헥사지논

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Advice for firefighters: Wear self contained breathing apparatus for fire fighting if necessary.

Use dry chemical, carbon dioxide, water spray, or foam extinguishers. ... If material or contaminated runoff enters waterways, notify downstream users of potentially contaminated waters. Notify local health and fire officials and pollution control agencies. From a secure, explosion-proof location, use water spray to cool exposed containers. If cooling streams are ineffective (venting sound increases in volume and pitch, tank discolors, or shows any signs of deforming), withdraw immediately to a secure position. ... The only respirators recommended for firefighting are self-contained breathing apparatuses that have full face-pieces and are operated in a pressure-demand or other positive-pressure mode.

Keep container tightly closed in a dry and well-ventilated place.

Store above 32 °F.

Store in a secure poison location. ... Store in tightly closed containers in a cool, well-ventilated area above 32 °C.

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.

Evacuate persons not wearing protective equipment from area of spill or leak until cleanup is compete. Remove all ignition sources. Collect powdered material in the most convenient and safe manner and deposit in sealed containers. Ventilate area after cleanup is complete. It may be necessary to contain and dispose of this chemical as a hazardous waste. If material or contaminated runoff enters waterways, notify downstream users of potentially contaminated waters.

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.

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.

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.

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.

For more Preventive Measures (Complete) data for Hexazinone (9 total), please visit the HSDB record page.

Tolerances are established for residues of the herbicide hexazinone, 3-cyclohexyl-6-(dimethylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, including its metabolites and degradates, in or on the commodities in the following table. Compliance with the tolerance levels specified in this paragraph is to be determined by measuring only the sum of hexazinone, 3-cyclohexyl-6-(dimethylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, and its plant metabolites: metabolite A, 3-(4-hydroxycyclohexyl)-6-(dimethylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, metabolite B, 3-cyclohexyl-6-(methylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, metabolite C, 3-(4-hydroxycyclohexyl)-6-(methylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, metabolite D, 3-cyclohexyl-1-methyl-1,3,5-triazine-2,4,6-(1H,3H,5H)-trione, and metabolite E, 3-(4-hydroxycyclohexyl)-1-methyl-1,3,5-triazine-2,4,6-(1H,3H,5H)-trione, calculated as the stoichiometric equivalent of hexazinone, in or on the commodity.[Table#6140]

Tolerances are established for residues of the herbicide hexazinone, 3-cyclohexyl-6-(dimethylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, including its metabolites and degradates, in or on the commodities in the following table. Compliance with the tolerance levels specified in this paragraph is to be determined by measuring only the sum of hexazinone, 3-cyclohexyl-6-(dimethylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, and its animal tissue metabolites: metabolite B, 3-cyclohexyl-6-(methylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, and metabolite F, 3-cyclohexyl-6-amino-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, calculated as the stoichiometric equivalent of hexazinone, in or on the commodity.[Table#6141]

A tolerance is established for residues of the herbicide hexazinone, 3-cyclohexyl-6-(dimethylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, including its metabolites and degradates, in or on the commodity in the following table. Compliance with the tolerance level specified in this paragraph is to be determined by measuring only the sum of hexazinone, 3-cyclohexyl-6-(dimethylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, and its metabolites: metabolite B, 3-cyclohexyl-6-(methylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, metabolite C, 3-(4-hydroxycyclohexyl)-6-(methylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, metabolite C-2, 3-(3-hydroxycyclohexyl)-6-(methylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, and metabolite F, 3-cyclohexyl-6-amino-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, calculated as the stoichiometric equivalent of hexazinone, in or on the commodity.[Table#6142]

Eye/face protection: Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).

Skin protection: 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).

For more Personal Protective Equipment (PPE) (Complete) data for Hexazinone (6 total), please visit the HSDB record page.

LC50; Species: /Oncorhynchus mykiss/ (rainbow trout); Conditions: static bioassay without aeration, pH 7.2-7.5, water hardness 40-50 mg/L as calcium carbonate and alkalinity of 30-35 mg/L; Concentration: >100 mg/L for 96 hr

LC50; Species: Lepomis macrochirus (bluegill); Conditions: static bioassay without aeration, pH 7.2-7.5, water hardness 40-50 mg/L as calcium carbonate and alkalinity of 30-35 mg/L; Concentration: >100 mg/L for 96 hr

LC50; Species: Anas platyrhynchos (Mallard duck) adults; dietary >10,000 ppm for 8 days

LD50; Species: Apis mellifera (Honey bee) worker; topical >100 ug/bee

For more Ecotoxicity Values (Complete) data for Hexazinone (64 total), please visit the HSDB record page.

TERRESTRIAL FATE: Based on a classification scheme(1), Koc values of 10 to 54(2-4) indicate that hexazinone is expected to have high mobility in soil(SRC). Volatilization of hexazinone from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.3X10-12 atm-cu m/mole(SRC) based upon its vapor pressure of 2.25X10-7 mm Hg(5) and a water solubility of 3.3X10+4 mg/L(5). Hexazinone is not expected to volatilize from dry soil surfaces(SRC) based its vapor pressure(5). Several biodegradation studies in various soil types have resulted in half-lives of approximately one month to greater than a year, these data suggest that biodegradation may occur slowly under certain environmental conditions in soil(6-8).

TERRESTRIAL FATE: With its high water solubility, 33,000 mg/L(1) and low adsorption to soil, hexazinone has the potential to move from the point of application. In a 43-month study of the mobility and persistence of hexazinone applied to the forest floor at a site in West Virginia, 4.7% of that applied was detected in a nearby stream within 24 mo after application(1). The highest concentrations of hexazinone in the stream occurred during storm events even when the stream flow increased 10-fold. Trace amounts of hexazinone were detected soon after storms 36 mo after application. Over 99% of the applied hexazinone dissipated from the top 30 cm of soil within 18 months after application(1). The importance of hexazinone runoff was also demonstrated in four watersheds in the upper Piedmont region of Georgia where hexazinone was the predominant compound in surface runoff from all 26 storms sampled and in a forest watershed in Arkansas(2,3). Hexazinone was also detected from subsurface flow(2). Runoff residues in the Georgia study peaked in the first storm at 442 mg/cu m, declined rapidly and disappeared after 7 mo(3). Loss of applied hexazinone in storm flow averaged 0.53% over the 7 mo period. In the Arkansas study, the highest hexazinone concentration found in stream discharge was 14 ug/L(2).

TERRESTRIAL FATE: Hexazinone microbially degrades in soil with a half-life of 1-6 mo depending on climate and soil type(3). The half-life of hexazinone reported in forest soils at sites in the southern U.S. range from 11-180 days(1). Variability is the result of site-specific characteristics such as application rate, precipitation, soil type and temperature(1). Hexazinone rapidly dissipated from blueberry fields (4 soils) in Nova Scotia(2). On May 2, 8.6 to 20.7% of hexazinone applied the previous November was recovered in the upper 45 cm of soil; in July, between 6.2 and 8.5% of the herbicide applied in May was recovered in the upper 45 cm of soil(1). Although residue levels were highest in the top 5 cm of soil, hexazinone readily leached to lower levels(2). Hexazinone was applied to an experimental forest site in northern British Columbia containing silt loam soil and the surface organic 0-15 cm and 15-30 cm soil layers sampled after 9, 23, 55, and 104 days(5). 66% degradation occurred in 3 mo(5). A hydroxylated metabolite was detected 9 days after treatment and constituted 30-50% of the hexazinone concn during the rest of the study period. The high moisture content of the soil and near continuous rainfall may have promoted hydroxylation(5). Hexazinone was detected in the underlying 0-15 cm level after 55 days but not in the 15-30 cm layer. No hexazinone residues were detected below the surface at 104 days. In Canadian boreal forest sites containing clay and sand soils, the half-life of hexazinone applied in June was 43 days, with 8.5-13.5% of the amount applied remaining after a year(4). An average of 88% or more of the applied herbicide was found in the upper organic layer of soil.

AQUATIC FATE: Based on a classification scheme(1), Koc values of 10 to 54(2-4) indicate that hexazinone is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(5) based upon an estimated Henry's Law constant of 2.3X10-12 atm-cu m/mole(SRC) derived from its vapor pressure, 2.25X10-7 mm Hg(6) and water solubility, 3.3X10+4 mg/L(6). According to a classification scheme(7), BCF of 1-7(8), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Several biodegradation studies in various soil types have resulted in half-lives of approximately one month to greater than a year, these data suggest that biodegradation may occur slowly under certain environmental conditions in water(9-11).

For more Environmental Fate (Complete) data for Hexazinone (6 total), please visit the HSDB record page.

EXPERIMENTAL: Some radioactivity was associated with hexazinone transferred to goats milk (plateau values were 0.02 and 0.05 ppm) following five daily doses of 1 and 5 ppm hexazinone, respectively. Trace levels (0.05 ppm), of one metabolite, were detected in the milk of cows fed 25 ppm hexazinone for 30 days; no detections were observed in the milk of cows fed 5 ppm(1).

IDENTIFICATION AND USE: Hexazinone is a white crystalline solid. It is used as an herbicide. HUMAN EXPOSURE AND TOXICITY: A 26-year-old woman inhaled hexazinone dust. Vomiting occurred within 24 hours. ANIMAL STUDIES: In a 10-day study dermal application of hexazinone for 6 hours/day for 10 days to male rabbits at 70 or 680 mg/kg/day resulted in no signs of skin irritation or toxicity. A trend toward elevated serum alkaline phosphatase (SAP) and serum glutamic pyruvic-transaminase (SGPT) activities was observed. Severe ocular irritant in rabbits. Rats fed 5000 ppm had growth curves slightly inferior to those of controls as the only detectable difference. Extending the feeding period to 2 yr produced decreased body weights in males fed 2500 ppm and in females fed either 1000 or 2500 ppm. All other indices of response, including the type and incidence of tumors, were similar in the test and control rats. Mice after 8 wk feeding up to 10,000 ppm produced increased liver weight only at the highest level without any other changes. 2 yr feeding of either 200, 2500, or 10,000 ppm resulted in sloughing of the distal tip of the tail and increased liver weights among mice fed 10,000 ppm. Hypertrophy of centrilobular hepatocytes and hyperplastic nodules were increased in mice fed either 2500 or 10,000 ppm. No evidence of a tumorigenic response was evident. Dogs fed 5000 ppm for 90 days had decreased rate of body weight gain with clinical signs of enzyme changes suggestive of liver damage. Microscopic examination of the liver failed to reveal any alterations and dogs fed 200 or 1000 ppm were indistinguishable from controls. No evidence of a teratogenic effect was seen in either rats or rabbits and reproduction capacity in rats fed up to 2500 ppm for three generations was unaffected. No carcinogenicity was detected among pups of rats fed up to 5000 ppm for 2 years. Similarly, no increase in tumors was produced by feeding up to 10,000 ppm hexazinone to mice. Hexazinone tested negative for mutagenicity in Salmonella typhimurium strains TA 1535, TA 1537, TA 1538, TA 98 and TA 100 at concentrations up to 7,000 ug/plate. ECOTOXICITY STUDIES: Two avian reproduction studies conducted show that the No Observed Effect Concentration (NOEC) for the bobwhite quail is <100 and for the mallard duck is >1000 ppm. Signal crayfish is more sensitive than the fish for hexazinone, and can be used as a bio-indicator of environmental contamination. Hexazinone was tested for its ability to control aquatic weeds when applied at 1.0 ppm in a 0.08 hectare pond. Dissolved oxygen declined from 8.0 ppm to 0.2 ppm within 5 days after treatment and appeared to be the cause of fish mortality observed 4 days post treatment.

/BIRDS and MAMMALS/ Two avian reproduction studies conducted show that the No Observed Effect Concentration (NOEC) for the bobwhite quail is <100 and for the mallard duck is >1000 ppm. The NOEC for the bobwhite quail was based on effects to the 14 day survivors weight at 100 ppm. No effects were seen at the other doses. The mallard duck study showed no statistically significant effects. A weight reduction trend was observed in the male body weight change.

/AQUATIC SPECIES/ Exposure to hexazinone (HEX) and atrazine (ATZ), highly mobile and widely used herbicides along rivers in the United States, is potentially harmful to Atlantic salmon ... . To determine the effects of these contaminants on smolt development, juvenile Atlantic salmon were exposed under flow-through conditions to 100 ug/L HEX, 10 and 100 ug/L ATZ in fresh water (FW) for 21 days at 10 degrees C beginning in mid-April. Twelve fish per treatment were sampled in FW, following a 24 hr seawater (SW) challenge and after growth for 3 months in SW. Exposure to 100 ug/L HEX or 10 ug/L ATZ caused no mortalities of smolts in FW or after SW challenge, while 9% of the fish exposed to 100 ug/L ATZ died during exposure. Fish exposed to 100 ug/L ATZ reduced feeding after 10 days of exposure and had an impaired growth rate in FW and during the first month in SW; compensatory growth occurred in the second and third month in SW. HEX and ATZ at 10 ug/L exposure had no effect on plasma levels of cortisol, growth hormone (GH), insulin growth factor I (IGF-I), thyroxine (T(4)) and plasma 3,5,3'-triiodo-l-thyronine (T(3)), Cl(-), Mg(2+), Na(+), Ca(2+) in FW or after SW challenge. FW smolts exposed to 100 ug/L ATZ had decreased plasma Cl(-), Mg(2+), Na(+) and Ca(2+) ions and increased cortisol. No effect on plasma levels of GH, IGF-I, T(4) or T(3) was found in FW smolts exposed to 100 ug/L ATZ. Following SW challenge, fish previously exposed to 100 ug/L ATZ had significant increases in hematocrit, plasma cortisol, Cl(-), Mg(2+), Na(+), Ca(2+) and a decrease in T(4) and T(3). It is concluded that under the conditions imposed in this study, HEX does not affect salinity tolerance of Atlantic salmon smolts, while ATZ causes ionoregulatory, growth and endocrine disturbance.

/AQUATIC SPECIES/ Pulse amplitude modulation (PAM) fluorometry is ideally suited to measure the sub-lethal impacts of photosystem II (PSII)-inhibiting herbicides on microalgae, but key relationships between effective quantum yield [Y(II)] and the traditional endpoints growth rate (micro) and biomass increase are unknown. The effects of three PSII-inhibiting herbicides; diuron, hexazinone and atrazine, were examined on two tropical benthic microalgae; Navicula sp. (Heterokontophyta) and Nephroselmis pyriformis (Chlorophyta). The relationships between Y(II), micro and biomass increase were consistent (r2 > or =0.90) and linear (1:1), validating the utility of PAM fluorometry as a rapid and reliable technique to measure sub-lethal toxicity thresholds of PSII-inhibiting herbicides in these microalgae. The order of toxicity (EC50 range) was: diuron (16-33 nM) > hexazinone (25-110 nM) > atrazine (130-620 nm) for both algal species. Growth rate and photosynthesis were affected at diuron concentrations that have been detected in coastal areas of the Great Barrier Reef.

Hexazinone was detected in 20 of the 43 plants from an area treated with the pesticide. The concentrations from this area ranged from 0-10 ppm. Only 1 of the 46 plants outside the treatment area tested positive for hexazinone with a concentration of 0.5 ppm(1).

The following link will take the user to the National Toxicology Program (NTP) Test Status of Agents Search page, which tabulates the results and current status of tests such as "Short-Term Toxicity Studies", "Long-term Carcinogenicity Studies", "Developmental Studies", "Genetic Toxicology Studies", etc., performed with this chemical. Testing status for hexazinone is available.[Available from, as of March 24, 2017: https://ntpsearch.niehs.nih.gov/?e=True&ContentType=Testing+Status]

EPA has released the Interactive Chemical Safety for Sustainability (iCSS) Dashboard. The iCSS Dashboard provides an interactive tool to explore rapid, automated (or in vitro high-throughput) chemical screening data generated by the Toxicity Forecaster (ToxCast) project and the federal Toxicity Testing in the 21st century (Tox21) collaboration. /The title compound was tested by ToxCast and/or Tox21 assays/[USEPA; ICSS Dashboard Application; Available from, as of December 8, 2016: http://actor.epa.gov/dashboard/]

Drainage water collected from 7 to 10 yr old plantations, grown with Abies nordmaniana, Spach on two clay soils in Denmark had concentrations of hexazinone at two locations, ranging from 0.07 to 2.09 ug/l at Bremersvold and from 3.47 to 42.66 ug/l at Koege(1). Hexazinone detected at concentrations up to 0.0420 ug/L, with an average detection of 0.0008 ug/L and a median of 0.0 ng/L (LOQ= 0.002 ug/L), in effluents from 90 wastewater treatment plants across Europe sampled in 2010(2).

Hexazinone

3.3 x 10 ^-2 mg/kg-day

Freundlich adsorption constants (Kd) for hexazinone on Fallsington sandy loam (1.40% organic matter) and Flanagan silt loam soils (4.02% organic matter) were 0.2 and 1.0, respectively(1). Assuming a ratio of soil organic carbon to organic matter of 1.724(2), the respective Koc's are 25 and 43(SRC). The Koc for Eustis sand obtained from soil column studies was 10(3). Soil TLC Rf values for four soils ranged from 0.69 to 0.90, placing hexazinone in mobility class IV of a five-class scheme where V is the most mobile(1,4). An experiential Koc value of hexazinone has been reported as 54(5). According to a classification scheme(6), these Koc values ranging from 10 to 54 suggest that hexazinone is expected to have very high to high mobility in soil(SRC).

Hexazinone has the potential to leach into groundwater after application on certain soils. Lysimeter experiments were performed with intact soil columns from six upper Great Lakes sites (acidic, sandy soil) in which 440 mm of water was applied over a 130-day study period(7). Hexazinone leached to the 150-cm level in seven of the 36 lysimeters after 52 days and was detected at that level in 31 of the lysimeters over the 130-day study period. The highest concentration in leachate occurred after 80 days. Rainwater acidity had no noticeable affect on leaching(7). The study indicated that the extent of leaching varied substantially with site and that the presence of a litter-humus layer had a profound effect on leaching. Without such a layer, the amount of hexazinone reaching the 150-cm level increased nearly three-fold(7). Concentrations of hexazinone in soil at depths of 10 and 20 cm were nearly two times that at the 150-cm level when sampled 80-130 days post treatment, indicating that most of the herbicide remains in the upper profiles after the first growing season(7). Hexazinone residues as high as 1.38 ppm were found at depths of 244-274 cm at pesticide mixing and loading sites in Hawaii(5). A soil column leaching study used (14)C-hexazinone, half of which was aged for 30 days and applied to Flanagan silt loam and Fallsington sandy loam. Leaching with a total of 20 inches of water showed unaged hexazinone leached in the soils; however, leaching rates were slower for the aged samples, indicating that the degradation products may have less potential for contaminating ground water(8). In another study evaluating distribution after application, hexazinone was applied to an alfalfa field with cracking clay. Four months after application hexazinone was not detected in vegetation, it was detected in soils above depths of 152 mm but not below, and it was detected in a nearby holding pond and in ground waters at all sampling distances from the pond(9).

A spring 1983 field study of herbicide behavior in an orthic humo-ferric podzol was conducted in northeast central Newfoundland, Canada on a south facing slope near Gambo pond. Hexazinone (25% wt formulation) was applied on test plots within a clear cut site. Under stringent controls various soil horizons were sampled up to 486 days after application. Hexazinone residue analyses in samples from the soil horizons indicated the hexazinone leached to the Bf horizon, occasionally to the Bc horizon and rarely leached to the C horizon. Greater than 75% of the residues detected per sample period were found in the organic layer. The results of the LF horizon indicated that 93% was the average quantity detected per sample for hexazinone(1).

Tolerances are established for residues of the herbicide hexazinone, 3-cyclohexyl-6-(dimethylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, including its metabolites and degradates, in or on the commodities in the following table. Compliance with the tolerance levels specified in this paragraph is to be determined by measuring only the sum of hexazinone, 3-cyclohexyl-6-(dimethylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, and its plant metabolites: metabolite A, 3-(4-hydroxycyclohexyl)-6-(dimethylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, metabolite B, 3-cyclohexyl-6-(methylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, metabolite C, 3-(4-hydroxycyclohexyl)-6-(methylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, metabolite D, 3-cyclohexyl-1-methyl-1,3,5-triazine-2,4,6-(1H,3H,5H)-trione, and metabolite E, 3-(4-hydroxycyclohexyl)-1-methyl-1,3,5-triazine-2,4,6-(1H,3H,5H)-trione, calculated as the stoichiometric equivalent of hexazinone, in or on the commodity.[Table#6143]

Tolerances are established for residues of the herbicide hexazinone, 3-cyclohexyl-6-(dimethylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, including its metabolites and degradates, in or on the commodities in the following table. Compliance with the tolerance levels specified in this paragraph is to be determined by measuring only the sum of hexazinone, 3-cyclohexyl-6-(dimethylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, and its animal tissue metabolites: metabolite B, 3-cyclohexyl-6-(methylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, and metabolite F, 3-cyclohexyl-6-amino-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, calculated as the stoichiometric equivalent of hexazinone, in or on the commodity.[Table#6144]

A tolerance is established for residues of the herbicide hexazinone, 3-cyclohexyl-6-(dimethylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, including its metabolites and degradates, in or on the commodity in the following table. Compliance with the tolerance level specified in this paragraph is to be determined by measuring only the sum of hexazinone, 3-cyclohexyl-6-(dimethylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, and its metabolites: metabolite B, 3-cyclohexyl-6-(methylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, metabolite C, 3-(4-hydroxycyclohexyl)-6-(methylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, metabolite C-2, 3-(3-hydroxycyclohexyl)-6-(methylamino)-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, and metabolite F, 3-cyclohexyl-6-amino-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione, calculated as the stoichiometric equivalent of hexazinone, in or on the commodity.[Table#6145]

Based on the reviews of the generic data for the active ingredient hexazinone, the Agency has sufficient information on the health effects of hexazinone and on its potential for causing adverse effects in fish and wildlife and the environment. Therefore, the Agency concludes that products containing hexazinone for all uses are eligible for reregistration. The Agency has determined that hexazinone products, labeled and used as specified in this Reregistration Eligibility Decision, will not pose unreasonable risks or adverse effects to humans or the environment. Tolerances for alfalfa green forage, alfalfa hay, grass hay, meat/meat byproducts and milk could not be reassessed, however enough data were available to conduct a risk assessment. The Agency believes that existing tolerances are protective until data are available for reassessment.

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer safety standards, such as those described in the Food Quality Protection Act of 1996. Hexazinone is found on List A, which contains most pesticides that are used on foods and, hence, have a high potential for human exposure. List A consists of the 194 chemical cases (or 350 individual active ingredients) for which EPA issued registration standards prior to FIFRA '88. Case No: 0266; Pesticide type: Herbicide; Registration Standard Date: 09/01/88; Case Status: RED Approved 09/94; OPP has made a decision that some/all uses of the pesticide are eligible for reregistration, as reflected in a Reregistration Eligibility Decision (RED) document.; Active ingredient (AI): Hexazinone; Data Call-in (DCI) Date(s): 01/24/95; AI Status: OPP has completed a Reregistration Eligibility Decision (RED) document for the case/AI.

(FL) FLORIDA 230 ug/L

(ME) MAINE 230 ug/L

Used as a systemic herbicide to inhibit photosynthesis in target plants; [EXTOXNET]

Farming (Pesticides) [Category: Industry]

For hexazinone (USEPA/OPP Pesticide Code: 107201) 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.

Post emergence contact herbicide effective against many annual and biennial weeds and, except for Sorghum halepense, most perennial weeds.

Usage areas include plantations of coniferous trees, railroad right of ways, utilities, pipelines, petroleum tanks, drainage ditches, and sugar, and alfalfa.

This chemical is listed as a High Production Volume (HPV) (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

(1994) >1 million - 10 million lbs

(1998) >1 million - 10 million lbs

(2002) >1 million - 10 million lbs

EPA estimate of national noncroplant use = 415,000 pounds active ingredient/yr. Use in agriculture (crop, pounds active ingredient/yr, % of crop treated): alfalfa, 299,776; blueberries, 20,593, 22%; seed crops, 22,030, 3%; sugar cane, 732, <1%. /1987-1989/

Hexazinone is produced by reaction of cyanoamine with methyl chloroformate, followed by methylation, and treatment with dimethylamine and cyclohexyl isocyanate.

Preparation: Netherlands patent 7307218; J. J. Fuchs, J. B. Wommack, United States of America patent 3850924; K. Lin, United States of America patent 3983116 (1973, 1974, 1976 all to DuPont).

DuPont Velpar L Herbicide (E.I. du Pont de Nemours and Company): Active ingredient: Hexazinone 25.0%.

DuPont Hexazinone Technical (E.I. du Pont de Nemours and Company): Active ingredient: Hexazinone 98.7%.

DuPont Velpar DF Herbicide (E.I. du Pont de Nemours and Company): Active ingredient: Hexazinone 98.7%.

Velpar ULW Herbicide (Bayer Environmental Science): Active ingredient: Hexazinone 75.0%.

For more Formulations/Preparations (Complete) data for Hexazinone (25 total), please visit the HSDB record page.

Environmental transformation -> Pesticides (parent, predecessor)

HERBICIDES

1,3,5-Triazine-2,4(1H,3H)-dione, 3-cyclohexyl-6-(dimethylamino)-1-methyl-: ACTIVE

The WHO Recommended Classification of Pesticides by Hazard identifies Hexazinone (technical grade) as Class II: moderately hazardous; Main Use: herbicide.

A controlled release formulation to reduce leaching of ... hexazinone into the groundwater /is described/.

Should not be used for weed control in larch (Larix spp.) or in areas planted with deciduous species.