Deethylatrazine

187.63

187.63

200-659-6

07PV14BK6X

DTXSID5037494

Crystals

76.7

1.51

Solid

1.377g/cm3

133 °C

389.6ºC at 760 mmHg

11 °C

1.63

375.3mg/L(2 ºC)

APPROX 4°C

9.3X10-5 mm Hg at 25 deg C (est)

Henry's Law constant = 1.5X10-9 atm-cu m/mol at 25 °C (est)

139.64 Ų [M+H]+

Hydroxyl radical reaction rate constant = 1.8X10-11 cu cm/molec-sec at 25 °C (est)

1993

3

11-20/22-40-43-39/23/24/25-23/24/25-36

16-26-36-45-36/37-7

XY5850570

Xi,T,F,Xn

Irritant

P210-P260-P280-P301 + P310-P311

H225-H301 + H311 + H331-H370

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.

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P304+P312, P304+P340, P305+P351+P338, P312, P330, P337+P313, and P501|Aggregated GHS information provided by 41 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H361: Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]|P201, P202, P260, P273, P281, P308+P313, P314, P391, P405, and P501

The use of personal protective equipment such as glasses, synthetic gloves, & ... /NIOSH approved breathing apparatus/ is important. /Herbicides/

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/

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/

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.

A skin and severe eye irritant. /Diazinon/

The major hazards encountered in the use and handling of desethyl atrazine stem from its toxicologic properties. Toxic effects from inhalation or ingestion of this substance may include shortness of breath, muscle spasms, ataxia, and anorexia. In activities and situations where over exposure may occur, wear a self-contained breathing apparatus and personal protective clothing. If contact should occur, immediately flush affected skin or eyes with running water for at least 15 minutes. Remove contaminated clothing and shoes at the site. While desethyl atrazine does not ignite easily, it may burn with the production of irritating and poisonous gases. For fires involving desethyl atrazine extinguish with dry chemical, CO2, Halon, water spray, fog, or standard foam. Desethyl atrazine may be shipped via air, rail, road, and water, in containers bearing the label "Poison" (for solids), or "Flammable liquid" (for liquid formulations). Small dry spills of desethyl atrazine may be placed into a clean, dry, covered container for later disposal (liquid solutions are first absorbed in sand or other noncombustible absorbent). Large liquid spills should be diked far ahead to prevent desethyl atrazine from entering water sources and sewers. Before implementing land disposal of desethyl atrazine consult with regulatory agencies for guidance.

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

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).

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).

... /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. ...

/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.

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).

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).

The rate constant for the vapor-phase reaction of desethyl atrazine with photochemically-produced hydroxyl radicals has been estimated as 1.8X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 21 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Desethyl atrazine may be subject to slow hydrolysis in water or soil based upon the hydrolysis behavior of other s-triazine herbicides with similar structures(SRC); hydrolysis half-lives for simazine in aqueous buffer solutions at 25 °C at pHs 5, 7, and 9 are 70, >200, and >200 days, respectively(2). Infrared studies of interactions of s-triazines, such as desethyl atrazine, with mineral surfaces indicate that adsorption usually produces degradation through protonation and hydrolysis(3). The rate of hydrolysis may be increased by various catalysts(SRC) based upon the observed increase in hydrolysis rates for the chemically similar herbicide atrazine in water solutions upon addition of sterilized soil(4), humic(5) and fulvic acids(6).|Desethyl atrazine in methanol solution has been observed to partly degrade over a period of 3 months into 3 compounds, one of which was tentatively identified as 6-chloro-2,4-diamino-1,3,5-triazine; no rates or yields were reported(1). Desethyl atrazine is susceptible to sensitized photolysis based upon data from experiments in which irradiation of s-triazine herbicide atrazine in saturated aqueous solution at pH 4 in the presence of riboflavin as a photosensitizer and irradiated with direct outdoor sunlight or in a laboratory with a daylight lamp for 1 hour produced a 70% yield of the N-deethylation product desethyl atrazine which reacted further(2). Desethyl atrazine may be susceptible to photolysis based upon observed degradation of s-triazines similar in structure to desethyl atrazine such as simazine in water solutions irradiated with artificial light at wavelengths > 290 nm(3).

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).

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).

The Henry's Law constant for desethyl atrazine is estimated as 1.5X10-9 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that desethyl atrazine is expected to be essentially nonvolatile from water surfaces and moist soil(2). Desethyl atrazine is not expected to volatilize from dry soil surfaces(SRC) based on an estimated vapor pressure of 9.3X10-5 mm Hg determined from a fragment constant method(3).

GROUNDWATER: Desethyl atrazine was detected in 27 of 689 wells in the U.S. at concentrations ranging from 0.05 to 2.9 ug/L(1). Desethyl atrazine was detected in raw groundwater supplies for drinking water at concentrations ranging from 0.07 to 0.6 ug/L(2). Desethyl atrazine was detected in 22.8% of 303 groundwater wells sampled during 1991 to 1994 from the Midwestern Reconnaissance Network, the maximum concentration was 2.20 ug/L(3). Desethyl atrazine was the most frequently detected herbicide compound (18.1%) in a survey of 303 wells conducted in the summer of 1991 in the corn- and soybean-producing region of the mid-continental US; maximum concentration 2.32 ug/L(4). Desethyl atrazine was detected in <10% of groundwater samples collected from alluvial wells in the Denver, CO metropolitan area at a maximum concentration of 0.19 ug/L(5). Desethyl atrazine was detected in 28.4% of 2,460 groundwater samples collected 1992 to 1996 from 20 of the largest hydrologic watersheds in the US at a maximum concentration of 2.6 ug/L(6). Desethyl atrazine was reported in ground water samples from Cedar River alluvial aquifer, Cedar Rapids, IA at <0.05 to 0.44 ug/L, samples were taken June to Aug 1998(7). Median levels of desethyl atrazine were reported as 0.06 ug/L in the Great Valley Potomac River Basin and <0.01 ug/L in the shallow and deep coastal plains of the Delmarva Peninsula, Mid-Atlantic, samples taken 1988 to 2005(8). Desethyl atrazine was detected in 8 of 18 row crop, 13 of 20 orchard and 7 of 34 public supply groundwater wells sampled 1993 to 1995 from the Central Columbia Plateau, WA(9). Desethyl atrazine was also detected in 13 of 18 row crop, 15 of 20 orchard and 16 of 34 public supply groundwater wells when the same wells were tested again 2002 to 2003, detection limits varied and were not reported as this was a trend study(9). Desethyl atrazine was reported at 0.00 to 0.60 ug/L in 15 ground water taken from Mid Atlantic, South Atlantic Coast, Great Lakes, Ohio, Upper and Lower Mississippi, Missouri, Arkansas-White-Red and Texas-Gulf watersheds in a two year study (2003-2004)(10). Desethyl atrazine was found at <0.002 to 0.021 ug/L in 18 of 24 well samples taken near Cow Castle Creek, SC, in samples taken Nov 1997 and April 1998(11). Desethyl atrazine was reported at 0.05 to 20.9 ug/L in 7848 samples (sampled 1991 to 1996) from an unconfined aquifer located in central NE(12).|GROUNDWATER: Desethyl atrazine was detected in 56.1% of the 2,420 groundwater samples analyzed in Germany between 1986 and 1991(1). Desethyl atrazine was reported in samples taken from 10 locations in two provinces (Bergano and Lodi) of Italy, samples taken March 1999 contained a range of <0.01 to 0.21 ug/L, samples taken June and July 1999 contained 0.02 to 0.26 ug/L, samples taken April 2000 contained <0.01 to 0.28 ug/L and samples taken July 2000 contained <0.01 to 0.20 ug/L(2). Eighty wells in Northern Greece (Pieria:15, Thessaloniki:15, Kavaia:15, Serres:15, Evros:20) sampled 1996 to 1997 had reported concentrations of desethyl atrazine of 0.010 to 0.456 ug/L of the 21 that tested positive(3).|DRINKING WATER: The 7 day average concentration of desethyl atrazine in 3 New Orleans, LA drinking water supplies sampled in 1974 ranged from 0.27 to 0.51 ug/L(1). Desethyl atrazine was detected in Swedish drinking water supplies at concentrations ranging from 0.2 to 0.6 ug/L in samples from a private groundwater supply and <0.1 to 0.4 ug/L in two groundwater supplies for public drinking water(2). Desethyl atrazine was detected in 2 wells in Tulare County, CA out of 286 wells sampled in 13 counties; concentrations of verified detections ranged from 0.11 to 0.48 ppb(3). Desethyl atrazine was reported at 0.00 to 1.32 ug/L in 369 drinking water taken from Mid Atlantic, South Atlantic Coast, Great Lakes, Ohio, Upper and Lower Mississippi, Missouri, Arkansas-White-Red and Texas-Gulf watersheds in a two year study (2003-2004)(4).|SURFACE WATER: Desethyl atrazine was detected in samples of water from the Great Lakes in 1991 (1993), ng/L: Michigan 16 (24), Huron 18 (26), western basin of Lake Erie 27 (47), eastern basin of Lake Erie 39 (67), Ontario 43 (67); it was below the detection limit in Lake Superior(1). Mean desethyl atrazine concentrations in samples of river water taken between April and Aug 1990 were (in ug/L): 20 in Cedar River, IA, 23 in Iroquois River, IL, 15 in Big Blue River, 23 in Sangamon River, IL, 17 in Silver Creek, IL, 12 in Delaware River, KS, 28 in Huron River, OH, 20 in Old Man Creek, IA, and 20 in Roberts Creek, IA(2). Concentrations of desethyl atrazine in Goodwater Creek, MI from Jan 1992 to Dec 1994 ranged from <0.05 ug/L to approx. 25 ug/L, mean 1.3 ug/L; the highest concentration occurred in July 1992(3). In a study of streams in a small agricultural and a small urban area in Colorado, conducted between April 1993 and April 1994, desethyl atrazine was detected in over 50% of the samples collected from the agricultural area and in <20% of the samples collected from the urban area; median (max) concentrations were 0.03 (0.10) and <0.02 (0.053) ug/L, respectively(4). Desethyl atrazine was reported in surface water samples from Cedar River, Cedar Rapids, IA at 0.13 to 0.21 ug/L, samples were taken June to Aug 1998(5). Desethyl atrazine was detected in 13 of 142 samples from four locations in the San Joaquin River basin at an estimated concentration of 0.005 ug/L (detection limit 0.002 ug/L), samples were taken from Jan to Dec 1993(6). Median (max) desethyl atrazine concentrations in rivers and streams of the Midwestern U.S. were 0.05 (0.39), 0.28 (4.4), and <0.05 (0.56) ug/L in water samples collected prior to planting in March and April, after planting in May and June, and at harvest in Oct and Nov 1989, respectively(7).|For more Environmental Water Concentrations (Complete) data for DESETHYL ATRAZINE (8 total), please visit the HSDB record page.

Exposure to desethyl atrazine may occur through the ingestion of contaminated drinking water(1). Since desethyl atrazine is a degradate of atrazine(2,3), occupational exposure may occur through dermal contact with media previously treated with atrazine. The general population may be exposed to desethyl atrazine via ingestion of contaminated drinking water or inhalation of ambient air, particularly in areas where atrazine has been used frequently. The general population may also be exposed to low levels of desethyl atrazine dermally by contact with materials and media (including rainfall) contaminated with desethyl atrazine(SRC).

... The atrazine (ATZ) concentrations in urine samples of the workers collected from an atrazine plant were determined by /a gas chromatograph-electron capture detector/ method /for detecting ATZ and its metabolites (deethylatrazine (DEA), deisopropylatrazine (DIA), deethyldeisopropylatrazine (DEDIA)) in human urine/. The concentration ranges were 0.003 -0.301 mg/L for DEDIA, 0.005 -0.011 mg/L for DEA, 0.006 -0.276 mg/L for DIA, and 0.005 -0.012 mg/L for ATZ.|... After atrazine ingestion, the urine and carcass of treated animals /contained/ atrazine and its metabolites, indicating that atrazine was absorbed through the GI tract. /Atrazine & metabolites/

Deethylatrazine (desethyl atrazine) is a metabolite of atrazine.|Three species of Pseudomonas capable of utilizing atrazine as a sole source of carbon were isolated by enrichment from soil with a long history of atrazine application. Atrazine was metabolized via N-dealkylation with preferential formation of deisopropylatrazine over deethylatrazine. Two of the species were able to carry out the following incubation in glucose-supplemented mineral salts medium.|Deethylatrazine is primarily a mammalian metabolite but can be produced in plants and bacteria. Dealkylation of the ethyl group from the 4 position of the triazine ring yields deethylatrazine.|Manganese enhanced atrazine transformation by the fungus Pleurotus pulmonarius when added to a liquid culture medium at concentration of up to 300 uM. Both N-dealkylated and propylhydroxylated metabolites accumulated in the culture medium, with the former accumulating to a greater extent than did the latter. Lipid peroxidation, oxygenase and peroxidase activities, and the cytochrome P-450 concentration increased. In addition, an increase in the spectral interactions between atrazine and components in the cell extract was observed. Antioxidants, mainly nordihydroguaiaretic acid, which inhibits lipoxygenase, peroxidase, and P-450 activities, and piperonyl butoxide, which inhibits P-450 activity, inhibited atrazine transformation by the mycelium. It is suggested that the stimulation of oxidative activity by manganese might be responsible for increasing the biotransformation of atrazine and for nonspecific transformations of other xenobiotic compounds.

Skin decontamination. Skin contamination should be treated promptly by washing with soap and water. Contamination of the eyes should be treated immediately by prolonged flushing of the eyes with large amounts of clean water. If dermal or ocular irritation persists, medical attention should be obtained without delay. /Other herbicides/|Gastrointestinal decontamination. Ingestions of these herbicides are likely to be followed by vomiting and diarrhea due to their irritant properties. Management depends on: (1) the best estimate of the quantity ingested, (2) time elapsed since ingestion, and (3) the clinical status of the subject. Activated charcoal is probably effective in limiting irritant effects and reducing absorption of most or all of these herbicides. Aluminum hydroxide antacids may be useful in neutralizing the irritant actions of more acidic agents. Sorbitol should be given to induce catharsis if bowel sounds are present and if spontaneous diarrhea has not already commenced. Dehydration and electrolyte disturbances may be severe enough to require oral or intravenous fluids. ... If large amounts of herbicide have been ingested and the patient is seen within an hour of the ingestion, gastrointestinal decontamination should be considered ... . If the amount of ingested herbicides was small, if effective emesis has already occurred, or if treatment is delayed, administer activated charcoal and sorbitol by mouth. /Other herbicides/|Intravenous fluids. If serious dehydration and electrolyte depletion have occurred as a result of vomiting and diarrhea, monitor blood electrolytes and fluid balance and administer intravenous infusions of glucose, normal saline, Ringer's solution, or Ringer's lactate to restore extracellular fluid volume and electrolytes. Follow this with oral nutrients as soon as fluids can be retained. /Other herbicides/|Supportive measures are ordinarily sufficient for successful management of excessive exposures to these herbicides ... . If the patient's condition deteriorates in spite of good supportive care, the operation of an alternative or additional toxicant should be suspected. /Other herbicides/|For more Antidote and Emergency Treatment (Complete) data for DESETHYL ATRAZINE (7 total), please visit the HSDB record page.

2-chloro-4-amino-6-(isopropylamino)-s-triazine

Triazine compounds act on plants by inhibition of photosynthesis and blocking electron transport. /Triazine compounds/

Method: EPA-OW/OST 1699; Procedure: high resolution gas chromatography combined with high resolution mass spectrometry; Analyte: desethylatrazine; Matrix: water, soil, sediment, biosolids, and tissue; Detection Limit: 5 pg/L.|Method: USGS-NWQL O-1121-91; Procedure: gas chromatography-mass spectrometry; Analyte: desethylatrazine; Matrix: natural water; Detection Limit: 0.096 ug/L.|Method: USGS-NWQL O-1126-95; Procedure: gas chromatography-mass spectrometry with select-ion monitoring; Analyte: desethylatrazine; Matrix: natural water; Detection Limit: 0.003 ug/L.|Method: USGS-NWQL O-2060-01; Procedure: high performance liquid chromatography-mass spectrometry; Analyte: desethylatrazine; Matrix: water; Detection Limit: 0.0141 ug/L.|For more Analytic Laboratory Methods (Complete) data for DESETHYL ATRAZINE (13 total), please visit the HSDB record page.

An analytical procedure for determining urinary levels of N-dealkyl metabolites by gas chromatography is presented. The urine specimens were from rats dosed with atrazine. /N-Dealkylatrazines/|Procedure for determining s-triazine herbicides such as atrazine in urine & biological tissues by gas chromatography/flame ionization detection is described. Urine samples are extracted with ether & biological tissues with chloroform. Residues obtained after evaporation of solvent are dissolved in dimethylformamide. Most of the lipids can be removed by n-pentane partitioning.|Analytical methodology for the separation and characterization of s-triazine residues /including atrazine/ in urine was developed. In the sample preparation procedure, a urine sample at pH 12 was extracted with hexane 3 times, using sodium chloride as an emulsion inhibitor. The combined hexane extract was dried by passing it through a sodium sulfate column and concentrated by rotary evaporation. The sample was transferred to a graduated centrifuge tube and further concentrated to 0.5 ml under a stream of dry nitrogen. The sample was analyzed by gas chromatography using the Hall electrolytic conductivity detector in the nitrogen specific mode. Atrazine was one of the triazines analyzed.

Transformation products|Pesticides -> Herbicides -> Triazine herbicides -> Chlorotriazine herbicides -> Transformation products|Environmental transformation -> Pesticide transformation products (metabolite, successor)

Atrazine-desethyl has known environmental transformation products that include Atrazine-desethyl-2-hydroxy.|Deethylatrazine is a known environmental transformation product of Atrazine.