| Identification | Back Directory | [Name]
Pyraclostrobin | [CAS]
175013-18-0 | [Synonyms]
OPERA
F 500
CABRIO
StaMina
INSIGNIA
HEADLINE
BAS 500 F
Pyrazolyte
Cabrio EG(TM)
PYRACLOSTROBIN
PYRACLOSTROBINE
Pyrazole permethrin
Pyraclostrobine powder
Pyraclostrobin Standard
PYRACLOSTROBIN, PESTANAL
pyraclostrobin (bsi, pa iso)
Pyraclostrobin Solution, 100ppm
Pyraclostrobin Solution, 1000ppm
Pyraclostrobin @100 μg/mL in AcCN
Pyraclostrobin Solution in Methanol
Pyraclostrobin 100mg [175013-18-0]
Pyraclostrobin@1000 μg/mL in Acetonitrile
METHYL [2-[1-(4-CHLOROPHENYL)-1H-PYRAZOL-3-YLOXYMETHYL]PHENYL]METHOXYCARBAMATE
Methyl N-[2-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]phenyl]-N-methoxycarbamate
Carbamic acid, 2-1-(4-chlorophenyl)-1H-pyrazol-3-yloxymethylphenylmethoxy-, methyl ester
[2-[[[1-(4-Chlorophenyl)-1H-pyrazol-3-yl]oxy]Methyl]phenyl]MethoxycarbaMic Acid Methyl Ester
N-[2-[[[1-(4-Chlorophenyl)-1H-pyrazol-3-yl]oxy]Methyl]phenyl]-N-MethoxycarbaMic Acid Methyl Ester
Carbamic acid, N-[2-[[[1-(4-chlorophenyl)-1H-pyrazol-3-yl]oxy]methyl]phenyl]-N-methoxy-, methyl ester
Carbamic acid, [2-[[[1-(4-chlorophenyl)-1H-pyrazol-3-yl]oxy]methyl]phenyl]methoxy-, methyl ester (9CI) | [EINECS(EC#)]
605-747-1 | [Molecular Formula]
C19H18ClN3O4 | [MDL Number]
MFCD03792774 | [MOL File]
175013-18-0.mol | [Molecular Weight]
387.82 |
| Hazard Information | Back Directory | [Uses]
Agricultural fungicide. | [Uses]
Pyraclostrobin is a fungicide for use in seed grass and food crops. | [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. | [Production Methods]
Production involves a multi-step synthesis starting with p-chlorophenylhydrazine hydrochloride and ortho-nitrotoluene as key raw materials. The process includes sequential reactions such as synthesis, cyclization, oxidation, bromination, etherification, reduction, esterification, and methylation to build the final strobilurin structure. One efficient method uses methyl [2-(bromomethyl)phenyl]methoxycarbamate and 1-(4-chlorophenyl)-3-hydroxy-1H-pyrazole in the presence of potassium carbonate and acetone under reflux conditions for several hours. After filtration, drying, and crystallization, the final product is obtained with high purity and yield, making the process suitable for industrial-scale production. | [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). | [Mechanism of action]
Protective and curative action. Respiration inhibitor (QoL fungicide). | [in vivo]
Pyraclostrobin (0.01-0.08 μmol/L, Zebrafish larvae were subjected to pyraclostrobin exposure persisting until 72 h post fertilization) results in hepatomegaly in zebrafish larvae[1].
Pyraclostrobin (0.001-0.02 mg/L, Fish were assigned to a vessel containing 20 L of water dissolved Pyraclostrobin for 7-28 days) has the toxic effects on DNA damage and antioxidant enzymatic activities in the zebrafish liver[2].
Pyraclostrobin (33-48 μg/L, Zebrafish larvae at 4 days post fertilization (dpf) were transferred into 24-well plates and subjected to pyraclostrobin until 8 dpf) has toxic effects on zebrafish larvae[3]. | Animal Model: | Zebrafish [2] | | Dosage: | 0.001 mg/L, 0.01 mg/L, 0.02 mg/L | | Administration: | Fish were assigned to a vessel containing 20 L of water dissolved Pyraclostrobin | | Result: | Showed higher ROS levels in zebrafish livers.
Decreased SOD levels and increased MDA levels.
Increased the olive tail moments as the dose increased on days 7, 14, 21, and 28. |
| Animal Model: | Zebrafish larvae [3] | | Dosage: | 33 mg/L, 36 mg/L, 40 mg/L, 44 mg/L, 48 mg/L | | Administration: | Zebrafish larvae at 4 days post fertilization (dpf) were transferred into 24-well plates and subjected to pyraclostrobin until 8 dpf | | Result: | Damaged histological and subcellular structure of larval heart and brain.
Changed the expression level of cardiac muscle contraction pathway- and neural-related genes and proteins.
Impaired larval cardiac function and locomotor behavior. |
| [IC 50]
Bax; Bcl-2 | [storage]
4°C, protect from light | [Pesticide Type]
Fungicide; Plant Growth Regulator |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
T&W GROUP
|
| Telephone: |
021-61551611 13296011611 |
| Website: |
www.trustwe.com/ |
|