Sulfometuron-methyl

364.38

364.38

277-780-6

JLY5D60J1A

DTXSID0034936

White solid

136

1.20

white solid

1.48 g/cu cm

204 °C

1.601

In water, 244 mg/L at 25 deg C

8 mpa @ 25°C

LD50 in male, female rats (mg/kg): >5000, >5000 orally (Harding)

Henry's Law constant = 5.17X10-14 atm-cu m/mole at 25 °C (est)

pKa = 5.2

Colorless solid /Technical grade/|Hydroxyl radical reaction rate constant = 3.59X10-11 cu cm/molecule-sec at 25 °C (est)

UN30779/PG3

2

50

61

DG9096550

N

P273

H400

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure 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, aquatic, and plant life; and conformance with environmental and public health regulations.|Do not discharge effluent containing this product into lakes, streams, ponds, estuaries, oceans, or other waters unless in accordance with the requirements of a National Pollution Discharge Elimination System (NPDES) permit and the permitting authority has been notified in writing prior to discharge.

USEPA/Office of Prevention, Pesticides and Toxic Substances; Reregistration Eligibility Decision Document - Sulfometuron Methyl (September 2008). The RED summarizes the risk assessment conclusions and outlines any risk reduction measures necessary for the pesticide to continue to be registered in the U.S.[Available from, as of May 27, 2009: http://www.epa.gov/pesticides/reregistration/status.htm]|California Environmental Protection Agency/Department of Pesticide Regulation; Environmental Fate Review Summaries on Sulfometuron methyl (74222-97-2) (1999).[Available from, as of May 8, 2009: http://www.cdpr.ca.gov/docs/emon/pubs/envfate.htm]|USEPA, Office of Prevention, Pesticides, and Toxic Substances; Revised HED Human Health Risk Assessment for Sulfometuron-methyl (74222-97-2) (December 2007). EPA Docket No.: EPA-HQ-OPP-2008-0129-0003.

|Warning|H319 (69.96%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]|P261, P264, P271, P273, P280, P304+P312, P304+P340, P305+P351+P338, P312, P337+P313, P391, and P501|Aggregated GHS information provided by 226 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H315: Causes skin irritation [Warning Skin corrosion/irritation]|P201, P202, P260, P264, P273, P280, P281, P302+P352, P305+P351+P338, P308+P313, P314, P321, P332+P313, P337+P313, P362, P391, P405, and P501

Long-sleeved shirt, long pants and shoes plus socks. Chemical-resistant gloves, and Chemical-resistant apron...

SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a POTW is acceptable only after review by the governing authority. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must meet Hazardous Material Criteria for disposal.

SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.|SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit 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.|Users should remove PPE immediately after handling this product. Wash the outside of gloves before removing. As soon as possible, wash thoroughly and change into clean clothing.|Users should remove clothing/PPE immediately if pesticide gets inside. Then wash thoroughly and put on clean clothing.|For more Preventive Measures (Complete) data for Sulfometuron-methyl (11 total), please visit the HSDB record page.

/Sulfometuron methyl/ shows minimal eye irritation and minimal skin irritation, but is not a dermal irritant or a dermal sensitizer.

LD50 Rat oral > 5000 mg/kg|LD50 Rabbit dermal > 2000 mg/kg|LC50 Rat inhalation > 5 ppm over 4 hrs

Sulfometuron methyl's production may result in its release to the environment through various waste streams; its use as an herbicide to manage annual and perennial broadleaf weeds and grasses in non-agricultural sites(1) will result in its direct release to the environment(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 107(SRC), determined from a log Kow of 1.2(2)and a regression-derived equation(3), indicates that sulfometuron methyl is expected to have high mobility in soil(SRC). The pKa of sulfometuron methyl is 5.2(2), indicating that this compound will partially exist in anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4). Volatilization of sulfometuron methyl from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 5.2X10-14 atm-cu m/mole(SRC), using a fragment constant estimation method(4). Sulfometuron methyl is not expected to volatilize from dry soil surfaces based upon a vapor pressure of 5.48X10-16 mm Hg at 25 °C(2). Biodegradation half-lives of 12-25 days in soil(5,6) suggest that biodegradation may be an important environmental fate process in soil(SRC).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 107(SRC), determined from a log Kow of 1.2(2), and a regression-derived equation(3) indicates that sulfometuron methyl is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(4) based upon an estimated Henry's Law constant of 5.2X10-14 atm-cu m/mole(SRC), developed using a fragment constant estimation method(5). According to a classification scheme(6), an estimated BCF of 99(SRC), from its log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). Sulfometuron methyl has been shown to photolyze completely under aquatic photolysis conditions with half-lives from 22-37 days(8). Pseudo-first-order dissipation rate constants of 1.27X10-2 days-1 and 3.95X10-2 days-1 from a stream and pond(9), corresponding to half-lives of 54 and 17 days, respectively(SRC), suggest that biodegradation may be an important environmental fate process in water(SRC).|AQUATIC FATE: Sulfometuron methyl was applied by a ground sprayer to 4 ha Coastal Plain flatwoods watershed, Gainsville, FL in preparation for tree planting; the application rate was at a maximum labeled rate of 0.42 kg/ha. Herbicide residues were detected in streamflow but were not found in sediment. Sampling 1.5 m below the ground surface did not detect any sulfometuron methyl. Sampling of shallow ground water <1.5 m below the surface did not detect any sulfometuron methyl after 203 days post application. The lack of herbicide residue was attributed to low application rates, rapid hydrolysis in acidic soil and water, and dilution in streamflow(1).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), sulfometuron methyl, which has a vapor pressure of 5.48X10-16 mm Hg at 25 °C(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase sulfometuron methyl may be removed from the air by wet or dry deposition(SRC). (14C)Sulfometuron methyl was completely degraded to 14-C02 under aquatic photolysis conditions(2) and therefore is expected to be susceptible to direct photolysis by sunlight(SRC). The compound has been shown to photolyze completely under aquatic photolysis conditions with half-lives from 22-37 days(3).

Abiotic and microbially-mediated hydrolysis/degradation are the major routes of transformation of sulfometuron methyl in water, soil, and sediment; hydrolysis appears to be a function of pH and temperature, with the rate being much more rapid under acidic conditions(1). (phenyl-14C)Sulfometuron methyl was found to be stable in water at pH 7 or 9, but hydrolyzes readily to (14C)methyl 2-(aminosulfonyl)benzoate and (14C)1,2-benzisothiazol-3-one, 2,3-dihydro 1,1-dioxide (saccharin), at pH 5.0(2). The half-life of sulfometuron-methyl maintained at pH 5 is 18 days(3); at 35 °C, reported half-lives at pH 5, 6, 7, and 8 were 1.8, 6, 15, and 20 days, respectively; at 45 °C, half-lives at pH 5 and 7 were 2.1 and 33 days, respectively(1). Using distilled water maintained at room temperature and a test chemical concentration of 36 ug/L, an average of 65, 56, and 68% of unhydrolyzed 14C-labeled herbicide remained after 28 days incubation in the dark at pH 5, 7, and 9, respectively, corresponding to a half-life to 40 days(4). (14C)Sulfometuron methyl was completely photolyzed to 14-C02 under aquatic photolysis conditions. (14C)Methyl benzoate was identified as an intermediate in this photolytic degradation(2). Half-lives of 37, 33, and 22 days were measured when sulfometuron methyl was exposed to UV light in distilled, river, and well water samples, respectively(1).

An estimated BCF of 99 was calculated for sulfometuron methyl using an estimated log Kow of 1.2(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). (14C)Sulfometuron methyl has a low partition ratio (0.31) between n-octanol and 0.01 M phosphate buffer, pH 7.0. It does not accumulate in fish tissue when fish are exposed to 0.01 ppm or 1.0 ppm (14C)-sulfometuron methyl in their environment(4).

41.69 L/kg|Using a structure estimation method based on molecular connectivity indices(1), the Koc of sulfometuron methyl can be estimated to be 107(SRC). According to a classification scheme(2), this estimated Koc value suggests that sulfometuron methyl is expected to have high mobility in soil. The pKa of sulfometuron methyl, a weak acid(3), is 5.2(4), indicating that this compound will exist partially in the anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(5). Sulfomethuron methyl's potential to leach in alkaline soils is higher than in low pH soils(6). Sulfometuron methyl (or its degradation products) was more mobile in soils with pH 7 or greater than in soils with pH near or below the sulforneturon methyl pKa. This increased mobility was attributed to ionization of sulfometuron methyl and hence increased water solubility(7). (14-C)Sulfometuron methyl was mobile on soils when tested using soil thin-layer plates and soil columns; this mobility agreed reasonably well with Freundlich soil isotherm constants(8).|The Kd for sulfometuron methyl sorption to soils of 0-20 cm depths ranged from 0.04 to 0.6. Sorption of sulfometuron methyl on soil from depths 65-95 cm was less than in the surface soils. It appears that once this herbicide leaches past the top 10 cm of these soils, retardation of the herbicide would be slight(1).

The Henry's Law constant for sulfometuron methyl is estimated as 5.2X10-14 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that sulfometuron methyl is expected to be essentially nonvolatile from water surfaces(2). The Henry's Law constant for sulfometuron methyl indicates that volatilization from moist soil surfaces is not expected(SRC). Sulfometuron methyl is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 5.48X10-16 mm Hg(3).

GROUNDWATER: Groundwater samples were collected from 44 midwestern locations during the summer of 1997, and analyzed for herbicide residues of 15 chemicals including sulfometuron methyl and concluded that all samples were below the level of detection(1). In the Midwestern United States, 212 water samples were collected from 25 ground-water sites in 1998. These samples were analyzed by the USGS for 16 sulfonylurea, sulfonamide, and imidazolinone herbicides. Sulfometuron methyl was in most cases found in groundwater at concentrations less than the established method reporting limit of <0.01 ug/L(2).|SURFACE WATER: Surface water samples were collected from 44 midwestern locations during the summer of 1997, and analyzed for herbicide residues of 15 chemicals including sulfometuron methyl and concluded that all samples were below the level of detection(1). In the Midwestern United States, 212 water samples were collected from 75 surface-water sites in 1998. These samples were analyzed by the USGS for 16 sulfonylurea, sulfonamide, and imidazolinone herbicides. In surface water streams, 2 samples were detected above the established method reporting limit of <0.01 ug/L; the maximum was 0.018 ug/L(2).

EXPERIMENTAL: Sulfometuron methyl was rapidly metabolized and excreted by goats, a representative ruminant animal ... Less than 1% was excreted in milk ... The major metabolite in milk was also (hydroxymethyl)-pyrimidine sulfometuron methyl (HM-SM). Less than 10% (<0.01 ppm) of total (14)C labeled residues in milk was the parent herbicide, indicating that sulfometuron methyl accumulation in milk was below detectable limits of 0.03 ppm.

Occupational exposure to sulfometuron methyl may occur through inhalation of dust and dermal contact at workplaces where sulfometuron methyl is produced or used. (SRC)|From 1993 to 2005 The American Association of Poison Control Center (AAPCC) reported poisoning incident data on sulfometuron methyl. A total of 40 incidents were reported for sulfometuron. Six of the incidents resulted in moderate effects as reported by AAPCC (3 occurring in a residential environment, 1 in a public area and 2 in the workplace) and 18 of the incidents resulted in minor effects (9 occurring in a residential environment, 6 in a public area and 3 in the workplace). There were no deaths and no major incidents related to sulfometuron exposure. The remaining 16 of the 40 AAPCC incidents were either not followed (15, with minimal to no effects expected from the exposure incident) or, were determined to have resulted in no effects (1 incident)(1).

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)|Pesticides used to destroy unwanted vegetation, especially various types of weeds, grasses (POACEAE), and woody plants. Some plants develop HERBICIDE RESISTANCE. (See all compounds classified as Herbicides.)

... Sulfometuron methyl was rapidly metabolized and excreted by goats, a representative ruminant animal. The majority of dosed (14)C-labeled sulfometuron methyl, 94-99%, was excreted in urine and feces. Less than 1% was excreted in milk. Major residues in urine and feces consisted of both sulfometuron methyl and (hydroxymethyl)-pyrimidine sulfometuron methyl (HM-SM). The major metabolite in milk was also HM-SM. Less than 10% (<0.01 ppm) of total (14)C labeled residues in milk was the parent herbicide, indicating that sulfometuron methyl accumulation in milk was below detectable limits of 0.03 ppm. In the same study, accumulation of (14)C-labeled residues in meat and fat were also below detectable limits.

Major residues in urine and feces consisted of both sulfometuron methyl and (hydroxymethyl)-pyrimidine sulfometuron methyl (HM-SM). The major metabolite in milk was also HM-SM ...

Half-lives of /sulfometuron methyl/ in rats ranged from 28 - 48 hours with doses of 16mg/kg and 3000 mg/kg, respectively, and therefore did not accumulate.

Skin contamination should be treated promptly by washing with soap and water. Contamination of the eyes should be treated immediately by prolonged flushing of the eyes with large amounts of clean water. If dermal or ocular irritation persists, medical attention should be obtained without delay. /Other Herbicides/|If serious dehydration and electrolyte depletion have occurred as a result of vomiting and diarrhea, monitor blood electrolytes and and fluid balance and administer intravenous infusions of glucose, normal saline ringer's solution, or ringer's lactate to restore extracellular fluid volume and electrolytes. Follow this with oral nutrients as soon as fluids can be retained. Fluids serve to support excretion of the toxicants. Supportive measures are ordinarily sufficient for successful management of excessive exposures to these herbicides. /Other Herbicides/|/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/

/SURVEILLANCE/ There are 4 reported incidents in the IDS since 2000. The incidents are associated with a variety of symptoms including abdominal pain, diarrhea, tremors, joint pain, edema, hives, welts, hair loss, fingernail loss, jaundice, eye irritation, welts, respiratory irritation, weakness, and a fast pulse.

sulfometuron methyl

Approximately 230,000 pounds of sulfometuron methyl are used per year according to the 2006 Screening Level Usage Analysis (SLUA). The heaviest use sites are forestry and rights of way use for roads and railroads.

One registered sulfometuron methyl product is formulated as a granular; all other products are formulated as water dispersible granules (WDG).|Spyder Selective Herbicide; Active ingredient 75.00% Sulfometuron methyl|Dupont Oust Herbicide; Active ingredient 75.00% Sulfometuron methyl|Sulfometuron methyl Technical; Active ingredient 97.60% Sulfometuron methyl|For more Formulations/Preparations (Complete) data for Sulfometuron-methyl (29 total), please visit the HSDB record page.

Method: USGS-NWQL O-2060-01; Procedure: high performance liquid chromatography-mass spectrometry; Analyte: sulfometuron-methyl; Matrix: water; Detection Limit: 0.0044 ug/L.