Desmetryn

213.3

213.30

213-800-1

36FZV8OVJS

DTXSID6041842

Crystalline|White powder|White to beige powder

29336990

88

2.38

1.172 g/cm³ @ Temp: 20 °C

84-86 °C

345 °C

11 °C

1.5500 (estimate)

In water, 58 mg/L at 20 deg C

APPROX 4°C

9.98X10-7 mm Hg at 20 deg C

Oral-Mouse LD50: 700 mg/kg

Combustion produces toxic nitrogen oxide and phosphorus oxide gas

Henry's Law constant = 4.83X10-10 atm-cu m/mol at 25 °C (est)

pKa = 4.00, weak base

Hydrolyzed on warming in strong acids & bases|Hydroxyl radical reaction rate constant = 2.09X10-11 cu cm/molec-sec at 25 °C (est)

NONCORROSIVE

UN12303/PG2

3

21/22-50/53-39/23/24/25-23/24/25-11

36/37-60-61-45-16-7

XZ0175000

Xn,N,T,F

The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials

Stable in neutral, slightly acidic or basic medium

P273-P280-P501

H302-H312-H410

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.|Noncombustible containers should be crushed & buried under more than 40 cm of soil. /Herbicides/|Group I Containers: Combustible containers from organic or metallo-organic pesticides (except organic mercury, lead, cadmium, or arsenic compounds) should be disposed of in pesticide incinerators or in specified landfill sites. /Organic or metallo-organic pesticides/|Group II Containers: Noncombustible containers from organic or metallo-organic pesticides (except organic mercury, lead, cadmium, or arsenic compounds) must first be triple rinsed. Containers that are in good condition may be returned to the manufacturer or formulator of the pesticide product, or to a drum reconditioner for reuse with the same type of pesticide product, if such reuse is legal under Department of Transportation regulations (eg 49 CFR 173.28). Containers that are not to be reused should be punctured ... and transported to a scrap metal facility for recycling, disposal or burial in a designated landfill. /Organic or metallo-organic pesticides/

|Warning|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P273, P280, P301+P312, P302+P352, P312, P322, P330, P363, P391, and P501|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|Aggregated GHS information provided by 197 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

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, carbon dioxide or dry chemical. /Triazine pesticides, solid, NOS/

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./ Cover solids with a plastic sheet to prevent dissolving in rain or fire fighting water. Dike surface flow using soil, sand bags, foamed polyurethane, or foamed concrete. /Triazine pesticides, solid, NOS/|Environmental considerations- water spill: Use natural barriers or oil spill control booms to limit spill travel. Use natural deep water pockets, excavated lagoons, or sand bag barriers to trap material at bottom. Remove trapped material with suction hoses /Triazine pesticides, solid, NOS/

Avoid skin & eye contact. Prevent drift.|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. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at 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. /Triazine pesticide, solid, NOS/|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 pesticide, solid, NOS/

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.

The major hazards encountered in the use and handling of desmetryne stem from its toxicologic properties. Toxic by inhalation and ingestion, exposure to this colorless to white, crystalline substance may occur from its manufacture, formulation, and use as a herbicide. Effects from exposure 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 desmetryne does not ignite easily, it may burn with the production of irritating and poisonous gases. For fires involving desmetryne, extinguish with dry chemical, CO2, Halon, water spray, fog, or standard foam. Desmetryne may be shipped via air, rail, road, and water, in containers bearing the label "Poison". Small dry spills of desmetryne 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 ametryne from entering water sources and sewers. Before implementing land disposal of desmetryne, consult with regulatory agencies for guidance.

moderately toxic

LD50 Rat oral 2,000 mg/kg|LC50 Rat inhalation 1563 g/cu m/1 hr|LD50 Mouse oral 700 mg/kg|LD50 Rat oral 1390 mg/kg /Technical/

/AQUATIC SPECIES/ Toxic to fish.|/OTHER TERRESTRIAL SPECIES/ Not toxic to bees.

... For patients who suffer from Na+ desequilibrium, the triazine - human serum albumin binding would change ... /as well as/ the toxicological effect of these herbicides. /Triazine herbicides/

Desmetryne's production may result in its release to the environment through various waste streams; its use as a herbicide(1) will result in its direct release to the environment. Desmetryne is not sold in the USA, but is used in Europe(2) and China(3) on various crops.

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 470(SRC), determined from a log Kow of 2.38(2) and a regression-derived equation(3), indicates that desmetryne is expected to have moderate mobility in soil(SRC). Volatilization of desmetryne from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 4.8X10-10 atm-cu m/mole(SRC), derived from its vapor pressure, 9.98X10-7 mm Hg(2), and water solubility, 580 mg/L(4). Desmetryne is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(2). Biodegradation data were not available(SRC, 2007).|TERRESTRIAL FATE: Degradation involves oxidation of the methylthio group to sulfoxide & sulfone, hydrolysis with introduction of 2-hydroxy group, dealkylation at the substituted amino groups, cleavage of the amine moiety, & ring opening. Duration of residual activity in soil is about 3 mo.|TERRESTRIAL FATE: IN SOIL ... THE AMINE SIDE CHAINS ARE DEALKYLATED TO A CONSIDERABLE DEGREE, ULTIMATELY TO THE HYDROXIDE ION. THE CONVERSION OF DIALKYLAMINE TO MONOALKYLAMINE IS ACTIVATING STEP. /1,3,5-TRIAZINES/|TERRESTRIAL FATE: THE PERSISTENCE OF DESMETRYNE (1.5-3.0 KG/HA) IN DIFFERENT SOILS WAS STUDIED. DESMETRYNE DISAPPEARED MORE RAPIDLY FROM SANDY SOIL THAN FROM CLAY SOIL & NONE OF THE CMPD WAS DETECTED 1 YR AFTER APPLICATION.|For more Environmental Fate (Complete) data for DESMETRYNE (7 total), please visit the HSDB record page.

The rate constant for the vapor-phase reaction of desmetryne with photochemically-produced hydroxyl radicals has been estimated as 2.1X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 18 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Hydrolysis is not expected to be an important fate process(SRC); little if any hydrolysis at 70 °C was detected at pH 5 through pH 13(2). Desmetryne may be susceptible to photooxidation by photochemically produced hydroxyl radicals(SRC), based upon data for s-triazine herbicides with similar structures to desmetryne such as prometryne(3).|Hydrolysis & oxidation are the general routes of soil metabolism for triazine herbicides. /Triazine herbicides/

An estimated BCF of 6.5 was calculated in fish for desmetryne(SRC), using a log Kow of 2.38(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).

The Koc of desmetryne is estimated as 470(SRC), using a log Kow of 2.38(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that desmetryne is expected to have moderate mobility in soil. Evidence has been reported that indicates that the basicity of s-triazine herbicides, such as desmetryne, is not the main factor governing adsorption to soil humic acids(4). It has been shown that the ability of s-triazine herbicides to act as electron donors to electron acceptor quinone-like units of humic acids plays an important role in the adsorption(5).|Adsorption of triazines through an exchange process to organic matter & clay minerals is dependent on the pH of the soln & the acidity of the adsorbent surface. Hydrogen bonding & hydrophobic bonding are other mechanisms by which soil organic matter adsorbs triazine herbicides, especially at higher pH levels. ... Transfer from soil to water occurs in soln & in sediments. /Triazine herbicides/

The Henry's Law constant for desmetryne is estimated as 4.8X10-10 atm-cu m/mole(SRC) derived from its vapor pressure, 9.98X10-7 mm Hg(1), and water solubility, 580 mg/L(2). This Henry's Law constant indicates that desmetryne is expected to be essentially nonvolatile from water surfaces(3). Desmetryne is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).

GROUNDWATER: Desmetryne has been identified in 1 Federal Republic of Germany ground water sample at a concentration of <0.1 ug/L, number of total samples and locations not reported(1).|SURFACE WATER: Desmetryne has been identified in Dutch surface water, concentrations and locations not reported(1). Desmetryne was detected in 15 of 20 samples with a minimum concn of 2.0 ng/L and a maximum of 17 ng/L in samples taken from the River Elbe at Zollenspieker, Germany in 1992-1993(2). Desmetryne was detected in 16 of 20 samples with a minimum concn of 2.0 ng/L and a maximum of 23 ng/L in samples taken from the River Elbe at Seemannshoft, Germany in 1992-1993(2).

Occupational exposure to desmetryne may occur through inhalation of dust particles or spray mists and dermal contact with this herbicide during or after its application or at workplaces where desmetryne is produced. Although specific monitoring data were not located, the general population may be exposed to desmetryne via ingestion of contaminated drinking water. (SRC)

... /Desmetryne is/ absorbed by leaves & roots ... /& translocated/ acropetally through xylem, & ... /accumulated/ in apical meristems.|They are efficiently absorbed from intestine, and presumably there is some absorption across the skin and lung. /Urea-, uracil- and triazine-based herbicides/

All of these herbicides /methoxy or methylthio substituted triazine herbicides/ are rapidly absorbed and metabolized when ingested; amine dealkylation and side chain oxidation are the predominant detoxification reactions. The mercapto derivatives of triazine may also undergo sulfoxidation followed by reaction with hepatic glutathione to yield mercapturic acid derivatives. /s-Triazines/

Herbicidal action is due to inhibition of Hill reaction necessary for plant respiration. The resistance of a plant to a particular triazine depends on its ability to detoxify the cmpd under field conditions. /Prometon/|Since chlorosis is the first sign of the effect of triazines on plants, interference with carbon dioxide assimilation & sugar formation can be expected. Studies showing that Hill reaction is inhibited confirmed this. /Triazines/|... Their chief mode of action appears to involve carbohydrate metabolism. The chlorinated s-triazines inhibit starch accumulation by blocking the prodn of sugars. Similar behavior has been shown for the methoxy & methylthio-s-triazines. It has been reported that the s-triazines affect the tricarboxylic acid cycle with activation of phospho-phenyl pyruvate-carboxylase causing the disappearance of sucrose & glyceric acid with the formation of aspartic & malic acids. /s-Triazines/|Inhibition of photosynthesis by disruption of light reactions and blockade of electron transport is the mechanism of action of the 1,3,5-triazine herbicides. /1,3,5-Triazines, from table/|The influence of some s-triazine herbicides on acid phosphatase and phosphodiesterase from corn (Zea mays) roots were investigated. Terbutryn stimulated both phosphatases, whereas prometryn stimulated only the phosphodiesterase. Atrazine, desmetryn, prometon, and simazine inhibited acid phosphatase. No effect was exerted by ametryn. The enzyme assays and the kinetic parameters demonstrated that the interferences observed were due to an action on the synthesis of one or both enzymes rather than on the enzyme reaction. The types of the N-alkyl and the chlorine-substituent groups in the structures of the s-triazines tested appear important in determining the degree if the interference.

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 DESMETRYNE (6 total), please visit the HSDB record page.

/OTHER TOXICITY INFORMATION/ Human serum albumin (HSA) serves as a carrier protein to transport triazine herbicides to molecular targets. In this paper, a theoretical treatment was developed to describe the HAS-triazine herbicides association. A determination of the association constant, K, as well as the degree of complexation n subc (the percent of complex guest) was carried out. Enthalpy-entropy compensation was also analyzed in relation to this mathematical model to confirm the herbicide complexation behavior with HSA. The role of the sodium cation (Na+) on this association was investigated. It was expected that the sodium ion would act on the herbicide-HSA association process by modifying the surface tension of the bulk solvent and increase the K and n subc values. The results showed that for patients who suffer from Na+ desequilibrium, the triazine - HSA binding would change and as well the toxicological effect of these herbicides.

2-isopropylamino-4-methylamino-6-methylmercapto-s- triazine

Semeron 25 WP, Wettable powder (250 g active ingredient/kg).

The WHO Recommended Classification of Pesticides by Hazard identifies Desmetryne (technical grade) as an active ingredient believed to be obsolete or discontinued for use as a pesticide.|Not marketed in the US|It was introduced in 1964 by Ciba-Geigy LTD. Its herbicidal properties were described by Baker C et al, Weed Res 3, 109, 1963; Elliott JG and Cox TI, Proc 6th Brit Weed Control Conf, 1962. Swiss patent 337,019; British patent 814,948.|Compatible with other wettable powder herbicides.|The reactions of four sulfur containing s-triazines (prometryne, terbutryne, ametryne and desmetryne) with hypochlorous acid (HClO) and chlorine dioxide (ClO2) have been investigated using an 11 ppm/3 ppm oxidant/herbicide ratio. The main objective of the study was the identification of by-products. Additionally, to study the effect of oxidant concentration on the reaction rate, two more oxidant/herbicide ratios (3 ppm/3 ppb and 11 ppb/3 ppb) have been investigated only for prometryne. Oxidation reactions were monitored by high performance liquid chromatography (HPLC), while, the identification of by-products was initially carried out by low resolution HPLC-mass spectrometry (HPLC-MS) and confirmed by accurate mass measurement. Under the experimental conditions (T = 20 degC, pH = 8, reaction TIME = 48 hr), the results indicate that all the investigated triazines react in the same way with each oxidant. The reactions with HClO occur much faster than those with ClO2 and give rise to three identified oxidation by-products: the sulfoxide, the sulfone and the sulfone's hydrolysis product. The reactions with ClO2, instead, give rise to a sole oxidation by-product: the sulfoxide. With both oxidants, as expected, the lower the oxidant concentration the slower the oxidation rate.

RESIDUES OF ACTIVE INGREDIENT & DEALKYLATED METABOLITES ARE DETERMINED BY GAS-LIQUID CHROMATOGRAPHY WITH MICROCOULOMETRIC, FLAME PHOTOMETRIC OR COULSON ELECTROLYTIC CONDUCTIVITY DETECTION; PARTICULARS FROM CIBA-GEIGY LTD, BASLE; SEE ALSO RAMSTEINER, KA ET AL, MEDED FA LANDBOUWWET, GENT, 36, 1119, 1971. RESIDUES OF ACTIVE INGREDIENT MAY ... BE DETERMINED EITHER BY UV SPECTROSCOPY OR BY THIN-LAYER CHROMATOGRAPHY; PARTICULARS FROM CIBA-GEIGY LTD, BASLE, SEE ALSO MATTSON, AM ET AL, RES REVIEW, 32, 371, 1970.|PRODUCT ANALYSIS IS BY GAS-LIQ CHROMATOGRAPHY (CIPAC HANDBOOK, 1983, 1B, 1765). RESIDUES MAY BE DETERMINED BY GAS-LIQUID CHROMATOGRAPHY (K RAMSTEINER ET AL, J ASSOC OFF CHEM, 1974, 57, 192).|Triazine herbicides, one of which was desmetryne, were qualitatively determined in water samples following chloroform extraction & concentration, by chromatography on silica gel/diatomite plates with solvent system consisting of liq paraffin/acetic acid/benzyl/cyclohexane. With o-tolidine as spray reagent, blue spots were produced; limit of detection were 0.1-0.3 ug. Silver nitrite reagent produced brown/black spots for chlorine-containing triazines & white spots for S-containing cmpd with limits of detection in the range of 0.1-0.3 ug.|Optimum experimental conditions were found for the determination of desmetryn and 6 other herbicides by differential pulse polarography. The limits of detection were 3.7 to 7.1 ug/l in a phosphate buffer (pH 2.9).|For more Analytic Laboratory Methods (Complete) data for DESMETRYNE (9 total), please visit the HSDB record page.

Analytical methodology for the separation and characterization of s-triazine residues in urine was developed. In the sample preparation procedure developed, 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. Desmetryne was one of the analytes.|A method is described for the determination of the triazine herbicides prometryne, desmetryne, terbutryne, OH-atrazine and OH-simazine in purified extracts of milk using analytical capillary isotachophoresis. The reproducibility of isotachophoretic analyses was 3.5% and the detection sensitivity reached 2 ng. Recovery of triazines from fortified samples of homogenized full milk (0.05 mg/L) was about 65%.|Procedure for determining s-triazine herbicides such as desmetryne 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.

Agrochemicals -> Herbicides|Pharmaceuticals