117337-19-6COC(=O)CSc1cc(N=c2sc(=O)n3n2CCCC3)c(F)cc1ClZCNQYNHDVRPZIH-UHFFFAOYSA-NFluthiacet-methyl is a methyl ester resulting from the formal condensation of the carboxy group of fluthiacet with methanol. A proherbicide for fluthiacet, it is used for the control of broad-leaved weeds in crops such as maize and soya. It has a role as a proherbicide, an agrochemical and an EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor. It is an organic sulfide, a methyl ester, a thiadiazolopyridazine, a member of monochlorobenzenes and a member of monofluorobenzenes. It is functionally related to a fluthiacet.
log Kow = 3.77
3.55
White powder
Ivory powder
In methanol 4.41, acetone 101, toluene 84, n-octanol 1.86, acetonitrile 68.7, ethyl acetate 73.5, dichloromethane 9 (all in g/L at 25 °C); in n-hexane 0.232 g/L at 20 °C.
In water 0.85 (distilled), 0.78 (pH 5 and 7) mg/L at 25 °C.
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Warning
H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P264+P265, P273, P280, P305+P351+P338, P337+P317, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 66 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Introduced in 1964, Nitrofen was the first Protox-inhibiting herbicide. The first generation were diphenyl ethers. Newer Protox inhibitors usually consist of heterobicyclic molecules with one phenyl ring attached to a heterocyclic ring. Most are post-emergence herbicides. They are not known to be a threat to the environment. Concerning their effects on porphyrin metabolism, Protox-inhibiting herbicides are not considered to be a significant risk in healthy individuals. Variegate porphyria-like symptoms are observed in animals fed high doses, but porphyrin levels return to normal within a few days after ending the experiment. [Krieger, p. 1733-47]
Tolerances for combined residues of the insecticide thiacloprid ([3-[(6-chloro-3-pyridinyl)methyl]-2-thiazolidinylidene] cyanamide) and metabolites retaining the thiazolidine ring intact, measured and expressed in terms of thiacloprid, per se, in or on the following commodities: corn, field, forage; corn, field, grain; corn, field, stover; corn, pop, grain; corn, pop, stover; corn, sweet, forage; corn, sweet, kernel plus cob with husks removed; corn, sweet, stover; and soybean, seed.
...Fluthiacet-methyl was absorbed rapidly at both the low and high dose for both male and female rats. Repeated oral dosing had no effect on extent of absorption. Tissue levels of 14C-fluthiacet-methyl derived radioactivity in the single and repeated low dose groups did not exceed 0.018 ppm for any tissue. At the single high dose, female rats showed higher levels of 14C-fluthiacet-methyl derived radioactivity in tissues than males except for muscle, brain, fat and plasma. Excretion in males was predominantly in feces for all dose groups, with between 67-87% of administered radioactivity excreted by this route. In females, the percentage of administered radioactivity in urine across all dose groups (40-48%) was approximately equivalent to the percent excreted in feces (39-52%). The greater fecal excretion in males was based on a greater percentage excretion in bile for males (37%) vs. females (19%).
Used as selective post-emergence herbicide for control of broadleaf weeds in field corn and soy beans; Also used as cotton defoliant; [HSDB]
Farming (Pesticides) [Category: Industry]
For fluthiacet-methyl (USEPA/OPP Pesticide Code: 108803) ACTIVE products with label matches. /SRP: Registered for use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./
Herbicide; Cotton defoliant, broadleaf weed control in field corn or soybeans.
This is a man-made compound that is used as a pesticide.
Trade names: Action, Appeal
Emulsifiable concentrate, wettable powder.
Keine Reaktionsaufzeichnungen unter den aktuellen Filterkriterien.
Wird geladen…
117337-19-6DTXSID2032556CHEMBL1864812CHEBI:5133SRP: 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.
Tolerances for combined residues of the insecticide thiacloprid ([3-[(6-chloro-3-pyridinyl)methyl]-2-thiazolidinylidene] cyanamide) and metabolites retaining the thiazolidine ring intact, measured and expressed in terms of thiacloprid, per se, in or on the following commodities: corn, field, forage 0.050 ppm; corn, field, grain 0.010 ppm; corn, field, stover 0.050 ppm; corn, pop, grain 0.010 ppm; corn, pop, stover 0.050 ppm; corn, sweet, forage 0.050 ppm; corn, sweet, kernel plus cob with husks removed 0.010 ppm; corn, sweet, stover 0.050 ppm; and soybean, seed 0.01 ppm.
LD50 Colinus virginianus (Bobwhite quail) oral >2250 mg/kg
LD50 Anas phatyrhyncos (Mallard duck) oral >2250 mg/kg
LC50 Colinus virginianus (Bobwhite quail) dietary >5620 mg/kg (5 days)
LC50 Anas platyrhynchos (Mallard duck) dietary >5620 mg/kg (5 days)
For more Ecotoxicity Values (Complete) data for FLUTHIACET-METHYL (15 total), please visit the HSDB record page.
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 2,700(SRC), determined from a log Kow of 3.77(2) and a regression-derived equation(3), indicates that fluthiacet-methyl is expected to have slight mobility in soil(SRC). Volatilization of fluthiacet-methyl from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.1X10-9 atm-cu m/mole(SRC), derived from its vapor pressure, 3.31X10-9 mm Hg(2), and water solubility, 0.86 mg/L(2). Fluthiacet-methyl is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 3.31X10-9 mm Hg(2). A photolysis half-life on soil of 21 days has been reported(2).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 2,700(SRC), determined from a log Kow of 3.77(2) and a regression-derived equation(3), indicates that fluthiacet-methyl is 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 2.1X10-9 atm-cu m/mole(SRC), derived from its vapor pressure, 3.31X10-9 mm Hg(2), and water solubility, 0.86 mg/L(2). According to a classification scheme(4), an estimated BCF of 160(SRC), from its log Kow(2) and a regression-derived equation(5), suggests the potential for bioconcentration in aquatic organisms is high(SRC). A hydrolysis half-life of 18 days (pH 7) has been reported(2).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), fluthiacet-methyl, which has a vapor pressure of 3.31X10-9 mm Hg at 25 °C(2), is expected to exist solely in the particulate phase. Particulate-phase fluthiacet-methyl may be removed from the air by wet and dry deposition(SRC). A half-life in light of 4.92 days has been reported(2).
Stability in water DT50 484.8 days (pH 5), 17.7 days (pH 7), 0.2 days (pH 9). In light DT50 of 4.92 days.
The Koc of fluthiacet-methyl is estimated as 2,700(SRC), using a log Kow of 3.77(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that fluthiacet-methyl is expected to have slight mobility in soil.
An estimated BCF of 160 was calculated for fluthiacet-methyl(SRC), using a log Kow of 3.77(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is high(SRC), provided the compound is not altered physically or chemically once released into the environment.
The Henry's Law constant for fluthiacet-methyl is estimated as 2.1X10-9 atm-cu m/mole(SRC) derived from its vapor pressure, 3.31X10-9 mm Hg(1), and water solubility, 0.85 mg/L(1). This Henry's Law constant indicates that fluthiacet-methyl is expected to be essentially nonvolatile from water surfaces(2). Fluthiacet-methyl is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).
/LABORATORY ANIMALS: Acute Exposure/ Non-irritant to skin and slightly irritant to eyes (rabbits).
/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ 6-week dietary (dog): NOAEL = 6,500 ppm [236 mg/kg/day] for males and 2,000 ppm [77.7 mg/kg/day] for females LOAEL = 20,000 [709 mg/kg/day] for males and 6,500 ppm [232 mg/kg/day] for females based on decreased body weight gain. /Technical/
/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ 90-day dietary (rats): NOAEL = 100 ppm [6.19 mg/kg/day for males and 6.80 mg/kg/day for females] LOAEL = 3,500 ppm [216 mg/kg/day for males and 249 mg/kg/day for females] based on decreased body weight gains as well as effects on hematology, clinical chemistry, urinalysis parameters, liver weights and microscopic pathology. /Technical/
/LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity/ In the mouse carcinogenicity study the systemic toxicity NOAEL was 0.1 mg/kg/day in males and females and the systemic toxicity LOAEL was 1.0 mg/kg/day in males and 1.2 mg/kg/day in females based on non-neoplastic liver findings. In males at 10 and 32 mg/kg/day, respectively, there was an increase in the number of mice with hepatocellular adenomas, carcinomas and/or adenomas/carcinomas.
For more Non-Human Toxicity Excerpts (Complete) data for FLUTHIACET-METHYL (7 total), please visit the HSDB record page.
Tolerances for combined residues of the insecticide thiacloprid ([3-[(6-chloro-3-pyridinyl)methyl]-2-thiazolidinylidene] cyanamide) and metabolites retaining the thiazolidine ring intact, measured and expressed in terms of thiacloprid, per se, in or on the following commodities: corn, field, forage; corn, field, grain; corn, field, stover; corn, pop, grain; corn, pop, stover; corn, sweet, forage; corn, sweet, kernel plus cob with husks removed; corn, sweet, stover; and soybean, seed.
Preparation:M. Yamaguchi et al., EP 273417; eidem, US 4906279 (1988,1990 both to Kumiai Chem Ind)
Fluthiacet-methyl, which inhibits protoporphyrinogen oxidase, is a selective contact herbicide used post--emergence for the control of broad-leaved weeds in maize and soya beans.
VerwendenHerbicide.