Pyrasulfotole

362.327

362.32

609-256-3

M31E7U368M

DTXSID2044343

Beige powder

91.9

2

1.49

201 deg C

515℃

265℃

1.573

In water, 4.2 (pH 4); 69.1 (pH 7); 49 (pH 9), all in g/L at 20 deg C

Safe Storage of Pesticides. Always store pesticides in their original containers, complete with labels that list ingredients, directions for use, and first aid steps in case of accidental poisoning. Never store pesticides in cabinets with or near food, animal feed, or medical supplies. Do not store pesticides in places where flooding is possible or in places where they might spill or leak into wells, drains, ground water, or surface water. /Residential users/

2.7X10-4 mPa at 20 deg C /SRC: 2.0X10-9 mm Hg at 20 deg C/

No characteristic odor

Henry's Law constant = 1.4X10-14 atm-cu m/mol at 20 °C (est)

pKa = 4.2

1

52/53

61

P260, P273, P314, P391, P501

H373

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.|Safe Disposal of Pesticides. The best way to dispose of small amounts of excess pesticides is to use them - apply them - according to the directions on the label. If you cannot use them, ask your neighbors whether they have a similar pest control problem and can use them. If all of the remaining pesticide cannot be properly used, check with your local solid waste management authority, environmental agency, or health department to find out whether your community has a household hazardous waste collection program or a similar program for getting rid of unwanted, leftover pesticides. These authorities can also inform you of any local requirements for pesticide waste disposal. /Residential users/|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. Many communities have programs to recycle household waste such as empty bottles and cans. Do not recycle any pesticide containers, however, unless the recycling program specifically accepts pesticide containers and you follow the program's instructions for preparing the empty containers for collection. /Residential users/

US EPA Office of Prevention, Pesticides and Toxic Substances, Pesticide Fact Sheet for Pyrasulfotole (August 2007).[Available from, as of February 7, 2011: http://www.epa.gov/opprd001/factsheets/]

|Warning|H373 (100%): Causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]|P260, P273, P314, P391, and P501|Aggregated GHS information provided by 144 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

If a spill occurs, clean it up promptly. Don't wash it away. Instead, sprinkle the spill with sawdust, vermiculite, or kitty litter. Sweep it into a plastic garbage bag, and dispose of it as directed on the pesticide product label./Residential users/|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. /Residential users/

SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.|For several good reasons, .... herbicides ... should be handled and applied only with full attention to safety measures that minimize personal contact. Many formulations contain adjuvants (stabilizers, penetrants, surfactants) that may have significant irritating and toxic effects. A number of premixed formulations contain two or more active ingredients; the companion pesticides may be more toxic than the principal herbicide. Good hygienic practice should not be disregarded just because a pesticide is reported to have a high LD50 in laboratory rodents. /Herbicides/|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. /Residential users/|Indoor Applications. If the label directions permit, leave all windows open and fans operating after the application is completed. If the pesticide product is only effective in an unventilated (sealed) room or house, do not stay there. Put all pets outdoors, and take yourself any your family away from treated areas for at least the length of time prescribed on the label. Apply most surface sprays only to limited areas such as cracks; don't treat entire floors, walls, or ceilings. Don't let pesticides get on any surfaces that are used for food preparation. Wash any surfaces that may have pesticide residue before placing food on them. /Residential users/|For more Preventive Measures (Complete) data for Pyrasulfotole (6 total), please visit the HSDB record page.

Pyrasulfotole ... has been shown to be a moderate eye irritant.

LD50 Rat dermal > 2,000 mg/kg|LD50 Rat oral > 2,000 mg/kg|LC50 Rat inhalation > 5.03 mg/L/4 hr

/BIRDS and MAMMALS/ Avian reproduction studies were performed for pyrasulfotole in two species, mallard duck and northern bobwhite quail. The lowest LOAEC was for the mallard duck (557 mg/kg-diet) based on decreased male body weight gain at the highest treatment level. The lowest NOAEC was also for the mallard duck (167 mg a.i./kg diet). In the northern bobwhite quail study there were slight, but statistically significant, reductions (3 - 9%) in ratios of eggs set to eggs laid, number hatched to eggs laid, number hatched to live 3-week embryos, and hatchling weights at the highest treatment level which resulted in a LOAEC and NOAEC of 594 mg a.i./kg diet and 205 mg a.i./kg diet, respectively.|/AQUATIC SPECIES/ The mysid study resulted in an EC50 of 1.1 mg a.i./L. At the 24-hour observation interval, lethargy was observed in the mean-measured 1.5, 2.9 and 6.2 mg ai/L treatment levels and erratic swimming was observed in the mean-measured 6.2 and 12 mg ai/L treatment levels. At the 48-hour observation interval, one mysid in the mean-measured 1.5 mg ai/L treatment level was lethargic and on the bottom of the test vessel, several mysids were lethargic in the mean-measured 6.2 mg ai/L treatment level and all surviving mysids in the mean measured 12 mg ai/L treatment level were swimming erratically. At 72- and 96-hours, no sub-lethal effects were observed in the control or any of the treatment levels.|/AQUATIC SPECIES/ A chronic test for Daphnia resulted in a 21-day NOAEC of 12.8 mg a.i./L, based on reduced survival/immobility (and other clinical signs of toxicity).|/AQUATIC SPECIES/ A freshwater fish early life-stage/reproductive study on fathead minnow resulted in a NOAEC of 0.58 mg a.i./L. The most sensitive endpoint for this 35- day test was a reduction in total length.

Pyrasulfotole's production may result in its release to the environment through various waste streams; its use as a herbicide(1) will result in its direct release to the environment(SRC).

TERRESTRIAL FATE: Pyrasulfotole is expected to be moderately mobile to mobile in the environment(1). The compound is persistent under certain conditions and may be transported off-site via runoff and leaching, depending on soil, site, and meteorological conditions(1). The pKa of pyrasulfotole is 4.2(2), indicating that this compound will exist partially in the ion form in the environment. Volatilization of pyrasulfotole from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.4X10-14 atm-cu m/mole(SRC), based upon its vapor pressure, 2.0X10-9 mm Hg(2), and water solubility, 69,100 mg/L(2). Pyrasulfotole is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(2). In aerobic soil biodegradation test, pyrasulfotole had a first order half-life range of 11 to 72 days(2). Field half-lives were 5 to 31 days(2).|AQUATIC FATE: Pyrasulfotole is expected to be moderately mobile to mobile in the environment(1), indicating that pyrasulfotole is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(2) based upon an estimated Henry's Law constant of 1.4X10-14 atm-cu m/mole(SRC), derived from its vapor pressure, 2.0X10-9 mm Hg(3), and water solubility, 69,100 mg/L(3). According to a classification scheme(4), an estimated BCF of 3(SRC), from its log Kow of -1.362(4) and a regression-derived equation(5), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Pyrasulfotole is stable to hydrolysis in the environment at pH 5, 7 and 9(3). Pyrasulfotole does not photodegrade in aqueous solutions at pH 7(3). In aerobic soil biodegradation test, pyrasulfotole had a first order half-life range of 11 to 72 days(3).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), pyrasulfotole, which has a vapor pressure of 2.0X10-9 mm Hg at 20 °C(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase pyrasulfotole may be removed from the air by wet or dry deposition(SRC).

Pyrasulfotole is stable to hydrolysis in the environment at pH 5, 7 and 9(1,2). Pyrasulfotole does not photodegrade in aqueous solutions at pH 7(1,2).

An estimated BCF of 3 was calculated in fish for pyrasulfotole(SRC), using a log Kow of -1.362(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

Pyrasulfotole is expected to be moderately mobile to mobile in the environment(1). The compound is persistent under certain conditions and may be transported off-site via runoff and leaching, depending on soil, site, and meteorological conditions(1). The adsorption of 14C-pyrasulfotole was performed on five soils and one sediment. Pyrasulfotole showed Koc values ranging from 21.6 (clay loam) to 715 (sandy loam), demonstrating a very high to low mobility with adsorption depending on soil pH(2). The pKa of pyrasulfotole is 4.2(3), indicating that this compound will exist partially in the ion form in the environment.

The Henry's Law constant for pyrasulfotole is estimated as 1.4X10-14 atm-cu m/mole(SRC) derived from its vapor pressure, 2.0X10-9 mm Hg(1), and water solubility, 69,100 mg/L(1). This Henry's Law constant indicates that pyrasulfotole is expected to be essentially nonvolatile from water surfaces(2). Pyrasulfotole is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).

Occupational exposure to pyrasulfotole may occur through inhalation and dermal contact with this compound at workplaces where pyrasulfotole is produced or used. (SRC)

Following oral administration of 10 mg/kg phenyl or pyrazole ring-labeled pyrasulfotole, approximately 60% of radiolabeled compound was excreted in the urine after 6 hours, while approximately 73% of the administered dose was recovered in the urine by the time of sacrifice (52 hours). Therefore, approximately 60% of the compound was absorbed within 6 hours of exposure. Less than 2% of the administered dose remained in the residual carcass and tissues at sacrifice, and the highest residues were found in the liver and kidney. Approximately 35% of labeled compound was excreted in the feces 52 hr after dosing, approximately 25% of was parent.|In a metabolism study, AE 0317309 (/pyrasulfotole/ 97.6-100% ai, Vial #s C-938, C-939, C- 938B, C-1024A, K-1196, K-1267), male Wistar Hanover rats (five rats for each radiolabel) were given single oral doses of (phenyl-UL-(14)C) AE 0317309 or pyrazole-3-(14)C AE 0317309 at dose rates of 10.0 and 9.88 mg/kg bw, respectively. In two separate experiments, male Wistar Hanover rats with surgically implanted jugular cannula were dosed intravenously with (phenyl-UL-(14)C) AE 0317309 (four rats) or (pyrazole-3-(14)C) AE 0317309 (five rats) at dose rates of 9.81 and 9.60 mg/kg bw, respectively. The (phenyl-UL-(14)C) AE 0317309 was readily absorbed following oral dosing, with approximately 62% of the administered radioactivity dose being recovered in the urine within 6 h post dose. A total of approximately 73% of the administered radioactivity dose was recovered in the urine by the time of sacrifice (52 hr). The (pyrazole-3-(14)C) AE 0317309 was readily absorbed following a single oral dose, with approximately 57% of the administered radioactivity dose being recovered in the urine within 6 h post dose. A total of approximately 75% of the dose was recovered in the urine by the time of sacrifice (48 hr). In the case of intravenous administration, approximately 90% of the radioactivity was excreted in the urine and approximately 10% in the feces by 48 h. Most (over 80%) of the intravenous dose was excreted in the urine within 6 h. In all experiments, <2% of the administered dose remained in the residual carcass and tissues at sacrifice. In all experiments, the highest residues were found in the liver and kidney. There was no apparent difference between the phenyl-UL-(14)C label and the pyrazole-3-(14)C label in the distribution of equivalents in the tissues following intravenous dosing. However, concentrations in the tissues were consistently higher in the case of the pyrazole-3-(14)C label than in the case of the phenyl-UL-(14)C label following oral dosing. The distribution of radioactivity in tissues did not differ greatly between oral and intravenous dosing, with the exception that the concentration in the residual carcass is somewhat higher in the latter case. Following both oral and intravenous administration, most of the dose was excreted unchanged as AE 0317309. ...

In a metabolism study, AE 0317309 (/pyrasulfotole/ 97.6-100% ai, Vial #s C-938, C-939, C- 938B, C-1024A, K-1196, K-1267), male Wistar Hanover rats (five rats for each radiolabel) were given single oral doses of (phenyl-UL-(14)C) AE 0317309 or pyrazole-3-(14)C AE 0317309 at dose rates of 10.0 and 9.88 mg/kg bw, respectively. In two separate experiments, male Wistar Hanover rats with surgically implanted jugular cannula were dosed intravenously with (phenyl-UL-(14)C) AE 0317309 (four rats) or (pyrazole-3-(14)C) AE 0317309 (five rats) at dose rates of 9.81 and 9.60 mg/kg bw, respectively. ... Following both oral and intravenous administration, most of the dose was excreted unchanged as AE 0317309. Hydroxymethyl AE 0317309, desmethyl AE 0317309, and AE B197555 were observed as minor metabolites in the urine and feces. Following oral dosing, approximately 70% of the radioactivity was excreted in the urine and 30% in the feces by 48 or 52 hr.

Pyrasulfotole is an effective inhibitor of the enzyme 4-hydroxyphenylpyruvate dioxygenase (HPPD) and consequently blocks the pathway of phenylquinone biosynthesis in plants. The end-use products are applied to the target weeds and act primarily through leaf uptake and translocation to the target site.

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/|/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/

Emulsifiable concentrate|PREMIX PARTNERS: Bromoxynil; Fenoxaprop-P-ethyl; MCPA|Pyrasulfotole Technical (Bayer Cropscience Lp) 98.6% Methanone, (5-hydroxy-1,3-dimethyl-1H-pyrazol-4-yl) [2-(methylsulfonyl)-4-(trifluoromethyl) phenyl]|Huskie Herbicide (Bayer Cropscience Lp) 3.3% Methanone, (5-hydroxy-1,3-dimethyl-1H-pyrazol-4-yl), (2-(methylsulfonyl)-4-(trifluoromethyl) phenyl), 13.4% Bromoxynil octanoate, 12.9% Bromoxynil heptanoate|For more Formulations/Preparations (Complete) data for Pyrasulfotole (7 total), please visit the HSDB record page.

Residues by liquid chromatography/mass spectrometry/mass spectrometry.

Agrochemicals -> Herbicides