Pyraclostrobin
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Pyraclostrobin
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CAS No:
175013-18-0
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Formula:
C19H18ClN3O4
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Chemical Name:
Pyraclostrobin
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Synonyms:
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;BAS 500F;Pyraclostrobin;F 500 (fungicide);F 500;Cabrio;Headline;Comet;Stamina;Insignia SC Intrinsic;Insignia SC;Insignia;Kai Run;Headline SC;Comet 200;Acceleron DX 109;Cabrio EG;Insignia 20 WG;Pyraclostrobine;1135441-47-2
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CAS No:
Description
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.
Pyraclostrobin Basic Attributes
387.82
387.82
605-747-1
DJW8M9OX1H
DTXSID7032638
White or light beige crystalline solid
Characteristics
65.8
3.99 at 22 deg C
1.285 g/cu cm at 20 deg C
63.7-65.2°
501.1±60.0 °C at 760 mmHg
256.8±32.9 °C
1.592
In water, 1.9 mg/L at 20 deg C
0-6°C
1.95X10-10 mm Hg at 20 deg C
Odorless[Health Canada; Regulatory Note: Pyraclostrobin-Headline EC-Cabrio EG (REG2003-06); Pest Management Regulatory Agency (2003)
Henry's Law constant = 5.23X10-11 atm-cu m/mol at 25 °C (est)
183.19 Ų [M+H]+ [CCS Type: TW]|184.19 Ų [M+H]+
Hydroxyl radical reaction rate constant = 5.85X10-11 cu cm/molec-sec at 25 °C (est)
Safety Information
UN30779/PG3
50/53
60-61
EZ3441000
N
P261-P273-P304 + P340 + P312-P391-P403 + P233-P501
H315-H331-H410
Pesticide Disposal: Wastes resulting from using this product may be disposed of on site or at an approved waste disposal facility. If these wastes cannot be disposed of according to label instructions, contact your State Pesticide or Environmental Control Agency, or the Hazardous Waste reporesentatives at the nearest EPA Regional Office for Guidance. Container Disposal: Triple rinse (or equivalent). Puncture and dispose of in a sanitary landfill, or by incineration, or if allowed by state and local authorities, by burning. If burned, stay out of smoke. /Headline/|Safe Disposal of Pesticides. An empty pesticide container can be as hazardous as a full one because of residues left inside. Never reuse such a container. When empty, a pesticide container should be rinsed carefully three times and the rinsewater thoroughly drained back onto the sprayer or the container previously used to mix the pesticide. Use the rinsewater as a pesticide, following label directions. Replace the cap or closure securely. Dispose of the container according to label instructions. Do not puncture or burn a pressurized container like an aerosol - it could explode. Do cut or puncture other empty pesticide containers made of metal or plastic to prevent someone from reusing them. Wrap the empty container and put it in the trash after you have rinsed it.
|Danger|H315 (99.13%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P273, P280, P302+P352, P304+P340, P311, P312, P321, P332+P313, P362, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 345 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H316: Causes mild skin irritation [Warning Skin corrosion/irritation]|P260, P261, P264, P270, P271, P304+P340, P307+P311, P311, P314, P321, P332+P313, P403+P233, P405, and P501
Applicators and other handlers must wear: coveralls over short-sleeved shirt and short pants; protective eyewear (goggles, face shield, or safety glasses); socks; chemical-resistant footwear; chemical-resistant gloves made of any waterproof material (such as nitrile, butyl, neoprene and/or barrier laminate); chemical-resistant headgear for overhead exposure; and chemical-resistant apron when cleaning equipment, mixing and loading. ... When handlers use closed systems, enclosed cabs, or aircraft in a manner that meets the requirements listed in the Worker Protection Standard (WPS) for agricultural pesticides (40 CFR 170.240 (d) (4-6)), the handler PPE requirements may be reduced or modified as specified in the WPS. /Headline/
In case of spill on floor or paved, surfaces, mop and remove to chemical waste storage area until proper disposal can be made if product cannot be used according to label. /Headline/|Steps to be taken in case material is released or spilled: Dike and contain the spill with inert material (sand, earth, etc.) and transfer liquid and solid diking material to separate containers for disposal. ... Keep the spill out of all sewers and open bodies of water. /Headline/|After Applying a Pesticide, Indoors or Outdoors. To remove pesticide residues, use a bucket to rinse tools or equipment three times, including any containers or utensils that you used when mixing the pesticide. Then pour the rinsewater into the pesticide sprayer and reuse the solution by applying it according to the pesticide product label directions. After applying any pesticide wash your hands and any other parts of your body that may have come in contact with the pesticide..To prevent tracking pesticides inside, remove or rinse your boots or shoes before entering your home. Wash any clothes that have been exposed to a lot of pesticide separately from your regular wash.
If swallowed call a poison control center or doctor immediately for treatment advice. Have person sip a glass of water if able to swallow. DO NOT induce vomiting unless told to do so by a poison control center or doctor. DO NOT give anything by mouth to an unconscious person. If inhaled move person to fresh air. If person is not breathing, call 911 or an ambulance, then give artificial respiration ... Call a poison control center or doctor for further treatment advice. Note to Physician: Probable mucosal damage may contraindicate the use of gastric lavage. /Headline/|Wear the items of protective clothing the label requires: for example, non-absorbent gloves (not leather or fabric), rubber footwear (not canvas or leather), a hat, goggles, or a dust-mist filter. If no specific clothing is listed, gloves, long-sleeved shirts and long pants, and closed shoes are recommended. You can buy protective clothing and equipment at hardware stores or building supply stores.|Outdoor Applications. Never apply pesticides outdoors on a windy day (winds higher than 10 mph). Position yourself so that a light breeze does not blow pesticide spray or dust into your face.|Follow the manufacturer's instructions for cleaning and maintaining personal protective equipment (PPE). If no such instructions for washables, use detergent and hot water. Keep and wash PPE separately from other laundry. /Headline/|For more Preventive Measures (Complete) data for PYRACLOSTROBIN (9 total), please visit the HSDB record page.
Causes substantial but temporaty eye injury. Causes skin irritation.|Pyraclostrobin causes slight eye and moderate skin irritation.
Toxicity
LC50 Rat (Wistar male & female) dermal >2000 mg/kg bw (no deaths)|LC50 Rat (Wistar male & female) inhalation (head and nose only), 4 hr >0.310 mg/L, <1.070 mg/L|LD50 Rat (Wistar male & female) oral >5000 mg/kg bw (no deaths)
Pyraclostrobin's production may result in its release to the environment through various waste streams; its use as fungicide(1) will result in its direct release to the environment(SRC).
TERRESTRIAL FATE: Based on a classification scheme(1), a Koc range of 6,000 to 16,000 mL/g(2) indicates that pyraclostrobin is expected to be immobile in soil(SRC). Volatilization of pyraclostrobin from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 5.2X10-11 atm-cu m/mole(2). Pyraclostrobin is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 1.95X10-10 mm Hg(2). A biodegradation half-life of 2-36 days in soil(2) suggests that biodegradation may be an important environmental fate process(SRC).|AQUATIC FATE: Based on a classification scheme(1), a Koc range of 6,000 to 16,000 mL/g(2) indicates that pyraclostrobin is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 5.2X10-11 atm-cu m/mole(2). A photolysis half-life of 2 hours in water has been reported(2). According to a classification scheme(4), an estimated BCF of 230(SRC), from its log Kow(2) and a regression-derived equation(5), suggests the potential for bioconcentration in aquatic organisms is high(SRC). A biodegradation half-life of 2-36 days in soil(2) suggests that biodegradation may be an important environmental fate process in water(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), pyraclostrobin, which has a estimated vapor pressure of 1.95X10-10 mm Hg at 20 °C(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase pyraclostrobin may be removed from the air by wet or dry deposition(SRC). A photolysis half-life of 2 hours in water has been reported(2).
Pyraclostrobin is stable to hydrolysis in sterile aqueous solution(1). A photolysis half-life of 2 hours in water has been reported(1).
An estimated BCF of 230 was calculated in fish for pyraclostrobin(SRC), using a log Kow of 3.99(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is high(SRC), provided the compound is not metabolized by the organism(SRC).
A Koc range for pyraclostrobin of 6,000 to 16,000 mL/g has been reported(1). According to a classification scheme(2), these Koc values suggest that pyraclostrobin is expected to be immobile in soil.
The Henry's Law constant for pyraclostrobin is estimated as 5.2X10-11 atm-cu m/mole(1). This Henry's Law constant indicates that pyraclostrobin is expected to be essentially nonvolatile from water surfaces(2). Pyraclostrobin is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 1.95X10-10 mm Hg(1).
Occupational exposure to pyraclostrobin may occur through inhalation and dermal contact with this compound at workplaces where pyraclostrobin is produced or used. (SRC)
Drug Information
Chemicals that kill or inhibit the growth of fungi in agricultural applications, on wood, plastics, or other materials, in swimming pools, etc. (See all compounds classified as Fungicides, Industrial.)
Oral administration. The absorption, distribution, and elimination of pyraclostrobin were studied in male and female Wistar rats (aged at least 7 weeks) after oral administration of pyraclostrobin (purity, >98%) radiolabelled with carbon-14 at either the tolyl or chlorophenyl rings. ... In a series of four experiments, the excretion of pyraclostrobin was studied in excreta collected at 6, 12 and 24 hr after dosing, and at 24 hr intervals thereafter for 168 hr, or until 90% of the applied radioactivity had been excreted. In the first three experiments, groups of four male and four female rats were given a single oral dose of 14C-tolyl- or 14C-chlorophenyl-labelled pyraclostrobin or unlabelled pyraclostrobin at 50 mg/kg bw. In the fourth experiment, four rats of each sex were given a single oral dose of 14C-tolyl-labelled pyraclostrobin at 5 mg/kg bw. At the end of each of these experiments, the animals were sacrificed and the heart, liver, spleen, bone, skin, lung, ovaries, bone marrow, carcass, muscle, kidney, testes, brain, pancreas, uterus, adipose tissue, stomach and contents, thyroid glands, adrenal glands, blood/plasma and intestinal tract and contents were assessed for radioactivity. Exhaled air was also collected from two males in each of the two experiments using radiolabelled pyraclostrobin in order to determine exhalation of 14C-labelled gases. Two additional experiments were conducted to examine blood concentrations of radioactivity after administration of 14C-tolyl-labelled pyraclostrobin at 5 or 50 mg/kg bw. Blood samples (100-200 uL) were taken from animals at 0.5, 1, 2, 4, 8, 24, 48, 72, 96 and 120 hr after dosing, and the amount of radioactivity in whole blood and plasma was assessed. Tissue distribution was examined in animals sacrificed at 0.5, 8, 20 and 42 hr after dosing at 5 mg/kg bw, and at 0.5, 24, 36 and 72 hr after dosing at 50 mg/kg bw. The heart, liver, spleen, bone, skin, lung, ovaries, bone marrow, carcass, muscle, kidney, testes, brain, pancreas, uterus, adipose tissue, stomach and contents, thyroid glands, adrenal glands, blood/plasma and intestinal tract and contents were assessed for radioactivity. To examine biliary excretion of pyraclostrobin, bile ducts of the animals were cannulated and bile was collected at 3 hr intervals until 48 hr after administration of 14C-tolyl-labelled pyraclostrobin at 5 or 50 mg/kg bw in four animals of each sex at each dose (the duration depended on the health of the animals and the excretion rate at later time-points). In rats given a single dose of 14C-tolyl-labelled pyraclostrobin at either 5 or 50 mg/kg bw, plasma concentrations of radioactivity initially peaked after 0.5 to 1 hr; there was a secondary peak after 8 hr in males at 5 or 50 mg/kg bw and females given 5 mg/kg bw, and after 24 hR in females given 50 mg/kg bw. The magnitude of the difference in the time to peak for females, given the high dose, is likely to be at least partially artifactual owing to the absence of a sampling point between 8 and 24 hr. After the second peak, plasma concentrations declined to <0.1 ug equivalent/g after 120 hr. The terminal half-lives were similar in males and females, but were 50% longer at 5 mg/kg bw than at 50 mg/kg bw. The area under the curve of plasma concentration-time was approximately proportional to dose for each sex, indicating that absorption was not saturated at the higher dose.|After a single oral dose of 14C-tolyl-labelled pyraclostrobin at 50 mg/kg bw, the highest concentrations of radioactivity /in rats/ were found in the gastrointestinal tract (gut, 28 to 39 ug equivalent/g; gut contents, 63 to 92 ug equivalent/g; stomach, 325 to 613 ug equivalent/g; stomach contents, 1273 to 1696 ug equivalent/g) after 0.5 hr. The liver (13 to 25 ug equivalent/g) had higher concentrations of radioactivity than the kidneys (4 to 7 ug equivalent/g) and plasma (2 to 6 ug equivalent/g), with lowest values being recorded in the bone (0.1 to 0.3 ug equivalent/g) and brain (1 to 2 ug equivalent/g). After 72 hr, tissues and organs contained <2.6 ug equivalent/g. After a dose of 5 mg/kg bw, the highest concentrations of radioactivity were also found in the gastrointestinal tract (gut, 5 ug equivalent/g; gut contents, 7 to 9 ug equivalent/g; stomach, 49 to 89 ug equivalent/g; stomach contents, 160 to 205 ug equivalent/g) after 0.5 hr. After 42 hr, tissues and organs contained <0.7 ug equivalent/g. In rats that were pretreated with unlabelled pyraclostrobin for 14 days and given a single oral dose of 14C-tolyl-labelled pyraclostrobin at 5 mg/kg bw, the highest concentrations of radioactivity after 120 hr were found in the thyroid gland (0.18 to 0.35 ug equivalent/g) and the liver (0.1 ug equivalent/g). In all other tissues, the concentration of radioactivity recorded was <0.1 ug equivalent/g. The rapid and essentially complete excretion of pyraclostrobin and the decline of tissue concentrations to low levels over the observation period, suggests a low potential for accumulation.|The overall recovery of radioactivity was 91 to 105% in all /four oral experiments in rats/. In the first 48 hr after a single oral dose of 14C-tolyl-labelled pyraclostrobin at 5 or 50 mg/kg bw, 10 to 13% of the administered radioactivity was excreted in the urine and 74 to 91% was excreted in the feces. The total amount of radioactivity excreted in the urine and feces after 120 hr was 11 to 15% and 81 to 92%, respectively. A similar pattern of excretion was observed in rats that were pre-treated with unlabelled pyraclostrobin for 14 days and given a single oral dose of 14C-tolyl-labelled pyraclostrobin at 5 mg/kg bw of (12 to 13% in the urine and 76 to 77% in the feces after 48 hr; 12 to 14% in the urine and 79 to 81% in the feces after 120 hr) and in rats given a single oral dose of chlorophenyl-labelled pyraclostrobin at 50 mg/kg bw (11 to 15% in the urine and 68 to 85% in the feces after 48 hr; 12 to 16% in the urine and 74 to 89% in the feces after 120 hr). There was no detectable radioactivity in the expired air from rats treated with 14C-tolyl- or 14C-chlorophenyl-labelled pyraclostrobin at 50 mg/kg bw. In tissues and organs, the radioactivity that remained after 120 hr was <1 mg equivalent/g at 50 mg/kg bw and <0.1 mg equivalent/g at 5 mg/kg bw. Within 48 hr after administration of 14C-tolyl-labelled pyraclostrobin at 5 or 50 mg/kg bw of, 35 to 38% of the administered radioactivity was excreted via the bile, indicating, in conjunction with observations on urinary excretion, that approximately 50% of the administered dose had been absorbed.|Dermal application. The absorption and, to a limited extent, the distribution and excretion of 14C-labelled pyraclostrobin (in Solvesso) in groups of 16 male Wistar rats was assessed after a single dermal application at a nominal dose of 0.015, 0.075 or 0.375 mg/cm2, corresponding to 0.15, 0.75 and 3.75 mg/animal or approximately 0.8, 4 and 18 mg/kg bw. Animals were exposed to the test material for 4 (four rats per group) or 8 (12 rats per group) hr and four rats per group were sacrificed at 4, 8, 24 or 72 hr after the start of the exposure. An area of approximately 10 cm2 on the shoulders was clipped free of hair and was washed with acetone 24 hr before dosing. A silicone ring was glued to the skin and the test substance preparation (10 uL/cm2) was administered with a syringe, which was weighed before and after application. A nylon mesh was then glued to the surface of the silicone ring and covered with a porous bandage. After the exposure period, the protective covers were removed and the exposed skin was washed with a soap solution. After sacrifice, the concentration of radioactivity in the excreta, blood cells, plasma, liver, kidneys, carcass, treated and untreated skin was assessed. Radioactivity in the cage and skin wash and the protective covering, including the silicone ring, was also assessed. In all groups, 99 to 110% of the radioactivity was recovered. At sacrifice at 72 hr, after an 8 hr exposure, 1.6 to 2.6% of the administered dose was absorbed, 22 to 26% was on the skin or in the skin wash, and 72 to 80% was recovered on the protective cover. Only 0.2 to 0.4% and 0.9 to1.8% was excreted in the urine and faeces, respectively.|For more Absorption, Distribution and Excretion (Complete) data for PYRACLOSTROBIN (6 total), please visit the HSDB record page.
Tissues, excreta and bile from animals used in the toxicokinetics studies and from additional groups given a single dose at 50 mg/kg bw per day (to provide more material for analysis) were analysed for metabolites of pyraclostrobin. In order to determine the metabolites in the plasma, liver and kidneys, additional groups were treated with a single dose of 14C-tolyl- or 14C-chlorophenol ring-labelled pyraclostrobin at 5 and 50 mg/kg bw and sacrificed 8 hr later. Metabolites were identified using high-performance liquid chromatography (HPLC), liquid chromatography-mass spectrometry (LC-MS) and nuclear magnetic resonance (NMR). The metabolism of pyraclostrobin proceeded through three main pathways primarily involving alterations to the three major portions of the pyraclostrobin molecule. The methoxy group on the tolyl-methoxycarbamate moiety was readily lost, with few major metabolites retaining this group. Hydroxylation of the aromatic and/or pyrazole rings was followed by glucuronide and occasionally sulfate conjugation, and many metabolites were derived from the chlorophenol-pyrazole or tolyl-methoxycarbamate moieties of pyraclostrobin, following cleavage of the ether linkage, with subsequent ring hydroxylation and glucuronide or sulfate conjugation. Metabolites were similar in both sexes and at all doses. No unchanged parent compound was found in the bile or urine and only small amounts in the faeces. Compounds dominating the identified metabolites recovered from the urine were: ring-hydroxylated pyraclostrobin; the chlorophenol pyrazole moiety hydroxylated on the pyrazole ring with or without a sulfate conjugate; a glucuronide of the tolyl-methoxycarbamate moiety; and a benzoic acid derivative of the tolyl-methoxycarbamate moiety. In the feces, the dominant metabolite was a demethoxylated and pyrazole ring hydroxylated pyraclostrobin. In the bile, the primary metabolite was a glucuronide of pyraclostrobin hydroxylated on the pyrazole ring at the 4' position and this compound, together with the demethoxylated derivative found in the faeces, was also the dominant metabolite isolated from the plasma and the liver. Demethoxylation of the methoxycarbamate moiety appeared to occur primarily in the gut, as the major metabolite in the bile retains this group intact whereas in the feces the major metabolite is the demethoxylated derivative. Most of the radiolabel isolated from the kidneys was in the form of the unchanged parent compound and a demethoxylated derivative.|Wistar rats were dosed ... with chlorophenyl-labeled pyraclostrobin (>98% chemical purity, >98% radiochemical purity) or tolyl-labeled pyraclostrobin (>98% chemical purity, >98% radiochemical purity), adjusted with unlabeled pyraclostrobin (BAS 500 F), 99.8 % purity to desired dose. ... Tissue samples were collected 8 hr after dosing, to achieve maximal tissue levels for analysis. Data did not demonstrate sex differences. Dose levels (5 or 50 mg/kg) and treatment history (2 week pre-treatment with 50 mg/kg/day pyraclostrobin) had no apparent effect on metabolic disposition. The most abundant fecal metabolite was 500M08 (de-methoxylated ai, which is hydroxylated in the 4-position of the pyrazole ring), accounting for about 38% of total administered dose. Other significant fecal metabolites were further hydroxylated: usually on the chlorophenyl ring and sometimes also on the tolyl ring. The major biliary metabolite was 500M46 (formed by hydroxylation followed by glucuronidation of carbon 4 of the pyrazole group of the ai). The majority of lesser biliary metabolites were also glucuronides. No single urinary metabolite comprised more than about 3% of administered dose. Predominant urinary metabolites were various products of cleavage of the ether oxygen (often to form a glucuronide or benzoic acid derivative), or 500M06 (de-methoxylated 500M46). Detectable plasma residues were limited to 500M06 and 500M46 (representing about 0.02% of administered dose). These metabolites plus parent pyraclostrobin were found in liver in higher amounts (these 3 residues combined representing about 0.5% of dose). Only pyraclostrobin could be detected in kidneys, to the extent of about 0.03% of dose. Thus absorbed pyraclostrobin is efficiently metabolized to polar products and is cleared effectively from the body.|Metabolite /is/ methyl-N-(((1- (4-chlorophenyl) pyrazol-3-yl)oxy]otolyl) carbamate (BF 500-3)|Major routes of metabolism involved demethoxylation and hydroxylation of the pyrazole and other ring systems followed by glucuronidation.
Pyraclostrobin is a member of the strobilurin group of fungicides. The strobilurin fungicides act through inhibition of mitochondrial respiration by blocking electron transfer within the respiratory chain, which in turn causes important cellular biochemical processes to be severely disrupted, and results in cessation of fungal growth.
/SIGNS AND SYMPTOMS/ May be fatal if swallowed. Causes substantial but temporaly eye injury. Causes skin irritation. Harmful if absorbed through skin. /Headline/
BAS-500F
Pyraclostrobin Use and Manufacturing
Preparation: B. Muller et al., DE 4423612; eidem, US 5869517 (1996, 1999 both to BASF).
Agricultural fungicide.
INSIGNIA FUNGICIDE: 20% pyroclostrobin|PYRACLOSTROBIN TECHNICAL: 98% pyroclostrobin|HEADLINE FUNGICIDE: 23.6% pyroclostrobin|CABRIO EG FUNGICIDE: 20% pyroclostrobin|For more Formulations/Preparations (Complete) data for PYRACLOSTROBIN (7 total), please visit the HSDB record page.
Pyroclostrobin ... belongs to the group of respiration inhibitors classified by the U.S. EPA and Canada PMRA as Quinone Outside Inhibitors (Ool), or Target Site of Action Group 11 fungicides.|Headline fungicide is a fast-acting, broad-spectrum fungicide ... registered for use on more than 90 crops to control over 50 diseases. ... Labeled Crop(s) Cereals, citrus, corn, dry beans (chickpeas), grass grown for seed, peanuts, potatoes, soybeans, sugar beets, sunflowers, and other row and field crops.|Cabrio EG fungicide is a fast-acting, broad-spectrum fungicide ... registered for use on more than 70 crops to control over 30 diseases.... Labeled Crop(s) Berries, carrots and other root vegetables, cherries, cole crops, cucurbits, onions and other bulb crops, pistachios, strawberries, tomatoes and other fruiting vegetables.|Pristine fungicide features a combination of the active ingredients F500 and Boscalid. F500 is the active ingredient in Headline and Cabrio fungicides, which were registered by the EPA in late 2002 ...Labeled Crop(s) Berries, carrots, cucurbits, grapes, onions and other bulb vegetables, pome fruit, stone fruit, strawberries, tree nuts.|The specifications for the active ingredient, pyraclostrobin, permit a maximum content of 0.0003% (3 mg/kg of feed) of the impurity dimethyl sulfate. Dimethyl sulfate is both mutagenic and carcinogenic. For a substantial proportion of the toxicological studies considered in this monograph, there is uncertainty about the presence and level of this impurity in the pyraclostrobin used, although the studies of mutagenicity were performed with material known to contain dimethyl sulfate at 1 mg/kg of feed. This uncertainty will need to be taken into account when performing risk assessments for pyraclostrobin. The available body of analytical information however, suggests that the concentration of DMS in nearly all batches was less than 0.0001%.
Analyte: pyraclostrobin; matrix: chemical identification; procedure: high-performance liquid chromatography with ultraviolet detection at 275 nm[Health Canada; Regulatory Note: Pyraclostrobin-Headline EC-Cabrio EG (REG2003-06); Pest Management Regulatory Agency (2003)|Analyte: pyraclostrobin; matrix: formulated product; procedure: high-performance liquid chromatography with ultraviolet detection at 275-278 nm[Health Canada; Regulatory Note: Pyraclostrobin-Headline EC-Cabrio EG (REG2003-06); Pest Management Regulatory Agency (2003)|Analyte: pyraclostrobin; matrix: plant and plant products (grape, orange, peanut nutmeat, wheat forage, wheat grain, wheat straw); procedure: liquid chromatography with dual mass spectrometry; detection limit: 0.5 pg/uL[Health Canada; Regulatory Note: Pyraclostrobin-Headline EC-Cabrio EG (REG2003-06); Pest Management Regulatory Agency (2003)|Analyte: pyraclostrobin; matrix: plant and plant products (grape, orange, peanut nutmeat, wheat forage, wheat grain, wheat straw); procedure: high-performance liquid chromatography with ultraviolet detection; detection limit: 2.0 ng/mL[Health Canada; Regulatory Note: Pyraclostrobin-Headline EC-Cabrio EG (REG2003-06); Pest Management Regulatory Agency (2003)|For more Analytic Laboratory Methods (Complete) data for PYRACLOSTROBIN (14 total), please visit the HSDB record page.
In plants, the method of analysis is aqueous organic solvent extraction, column clean up and quantitation by liquid chromatography/ mass spectrometry/mass spectrometry (LC/MS/MS). In animals, the method of analysis involves base hydrolysis, organic extraction, column clean up and quantitation by LC/MS/MS or derivatization (methylation) followed by quantitation by gas chromatography/ mass spectrometry (GC/MS).
Agrochemicals -> Fungicides, Plant Growth Regulators|Fungicides|Environmental transformation -> Pesticides (parent, predecessor)
Pyraclostrobin has known environmental transformation products that include methyl N-(2((1-(4-chlorophenyl)-1H-pyrazol-3-yl)oxymethyl) phenyl)carbamate.|Pyraclostrobin has known environmental transformation products that include 1-(4-chlorophenyl)-3-({2 [ (methoxy carbonyl)amino] benzyl} oxy)-1H-pyrazol-3-yl]glucopyranosiduronic acid and methyl N-(2{[1-(4-chlorophenyl)-1H-pyrazol-3-yl] oxymethyl} phenyl)carbamate.
Computed Properties
Molecular Weight:387.8
XLogP3:4.1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:7
Exact Mass:387.0985838
Monoisotopic Mass:387.0985838
Topological Polar Surface Area:65.8
Heavy Atom Count:27
Complexity:476
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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