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Triasulfuron

Triasulfuron structure

Triasulfuron 

structure
  • CAS No:

    82097-50-5

  • Formula:

    C14H16ClN5O5S

  • Chemical Name:

    Triasulfuron

  • Synonyms:

    Benzenesulfonamide,2-(2-chloroethoxy)-N-[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl]-;2-(2-Chloroethoxy)-N-[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl]benzenesulfonamide;CGA 131036;Logran;Triasulfuron;Amber;Amber (insecticide);135100-29-7

  • Categories:

    Agrochemicals  >  Herbicides

Description

ChEBI: An N-sulfonylurea that is N-[o-(2-chloroethoxy)phenyl]sulfonylurea in which one of the hydrogens attached to the non-sulfonylated nitrogen has been replaced by a 4-methoxy-6-methyl-1,3,5-triazin-2-yl group A herbicide used to control broad-leaved weeds in cereals, its use within the EU has been banned after September 2017 on the grounds of potential groundwater contamination and risks to aquatic life.


Triasulfuron is an N-sulfonylurea that is N-[o-(2-chloroethoxy)phenyl]sulfonylurea in which one of the hydrogens attached to the non-sulfonylated nitrogen has been replaced by a 4-methoxy-6-methyl-1,3,5-triazin-2-yl group. A herbicide used to control broad-leaved weeds in cereals, its use within the EU has been banned after September 2017 on the grounds of potential groundwater contamination and risks to aquatic life. It has a role as a herbicide and an agrochemical. It is an aromatic ether, a N-sulfonylurea, a member of 1,3,5-triazines and an organochlorine compound.

Triasulfuron Basic Attributes

401.83

401.83

617-298-9

299LHF498M

DTXSID0024345

Fine white powder

2935009012

Characteristics

141

2.36

1.05-1.10 g/cm3

186 °C

150-260 °C

1.594

7.96e-05 M

0-6°C

<1.5X10-8 mm Hg at 25 °C (OECD Guideline Method 104)

LD50 in rats (mg/kg): >5000 orally; >2000 dermally; LC50 (4 hr) in rats: >5185 mg/m3 by inhalation (Amrein, Gerber)

pKa = 4.64

Henry's Law constant = <2.5X10-10 atm-cu m/mole at 23 °C (estimated from vapor pressure and water solubility (pH 5); calculated value at pH7 and pH9 will be even lower due to higher water solubility|Hydroxyl radical reaction rate constant = 1.0X10-11 cu-cm/molc sec at 25 °C (est)

Safety Information

UN30779/PG3

2

50/53

60-61

DB1554000

N

Stable under recommended storage conditions.

P273-P501

H410

SRP: 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 air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.|Product: Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material. Contaminated packaging: Dispose of as unused product.

Incompatible materials: Strong oxidizing agents

|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 215 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]|H332: Harmful if inhaled [Warning Acute toxicity, inhalation]|P261, P271, P273, P304+P312, P304+P340, P312, P391, and P501

Eye/face protection: Safety glasses with side-shields conforming to EN 166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).|Handle with gloves.|Body Protection: Complete suit protecting against chemicals. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.|Respiratory protection: For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator. For higher level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.|Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary.

ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Methods and materials for containment and cleaning up: Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed containers for disposal.

ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided.|Precautions for safe handling: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Provide appropriate exhaust ventilation at places where dust is formed.|Appropriate engineering controls: Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.|Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.|SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants. Ensure that the local ventilation moves the contaminant away from the worker.

Toxicity

IDENTIFICATION AND USE: Triasulfuron is a fine white powder. it is used as a selective herbicide pre- and post-emergence for the control of annual broad-leaved weeds in wheat, barley, and triticale. HUMAN STUDIES: There are no data available. ANIMAL STUDIES: In rats fed triasulfuron for 90 days reduced body weight and kidney toxicity observed at 10,000 ppm. In mice fed triasulfuron for 2 years, centrilobular hepatocytomegaly was observed in male mice receiving 1000, 5000, and 10,000 ppm and in females receiving 10,000 ppm. Increased centrilobular degeneration, focal accumulation of inflammatory cells, microgranulomas, and pigment depositions were also observed in the liver of 10,000-ppm males. In dogs, fed triasulfuron in the diet for 1 year, effects seen at 5000 ppm include liver vacuolization, Kupffer cell pigment, lymphoid hyperplasia, anemia, increased relative spleen, kidney (females), pituitary (females), and liver weights, and increased severity of prostate cystic hyperplasia in males. In developmental study in rats, reductions in body weight were noted in F1a and F2a pups. No developmental effects were observed in rabbits. The genotoxicity of trisulfuron was demonstrated in the wing spot test of Drosophila melanogaster. ECOTOXICITY STUDIES: For aquatic organisms triasulfuron photoproducts were less toxic than the parent compound.

LC50 Rat inh >5185 mg/cu m (4 hr)

/AQUATIC SPECIES/ The present study aimed to compare the sensitivity of larvae of the gilthead seabream (Sparus aurata), a valuable fish species of the Spanish South Atlantic littoral, with the extensively used Microtox test on a commercial herbicide formulation containing terbutryn (59.4%) and triasulfuron (0.6%). To this purpose, mortality displayed by endogenous feeding S. aurata larvae exposed during 72 hr post-hatching to nominal concentrations of the commercial formulation and bioluminescence of the marine bacterium Vibrio fischeri were compared. Histomorphological changes were also studied. Clearly, the S. aurata assay was the more sensitive indicator of toxicity for this herbicide. The 72-hr concentration lethal to 50% of the individuals (LC(50)) found for yolk sac larvae was 1.41 mg/L. This value was more than one order of magnitude below the 15-min EC(50) found for V. fischeri (15.94 mg/L). Growth of the larvae was not significantly affected by a terbutryn-triasulfuron mixture at concentrations up to 1.56 mg/L, the maximum at which there was some proportion of survival.|/AQUATIC SPECIES/ The toxicological effects of the sulfonylurea herbicide triasulfuron and its photoproducts were assessed on four aquatic organisms. Toxicity varied with tested organism and with triasulfuron irradiation time. Triasulfuron and its photoproducts had no significant effects on the crustacean (Cladocera) Daphnia magna (causing 50% effective concentration [EC50] [48 hr] = 49 +/- 1 mg/L) and the marine bacteria Vibrio fischeri (EC50 [30 min] > 100 mg/L). In contrast, primary producers (the duckweed Lemna minor, the microalgae Pseudokirchneriella subcapitata, and Chlorella vulgaris) were very sensitive to triasulfuron (EC50s < 11 microg/L). For these organisms, triasulfuron photoproducts were less toxic than the parent compound but the residual toxicity observed still represented a potential environmental hazard.

Triasulfuron's production may result in its release to the environment through various waste streams; its use as a herbicide to control broad-leaved weeds pre- and post-emergence in wheat, barley and triticale(1) will result in its direct release to the environment(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), measured Koc ranges of 7-25(2) and 51.6-190.6(3) in a variety of soils, indicate that triasulfuron is expected to have very high to moderate mobility in soil(SRC). The pKa of triasulfuron is 4.64(4), indicating that this compound will exist partially in anion form at pH 5 and almost entirely in the anion form at pH 7-9 in the environment(SRC) and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(5). Some studies indicate adsorption in soil can be effected by humic acids and pH(6,7) while other studies found that adsorption of triasulfuron was not pH dependent(8). Volatilization of non-ionized triasulfuron from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of <2.5X10-10 atm-cu m/mole(SRC), derived from its vapor pressure, <1.5X10-8 mm Hg(4), and water solubility, 32-13500 mg/L at pH5-8.2(4). Triasulfuron in anion form will not volatilize. Triasulfuron is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(SRC). Triasulfuron did not volatilize from soil or plant surfaces during photolytic degradation tests(2). Triasulfuron was found to be not readily biodegradable in sediment-water degradation studies with biodegradation half-lives ranging from 30-245 days(2). Measured half-lives of triasulfuron in microbially active soils (pH 6.5 or 7.2) were found to be four times faster than those in sterile soil(9). Triasulfuron is susceptible to aqueous hydrolysis in moist acidic soils; hydrolysis half-life is about 30 days at pH 5 and 20 °C(3). Triasulfuron absorbs at wavelengths >290 nm(3) and is susceptible to direct photolysis by sunlight on soil surfaces(2). Reported half-lives in field dissipation studies ranged from 3-48 days (mean of 19 days), 8-59 days and 10-87 days(8). and 10-87 days(3).|FIELD STUDY: Herbicides are essential in agricultural systems for maintaining crop yields, as weeds compromise grain production. Furthermore, the application of organic amendments to soil is an increasingly frequent agricultural practice for avoiding irreversible soil degradation. However, this practice could modify the behaviour of the herbicides applied, with implications for their absorption by weeds. This study evaluated the dissipation, persistence and mobility of the herbicides triasulfuron and prosulfocarb in a sandy clay loam soil unamended and amended with green compost (GC) in a field experiment using single or combined commercial formulations of both herbicides. The study was carried out in experimental plots (eight treatments x three replicates) corresponding to unamended soil and soil amended with GC, untreated and treated with the herbicide formulations Logran Tr, Auros Tr and Auros Plus Tr over 100 days. The half-life (DT50) of triasulfuron applied individually was 19.4 days, and increased in the GC-amended soil (46.7 days) due to its higher adsorption by this soil, although non-significant differences between DT50 values were found when it was applied in combination with prosulfocarb. Prosulfocarb dissipated faster than triasulfuron under all the conditions assayed, but non-significant differences were observed for the different treatments. The analysis of the herbicides at different soil depths (0-50 cm) after their application confirmed the leaching of both herbicides to deeper soil layers under all conditions, although larger amounts of residues were found in the 0-10 and 10-20 cm layers. The application of GC to the soil increased the persistence of both herbicides, and prevented the rapid leaching of triasulfuron in the soil, but the leaching of prosulfocarb was not inhibited. The influence of single or combined formulations was observed for triasulfuron, but not for prosulfocarb. The results obtained highlight the interest of obtaining field data to design rational joint applications of GC and herbicides to prevent the possible decrease in their effectiveness for weeds or the risk of water contamination.|AQUATIC FATE: Based on a classification scheme(1), measured Koc ranges of 7-25(2) and 51.6-190.6(3) indicate that triasulfuron is not expected to adsorb to suspended solids and sediment(SRC). A pKa of 4.64(4) indicates this compound will exist partially in anion form at pH 5 and almost entirely in the anion form at pH 7-9 in the environment(SRC), and volatilization of the anion form from water surfaces is not expected to be an important fate process(SRC). Volatilization from water surfaces is also not expected of the non-ionized form(3) based upon an estimated Henry's Law constant of <2.5X10-10 atm-cu m/mole(SRC), derived from its vapor pressure, <1.5X10-8 mm Hg(4), and water solubility, 32-13500 mg/L at pH5-8.2(4). According to a classification scheme(5), an estimated BCF of 1(SRC), from its log Kow of 1.10(4) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Triasulfuron was found to be not readily biodegradable in sediment-water degradation studies with biodegradation half-lives ranging from 30-245 days(2). The USDA Pesticide Properties Database lists the hydrolysis rate of triasulfuron as "Stable" at pH 7-9 (20 °C) and 0.023/day (half-life of 30 days) at pH 5 (20 °C)(3). Hydrolysis half-lives at 25 °C were 7.78 days (pH 4), 13.8 days (pH 5), 27.1 days (pH 6), 492 days (pH 7) and 387 days (pH 9)(7). Triasulfuron absorbs at wavelengths >290 nm(2) and, therefore, may be susceptible to direct photolysis by sunlight(SRC). At 10 ppm in aqueous solution at 20 °C, triasulfuron had a 3 hour photo-stability half-life when irradiated with a mercury vapor lamp(2).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), triasulfuron, which has a vapor pressure of <1.5X10-8 mm Hg at 25 °C(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase triasulfuron may be removed from the air by wet and dry deposition(SRC). Triasulfuron absorbs at wavelengths >290 nm(3) and, therefore, may be susceptible to direct photolysis by sunlight(SRC). Triasulfuron photodegrades in aqueous solution exposed to sunlight(4).

Triasulfuron has a UV maximum at 282.8 nm and it absorbs UV until 340 nm with a quantum yield of 0.092 above 290 nm(1). Triasulfuron absorbs at wavelengths >290 nm(1) and, therefore, may be susceptible to direct photolysis by sunlight(SRC). At 10 ppm in aqueous solution at 20 °C, triasulfuron had a 3 hour photo-stability half-life when irradiated with a mercury vapor lamp(1). In a laboratory moist soil photolysis experiment, triasulfuron degraded faster in light than in the dark controls(2). In a laboratory sterile aqueous photolysis experiment, triasulfuron was photo-transformed (rate not reported)(2). Aqueous suspension photolysis studies using photocatalytic materials (e.g. zinc oxide) found that photodegradation of triasulfuron using natural summer sunlight in Spain was enhanced by addition of these materials(3); roughly 5% of initial triasulfuron was photolyzed over a 250 minute irradiation using no photocatalytic materials with rates enhanced several fold or more with photocatalytic materials(3).|Pseudo-first-order hydrolysis rate constants (and corresponding half-lives) for triasulfuron in aqueous buffer solution were measured as follows(1): 0.0795/day at pH 4, 22 °C (8.72 days half-life), 0.9631/day at pH 4, 40 °C (0.72 days half-life), 0.0183/day at pH 7, 40 °C (37.8 days half-life) and 0.0131/day at pH 10, 40 °C (52.9 days half-life)(1). The aqueous hydrolysis of triasulfuron was measured over a pH range of 2-9 at 25 °C with resulting pH half-lives of pH 2 (2.89 days), pH 3 (4.93 days), pH 4 (7.78 days), pH 5 (13.8 days), pH 6 (27.1 days), pH 7 492 days and pH 9 (387 days)(2); primary pathway of degradation was the cleavage of the sulfonylurea bridge(2). Pseudo-first-order hydrolysis rate constants (and corresponding half-lives) for triasulfuron in aqueous buffer solution at 25 °C were measured as follows(3): pH 5.2 (0.087/day, 7.97 days), pH 6.2 (0.021/day, 33 days), pH 7.1 (0.011/day, 63 days), pH 8.2 (0.005/day, 217 days), pH 9.4 (0.005/day, 217 days), pH 10.2 (0.012/day, 58 days)(3). Pseudo-first-order hydrolysis rate constants (and corresponding half-lives) for triasulfuron in soil solutions at 25 °C were measured as follows(3): pH 7.1 (0.012/day, 58 days), pH 9.4 (0.007/day, 99 days)(3). The USDA Pesticide Properties Database lists the hydrolysis rate of triasulfuron as "Stable" at pH 7-9 (20 °C) and 0.023/day (half-life of 30 days) at pH 5 (20 °C)(4).

An estimated BCF of 1 was calculated in fish for triasulfuron(SRC), using a log Kow of 1.10(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). BCF values of 9-30 were determined for triasulfuron in green alga (Chlorella fusca)(4).

104.71 L/kg|Soil adsorption studies using 9 soils (organic content 0.6-25%, pH 6.2-7.8) determined a Koc range of 7-25(1). Using three Italian soils (organic matter 1.3, 4.4 and 6.3%), measured Kd values were 0.46, 1.13 and 6.43 respectively(2); these correspond to Koc values of 48, 61 and 173 respectively(SRC). Triasulfuron Koc values of 9.2 and 9.6 were determined in a loam soil and a clay loam soil, respectively(3). The USDA Pesticide Properties Database list a Koc range of 51.6 to 190.6 for triasulfuron with a recommended value of 105(4). According to a classification scheme(5), these Koc values suggest that triasulfuron is expected to have very high to moderate mobility in soil. The content of humic acids and soil pH can effect the soil adsorption of triasulfuron(2,6), although some laboratory studies found that adsorption of triasulfuron and its metabolite (triazine amine) was not pH dependent(7). Mobility tests in three alkaline cropping soils in Australia found triasulfuron to be mobile as leaching exceeded an 80 cm soil depth(8).

A pKa of 4.64(1) indicates triasulfuron will exist partially in anion form at pH 5 and almost entirely in anion form at pH 7-9(SRC), and therefore, since anions do not volatilize, volatilization of anionic triasulfuron will not be an important fate process(SRC). The Henry's Law constant for non-ionized triasulfuron is estimated as <2.5X10-10 atm-cu m/mole(SRC) derived from its vapor pressure, <1.5X10-8 mm Hg(1), and water solubility, 32-13500 mg/L at pH 5-8.2(1). This Henry's Law constant indicates that non-ionized triasulfuron is expected to be essentially nonvolatile from water surfaces(2). Triasulfuron's estimated Henry's Law constant and ionization indicates that volatilization from moist soil surfaces is not expected to occur(SRC). Triasulfuron is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure. Triasulfuron did not volatilize from soil or plant surfaces during photolytic degradation tests(3).

GROUNDWATER: Water samples collected from 25 groundwater sites in the Upper Mississippi, Misouri and Ohio River basins in 1998, as part of a US Geological Survey study, were analyzed for a variety sulfonylurea and other herbicides, and triasulfuron was not detected in any sample (minimum reporting level of 0.005 ug/L)(1). Triasulfuron was not detected in groundwater samples collected from four agricultural catchment areas in Denmark (detection limit 0.009 ug/L)(2).|SURFACE WATER: Water samples collected from 75 surface water sites in the Upper Mississippi, Misouri and Ohio River basins in 1998 (129 samples), as part of a US Geological Survey study, were analyzed for a variety sulfonylurea and other herbicides, and triasulfuron was not detected in any sample (minimum reporting level of 0.005 ug/L)(1).

Occupational exposure to triasulfuron may occur through inhalation and dermal contact with this compound at workplaces where triasulfuron is produced or used. The general population may be exposed to triasulfuron via inhalation and dermal contact in localized agricultural areas where triasulfuron is being applied or recently applied as a herbicide. (SRC)

Triasulfuron geometric mean concentrations in urine for the US population from years 2003-2008 were below the detection limit of 0.07 ug/L(1).

Drug Information

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.)

Cytochrome P450 monooxygenases play paramount roles in the detoxification of herbicides as well as in the synthesis of lignins, flavonoids, and phenolic acids. Biochemical analysis of triasulfuron metabolism in maize (Zea mays) seedlings has demonstrated that the P450(s) responsible for detoxification of this herbicide is induced by naphthalic anhydride (NA), a plant safener, and by triasulfuron, the herbicide itself. Induction studies conducted with seedlings of different ages suggest that two separate response pathways modulate this P-450 activity. Induction by NA is independent of the developmental age of the seedlings up to 6.5 d; induction by triasulfuron is tightly modulated with respect to developmental age in that triasulfuron metabolism can be induced by triasulfuron in young (2.5 d) but not older (6.5 d) seedlings. Induction by NA administered in combination with triasulfuron synergistically enhances triasulfuron metabolism in younger seedlings to levels substantially above that obtained with either herbicide or safener treatment alone. In older seedlings, NA plus triasulfuron treatment induces triasulfuron metabolism to only the level of NA treatment alone, indicating again that the induction cascade responding to triasulfuron is nonfunctional in later development. MnCl2 studies indicate that the triasulfuron insensitivity of older seedlings does not result from a general limitation in the inducibility of this P-450 detoxification system but rather from specific limitations in the triasulfuron-response pathway.

/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 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 TKO /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) 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 (Valium) or lorazepam (Ativan) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/

Logran

Triasulfuron Use and Manufacturing

Methods of Manufacturing

Triasulfuron is produced by reaction of 2- chloroethoxyphenylsulfamoyl chloride with 2- amino-4-methoxy-6-methyl-1,3,5-triazine.|Preparation: W. Meyer, W. Fory, European Patent Office patent 44808; eidem, United States of America patent 4514212 (1982, 1985 both to Ciba-Geigy)

Uses

Control annual broad-leaved weeds and certain grassy weeds. Used for small grain cereal crops such as wheat, barley, etc., to control annual broad-leaved weeds and certain gramineous weeds

Production

Non-confidential 2016 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: Triasulfuron; National Aggregate Production Volume: 51,252 pounds (2011).

Triasulfuron Technical (Syntenta Crop Protection, LLC): Active ingredient: triasulfuron 92.0%.|Custom-Pak Amber Herbicide (Syntenta Crop Protection, LLC): Active ingredient: triasulfuron 75.0%.|Rave Herbicide (Syntenta Crop Protection, LLC): Active ingredient: dicamba, sodium salt 55.0% and triasulfuron 8.8%.|Wettable powders.|For more Formulations/Preparations (Complete) data for Triasulfuron (6 total), please visit the HSDB record page.

Registration Notes: Outside USA: Sold commercially in Europe.

Two extraction methods were developed for the determination of triasulfuron in soil. Method I included extraction with methanol-phosphate buffer at pH 7 (2 + 1, v/v), liquid-liquid partition with dichloromethane, and cleanup on a liquid chromatographic Si adsorption solid-phase extraction tube. In Method II, Extrelut was added and the sample was then extracted with acetonitrile. In both cases, the extracts were analyzed by liquid chromatography (LC) with UV detection and the LC peak was confirmed by LC/mass spectrometry (MS). The 2 methods were tested on 3 soils having different physicochemical characteristics. Method I gave 83% average recovery and a determination limit of 0.4 microg/kg soil. Method II gave 67% average recovery and a determination limit of 2 microg/kg soil. Examples of application of Method I to field samples are reported.

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

Triasulfuron has known environmental transformation products that include 2-amino-4-methoxy-6-methyl-1,3,5-triazine.|Triasulfuron has known environmental transformation products that include CGA 195660, CGA161149, IN-F5475, IN-V7160, SYN546702, SYN546832, and Triazine amine (IN-A4098).

Computed Properties

Molecular Weight:401.8
XLogP3:2.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:7
Exact Mass:401.0560675
Monoisotopic Mass:401.0560675
Topological Polar Surface Area:141
Heavy Atom Count:26
Complexity:560
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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