Pyraclostrobin Chemical Properties

Melting point:

63.7-65.2°

Boiling point:

501.1±60.0 °C(Predicted)

Density 

1.27±0.1 g/cm3(Predicted)

storage temp. 

0-6°C

solubility 

DMSO: 250 mg/mL (644.63 mM)

pka

-0.23±0.10(Predicted)

form 

Solid

color 

Off-white to light yellow

Stability:

Toxic

InChIKey

HZRSNVGNWUDEFX-UHFFFAOYSA-N

LogP

4.250 (est)

NIST Chemistry Reference

Pyraclostrobine(175013-18-0)

EPA Substance Registry System

Pyraclostrobin (175013-18-0)

Safety Information

Hazard Codes 

N

Risk Statements 

50/53

Safety Statements 

60-61

RIDADR 

UN3077 9/PG 3

WGK Germany 

2

RTECS 

EZ3441000

Hazardous Substances Data

175013-18-0(Hazardous Substances Data)

Toxicity

LD50 in rats (mg/kg): >5000 orally; >2000 dermally; LC50 in rainbow trout: 0.006 mg/l (Ammermann)

Pyraclostrobin Usage And Synthesis

Uses

Pyraclostrobin is a fungicide for use in seed grass and food crops.

Uses

Agricultural fungicide.

Definition

ChEBI: Pyraclostrobin is a carbamate ester that is the methyl ester of [2-({[1-(4-chlorophenyl)-1H-pyrazol-3-yl]oxy}methyl)phenyl]methoxycarbamic acid. A fungicide used to control major plant pathogens including Septoria tritici, Puccinia spp. and Pyrenophora teres. It has a role as a mitochondrial cytochrome-bc1 complex inhibitor, a xenobiotic, an environmental contaminant and an antifungal agrochemical. It is a member of pyrazoles, a carbamate ester, an aromatic ether, a member of monochlorobenzenes, a methoxycarbanilate strobilurin antifungal agent and a carbanilate fungicide.

Agricultural Uses

Pyraclostrobin (trade names: Cabrio®, Headline®) primed the tobacco cv. Xanthi nc for more rapid accumulation of antimicrobial PR-1 defence proteins after infection with Tobacco mosaic virus and the wildfire pathogen Ps pv. tabaci. The Pyraclostrobininduced priming for enhanced PR-1 accumulation in response to pathogen attack was associated with enhanced disease resistance (Herms et al. 2002). The enhanced resistance to pathogenic viruses and bacteria in Pyraclostrobin-treated plants was also seen on various crops and ornamental plants in both the greenhouse and field (Koehle et al. 2003, 2006). It is interesting that in the field, Pyraclostrobin-induced priming was associated with enhanced resistance also to abiotic stresses, including drought. In addition, treatment with Pyraclostrobin increased crop yield in the field. Also, in various crops Pyraclostrobin and other strobilurin fungicides induce a ‘greening effect.’ The term refers to the phenomenon of delayed leaf senescence and an increased grain-filling period resulting in enhanced biomass and yield (Bartlett et al. 2002). Together, the findings made with Pyraclostrobin suggest that this chemistry, in addition to exerting direct antifungal activity, may also protect plants by priming them for a boosted activation of subsequently stress-induced defence responses. This conclusion is consistent with an earlier report demonstrating that another commercial fungicide, Oryzemate®, enhanced the resistance to Tobacco mosaic virus in tobacco (Koganezawa et al. 1998) and to a bacterial and an oomycete pathogen in Arabidopsis (Yoshioka et al. 2001). Oryzemate® contains Probenazole as the active ingredient which is metabolized to saccharin in treated plants (Koganezawa et al. 1998). The latter compound seems to elicit priming in Oryzemate®-treated plants (Siegrist et al. 1998).

Pyraclostrobin(175013-18-0)Related Product Information

• Myclobutanil
• Zonisamide
• Fenpyroximate
• Methyl salicylate
• Metazachlor
• Methyl carbamate
• Methyl benzoate
• PHENYL VALERATE
• 3,4'-DIAMINODIPHENYLMETHANE
• METSULFURON METHYL
• Zolpidem tartrate
• Linezolid
• Temozolomide
• Acetazolamide
• 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one
• Bensulfuron methyl
• Methyl anthranilate
• Methyl 4-cyanobenzoate