Flazasulfuron

407.33

407.33

600-514-0

3SB13WWV30

DTXSID3034610

White, crystalline solid

140.78000

2.88

1.6±0.1 g/cm3

168 °C

1.549

In water, 0.027 (pH 5), 2.1 (pH 7) (g/L, 25 deg C)

2-8°C

1.81X10-10 mm Hg at 25 deg C (est)

Odorless

Henry's Law constant = 6.1X10-12 atm-cu m/mol at 25 °C (est)

pKa = 4.37

Hydroxyl radical reaction rate constant = 2.02X10-10 cu cm/molec-sec at 25 °C (est)

UN30779/PG3

50/53

60-61

UT7930000

N

DT50 in water 17.4 hr (pH 4); 16.6 days (pH 7); 13.1 days (pH 9) (all 22 deg C).

P273-P501

H410

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.|Nonrefilable container: Do not reuse or refill this container. Completely empty container into application equipment. Then offer for recycling if available or dispose of empty container ina sanitary landfill or by incineration, or, if allowed by Sate and Local authorities, by burning. If burned, stay out of smoke. /Katana Turf Herbicide/|Wastes resulting from the use of this product may be disposed of on site or at an approved waste disposal facility. /Katana Turf Herbicide/|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 permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. 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 be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.

USEPA Office of Prevention, Pesticides and Toxic Substances, Pesticide Fact Sheet for Flazasulfuron (May 17, 2007).[Available from, as of June 1, 2011: http://www.epa.gov/opprd001/factsheets/]

|Warning|H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]|P273, P391, and P501|H400 (100%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]|Aggregated GHS information provided by 197 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

Applicators and other handlers must wear: long-sleeved shirt and long pants, shoes plus socks. protective eyewear and chemical resistant gloves made of any waterproof material. /Katana Turf Herbicide/|Protective eyewear. Rubber gloves.|... Restricted-entry interval (REI) of 4 hours. Personal protective equipment (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 and shoes plus socks. Sod and seed farms are within the scope of the Worker Protect Standard. /Katana Turf Herbicide/

In case of spill, avoid contact, isolate area and keep out animals and unprotected persons. Confine spills. To confine spill: Cover to prevent dispersal. Place damaged package in a holding container. Identify contents. /Katana Turf Herbicide/|Do not contaminate water when cleaning equipment or disposing of equipment wash waters or rinsate. /Katana Turf Herbicide/

Use this product only in accordance with its labeling and with the Workers Protection Standard, 40 CFR part 170. /Katana Turf Herbicide/|Do not apply this product in a way that will contact workers or other persons either directly or through drift. Only protected handlers may be in the area during application. /Katana Turf Herbicide/|Do not enter or allow worker entry into treated areas during the restricted entry interval (REI) of 4 hours. /Katana Turf Herbicide/|Discard clothing and other absorbent materials that have been drenched or heavily contaminated with this product's concentrate. Do not reuse them. Follow manufacturer's instructions for cleaning/maintaining personal protective equipment (PPE). if no such instructions for washables exist, use detergent and hot water. Keep and was PPE separately from other laundry. /Katana Turf Herbicide/|For more Preventive Measures (Complete) data for Flazasulfuron (9 total), please visit the HSDB record page.

LC50 Rat (male and female) inhalation > 5 mg/L /Duration not specified/|LD50 Mouse oral >5 g/kg|LD50 Rat dermal >2 g/kg|LD50 Rat oral >5 g/kg

/AQUATIC SPECIES/ ...The effects of the sulfonylurea herbicide, flazasulfuron (formulated as Katana) /were/ investigated on the unicellular green alga Scenedesmus obliquus. The pigment content of the algal suspensions was followed as a biomarker of exposure to the herbicide. The results demonstrate that flazasulfuron induced a reduction in chlorophyll content at concentrations of 10 ug/L, while the increase of pigment content in the culture was reduced with the lowest concentration tested (0.1 ug/L). Among the three pigments tested, chlorophyll a appeared to be the most sensitive biomarker. In the algal medium, flazasulfuron was slowly degraded (DT(50) approximately 8 days) to a compound that was tentatively identified. The toxicity of this herbicide for the algae was comparable to that of older herbicides which are used at a much higher rate.

Flazasulfuron'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).

Flazasulfuron is expected to be relatively persistent in soil and water (half-life about one month) and persistence is likely to increase with increasing pH of the media(1).|TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 290(SRC), determined from a log Kow of 1.30(2) and a regression-derived equation(3), indicates that flazasulfuron is expected to have moderate mobility in soil(SRC). Sulfonylurea herbicides, such as flazasulfuron, are more mobile in alkaline soils and in soils with lower organic matter content(4). The pKa of flazasulfuron is 4.37(2), indicating that this compound will partially exist 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). Volatilization of flazasulfuron from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 6.1X10-12 atm-cu m/mole(SRC), using a fragment constant estimation method(6). Flazasulfuron is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.8X10-10 mm Hg at 25 °C(SRC), determined from a fragment constant method(7). Biodegradation data were not available(SRC, 2011).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 290(SRC), determined from a log Kow of 1.30(2) and a regression-derived equation(3), indicates that flazasulfuron is 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 6.1X10-12 atm-cu m/mole(SRC), developed using a fragment constant estimation method(5). According to a classification scheme(6), an estimated BCF of 2(SRC), from its log Kow(2) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data were not available(SRC,2011). The half-life of flazasulfuron in water has been reported as 17.4 hrs (pH 4); 16.6 days (pH 7); and 13.1 days (pH 9)(2).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), flazasulfuron, which has an estimated vapor pressure of 1.81X10-10 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase flazasulfuron may be removed from the air by wet or dry deposition(SRC). Flazasulfuron does not contain chromophores that absorb at wavelengths >290 nm(4), and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

The half-life of flazasulfuron in water has been reported as 17.4 hrs (pH 4); 16.6 days (pH 7); and 13.1 days (pH 9)(1). Flazasulfuron has been reported to undergo base-catalyzed contraction rearrangement of the sulfonylurea bridge and its hydrolysis rate is faster in alkaline conditions than acidic conditions. Flazasulfuron degrades 10 to 100 times faster than some other sulfonylureas via an intermolecular nucleophilic addition and elimination reaction. Under alkaline conditions, this product can be further hydrolyzed to a pyridinyl-pyrimidinylamine(2). Chemical and enzyme-mediated hydrolysis is a major route of transformation of flazasulfuron in water, soil, and water-sediment systems. Both the half-life and mechanism of hydrolysis are pH dependent. There are four major hydrolytic and five metabolic products(3). Products formed from the sulfonylurea bridge contraction are biologically inactive(2). Flazasulfuron does not contain chromophores that absorb at wavelengths >290 nm(4), and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

An estimated BCF of 2 was calculated in fish for flazasulfuron(SRC), using an estimated log Kow of 1.30(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). Flazasulfuron has low potential to bioaccumulate(4).

The Koc of flazasulfuron is estimated as 290(SRC), using a log Kow of 1.30(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that flazasulfuron is expected to have moderate mobility in soil(SRC) and has the potential to leach to ground water and/or reach surface water during runoff events(5). Sulfonylurea herbicides, such as flazasulfuron(6), are more mobile in alkaline soils and in soils with lower organic matter content. The pKa of flazasulfuron is 4.37(1), indicating that this compound will partially exist 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(4). The mobility of flazasulfuron is expected to increase with increasing pH. A potential transport route is the wind erosion of soil particulates containing flazasulfuron(5).

The Henry's Law constant for flazasulfuron is estimated as 6.1X10-12 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that flazasulfuron is expected to be essentially nonvolatile from water and moist soil surfaces(2,3). Flazasulfuron is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.8X10-10 mm Hg(SRC), determined from a fragment constant method(4).

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

Rapidly and extensively absorbed(90%), widely distributed and almost completely excreted (up to 90%) within 7 days, mainly in urine.|A series of studies were conducted to evaluate the absorption, distribution, metabolism, and excretion of (14)C-SL-160(P)/flazasulfuron/ in groups of 4 or 5 rats (CRL: CD BR VAF/Plus)/sex. In these studies, (14)C-SL-160(P) (CP-1385; 55.8 mCi/mMole; radiolabel purity variously reported as 97.29%, 97.5%. 98.49%., 99.2% and >98%) was administered orally by gavage at doses of 2 or 50 mg/kg or 2 mg/kg . In /one study/, rats had received daily oral gavage doses of nonlabeled SL-160 (Y-920205; 98.9% purity) for 14 days, prior to oral dosing with (14)C-SL-160(P) on Day 15. ... Differences were generally not noted between dose levels or between single versus repeated dose administration, but were noted between males and females. The studies demonstrated that 14C SL-160(P) is rapidly absorbed following a single oral dose of 2 or 50 mg/kg. By 48 hours post exposure, males and females absorbed 94% and 93% of the low dose, respectively, and 86% and 93% of the high dose, respectively. A similar pattern was observed when low- and high-dose animals were followed up to 168 hours with little difference noted between a single or repeated exposure. Elimination via the urine was the major route of excretion, accounting for 74-80% and 90-94% in males and females, respectively, following both low- and high-dose and single and repeated dose administration. Time course data revealed that a significant portion of the radioactivity in urine was excreted by 48-72 hours post exposure. Feces were the secondary route of elimination, accounting for 21-24% and 9-10% in males and females, respectively, following both low- and high-dose and single and repeated dose administration. The biliary excretion study determined that approximately 9.5% of the administered dose appeared in bile by 48 hours in low-dose males and females and high-dose females, with approximately 16.5% in high-dose males. Tissue distribution studies indicated that 14C-SL-160(P) is rapidly excreted from the system, with less than 4% (males) and 1% (females) of the administered radioactivity remaining in the tissues seven days after dosing. In general, the pattern of the radiolabel distribution in tissues was similar between the low- and high-dose groups in the single oral dose study and between the low-dose groups in the single and repeated dose groups. Pharmacokinetic studies confirmed the rapid absorption and elimination of 14C-SL-160(P). Following a single oral dose of (14)C-SL-160(P), tmax values (provided only for individual animals; mathematically determined value not provided) ranged from 30 minutes (3/5 animals/sex) or 4 hours (2/5 animals/sex) at 2 mg/kg, while the median tmax was 6 hours in males and 4 hours in females at the 50 mg/kg dose. At 2 and 50 mg/kg, males had slightly longer elimination half times for the blood than females (males: 27 and 36 hours, respectively; females: 18.8 and 33.8 hours, respectively). Likewise, males had a greater AUC (304 and 4440 ug-eq/g hr, respectively) than females (189 and 3080 ug-eq/g hr, respectively).

A series of studies were conducted to evaluate the absorption, distribution, metabolism, and excretion of (14)C-SL-160(P)/flazasulfuron/ in groups of 4 or 5 rats (CRL: CD BR VAF/Plus)/sex. In these studies, (14)C-SL-160(P) (CP-1385; 55.8 mCi/mMole; radiolabel purity variously reported as 97.29%, 97.5%. 98.49%., 99.2% and >98%) was administered orally by gavage at doses of 2 or 50 mg/kg or 2 mg/kg . In /one study/, rats had received daily oral gavage doses of nonlabeled SL-160 (Y-920205; 98.9% purity) for 14 days, prior to oral dosing with (14)C-SL-160(P) on Day 15. In the single and repeated dose studies, parent compound was the primary component in the metabolite profiles for urine (males: 19-40%; females: 51-67% of administered dose), with lesser amounts in feces (males and females: 2-5% of administered dose), and bile (males and females: 0.6-2% of administered dose). Including parent compound up to 11 fractions were detected among these matrices. The most prevalent metabolite (expressed as percent of administered dose) were HDTG+TPPG (approximately 6.5-12% in urine, approximately 0.4-2% in feces, and approximately 6.5-14% in bile), with minor amounts < 5%) of DTPU (N-(4,6-Dimethoxy-2-pyrimidinyl)-N-[3-(trifluoromethyl)-2-pyridinyl]urea), HDPU, 6-Methoxy-2-[[3-(trifluoromethyl)-2-pyridinyl]amino]-4-pyrimidinol, TPSA (3-Trifluoromethyl)-2-pyridinesulfonamide), and MTMG. Individually, unidentified fractions generally accounted for less than 2% of the administered dose in the urine and biliary metabolite profile. The fecal metabolite profile had up to 35% unidentified of the recovered dose.

/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/

flazasulfuron

Water dispersible granule|Wettable powder|Technical Flazasulfuron Herbicide (Isk Biosciences Corporation) Flazasulfuron 96.9%|Flazasulfuron 25WG (Isk Biosciences Corporation) Flazasulfuron 25%

Agrochemicals -> Herbicides|Herbicides|Environmental transformation -> Pesticides (parent, predecessor)

Flazasulfuron has known environmental transformation products that include ADMP (SSRE-002), DMPU (SSRE-003), DTPP (SSRE-005), DTPU (SSRE-004), GTPS (SSRE-018), HMTU (SSRE-006), HTF (SSRE-021), HTPP (SSRE-008), HTPU (SSRE-020), and TPSA (SSRE-001).