Aminocyclopyrachlor is an organochlorine herbicide, the structure of which is that of pyrimidine-4-carboxylic acid substituted at positions 2, 5 and 6 by cyclopropyl, chloro and amino groups respectively. It has a role as a herbicide and a synthetic auxin. It is an organochlorine pesticide, a member of pyrimidines and a member of cyclopropanes. It contains a primary amino group. It is a conjugate acid of an aminocyclopyrachlor(1-).
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification · 3 Einträge
H412 (100%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P273, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 28 reports by companies from 1 notifications to the ECHA C&L Inventory.
... A Stop Sale, Use, or Removal Order ("Order") /was/ issued by the U.S. Environmental Protection Agency, Region III ("EPA") concerning the pesticide product "DuPont Imprelis Herbicide" (EPA Reg. No. 352-793) ("Imprelis"). The Order requires E.I. du Pont de Nemours and Company ("Dupont") to cease the sale, use and removal of Imprelis, except as provided in the Order. The Order is ... effective immediately. EPA has reason to believe that DuPont has distributed or sold Imprelis in violation of Section 12(a)(1)(E) of FIFRA, 7 U.S.C. 136j(a)(1)(E), which prohibits the sale or distribution of any pesticide that is misbranded. /Imprelis/
E.I. duPont de Nemours and Company ... proposes to establish a tolerance in 40 CFR part 180 for residues of the herbicide aminocyclopyrachlor, [6-amino-5- chloro-2-cyclopropyl-4-pyrimidinecarboxylic acid] and aminocyclopyrachlor methyl ester [methyl 6-amino-5-chloro-2-cyclopropyl-4-pyrimidinecarboxylate], expressed as aminocyclopyrachlor, in or on grass forage at 65 ppm; grass hay at 125 ppm; fat (of cattle, goat, horse and sheep) at 0.07 ppm; meat (of cattle, goat, horse and sheep) at 0.02 ppm; meat byproducts-excluding liver (of cattle, goat, horse and sheep) at 0.4 ppm; liver (of cattle, goat, horse and sheep) at 0.06 ppm; and milk at 0.035 ppm.
Hazard Classes and CategoriesAquatic Chronic 3 (100%)
Chemie und Industrie
Pharmakologische Informationen
Biological Half-Life · 1 Eintrag
4 rats per sex per group with surgically implanted jugular vein cannulas received a single oral gavage dose of (14)C-DPX-MAT28 /aminocyclopyrachlor/ at 25 and 500 mg/kg and were placed in metabolism cages. Serial blood samples were collected pre-treatment and at 5, 15, and 30 minutes, and 1, 2, 4, 8, 12, 24, and 30 hours post-dosing from the jugular vein cannula. ... Group mean plasma half-lives were nearly identical for males (5.6 hours) and females (5.7 hours) at both 25 and 500 mg/kg.
Metabolism/Metabolites · 1 Eintrag
1 male and 1 female rat received a single oral gavage dose of (14)C-DPX-KJM44 /aminocyclopyrachlor methyl/ at 25 mg/kg. Animals were placed in glass metabolism units for collection of 14C exhaled volatiles and (14)CO2 for 48 hours (at 24-hour intervals). Urine and feces were also collected at 24-hour intervals over dry ice for 168 hours. Radioactivity was quantified in urine, feces, tissues, carcass, cage wash, and residual feed and urine and feces were also analyzed for metabolites (LSC, HPLC, mass spectrometry (MS)). Radioactivity was not detected in respired breath during 48 hours after a single 25 mg/kg dose. Urine was the main route of excretion of radioactivity with 80.4% (male) and 79.3% (female) of administered dose detected during 168 hours post-dosing (most (78.8% for both sexes) was excreted during the first 24 hours after dosing). 6.67% (male) and 3.06% (female) of administered radioactivity was found in feces during 168 hours with the majority excreted during 48 hours post-treatment (5.6% (male) and 2.8% (female)). Radioactivity detected in cage wash and residual food was 2.0% and 0.1% for the male and female, respectively. The overall material balance was 89.2% (male) and 82.6% (female) after 168 hours. 14C residues in tissues were generally below the limit of quantification except male and female carcasses contained 0.144% and 0.121% of administered dose, respectively, and the male gastrointestinal tract and contents contained 0.009% of dose combined. DPX-MAT28 /aminocyclopyrachlor/ was the only metabolite identified in urine (78.8% of administered dose for both sexes) and feces (4.57% (males) and 1.72% (females) of dose). /Aminocyclopyrachlor-methyl/
Absorption, Distribution and Excretion · 3 Einträge
4 rats per sex per group with surgically implanted jugular vein cannulas received a single oral gavage dose of (14)C-DPX-MAT28 /aminocyclopyrachlor/ at 25 and 500 mg/kg and were placed in metabolism cages. Serial blood samples were collected pre-treatment and at 5, 15, and 30 minutes, and 1, 2, 4, 8, 12, 24, and 30 hours post-dosing from the jugular vein cannula. Plasma contained quantifiable concentrations of (14)C residues for up to 30 hours post-treatment. Group mean plasma half-lives were nearly identical for males (5.6 hours) and females (5.7 hours) at both 25 and 500 mg/kg. Group mean peak plasma concentrations (Cmax) were 3.8 ug.equiv/g for males and 5.0 ug.equiv/g for females at 25 mg/kg and 57.3 ug.equiv/g for males and 61.6 ?g.equiv/g for females at 500 mg/kg (a 12 to 15 fold increase in Cmax with the 20-fold increase in dose). Times to peak plasma concentrations (Tmax) were 0.5 hours (males) and 0.4 hours (females) at 25 mg/kg and 0.6 hours (males) to 1.0 hours (females) at 500 mg/kg. Group mean area under the curve values (AUCINF) for plasma were 7.0 hr*ug/g for males and 9.0 hr*ug/g for females at 25 mg/kg and 151 hr*ug/g for males and 168 hr*ug/g for females at 500 mg/kg (21.5 (males) and 18 (females) fold increases over the low dose values). Group mean Cmax values for red blood cells were 1.3 ug.equiv/g for males and 2.0 ug.equiv/g for females at 25 mg/kg and 27.2 ug.equiv/g for males and 28.7 ug.equiv/g for females at 500 mg/kg. Group mean Tmax values for RBCs were 0.5 hour (males) and 0.3 hour (females) at 25 mg/kg and 0.6 hour for males and 1.0 hour for females at the high dose.
In the event of fire, wear self-contained breathing apparatus. Wear full protective equipment. Evacuate personnel and keep upwind of fire. If area is heavily exposed to fire and if conditions permit, let fire burn itself out since water may increase the area contaminated. Do not allow run-off from fire fighting to enter drains or water courses. In the event of fire, cool tanks with water spray. /DuPont Method 50SG Herbicide/
Not a fire or explosion hazard. /DuPont Method 50SG Herbicide/
Storage ConditionsDo not contaminate water, other pesticides, fertilizer, food or feed in storage. Store in original container. Store in a cool, dry place. Keep out of the reach of children. /DuPont Method 50SG Herbicide/
Cleanup Methods · 4 Einträge
Do not contaminate water when disposing of equipment washwaters or rinsate. /DuPont Method 50SG Herbicide/
Safeguards (Personnel): Evacuate personnel, thoroughly ventilate area, use self-contained breathing apparatus. Wear personal protective equipment.. /DuPont Method 50SG Herbicide/
Spill Cleanup: Sweep up and shovel into suitable containers for disposal. /DuPont Method 50SG Herbicide/
Accidental Release Measures: Prevent material from entering sewers, waterways, or low areas. Follow applicable Federal, State/Provincial and Local laws/regulations. /DuPont Method 50SG Herbicide/
Disposal Methods · 1 Eintrag
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.
Preventive Measures · 4 Einträge
Wash thoroughly with soap and water after handling and before eating, drinking, chewing gum, using tobacco or using the toilet. Remove clothing immediately if pesticide gets inside. Then wash thoroughly and put on clean clothing. /DuPont Method 50SG Herbicide/
Do not apply directly to water, or to areas where surface water is present, or to intertidal areas below the mean high water mark. /DuPont Method 50SG Herbicide/
Follow manufacturer's instructions for cleaning/maintaining PPE. If no such instructions for washables exist, use detergent and hot water. Keep and wash PPE separately from other laundry. /DuPont Method 50SG Herbicide/
Do not enter terrestrial/non-crop treated areas without protective clothing until sprays have dried. /DuPont Method 50SG Herbicide/
Personal Protective Equipment (PPE) · 2 Einträge
Personal Protective Equipment (PPE): Mixers and loaders must wear: Long-sleeved shirt and long pants. Shoes plus socks. Applicators: After the product has been diluted in accordance with label directions for use, shirt, pants, socks, and shoes are sufficient Personal Protective Equipment (PPE). /DuPont Method 50SG Herbicide/
Wear protective eyewear to prevent contact with this substance. /DuPont Method 50SG Herbicide/
LC50; Species: Anas platyrhynchos (Mallard duck)) diet >5290 mg/kg for 8 days/Aminocyclopyrachlor-acid/
For more Ecotoxicity Values (Complete) data for Aminocyclopyrachlor (13 total), please visit the HSDB record page.
Environmental Fate · 3 Einträge
TERRESTRIAL FATE: Based on a classification scheme(1), an observed Koc range of 9 to 67(2) indicates that aminocyclopyrachlor is expected to have very high to high mobility in soil(SRC). The pKa of aminocyclopyrachlor is 4.65(3), indicating that this compound will exist partially 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 aminocyclopyrachlor from moist soil surfaces is not expected to be an important fate process(SRC) given a Henry's Law constant of 3.47X10-12 atm-cu m/mole(3). Aminocyclopyrachlor is slowly photolyzed on soil (half-life of 129 days)(3). Aerobic soil metabolism tests had half-life ranges of 114-433 in three different soils(3). Aminocyclopyrachlor half-lives ranged from 22 to 126 days in terrestrial field dissipation studies conducted in the continental United States and Canada(3).
AQUATIC FATE: Based on a classification scheme(1), an observed Koc range of 9 to 67(2), indicates that aminocyclopyrachlor is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon a Henry's Law constant of 3.47X10-12 atm-cu m/mole(4). According to a classification scheme(5), an estimated BCF of 3(SRC), from an estimated log Kow of -2.48 at pH 7(4) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). The major route of environmental degradation of aminocyclopyrachlor in water is aqueous photolysis with a half-life of l.2 days in shallow, clear, and well-lit natural (pH 6.2) water bodies and 7.8 days in pH 4 buffer solution(4); the photolysis degradation products included 5-chloro-2-cyclopropyl-pyrimidin-4-ylamine, 4-cyano-2-cyclopropy1-1H-imidazole-5-carboxylic acid and cyclopropanecarboxylic acid(4). Aminocyclopyrachlor is stable to hydrolysis at environmental conditions(4). Aerobic aquatic metabolism tests had observed aminocyclopyrachlor half-lives greater than 100 days(4) with metabolites that included CO2 and 5-chloro-2-cyclopropyl-pyrimidin-4-ylamine(4); anaerobic metabolism tests had observed half-lives greater than 120 days (calculated half-life 1733 days)(4).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), aminocyclopyrachlor, which has a vapor pressure of 3.7X10-8 mm Hg at 25 °C(2) will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase aminocyclopyrachlor 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 about 5 days(SRC), calculated from its rate constant of 3X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase aminocyclopyrachlor may be removed from the air by wet or dry deposition(SRC).
Ecotoxicity Excerpts · 1 Eintrag
/AQUATIC SPECIES/ A 90-day chronic toxicity test was submitted that evaluated the effects of the acid on the earlylife stage of rainbow trout under flow-through conditions. Measured test concentrations were between 0.69 and 11 mg a.e./L. There were no treatment-related effects on hatching success, time to hatch, post-hatch survival, time to swim-up, or growth at any treatment level. The 90-day LC/EC50 for all endpoints was >11 mg a.e./L, and the NOAEC and LOAEC were 11 and >11 mg a.e./L, respectively. /Aminocyclopyrachlor-acid/
Soil Adsorption/Mobility · 1 Eintrag
In sorption-desorption studies using 14 soils from Brazil, aminocyclopyrachlor had Koc values ranging from 9 to 67(1). A Koc range of 2 to 26 was observed in test soils(2). According to a classification scheme(3), these Koc values suggest that aminocyclopyrachlor is expected to have very high to high in soil. In terrestrial field studies, aminocyclopyrachlor was detected at soil depths of 70 - 90 cm at 365 days, indicating that leaching of residues into groundwater may occur(4). The pKa of aminocyclopyrachlor is 4.65(2), 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).
Human Toxicity Excerpts · 1 Eintrag
/GENOTOXICITY/ In a mammalian cell cytogenetics assay (chromosome aberration), lymphocyte cultures were prepared from human peripheral blood and exposed to DPX-MAT28 (/aminocyclopyrachlor/ 92.2% a.i.) in DMSO at concentrations of 0, 267, 534, 1068, or 2136 ug/mL for either 4 hours followed by a 16 hour recovery period (+/-S9) or for 20 hours with no recovery period (-S9). The S9 fraction was derived from the livers of male rats induced with Aroclor 1254. Cyclophosphamide and mitomycin C served as the positive controls in the presence and absence of S9, respectively. DPX-MAT28 was tested up to the limit dose (2136 ug/mL, 10mM). No precipitation of the test material was observed at any concentration (+/-S9). No substantial decreases in mitotic index were observed at any concentration after 4 (+/-S9) or 20 hrs (-S9) of treatment; therefore, concentrations of 0, 534, 1068, and 2136 ug/mL were selected for evaluation of chromosomal aberrations in each assay. No significant increases in the mean percentage of cells with structural or numerical abortions or in aberrations per cell were observed after treatment for 4 hrs (+/-S9) or 20 hrs (-S9). The positive controls induced the appropriate response in the presence and absence of S9. There was no evidence of chromosome aberrations induced over background in the presence or absence of S9-activation.
Artificial Pollution Sources · 1 Eintrag
Aminocyclopyrachlor'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). In August 2010, EPA conditionally registered the active ingredient aminocyclopyrachlor for pesticide applications(2); in August 2011, the EPA issued a Stop Sale, Use or Removal Order for the herbicide Imprelis (which contains the active ingredient aminocyclopyrachlor) which may be causing injury to certain species of evergreen trees, particularly Norway spruce and white pine(2).
Environmental Biodegradation · 2 Einträge
AEROBIC: Aerobic aquatic metabolism tests using sand-water and silt-loam-water inocula had observed aminocyclopyrachlor half-lives greater than 100 days(1); the metabolites included CO2 and 5-chloro-2-cyclopropyl-pyrimidin-4-ylamine(1). Aerobic soil metabolism tests had half-life ranges of 114-433 in three different soils(1).
ANAEROBIC: Anaerobic aquatic metabolism tests had observed aminocyclopyrachlor half-lives greater than 120 days (calculated half-life 1733 days)(1); the metabolites included 5-chloro-2-cyclopropyl-pyrimidin-4-ylamine(1). Anaerobic soil metabolism tests had a calculated half-life of 6932 days(1).
Environmental Bioconcentration · 1 Eintrag
An estimated BCF of 3.1 was calculated in fish for aminocyclopyrachlor(SRC), using a log Kow of -2.48 at pH 7(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).
Volatilization from Water/SoilThe Henry's Law constant for aminocyclopyrachlor is 3.47X10-12 atm-cu m/mole at 20 °C(1). This Henry's Law constant indicates that aminocyclopyrachlor is expected to be essentially nonvolatile from water surfaces(2).
Non-Human Toxicity Excerpts · 5 Einträge
/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ In a subchronic oral and neurotoxicity study, aminocyclopyrachlor (DPX-MAT28; 92.2% a.i) was administered in the diet to Crl:CD(SD) rats (15/sex/dose) at doses (adjusted for purity) of 0, 600, 2000, 6000, or 18,000 ppm (equivalent to 34.8/44.8, 114.3/145.7, 349.4/448.0, and 1044.6/1424.9 mg/kg/day) for 13 weeks (94-95 days in males and 96-97 days in females). Neurobehavioral assessment (functional observational battery [FOB] and motor activity testing) was performed prior to treatment and during Weeks 4, 8, and 13 on 10 rats/sex/group. On Day 56, plasma concentrations of DPX-MAT28 and the metabolite IN-LXT69 / 5-Chloro-2-cyclopropyl-pyrimidin-4-ylamine/ were measured in 5/sex/dose. At study termination, gross and histopathology were performed on 10 rats/sex/group, while 5 rats/sex/group were anesthetized and perfused in situ for neuropathological examination. The tissues from the perfused animals in the control and 18,000 ppm groups were subjected to histopathological evaluation of brain, spinal cord, and peripheral nervous system tissues. All animals survived to the day of scheduled sacrifice. One control male and one 6000 ppm female were accidentally killed during blood collection just prior to necropsy. No treatment-related effects were observed in daily or weekly clinical observations and there were no test substance-related opthamological signs for either sex. There were no test substance-related or statistically significant effects on functional observational battery (FOB) parameters: forelimb and hindlimb grip strength, footsplay, body temperature, or behavioral parameters in either sex. Additionally, there were no test substance-related or statistically significant effects on duration of movement or number of movements measured in the motor activity analysis of males and females. At 18,000 ppm, decreases (p < or = 0.05; except as noted) in body weights were observed in the males from Days 28-91 (decrease 6-9%, NS at Days 56 and 70) and in the females on Days 56, 70, and 77 (decrease 8-10%). Overall (Days 0-91) body weight gain was decreased (p < or = 0.05) by 15-18% in both sexes. Significant decreases (p < or =0.05) in food consumption were observed at 18,000 ppm during Days 0-7, 21-28, and 42-49 in males (decrease 7-8%) and during Days 70-77 in females (decrease 11%). Decreased (p < or = 0.05) food efficiency was noted in males during Days 21-28, 70-77, and 77-84 (decrease 18-73%) and in females during Days 62-70 ... . Overall (Days 0-91) food efficiency was decreased (p < or = 0.05) by 11% in males and 17% in females. There were no adverse effects of the test substance on organ weights, ophthalmology, hematology, coagulation, clinical chemistry, or urinalysis parameters in males and females. There were no effects of the test substance on brain weights or gross or microscopic neuropathology in either sex at any dose. The plasma concentrations of DPX-MAT28 and the metabolite IN-LXT69 were measured on Day 56 by high performance liquid chromatography with detection by tandem mass spectrometry (LC/MS/MS). DPX-MAT28 was the most abundant metabolite in male and female rats, with the highest concentrations at 10,268 and 13,428 ng/mL for 18,000 ppm male and female rats, respectively. In contrast, plasma levels of IN-LXT68 were lower for this dose group at concentrations of 82 and 80 ng/mL for males and females, respectively. The average concentration of DPX-MAT28 in plasma was higher in females than in males at all dose levels. The IN-LXT69 plasma concentrations were below the limit of quantitation for the 600 ppm dietary concentration. The average IN-LXT69 plasma concentrations appeared to be similar for males and females. There was no apparent plateau for the DPX-MAT28 or IN-LXT68 plasma concentrations when compared to dietary intake levels (e.g. plasma concentrations increased with increasing concentration in the diet). The LOAEL for systemic effects is 18,000 ppm (1044.6/1424.9 mg/kg/day), based on decreased body weights, body weight gains, food consumption, and food efficiency in both sexes. The NOAEL is 6000 ppm (349.4/448.0 mg/kg/day). The LOAEL for neurotoxicity was not observed. The NOAEL is 18,000 ppm (1044.6/1424.9 mg/kg/day) in both sexes.
Environmental Abiotic Degradation · 1 Eintrag
The rate constant for the vapor-phase reaction of aminocyclopyrachlor with photochemically-produced hydroxyl radicals has been estimated as 3X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 5 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Aminocyclopyrachlor degrades via photolysis with a half-life of 1.2 days in well-lit natural water bodies (pH 6.2) and 7.8 days in pH 4 buffer(2); it is slowly photolyzed on soil (half-life of 129 days)(2); the photolysis degradation products included 5-chloro-2-cyclopropyl-pyrimidin-4-ylamine, 4-cyano-2-cyclopropy1-1H-imidazole-5-carboxylic acid and cyclopropanecarboxylic acid(2). Aminocyclopyrachlor is stable to hydrolysis at pH 4,7, and 9(2); no hydrolysis was observed at 50 °C over duration greater than 5 days(2).
Probable Routes of Human ExposureOccupational handler exposure to aminocyclopyrachlor may occur dermally and by inhalation(1).
Regulatorische Informationen
FIFRA Requirements · 2 Einträge
... A Stop Sale, Use, or Removal Order ("Order") /was/ issued by the U.S. Environmental Protection Agency, Region III ("EPA") concerning the pesticide product "DuPont Imprelis Herbicide" (EPA Reg. No. 352-793) ("Imprelis"). The Order requires E.I. du Pont de Nemours and Company ("Dupont") to cease the sale, use and removal of Imprelis, except as provided in the Order. The Order is ... effective immediately. EPA has reason to believe that DuPont has distributed or sold Imprelis in violation of Section 12(a)(1)(E) of FIFRA, 7 U.S.C. 136j(a)(1)(E), which prohibits the sale or distribution of any pesticide that is misbranded. /Imprelis/
E.I. duPont de Nemours and Company ... proposes to establish a tolerance in 40 CFR part 180 for residues of the herbicide aminocyclopyrachlor, [6-amino-5- chloro-2-cyclopropyl-4-pyrimidinecarboxylic acid] and aminocyclopyrachlor methyl ester [methyl 6-amino-5-chloro-2-cyclopropyl-4-pyrimidinecarboxylate], expressed as aminocyclopyrachlor, in or on grass forage at 65 ppm; grass hay at 125 ppm; fat (of cattle, goat, horse and sheep) at 0.07 ppm; meat (of cattle, goat, horse and sheep) at 0.02 ppm; meat byproducts-excluding liver (of cattle, goat, horse and sheep) at 0.4 ppm; liver (of cattle, goat, horse and sheep) at 0.06 ppm; and milk at 0.035 ppm.
Sicherheitsdaten
ridadr
UN3077 (solid); UN3082 (liquid)
risk_code
52/53
safety_code
61
Giftige Stoffe Daten
858956-08-8(Hazardous Substances Data)
3 rats per sex received a single oral gavage dose of (14)C-DPX-MAT28 /aminocyclopyrachlor/ at 500 mg/kg. Rats were sacrificed 30 minutes post-treatment and whole blood was collected and separated into plasma and erythrocytes. Additionally, 1 rat per sex was used for collection of control plasma. The only identifiable component in plasma was DPX-MAT28 at group mean concentrations of 219 uM for males and 251 uM for females. No biotransformation was indicated. DPX-MAT28 circulated in plasma and was excreted in the urine and feces as intact parent chemical
One rat per sex received a single oral gavage dose of (14)C-DPX-MAT28 /aminocyclopyrachlor/ at 25 mg/kg. Animals were placed in glass metabolism units for collection of (14)C exhaled volatiles and (14)CO2 for 48 hours (at 24-hour intervals). Urine and feces were also collected at 24-hour intervals over dry ice for 168 hours. Urine, feces, tissues, carcass, cage wash, and residual feed were analyzed (LSC, HPLC, mass spectrometry (MS)) to determine preliminary material balance and tissue distribution (urine and feces were analyzed for metabolites). Radioactivity was not detected in respired breath during 48 hours after a single 25 mg/kg dose. Excretion of radioactivity occurred in both urine and feces with the majority eliminated during the first 24 hours after dosing. During 168 hours post-treatment, 36.3% (male) and 55.8% (female) of administered dose was excreted in urine and 32.1% (male) and 51.7% (female) was eliminated in feces (24 hour values were 35.9% (male) and 53.7% (female) in urine and 31.1% (male) and 48.0% (female) in feces). The overall material balance was 69.9% (male) and 107.9% (female) after 168 hours. (14)C residues in tissues were generally below the limit of quantification except the male carcass contained 0.039% of administered dose. DPX-MAT28 was the only component identified in urine (35.9% (males) and 53.7% (females) of administered dose) and feces (31.1% (males) and 48.0% (females) of dose).
Verwendung und Herstellung
Uses · 3 Einträge
For aminocyclopyrachlor (USEPA/OPP Pesticide Code: 288008) 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 for control of broad-leaved weeds and woody species in rights of way, industrial sites, rangeland, permanent grass pastures and natural areas.
Aminocyclopyrachlor is being registered for uses of general weed and brush control on private, public and military lands including sod farms, un-cultivated non-agricultural areas such as airports, highways, railroads, golf courses, lumber yards, wild life habitats, multi family residential complexes, recreation areas, utility rights of way, with residential use specified for lawn/turf.
Formulations/Preparations · 5 Einträge
Ortho MAT28S RTU (The Scotts Company): Aminocyclopyrachlor 0.0045%.
Ortho MAT28N RTU (The Scotts Company): Aminocyclopyrachlor 0.01%.
Ortho MAT28NS Conc (The Scotts Company): Aminocyclopyrachlor 0.25%.
For more Formulations/Preparations (Complete) data for Aminocyclopyrachlor (20 total), please visit the HSDB record page.
General Manufacturing Information · 1 Eintrag
In August 2010, EPA conditionally registered the active ingredient aminocyclopyrachlor for pesticide applications. In August 2011, the EPA issued a Stop Sale, Use or Removal Order for the herbicide Imprelis (which contains the active ingredient aminocyclopyrachlor) which may be causing injury to certain species of evergreen trees, particularly Norway spruce and white pine.
Ergänzende Hinweise · 1 Eintrag
Definition6-AMINO-5-CHLORO-2-CYCLOPROPYLPYRIMIDINE-4-CARBOXYLIC ACID is an organochlorine herbicide, the structure of which is that of pyrimidine-4-carboxylic acid substituted at positions 2, 5 and 6 by cyclopropyl, chloro and amino groups respectively.
/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ In a 28-day dermal toxicity, DPXMAT28 (aminocyclopyrachlor; 90.9% a.i) was applied to the shaved intact skin of 10 Sprague-Dawley rats/sex/dose at dose levels (adjusted for purity) of 0, 150, 400, or 1000 mg/kg/day (limit dose) for 6 hours/day for 28 consecutive days. There were no unscheduled deaths. There were no effects of the test substance on ophthalmology parameters. The only clinical sign observed was limited and very slight (barely perceptible) erythema/edema (score of 1 on a scale of 4, 4 being severe) in three males. Animals affected were one male at 400 mg/kg/day on Day 28, one male at 1000 mg/kg/day on Day 3, and one male at 1000 mg/kg/day on Day 28. There were no adverse effects of the test substance on body weight, body weight gain, food consumption, food efficiency, clinical chemistry, hematology, gross pathology, or histopathology. There were statistically significant, dose-related changes in adrenal gland and ovary weights in 1000 mg/kg/day females and a decrease in kidney weights in females at 150 mg/kg/day that were not considered adverse due to a lack of corroborating microscopic lesions. The LOAEL was not observed. The NOAEL is 1000 mg/kg/day (limit dose).
/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ In this subchronic oral toxicity study, 4 beagle dogs/sex/group were administered aminocyclopyrachlor (DPX-MAT28; 92.2% a.i) daily via the diet (400 g offered daily for approximately 2 hours) at doses of 0, 250, 1250, 5000, or 15,000 ppm (equivalent to 0/0, 6.5/7.0, 33/38, 126/124, and 426/388 mg/kg/day in males/females) for 13 weeks. No treatment related effect was observed on mortality, clinical signs, neurological evaluations, body weight, body weight gains, food consumption, food efficiency, hematology, clinical chemistry, urinalysis, organ weights, or gross or microscopic pathology. A dose-related increase in the incidence of skin scaling on the feet was observed in males, with 4/4 males affected at 15,000 ppm. Half of the females were affected at the high dose. In most cases, all 4 feet exhibited scaling. The time of onset of scaling in most cases was 41-56 days, continuing to study termination (Day 91). The clinical severity of this effect was not noted and the foot pads were not biopsied. This effect was not considered adverse, because no impairment in walking or weight bearing and no grooming (e.g. licking/biting) of the feet was observed. The plasma concentrations of parent increased with dietary intake ranging from 1968-63,000 ng/mL in males and 3193-82,575 ng/mL in females at doses of 250-15,000 ppm. Plasma concentrations were always higher in the females than in the males. ... Total cytochrome P450 measured was unrelated to dose in both sexes and was 0.320-0.409 nmol/mg in males and 0.378-0.421 nmol/mg in females. At 5000 and 15,000 ppm, induction of the isozymes 1A1 in males (increase 402-420%) and 2B1/2 in males (increase 91-125%) and females (increase 34-93%) was observed (p < or = 0.05 at 5000 ppm only). A decreased level of 2E1 was noted in the 15,000 ppm males (decrease 37%). Although the effect on 2E1 seemed dose-dependent, the noted decrease was not statistically significant and a similar effect was not noted in females. It is unclear if there is an inhibitory effect on 2E1. The LOAEL was not observed. The NOAEL is 15,000 ppm (equivalent to 426/388 mg/kg/day in males/females).
/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ 15 Crl:CD1(ICR) mice per sex per group received DPX-MAT28 /aminocyclopyrachlor/ Technical in the diet at 0 (basal diet), 300, 1000, 3000, and 7000 ppm for 95 to 97 days. Overall group mean daily intake of DPX-MAT28 was 47, 154, 459, and 1088 mg/kg/day for males and 67, 230, 649, and 1623 mg/kg/day in females at 300, 1000, 3000, and 7000 ppm, respectively. No treatment-related effects were noted for mortality, clinical signs, bodyweight, bodyweight gain, food consumption, food efficiency, ophthalmology, hematology, serum chemistry (total protein), organ weights, gross pathology, or histology. At treatment day 60, metabolite IN-LXT69 /5-chloro-2-cyclopropyl-pyrimidin-4-ylamine/ was below the limit of quantitation (LOQ, 10 ng/mL) in all dose groups (5 mice per sex per group were sampled) and the average concentration of DPX-MAT28 in plasma was slightly higher in males than in females at all dose levels. Values were 157 and 121 ng/mL for males and females, respectively at 300 ppm and 2484 and 2313 ng/mL for males and females, respectively at 7000 ppm. Systemic NOEL = 7000 ppm (1088 mg/kg/day (males) and 1623 mg/kg/day (females)).
For more Non-Human Toxicity Excerpts (Complete) data for Aminocyclopyrachlor (15 total), please visit the HSDB record page.
