Pyraclostrobin

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Pyraclostrobin
Names
IUPAC name
Methyl N-[2-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]phenyl]-N-methoxycarbamate
Other names
Pyraclostrobine
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
EC Number
  • 605-747-1
E number Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).
KEGG
UNII
  • {{#property:P3117}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
  • InChI=1S/C19H18ClN3O4/c1-25-19(24)23(26-2)17-6-4-3-5-14(17)13-27-18-11-12-22(21-18)16-9-7-15(20)8-10-16/h3-12H,13H2,1-2H3
    Key: HZRSNVGNWUDEFX-UHFFFAOYSA-N
  • COC(=O)N(C1=CC=CC=C1COC2=NN(C=C2)C3=CC=C(C=C3)Cl)OC
Properties
C19H18ClN3O4
Molar mass 387.82 g·mol−1
Hazards
GHS labelling:
GHS06: ToxicGHS07: Exclamation markGHS09: Environmental hazard
Danger
H315, H331, H335, H410
P261, P264, P271, P273, P280, P302+P352, P304+P340, P311, P312, P321, P332+P313, P362, 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).

Pyraclostrobin is a quinone outside inhibitor (QoI)-type[1][2][3][4] fungicide[5][6][7][8] used in agriculture.[8] Among the QoIs, it lies within the strobilurin chemical class.[9][8]

Pyraclostrobin is used to protect Fragaria,[1][2][3] Rubus idaeus,[2] Vaccinium corymbosum,[2] Ribes rubrum,[2] Ribes uva-crispa,[2] blackberry (various Rubus spp.),[2] and Pistachio vera.[4]

Target pathogens

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Pyraclostrobin is used against Botrytis cinerea[1][2][3] and Alternaria alternata.[4]

Resistance

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Resistant populations have been identified in:

Geography of use

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United States

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Pyraclostrobin was widely used throughout the United States As of 2017, but especially in the Upper Midwest.[10][11]

Off-target toxicity

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Although toxic, and recommended to be avoided by humans, pyraclostrobin is of temporary and low toxicity, that is to say it is merely an irritant[12] of eyes and skin.[8] It does cause some degree of reproductive and developmental failure in mammals[13] but does not absorb well through the skin.[8] It is likely to bioaccumulate in aquatic organisms.[8]

Residues in diet

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Pyraclostrobin does not accumulate in foods to a significant degree.[9]

Biodegradability

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Pyraclostrobin is described by one source as not very biodegradable,[9] and by another as possibly significantly biodegradable.[8]

References

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Further reading

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  • Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
  • Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).