N2,N4-Bis(3-methoxypropyl)-6-(methylthio)-1,3,5-triazine-2,4-diamine

301.40800

301.41

S2ZO5W8F16

DTXSID6041341

CRYSTALS|WHITE SOLID

2933699090

106.49000

1.63630

1.17g/cm3

55-59 °C

481.6ºC at 760 mmHg

245ºC

1.539

INSOL IN WATER; VERY SOL IN ACETONE & BENZENE; SLIGHTLY SOL IN ETHANOL

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.|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: Non combustible 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/

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

Extinguish fire using agent suitable for type of surrounding fire. ... Use water in flooding quantities as fog. Use "alcohol foam" ... Wear positive pressure self-contained breathing apparatus when fighting fires involving this material. /Triazine pesticide (compounds and preparations), solid (insecticides, agricultural, not elsewhere classified, other than liquid)/|Avoid breathing dusts & fumes from burning material. Keep upwind. /Triazine pesticide, solid, not otherwise specified, (compounds and preparations), (agricultural insecticides, not elsewhere classified, other than liquid)/

Only clean clothing ... should be worn & clothing should be changed daily ... Adequate sanitary facilities & 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, not otherwise specified (compounds and preparations), (agricultural insecticides, not elsewhere classified, other than liquid)/ Not elsewhere classified.|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 pesticide, solid, not otherwise specified (compounds and preparations), (agricultural insecticides, not elsewhere classified, other than liquid)/

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 2,4-bis(3-methoxypropyl)amino)-6-(methylthio)-s-triazine stem from its toxicologic properties. Toxic by inhalation and ingestion, exposure to this white, crystalline substance may occur from its manufacture, formulation, and use as an 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 this substance does not ignite easily, it may burn with the production of irritating and poisonous gases. For fires involving this substance, extinguish with dry chemical, CO2, Halon, water spray, fog, or standard foam. This substance may be shipped via air, rail, road, and water, in containers bearing the label "Poison". Small dry spills of this substance 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 this substance from entering water sources and sewers. Before implementing land disposal of this substance, consult with regulatory agencies for guidance.

LD50 Rat oral 1400 mg/kg (emulsifiable concentrate)|LD50 Rat oral 5700 mg/kg

Lambast was at one time marketed as or reported to be a herbicide, but at present it is of little commercial interest(1). Therefore, at some time in the past it may have been released to the environment via effluents at manufacturing sites and at points of application where it may have been employed as a herbicide(SRC).

TERRESTRIAL FATE: ... TRIAZINES ... ARE NOT READILY DEGRADED BY SOIL MICROORGANISMS. THUS, THEIR RATE OF DECAY IS RELATIVELY SLOW, & AS THESE MATERIALS ALSO DO NOT READILY LEACH FROM THE SOIL, THEY MAY PERSIST FOR QUITE EXTENDED PERIODS OF TIME. /TRIAZINES/|TERRESTRIAL FATE: If lambast is released to soil, it will be expected to exhibit high mobility based upon(1) a Koc of 74 which was estimated(5) from an estimated log Kow(4) and it may, therefore, leach to groundwater. It may be susceptible to hydrolysis in soil(2,3) and biodegradation(6) based upon data for based upon data for s-triazine herbicides with similar structures to lambast such as prometryn(2,3). Volatilization from near-surface soil is not expected to be an important removal mechanism(SRC).|AQUATIC FATE: If released to water, lambast will not be expected to bioconcentrate in aquatic organisms based upon an estimated BCF, adsorb to sediment and suspended particulate matter based upon an estimated Koc, or to volatilize based upon an estimated Henry's law constant. Information concerning biodegradation in soil of other s-triazine herbicides such as terbutryne(1) indicates that biodegradation of lambast may occur in natural waters. Lambast may be susceptible to slow hydrolysis in water or soil(3) and photooxidation by photochemically produced hydroxyl radicals in water(2), based upon data for s-triazine herbicides with similar structures with lambast such as prometryn(2,3). Lambast may be susceptible to direct photolysis based upon the observed degradation of s-triazines similar in structure to lambast such as prometryn in water solutions irradiated with artificial light at wavelengths >290 nm(3).|ATMOSPHERIC FATE: If lambast is released to the atmosphere, it may be subject to gas-phase reaction with hydroxyl radicals. The rate constant for the vapor-phase reaction of lambast with photochemically produced hydroxyl radicals has been estimated to be 129.9 cu cm/molecule-sec at 25 °C which corresponds to an atmospheric half-life of about 2.4 hr at an atmospheric concn of 5X10+5 hydroxyl radicals per cu cm(1).|TERRESTRIAL FATE: THE LONG SOIL PERSISTENCE OF THESE CMPD DOES ... CREATE THE PROBLEM OF SOIL CARRY OVER, WHICH CAN DAMAGE SUCCEEDING CASH CROPS. THEREFORE EXTREME CAUTION MUST BE TAKEN IN THEIR APPLICATION ON CROPLAND TO AVOID SUCH INJURY TO FOLLOWING CROPS. /TRIAZINES/

Most of the triazines are very stable in soil & dissipate slowly through chemical conversion to hydroxy form ... /Triazines/|Photodecomposition appears to be minimal on soils. /Triazine herbicides/|The rate constant for the vapor-phase reaction of prometryn with photochemically produced hydroxyl radicals has been estimated to be 162.9 cu cm/molecule-sec at 25 °C which corresponds to an atmospheric half-life of about 2.4 hr at an atmospheric concn of 5X10+5 hydroxyl radicals per cu cm(1). Lambast may be susceptible to slow hydrolysis in water or soil(3) and photooxidation by photochemically produced hydroxyl radicals in water(4), based upon data for s-triazine herbicides with similar structures with lambast such as prometryn(3,4). Lambast may be susceptible to direct photolysis based upon the observed degradation of s-triazines similar in structure to lambast such as prometryn in water solutions irradiated with artificial light at wavelengths >290 nm(3). Infrared studies of interactions of s-triazines similar to lambast with mineral surfaces indicate that adsorption is usually followed by protonation and hydrolysis(2). The rate of hydrolysis may be increased by various catalysts based upon the observed increase in rate of hydrolysis rates for the chemically similar herbicide atrazine in water solutions upon addition of sterilized soil(5) and humic(6) and fulvic acids(7).

Based upon an estimated log Kow of 2.0(1), a BCF of 19 has been estimated(2). Based upon this estimated BCF, lambast will not be expected to bioconcentrate in aquatic organisms(SRC).

ADSORPTION OF TRIAZINES THROUGH EXCHANGE PROCESS TO ORGANIC MATTER & CLAY MINERALS IS DEPENDENT ON PH OF SOLN & ACIDITY OF ADSORBENT SURFACE. HYDROGEN BONDING & HYDROPHOBIC BONDING ARE OTHER MECHANISMS BY WHICH SOIL ORGANIC MATTER ADSORBS TRIAZINE HERBICIDES, ESP AT HIGHER PH LEVELS. ... TRANSPORT FROM SOIL TO WATER OCCURS IN SOLUTION & IN SEDIMENTS. /TRIAZINE HERBICIDES/|Based upon an estimated log Kow of 2.0(3), a Koc of 74 has been estimated(4). Based upon this estimated Koc, lambast will be expected to exhibit high mobility in soil(5). Evidence has been reported that indicates that the basicity of s-triazine herbicides, such as lambast, is not the main factor governing adsorption to soil humic acids(1). It has been shown that the ability of s-triazines herbicides to act as electron donors to electron acceptor quinone-like units of humic acids also plays an important role in the adsorption(2).

Vapor transport losses of triazines are dependent on vapor pressure & pH of evaporating surface, since ionized cmpd are less volatile. /Triazine herbicides/|Based upon the Henry's Law constants calculated(SRC,2) from water solubility and vapor pressure for s-triazine herbicides with similar structures with lambast (eg, the calculated Henry's Law constant is 6.62X10-9 atm-cu m/mole for prometryn(1,SRC)), volatilization of lambast is not expected to be environmentally important(2).

All of these herbicides /methoxy or methylthio substituted triazine herbicides/ are rapidly absorbed ... when ingested ... Metabolites of most compounds are excreted in urine & feces within 72 hr. /s-Triazines/

All of these herbicides /methoxy & 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/

IN GENERAL, TRIAZINE HERBICIDES POSSESS A BROAD SPECTRUM OF ACTIVITY ACROSS A WIDE RANGE OF WEEDS AMONG BOTH THE GRASS & NONGRASS ANNUAL & PERENNIAL SPECIES. THEY MAY EXERT ACTIVITY VIA EITHER FOLIAR UPTAKE OR SOIL APPLICATION OR BOTH. BROADER ACTIVITY APPEARS TO OCCUR VIA SOIL UPTAKE, WHILE THE FOLIAR ACTIVE CMPD ... TEND TO BE LIMITED IN THEIR ACTIVITY TO THE SIMPLE ANNUALS OR MERELY TO FOLIAGE KILL OF PERENNIALS. ... THE MODE OF ACTION ... APPEARS TO BE RELATED TO THEIR EXTREMELY EFFECTIVE INHIBITION OF PHOTOSYNTHESIS BY BLOCKING THE HILL REACTION STEP, WHICH IS PROBABLY THEIR PRIMARY MECHANISM OF ACTION. /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/|Simazine, as well as other triazines, appears to act on metabolism of plant hormones, particularly plant growth regulation hormones. This conclusion results from studies in which triazines (including simazine), when applied at low rates, resulted in more vigorous and healthy plants than controls, yet at higher rates of application, resulted in growth inhibition. /Simazine & other triazines/|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/

CMPD IS OF LITTLE COMMERCIAL INTEREST.|Discontinued by Monsanto Agri Products Co.|Lambast /is a/ trade name /used/ outside USA by Monsanto for another product.|PREPN: FRENCH PATENT 1,372,089 (1964 TO GEIGY).|Lambast /is/ trademark for a contact herbicide containing 25.5% 2,4-bis(3-methoxypropylamino)-6-methylthio-s-triazine.