Orthosulfamuron

424.436

424.43

606-744-8

RO0AIV9EYN

DTXSID4034788

Very fine white powder with a tendency to form clumps

2935009015

160

1.31 (pH 7)

1.48 at 22.0 deg C

157 deg C

Decomposes before boiling

1.624

In water, 629 mg/L at 20 deg C (pH 7); 26.2 mg/L at 20 deg C (pH 4); 38,900 mg/L at 20 deg C (pH 8.5)

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/

<1.1 × 10-4 (Pa at 25 °C)

Henry's Law constant = 7.4X10-10 atm-cu m/mole at 20 °C (est)

Hydroxyl radical reaction rate constant = 2.2X10-10 cu cm/molecule-sec at 25 °C (est)

NONH for all modes of transport

3

P273, P391, P501

H400

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.|Disposal Considerations. Recover, if possible. Send non-recoverable product, rinsate or rinsate solids to authorized disposal plants or for incineration under controlled conditions. In so doing, comply with the local and national regulations currently in force. /Strada WG Herbicide/|Do not contaminate arable land and/or water when disposing of equipment wash water or rinsate. /Strada WG Herbicide/|Wastes resulting from the use of this product must be disposed of on site or at an approved waste disposal facility. /Strada WG Herbicide/|For more Disposal Methods (Complete) data for Orthosulfamuron (6 total), please visit the HSDB record page.

|Warning|H400 (100%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]|P273, P391, and P501|Aggregated GHS information provided by 2 companies from 1 notifications to the ECHA C&L Inventory.

Applicators and other handlers must wear the following: Long-sleeved shirt and long pants. Shoes plus socks. Chemical-resistant gloves made of any waterproof material. Protective eyewear. /Strada WG Herbicide/|... Restricted entry interval (REI) of 12 hours. PPE required for early entry to treated areas that is permitted under the Worker Protection Standard and that involves contact with anything that has been treated, such as plants, soil, or water, is: coveralls, chemical resistant gloves, (made of any waterproof material), protective eyewear, and shoes plus socks. /Strada WG Herbicide/|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. /Strada WG Herbicide/

Fire-Fighting Measures. Recommended extinguishers: Water, CO2, Foam, Chemical powders, according to material involved in fire. ... Risks arising from combustion: Avoid inhaling the fumes which at high temperatures may contain toxic fumes such as CO(x), NO(x) and SO(x). Protective equipment: Wear breathing protection (respirator) and standard protection equipment according to the materials involved in the fire. /Strada WG Herbicide/

ACCIDENTAL RELEASE MEASURES. Measures for personal safety: use a mask, gloves and protective clothing ... ; Environmental measures: If the product has entered a waterway and/or drainage system, or has contaminated the ground and/or vegetation, notify the competent authorities; Cleaning methods: Rapidly recover the product and prevent it from entering into drainage systems, if possible. In so doing wear protective clothing ... After the product has been recovered, rinse the area and contaminated materials involved with water. Dispose unrecoverable product, rinsate, or rinsate solids as hazardous substance. /Strada WG Herbicide/|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/

Use this product only in accordance with its labeling, and with the Worker Protection Standard, 40 CFR part 170. /Strada WG Herbicide/|Do not apply this product in a way that will contact workers or other people, either directly or through drift. Only protected handlers may be in the area during application. /Strada WG Herbicide/|Do not enter or allow worker entry into treated areas during the restricted entry interval (REI) of 12 hours. /Strada WG Herbicide/|Users should wash hands before eating, drinking, chewing gum, using tobacco or using the toilet. Users should remove clothing/PPE immediately if pesticide gets inside. Then wash skin thoroughly and put on clean clothing. /Strada WG Herbicide/|For more Preventive Measures (Complete) data for Orthosulfamuron (16 total), please visit the HSDB record page.

LD50 Rat oral >5000 mg/kg

/BIRDS and MAMMALS/ Chronic studies of the reproductive toxicity of orthosulfamuron in mallard duck and bobwhite quail administered orthosulfamuron TGAI for approximately 21 weeks. ...Results of both studies showed no treatment-related effects on adult bird mortality, food consumption, body weight, clinical signs, or reproductive endpoints at the highest dietary concentration tested (NOAEC = 1280 mg a.i./kg diet). In addition, no clinical signs or treatment-related effects in offspring survival or body weight were observed at the highest dietary concentration tested in these studies (1280 mg a.i/kg diet).|/AQUATIC SPECIES/ The acute toxicity of technical grade orthosulfamuron to freshwater fish was evaluated in two species, with 96-hour LC50 values of >122 mg a.i./L in rainbow trout and >142 mg a.i./L in bluegill sunfish. No mortalities were observed in controls or treated groups for both studies. Based on these results, orthosulfamuron is categorized as practically nontoxic to freshwater fish on an acute exposure basis.|/AQUATIC SPECIES/ The acute toxicity of technical grade orthosulfamuron to estuarine/marine fish was evaluated in the sheepshead minnow. The study reported a 96-hour LC50 >123 mg a.i./L, indicating that orthosulfamuron was practically nontoxic to estuarine/marine fish on an acute exposure basis. No sublethal effects were observed in sheepshead minnow exposed up to 123 mg a.i./L.|/AQUATIC SPECIES/ Acute toxicity tests with estuarine/marine invertebrates exposed to technical grade orthosulfamuron were conducted in eastern oyster and mysid shrimp. No effect on shell deposition or increased mortality were observed in an acute toxicity (96-hour) test in the eastern oyster exposed to orthosulfamuron TGAI, yielding a 96-hour EC50 >97 mg a.i./L. These results indicate that orthosulfamuron is characterized as slightly toxic to estuarine/marine mollusks. An acute toxicity study of orthosulfamuron in the mysid shrimp reported a 96-hour LC50 >122 mg a.i./L, indicating that orthosulfamuron is practically nontoxic to estuarine/marine invertebrates on an acute exposure basis; no sublethal effects were observed.|For more Ecotoxicity Excerpts (Complete) data for Orthosulfamuron (12 total), please visit the HSDB record page.

Orthosulfamuron'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: Based on a classification scheme(1), an estimated Koc value of 10(SRC), determined from a structure estimation method(2), indicates that orthosulfamuron is expected to have very high mobility in soil(SRC). Volatilization of orthosulfamuron from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 7.4X10-10 atm-cu m/mole(SRC), based upon its vapor pressure, 8.4X10-7 mm Hg(3), and water solubility, 629 mg/L(3). Orthosulfamuron is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). No biodegradation data were located for orthosulfamuron in soil but aerobic degradation is expected to be the major route of dissipation in alkaline paddy water(4).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 10(SRC), determined from a structure estimation method(2), indicates that orthosulfamuron is not 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 7.4X10-10 atm-cu m/mole(SRC), derived from its vapor pressure, 8.4X10-7 mm Hg(4), and water solubility, 629 mg/L(4). Orthosulfamuron is expected to undergo hydrolysis in the environment and has reported half-lives of 8 hours, 24 days and 228 days at pH 4, 7 and 9, respectively, at 25 °C(4). According to a classification scheme(5), an estimated BCF of 3.4(SRC), from its log Kow of 1.31(4) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Orthosulfamuron's major route of degradation in acidic to neutral rice paddy water is hydrolysis, with a half-life of hours to days(7). Aerobic biodegradation is the major route of degradation in alkaline rice paddy water, with a half-life of weeks to months(7). Both routes of degradation are expected at similar rates in paddy water at neutral pH(7).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), orthosulfamuron, which has a vapor pressure of 8.4X10-7 mm Hg at 20 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase orthosulfamuron is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 35 minutes(SRC), calculated from its rate constant of 2.2X10-10 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase orthosulfamuron may be removed from the air by wet or dry deposition(SRC). Orthosulfamuron contains chromophores that absorb at wavelengths >290 nm(4) and therefore may be susceptible to direct photolysis by sunlight(SRC).

The rate constant for the vapor-phase reaction of orthosulfamuron with photochemically-produced hydroxyl radicals has been estimated as 2.2X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 35 minutes at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Orthosulfamuron is expected to undergo hydrolysis in the environment and has reported half-lives of 8 hours, 24 days and 228 days at pH 4, 7 and 9, respectively, at 25 °C(2). Orthosulfamuron's major route of degradation in acidic to neutral rice paddy water is hydrolysis, with a half-life of hours to days(3). Orthosulfamuron contains chromophores that absorb at wavelengths >290 nm(4) and therefore may be susceptible to direct photolysis by sunlight(SRC).

An estimated BCF of 3.4 was calculated in fish for orthosulfamuron(SRC), using a log Kow of 1.31(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).

Using a structure estimation method based on molecular connectivity indices(1), the Koc of orthosulfamuron can be estimated to be 10(SRC). According to a classification scheme(2), this estimated Koc value suggests that orthosulfamuron is expected to have very high mobility in soil.

The Henry's Law constant for orthosulfamuron is estimated as 7.4X10-10 atm-cu m/mole(SRC) derived from its vapor pressure, 8.4X10-7 mm Hg(1), and water solubility, 629 mg/L(1). This Henry's Law constant indicates that orthosulfamuron is expected to be essentially nonvolatile from water or moist soil surfaces(2). Orthosulfamuron is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).

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

In a series of rat metabolism studies, [14C-U-phenyl] IR5878 or [14C-5-pyrimidinyl] IR5878 in 0.5% aqueous carboxymethycellulose (radiochemical purity >97%) was administered by gavage to Sprague Dawley rats. In the preliminary study, 2 rats/sex received a single 250 mg/kg dose. In the main study, 4 rats/sex/dose received a single dose of 5 or 1000 mg/kg or 14 daily doses at 5 mg/kg (non-radioactive) followed by a single radioactive dose (5 mg/kg) on day 15. Additionally, a biliary excretion study was performed where 4 males and 7 females received a single dose at 5 mg/kg. Pharmacokinetic analyses of the absorption and distribution were performed, including blood kinetics, along with identification of the metabolites in the excreta. Absorption was rapid in all groups, regardless of sex, dose, or number of doses. Tmax values were 12 min for the 5 mg/kg repeated dose group, 24 min-1 hr for the single 5 mg/kg dose group, and 1- 4 hr for the single 1000 mg/kg dose group. Following a single 5 mg/kg dose of [14C-U-phenyl] IR5878, 76-82% of the dose was absorbed and found in the urine/cage wash, bile, and carcass, indicating extensive absorption. The half-life was similar regardless of sex, dose, or number of doses (8.9-13.3 hr), with the exception of the females treated with a single 5 mg/kg dose of [14C-5- pyrimidinyl] IR5878 (16.7 hr). Within 12 hr of administration of the radiolabeled dose (5 or 1000 mg/kg single dose or multiple 5 mg/kg doses), approximately half of the dose was excreted, and excretion was almost complete at 72 hr post-dose. At 72 hr post-dose, overall recovery of the radioactive dose from both sexes was 92-100%. The majority of the dose was recovered in the feces (43-73%); 18-46% of the dose was found in the urine; and cage wash accounted for 1-5% dose. Minimal radioactivity was detected in the carcass and GI tract (<0.8% dose). In a preliminary study, <0.02% of the radioactive dose was isolated in the expired air; therefore, this route of excretion was not analyzed. A difference in the excretion profile was generally not noted based on sex, dose, or number of doses. Regardless of sex, dose, or number of doses, the distribution of radioactivity in tissues was similar. Comparison of the concentrations of radioactivity in tissues on the basis of radiolabel was not possible due to contrasting sampling times and/or Tmax; a time course of tissue distribution was not performed. Excluding the GI tract, concentrations of radioactivity were highest in the liver, kidney, lung, and whole blood, with the lung having the lowest concentrations. At 5 mg/kg (single or multiple doses), these tissue concentrations were 1.74-23.83 ug equiv./g vs 2.41-5.10 ug equiv./g in whole blood. At 1000 mg/kg in all treated rats, these tissue concentrations were 161-435 ug equiv./g vs 305-495 ug equiv./g in whole blood. As relatively little radioactivity remained in the carcass at 72 hr post-dose (.0.70% dose), bioaccumulation is not suspected under the test conditions.

...HPLC and HPLC-MS analyses were used to identify parent and a total of 10 metabolites in excreta from rats treated with [14C] IR5878. Six to 7 metabolites were identified after treatment with each radiolabeled compound, and 3 of these metabolites were common to treatment with both radiolabeled compounds. Parent and identified metabolites in excreta accounted for 71-86% of the dose in all animals, and overall recovery was 95-99% of the dose. Unidentified compounds accounted for 1-16% of the dose, but no single compound accounted for > or = 5% of the dose. The parent was found in the 5 mg/kg animals (single and multiple doses) at 1-6% dose and in the 1000 mg/kg animals at 33-56% dose in urine and feces. The predominant metabolite was 1-(4- methoxy-6-hydroxypyrimidin-2-yl)-3-[2-(dimethylcarbamoyl)phenylsulfamoyl]urea (O-desm IR5878). It was found at 53-64% dose in all animals treated at 5 mg/kg/day and at 14-20% dose in all animals treated at 1000 mg/kg; it was found in similar quantities in the urine and feces. 2-sulfoamino-N,N-dimethylbenzamide (DBS acid) was a primary metabolite in all animals treated with [14C-U-phenyl] IR5878 and was found primarily in the feces at 8-12% dose. In all animals treated with [14C-5-pyrimidinyl] IR5878, a fraction was isolated (primarily in feces) that contained (4,6-dimethoxy-5-O-glucuronidyl pyrimidin-2-yl)urea (Pyr-O-Glucur DOP urea) and 1- (4,6-dimethoxy-5-O-glucuronidyl pyrimidin-2-yl)-3-[2- (dimethylcarbamoyl)phenylsulfamoyl]urea (Pyr-O-Glucur IR5878). This fraction represented 9-18% dose. Additionally, 1-(4,6-dimethoxypyrimidin-2-yl)-3-[2-(methylcarbamoyl)phenylsulfamoyl] urea (N-desm IR5878) was found at 5-8% dose in the urine of animals treated with 1000 mg/kg [14C-5-pyrimidinyl] IR5878. All other identified metabolites each accounted for <5% dose. Identification of IR5878 metabolites indicates that metabolism mainly occurs through O- and/or N-demethylations. Additionally, hydrolytic cleavage of the sulfamoylurea linkage yields DOP urea, and hydroxylation of the pyrimidinyl ring occurs followed by glucuronic acid or sulfate conjugation. The metabolic profile of the liver, kidney, and bile was also evaluated. In the liver and kidneys of all animals treated with [14C-U-phenyl] IR5878, the parent and O-desm IR5878 were found in the highest concentrations. In the liver and kidneys of all animals treated with [14C-5- pyrimidinyl] IR5878, O-desm IR5878 and an unidentified fraction were generally found in the highest concentrations, as well as 2-amino-N,N-dimethylbenzamide (DB amine) in the male kidney. In the bile, O-desm IR5878 and an unidentified fraction were found in the highest concentration. Other identified compounds (same as found in the excreta) were not detected in the liver, kidney, or bile or were generally found at relatively low concentrations.

In a series of rat metabolism studies, [14C-U-phenyl] IR5878 or [14C-5-pyrimidinyl] IR5878 in 0.5% aqueous carboxymethycellulose (radiochemical purity >97%) was administered by gavage to Sprague Dawley rats. In the preliminary study, 2 rats/sex received a single 250 mg/kg dose. In the main study, 4 rats/sex/dose received a single dose of 5 or 1000 mg/kg or 14 daily doses at 5 mg/kg (non-radioactive) followed by a single radioactive dose (5 mg/kg) on day 15. Additionally, a biliary excretion study was performed where 4 males and 7 females received a single dose at 5 mg/kg. ... The half-life was similar regardless of sex, dose, or number of doses (8.9-13.3 hr), with the exception of the females treated with a single 5 mg/kg dose of [14C-5- pyrimidinyl] IR5878 (16.7 hr). ...

Orthosulfamuron is a systemic post-emergence herbicide belonging to the sulfamoylurea class of herbicides. Sulfamoylurea herbicides act through inhibition of branch-chain amino acid biosynthesis in plants. Orthosulfamuron's specific mode of action is through the inhibition of the plant enzyme, acetolactate synthase, also known as acetohydroxy acid synthase (ALS/AHAS). Inhibition of ALS/AHAS blocks the branched-chain amino acid biosynthesis of valine, leucine, and isoleucine, which are involved in the plant growth process.

/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/

Orthosulfamuron Technical (Isagro S.P.A.) 99% Orthosulfamuron|IR5878 50 WG (Isagro S.P.A.) 50% Orthosulfamuron|IR5878 0.5 GR (Isagro S.P.A.) 0.5% Orthosulfamuron|Strada XT (Isagro S.P.A.) 50% Orthosulfamuron, 75% Quinclorac|Orthosulfamuron is formulated as both a water dispersible granule (IR5878 50 WG) and a granule (IR5878 0.5 GR).

Product by reversed phase high performance liquid chromatography with uv-DAD /ultraviolet-diode array detector/. Residues in rice, soil, sediment and water by lc-ms-ms. Residues of sulfonylureas in soil and water may also be determined by immunoassay.

Agrochemicals -> Herbicides