Azoxystrobin
Names
Preferred IUPAC name
Methyl (2E)-2-(2-{[6-(2-cyanophenoxy)pyrimidin-4-yl]oxy}phenyl)-3-methoxyprop-2-enoate
Other names
Azoxystrobine, ICIA5504
Identifiers
3D model (JSmol)
8350244
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.127.964
EC Number
  • 603-524-3
KEGG
PubChem CID
UNII
  • 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+ Y
    Key: WFDXOXNFNRHQEC-GHRIWEEISA-N Y
  • InChI=1/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+
    Key: WFDXOXNFNRHQEC-GHRIWEEIBD
SMILES
  • O=C(OC)\C(=C\OC)c3ccccc3Oc2ncnc(Oc1c(C#N)cccc1)c2
Properties
C22H17N3O5
Molar mass 403.388
Appearance White crystalline solid
Density 1.34 g/cm3
Melting point 116°C
6.7 mg/L (20 °C)
log P 2.5
Hazards
GHS labelling:
Danger
H331, H410
P261, P271, P273, P304+P340, P311, P321, P391, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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