6-クロロ-N'-イソプロピル-1,3,5-トリアジン-2,4-ジアミン

If material on fire or involved in fire: Extinguish fire using agent suitable for type of surrounding fire. (Material itself does not burn or burns with difficulty.) Use water in flooding quantities as fog. Use "alcohol" foam, dry chemical or carbon dioxide. /Triazine pesticides, solid, toxic/

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use "alcohol" foam, dry chemical or carbon dioxide. /Triazine pesticides, liquid, flammable, toxic; Triazine pesticides, liquid, toxic; Triazine pesticides, liquid, toxic, flammable/

Environmental considerations: Land spill: Dig a pit, pond, lagoon, holding area to contain liquid or solid material. /SRP: If time permits, pits, ponds, lagoons, soak holes, or holding areas should be sealed with an impermeable flexible membrane liner./ Dike surface flow using soil, sand bags, foamed polyurethane, or foamed concrete. Absorb bulk liquid with fly ash, cement powder, or commercial sorbents. /Triazine pesticides, liquid, flammable, toxic; Triazine pesticides, liquid, toxic; Triazine pesticides, liquid, toxic, flammable/

Environmental considerations: Water spill: Use natural barriers or oil spill control booms to limit spill travel. Remove trapped material with suction hoses. /Triazine pesticides, liquid, flammable, toxic; Triazine pesticides, liquid, toxic; Triazine pesticides, liquid, toxic, flammable/

Environmental considerations: Air spill: Apply water spray or mist to knock down vapors. /Triazine pesticides, liquid, flammable, toxic; Triazine pesticides, liquid, toxic; Triazine pesticides, liquid, toxic, flammable/

SRP: 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.

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.

Only clean clothing ... should be worn & clothing should be changed daily ... . Adequate sanitary facilites & washing water should be provided for workers to wash before meals. Smoking & consumption of alcoholic drinks before & during the handling of herbicides should be forbidden. Contaminated clothing should be removed immediately & a hot bath taken if possible. Personal hygiene should be encouraged. /Herbicides/

SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. The completeness of the cleaning procedures should be considered before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at the end of shift, but should remain at employee's place of work for cleaning.

If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Attempt to stop leak if without undue personnel hazard. Use water spray to knock-down vapors. /Triazine pesticides, liquid, toxic; Triazine pesticides, liquid, flammable, toxic; Triazine pesticides, liquid, toxic, flammabl; Triazine pesticides, solid, toxic/

Personnel protection: Avoid breathing dusts, and fumes from burning material. Keep upwind. Avoid bodily contact with the material. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. ... If contact with the material anticipated, wear appropriate chemical protective clothing. /Triazine pesticides, solid, toxic/

Personnel protection: Avoid breathing vapors. Keep upwind. ... Avoid bodily contact with the material. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. /Triazine pesticides, liquid, toxic; Triazine pesticides, liquid, flammable, toxic; Triazine pesticides, liquid, toxic, flammable/

Tolerances are established for the combined residues of the herbicide atrazine (2-chloro-4-ethylamino-6-isopropylamino-s-triazine) and its chlorinated metabolites 2-amino-4-chloro-6-isopropylamino-s-triazine, 2-amino-4-chloro-6-ethylamino-s-triazine, and 2,4-diamino-6-chloro-s-triazine, in or on the following food commodities: [Table#4140]

... /Researchers/ examined the postnatal reproductive development of male rats following prenatal exposure to an atrazine metabolite mixture (AMM) consisting of the herbicide atrazine and its environmental metabolites diaminochlorotriazine, hydroxyatrazine, deethylatrazine, and deisopropylatrazine. Pregnant Long-Evans rats were treated by gavage with 0.09, 0.87, or 8.73mg AMM/kg body weight (BW), vehicle, or 100mg ATR/kg BW positive control, on gestation days 15-19. Preputial separation was significantly delayed in 0.87 mg and 8.73mg AMM-exposed males. AMM-exposed males demonstrated a significant treatment-related increase in incidence and severity of inflammation in the prostate on postnatal day (PND) 120. A dose-dependent increase in epididymal fat masses and prostate foci were grossly visible in AMM-exposed offspring. These results indicate that a short, late prenatal exposure to mixture of chlorotriazine metabolites can cause chronic prostatitis in male LE rats. ...

LC50; Species: Pseudokirchneriella subcapitata (Green Algae) ~120000 cells/mL; Conditions: freshwater, static, 25 °C; Concentration: 2000 ug/L for 6 hr (95% confidence interval: 1500-2900 ug/L) /99.5% purity formulation/

EC50; Species: Chlorella fusca (Green algae); Conditions: static; Concentration: 821 ug/L for 96 hr (95% confidence interval: 580.2-1,057 ug/L); Effect: growth rate inhibition />95% pure deethyl-atrazine/

LC50; Species: Diporeia sp. (Scud) adult, male, female; Conditions: freshwater, renewal, 25 °C; Concentration: 330 ug/L for 21 days (95% confidence interval: 150-700 ug/L) /99.5% purity formulation/

LC50; Species: Diporeia sp. (Scud) adult, male, female; Conditions: freshwater, renewal, 25 °C; Concentration: 3000 ug/L for 96 hr /99.5% purity formulation/

For more Ecotoxicity Values (Complete) data for DESETHYL ATRAZINE (6 total), please visit the HSDB record page.

TERRESTRIAL FATE: Based on a classification scheme(1), Koc values ranging from 24 to 3,000(2,3), indicate that desethyl atrazine is expected to have very high to slight mobility in soil(SRC). Volatilization of desethyl atrazine from moist soil surfaces is not expected to occur(SRC) given an estimated Henry's Law constant of 1.5X10-9 atm-cu m/mole(SRC), from a fragment constant estimation method(4). Desethyl atrazine is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 9.3X10-5 mm Hg(SRC), determined from a fragment constant method(5). After 60 days incubation in saturated and unsaturated Ames soil treated with uniformly ring-labeled (14)C-desethyl atrazine, 19 and 6% of applied (14)C was extractable, respectively; in sterile soil, the corresponding values were 21 and 23%(6). Desethyl atrazine mineralization was greater in soils with a history of atrazine application (34%) than in soils with no history of atrazine application (17%)(6). After 17 weeks incubation in four other soils treated with uniformly ring-labeled (14)C-desethyl atrazine, conversion to (14)CO2 ranged from about 1.35 to 32.6%, depending upon soil depth and type(7). Degradation products included deethylhydroxyatrazine and didealkylatrazine(7).

AQUATIC FATE: Based on a classification scheme(1), Koc values ranging from 24 to 3,000(2,3), indicate that some adsorption of desethyl atrazine to suspended solids and sediment in the water column is expected(SRC). Desethyl atrazine is not expected to volatilize from water surfaces(3) based upon an estimated Henry's Law constant of 1.5X10-9 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 1(SRC), from its log Kow of 1.51(6), and a regression derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Desethyl atrazine has been shown to biodegrade in soils under aerobic conditions(8,9), but is generally stable in groundwater microcosms under anaerobic conditions(10). Desethyl atrazine may be subject to slow hydrolysis in water based upon the hydrolysis behavior of other s-triazine herbicides with similar structures(11). The hydrolysis half-lives of simazine, a structural analog, in aqueous buffer solutions at 25 °C at pHs 5, 7, and 9 are 70, >200, and >200 days, respectively(11).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), desethyl atrazine, which has an estimated vapor pressure of 9.3X10-5 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase desethyl atrazine 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 21 hours(SRC), calculated from its rate constant of 1.8X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase desethyl atrazine may be removed from the air by wet or dry deposition(SRC).

/AQUATIC SPECIES/ ...The acute and chronic toxicity of atrazine (ATRZ), desethylatrazine (DEA), and deisopropylatrazine (DIA) on the amphipods Hyalella azteca and Diporeia spp., and the unicellular algae Pseudokirchneriella subcapitata /was evaluated/. In general, acute and chronic toxicity was ranked ATRZ > DEA > DIA. All 96-hr median inhibition concentrations (IC(50)) were above concentrations found in the environment (>1,500 ug/L), and sensitivity was highest for the algae. When amphipods were exposed chronically (21 days), Diporeia was several orders of magnitude more sensitive compared to H. azteca. Neither ATRZ nor DEA altered H. azteca sex ratios. In conclusion, our results suggest that short-term exposures of these chemicals to algae and amphipods to concentrations routinely detected in surface waters are unlikely to be a cause of concern.

/AQUATIC SPECIES/ ...Acute effects of the photosystem II-inhibiting herbicides diuron, tebuthiuron, atrazine, simazine, and hexazinone, herbicide breakdown products (desethyl-atrazine (DEA) and 3,4-dichloroaniline (3,4-DCA)) and binary mixtures, were investigated using three tropical benthic microalgae; Navicula sp. and Cylindrotheca closterium (Ochrophyta) and Nephroselmis pyriformis (Chlorophyta), and one standard test species, Phaeodactylum tricornutum (Ochrophyta), in a high-throughput Maxi-Imaging-PAM bioassay (Maxi-IPAM). The order of toxicity was; diuron > hexazinone > tebuthiuron > atrazine > simazine > DEA > 3,4-DCA for all species. The tropical green alga N. pyriformis was up to 10-fold more sensitive than the diatoms tested here and reported for coral symbionts... .

/AQUATIC SPECIES/ Agricultural pesticide runoff is a critical issue for many southeastern estuaries. The estuarine microbial food web plays an important role in nutrient cycling and transfer of nutrients to higher trophic levels. The present study examined the effects of agricultural pesticides on the estuarine microbial food web. Polyurethane foam substrates were used to collect microbial communities from a reference tidal creek in the North Inlet National Estuarine Research Reserve (Georgetown, SC, USA). Colonized substrates were brought into the laboratory and exposed to the following commonly used agricultural pesticides: atrazine (and a metabolite, deethylatrazine), endosulfan, and chlorpyrifos. Chlorophyll a, phototrophic carbon assimilation, dissolved oxygen, and phototrophic biovolume were significantly reduced at concentrations of 50 and 250 ug/L atrazine and deethylatrazine. Generally, inhibition of the phytoplankton resulted in increased bacterial abundance and productivity, whereas heterotrophic ciliate and flagellate abundances were not affected. Total bacterial abundance, but not heterotrophic bacterial productivity, was significantly reduced with endosulfan treatments of 1 and 10 ug/L. Endosulfan was primarily found to target the cyanobacteria. Changes in biomass reflected compositional shifts in the phototrophs. The abundance of heterotrophic ciliates and flagellates was significantly reduced at 10 ug/L chlorpyrifos. Bacterial abundance and productivity increased, whereas phototrophic variables decreased. Agricultural pesticides were found to alter both functional and structural aspects of the estuarine microbial food web.

Desethyl atrazine was detected in runoff water samples collected during the first major precipitation event following atrazine application at concentrations ranging from 5.34 to 2.83 ug/L at one gauging station and 11.90 to 2.17 ug/L at a second gauging station(1). Average desethyl atrazine concentrations per runoff event during the 1994 growing season were, station A (station B): 0.12 (0.12), 3.58 (3.35), 2.47 (2.10), 1.27 (1.42) ug/L on April 14, June 24, July 5 (13), and July 18, respectively(1).

Six year study of runoff contaminants at field sites in Coshocton, OH(1).

Six year study of runoff contaminants at field sites in Coshocton, OH(1).

Six year study of runoff contaminants at field sites in Coshocton, OH(1).

For more Effluent Concentrations (Complete) data for DESETHYL ATRAZINE (8 total), please visit the HSDB record page.

Preliminary medical exam to detect chronic diseases of CNS, liver, heart, kidneys, lung & skin, as well as endocrinological or immunological disturbances, should ... /protect/ susceptible individuals. ... Periodical medical exam of internal organs, skin & eyes is important to avoid chronic occupational intoxications. It should include lab tests, & patch tests if necessary. /Herbicides/

Koc values of 154 in Vertic Cambisol, 24 in Rendzina, 58 in Orthic Luvisol, 141 in Orthic Podzol, 100 in Modena, and 59 in Sardinian were determined for desethyl atrazine using Freundlich isotherms(1). Koc values of 39, 38, and 53 were calculated from the HPLC-capacity factor using three different experimental conditions(1). Koc values ranging from 200 (soil depth 100-120 cm) to 3,000 (soil depth 0-20 cm) were calculated for desethyl atrazine, in 0.005 M CaCl2, from adsorption isotherms following 1 week equilibration in five soils of the Gnangara Mound, western Australia(2). A Koc value of 240 L/kg was measured in Levy wetland soil using the batch equilibrium technique; 29% of desethyl atrazine initially adsorbed was desorbed(3). Desethyl atrazine was not retained by an aquifer solid taken from 6 to 7 m below ground level(4). Koc values of 237 and 209 were measured on two solids from different depths of a gleyic planosol(4). Koc values for desethyl atrazine measured in 10 low organic C geologic materials ranged from 72 to 290 in sand, 149 to 180 in till, and 47 to 149 in alluvium; generally desethyl atrazine adsorption was reversible(5). Koc values of 36.1, 12.2, 31.8, and 44.9 were measured in Maryland clay, MD sand, MD sandy loam, and California loam, respectively(6). Koc values of 110 and 80 were measured in two Virginian agricultural soils, Emporia and Cullen, respectively; after four desorption cycles about 59% (of the amount adsorbed) desorbed(7). Desethyl atrazine had measured Koc values of 55 in vegetated filter strip soil (37.9% sand, 31.9% silt, 30.2% clay, 4.2% organic carbon, pH 7.6) and 66 in cultivated soil (36.8% sand, 29.5% silt, 33.7% clay, 2.5% organic carbon, pH 7.6)(8). According to a classification scheme(9), these Koc values suggest that desethyl atrazine is expected to have very high to slight mobility in soil(SRC).

RURAL REMOTE: Desethyl atrazine concentrations in air samples (vapor phase) collected from La Ferte sous Jouarre during 1992 to 1993 were, ng/cu m: <0.03 in March, April, July, Aug, Sept 1992, and May 1993, 0.03 in May 1992, 0.045 in June 1992, 0.5 in April/May 1993, 0.8 in May/June 1993, 0.4 in June 1993, and 0.6 in June/July 1993(1). Desethyl atrazine was identified, not quantified, in approximately 20% and 70% of the atmospheric samples obtained in Jackson and Rolling Fork, MS, respectively(2). Desethyl atrazine was identified, not quantified, in approximately 80% of the atmospheric samples obtained in Iowa City and Cedar Rapids, IA, as well as about 50% of the samples from Minneapolis and Princeton, MN(2). Weekly atmospheric samples (May 4 to June 29, 2004) taken in St Damase, Yamaska basin area of Quebec, Canada had desethyl atrazine concentrations of <25 to 132 pg/cu m, monthly samples taken June 29 to Sept 21 were reported as <25 pg/cu m(3).

SOURCE DOMINATED: Air samples taken across Canadian agricultural area reported desethyl atrazine concentrations as not detected (detection limit 10.0 pg/cu m) to 57.5, not detected to 267, not detected to 140, not detected to 431, and not detected to 120 pg/cu m in air samples taken in Abbotsford, Egbert, Vineland, St. Anicet and Baie St. Francis, respectively, in 2004(1). Desethyl atrazine was not detected in Bratt's Lake or Kensington in 2004. All sample sites were reported as not detected in 2005(1).

Atrazine is transformed under natural conditions into desethyl atrazine; atrazine is N-deethylated into desethyl atrazine by microbial degradation(1). In aqueous photolysis studies using natural light and a mercury lamp, desethyl atrazine was detected as a degradate at 2.8 and 1.5% of applied atrazine, respectively(2). In soil photolysis studies using natural light, a mercury lamp, and a xenon lamp, desethyl atrazine was detected as a degradate at 19.2, 9.2, and 13.3% of applied atrazine, respectively(2). In aerobic and anaerobic soil metabolism studies using CA loam, desethyl atrazine was detected as a degradate at 4.18 and 2.1% of applied atrazine, respectively(2). In an anaerobic aqueous metabolism study using GA sandy clay, desethyl atrazine was detected as a degradate at 6.4% of the applied atrazine(2). In Ames surface soil, desethyl atrazine was identified as a degradate (2.4% of applied (14)C) of atrazine after 60 days(3).

Desethyl atrazine is formed via degradation of atrazine, via biodegradation in the presence of mixed cultures of microbes from natural waters(1), and via sensitized photolysis in aqueous solution(2).

AEROBIC: In Ames soils, treated with uniformly-ring labeled (14)C-desethyl atrazine, under saturated and unsaturated conditions, approx 19 and 6% of applied (14)C, respectively, was extractable after 60 days incubation; in sterile soil the corresponding values were approx. 21 and 23% of the applied (14)C(1). (14)C-Desethyl atrazine degraded more rapidly in atrazine-history soil compared with no-history soil; after 60 d incubation, 25% of the applied desethyl atrazine remained in atrazine-history soils compared with 35% in no-history soils(1). The amount of (14)CO2 evolved from complete mineralization of desethyl atrazine was 34 and 17% in atrazine-history and no-history soils, respectively(1). In Ames soil treated with uniformly-ring labeled (14)C-desethyl atrazine, 2.5% and 1.34% of applied (14)C was recovered as (14)CO2 after 9 weeks incubation at soil depths 0 to 30 cm and 66 to 91 cm, respectively; after 17 weeks incubation, the corresponding values were 3.45% and 1.65%(2). In Treynor soil, 17.7% and 9.8% of applied (14)C was recovered as (14)CO2 after 9 weeks incubation at soil depths 0 to 30 cm and 66 to 91 cm, respectively; after 17 weeks incubation, the corresponding values were 32.6% and 16.6%(2). In a Fruitland soil, 1.97% and 0.67% of applied (14)C was recovered as (14)CO2 after 9 weeks incubation at soil depths 0 to 30 cm and 66 to 91 cm, respectively; after 17 weeks incubation, the corresponding values were 3.14% and 1.35%(2). In a Chariton soil, 6.22% and 2.54% of applied (14)C was recovered as (14)CO2 after 9 weeks incubation at soil depths 0 to 30 cm and 66 to 91 cm, respectively; after 17 weeks incubation, the corresponding values were 15.8% and 8.31%(2). In a Nashua soil, 3.38% and 2.78% of applied (14)C was recovered as (14)CO2 after 9 weeks incubation at soil depths 0 to 30 cm and 66 to 91 cm, respectively; after 17 weeks incubation, the corresponding values were 15.7% and 6.36%(2). Degradation products included deethylhydroxyatrazine and didealkylatrazine(2). Desethyl atrazine was stable and showed little degradation in a shallow sand and gravel aquifer under low oxygen conditions(3). Over a 45 day incubation period, desethyl atrazine was degraded <10% as the dissolved oxygen content decreased from 7-8 mg/L to <1 mg/L and remained at <3 mg/L the entire incubation period(3). Experiments with s-triazine-adapted CO soil (35.2% sand, 28% silt, 36.8% clay, 19 g C/kg organic matter and pH 7.9) had desethyl atrazine degradation half-lives of 4.6 to 58.7 days(4). Experiments with s-triazine-adapted Mississippi soil (15.8% sand, 47.2% silt, 36.7% clay, 13 g C/kg organic matter and pH 6.67) had desethyl atrazine degradation half-lives of 5.2 to 45 days(4).

SEDIMENT: Desethyl atrazine was detected in 45% of sediment core samples from Two Tree Island salt marsh, Essex Coast, UK at a max concentration of 9.7 ng/g(1). Desethyl atrazine was detected at concentrations of 2.6, 4.3, and 5.1 ng/g dry weight in vegetated marsh from Two Tree Island, vegetated marsh from Tollesbury Wall, and mud flat creek cores from Tollesbury Wall, respectively(1). Desethyl atrazine was detected in sediment collected from the German Wadden Sea in Sept 1993 at a maximum concentration of 1,600 ng/kg wet weight(2).

SOIL: Soil samples taken across Canadian agricultural areas reported desethyl atrazine concentrations of 50.7 ng/g in samples taken in St. Anicet in 2005(1). Desethyl atrazine was not detected (detection limit 2.2 ng/g) in Abbotsford, Bratt's Lake, Egbert, Vineland, Baie St. Francis or Kensington in 2005(1).

An estimated BCF of 1 was calculated in fish for desethyl atrazine(SRC), using a log Kow of 1.51(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).

Tolerances are established for the combined residues of the herbicide atrazine (2-chloro-4-ethylamino-6-isopropylamino-s-triazine) and its chlorinated metabolites 2-amino-4-chloro-6-isopropylamino-s-triazine, 2-amino-4-chloro-6-ethylamino-s-triazine, and 2,4-diamino-6-chloro-s-triazine, in or on the following food commodities: [Table#4148]

A degradation product of atrazine; Not directly produced or used; [HSDB]

Farming (Pesticides) [Category: Industry]

Desethyl atrazine is a degradation product of atrazine and is not usually directly produced or used.

(1977) Not produced commercially in USA

(1979) Not produced commercially in USA

Pesticides -> Herbicides -> Triazine herbicides -> Chlorotriazine herbicides -> Transformation products

Transformation products

Environmental transformation -> Pesticide transformation products (metabolite, successor)