Prometon

Prometone · G31435 · Ontrack · PRAMITOL · PROMETON · Gesafram · Gesagram · Primatol O

Identifikatoren & physikalische Daten

CAS No.	1610-18-0
Summenformel	C10H19N5O
Durchschnittliche Molmasse	225,29 g/mol
Monoisotopische Masse	225,15896023 g/mol
SMILES	COc1nc(NC(C)C)nc(NC(C)C)n1
InChIKey	ISEUFVQQFVOBCY-UHFFFAOYSA-N
PubChem CID	4928
ChEMBL	CHEMBL1486524
ChEBI	CHEBI:34934
EC No.	216-548-0
DTXSID	DTXSID6022341
Lokaler Name	Prometon

Chemische & physikalische Eigenschaften

XLogP	3
Polarare Oberfläche (TPSA)	72
H-Brücken-Donoren	2
H-Brücken-Akzeptoren	6
Frei drehbare Bindungen	5
Schwere Atome	16
Formalladung	0
Komplexität	182
SpringerMaterials Properties	Boiling point
Pestizide	Pesticide -> EPA IRISPesticides -> Herbicides, TriazinePesticides -> Herbicides -> Triazine herbicides -> Methoxytriazine herbicidesPesticide (Prometon) -> USDA PDBPesticide and(or) Waste-water effluent contaminant
LogP (Verteilungskoeffizient)	log Kow = 2.992.6
Dichte	1.088 at 20 °C (units not specified)1.1038 (rough estimate)
Color/Form	Colorless powderWhite, crystallineCrystalline solid
Löslichkeit	READILY SOL IN CHLOROFORM150 g/L octan-1-olIn benzene >250, methanol, acetone >500, dichloromethane 350, toluene 250 (all in g/L, 20 °C).Organic solvents g/100 mL at 20 °C: n-hexane 1.2, methanol 60, cycylohexane 4.9, n-octanol 26For more Solubility (Complete) data for PROMETON (6 total), please visit the HSDB record page.DMSO (Slightly), Methanol (Slightly)0.75g/L(21 ºC)
Corrosivity	Non-corrosive under common application conditions
Human Drugs	Pharmaceuticals
Decomposition	Decomposed by uv radiation.When heated to decomposition it emits toxic fumes of nitrous oxides.
Schmelzpunkt	91 to 92 °C118-121℃
Dampfdruck	0.0000023 [mmHg]2.3X10-6 mm Hg at 20 °C
Physical Description	Colorless or white solid[HSDB]
Siedepunkt	366.8°C (rough estimate)
Brechungsindex	1.7610 (estimate)
Lagerbedingungen	0-6°C
Aggregatzustand	Solid
pKa (Säurekonstante)	4.36±0.41(Predicted)
Farbe	White to Pale Beige
Merck	13,7880
Henry-Konstante	1.1×104 mol/(m3Pa) at 25℃, HSDB (2015)
EPA chemische Informationen	Prometon (1610-18-0)

Sicherheit & Vorschriften

GHS-Einstufung	This chemical does not meet GHS hazard criteria for 2.4% (1 of 42) of reports.WarningH302 (97.6%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 42 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Brandpotenzial	Nonflammable.
Gefahrenübersicht	Irritating to skin and eyes[HSDB] For the triazine herbicides, systemic toxicity unlikely unless large amounts are ingestedMay cause irritation[EPA Pesticides, p. 121] Moderately toxic to mallard embryos, but this assay is not used to predict developmental hazards in humans[REPROTOX] 2021 TLV Basis: decreased body weightNo human studies available[ACGIH]The major hazards encountered in the use and handling of prometone 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 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 prometone does not ignite easily, it may burn with the production of irritating and poisonous gases. For fires involving prometone, extinguish with dry chemical, CO2, Halon, water spray, fog, or standard foam. Prometone may be shipped domestically via air, rail, road, and water, in containers bearing the label "Poison". Prometone should be stored in cool, dry areas, away from sparks, flames, and other sources of ignition. Small dry spills of prometone 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 prometone from entering water sources and sewers. Before implementing land disposal of prometone, consult with regulatory agencies for guidance.
Special Reports	Fry DMEnviron Health Perspect 103 (Suppl 7): 165-71 Oct 1995. Reproductive effects in birds exposed to pesticides and industrial chemicals.Loosli RToxicology 91 (1): 59-62 1994. Health surveillance of pesticide workers: a manual for occupational health professionals triazinesBarcelo DJ Chromatogr 643 (1-2): 117-143 1993. Environmental Protection Agency and other methods for the determination of priority pesticides and their transformation products in water.Lintelmann J et alFresenius' J Anal Chem 346 (10-122): 988-994 1993. Behavior of polycyclic aromatic hydrocarbons (PAHs) and triazine herbicides in water and aquifer materials of a drinking water recharge plant: I. The are of investigation and the determination methods for PAHs and triazine herbicides in the aqueous matrix.
FIFRA-Anforderungen	As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their future use. Under this pesticide reregistration program, EPA examines health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether they are eligible for reregistration. In addition, all pesticides must meet the new safety standard of the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA, as amended in 1988, were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern and List D pesticides of less concern. Prometon is found on List B. Case No: 2545Pesticide type: herbicide, antimicrobialCase Status: OPP is reviewing data from the pesticide's producers regarding its human health and/or environmental effects, or OPP is determining the pesticide's eligibility for reregistration and developing the Reregistration Eligibility Decision (RED) document.Active ingredient (AI): 2,4-Bis(isopropylamino)-6-methoxy-s-triazineData Call-in (DCI) Date(s): 05/08/91, 03/03/95AI Status: The producers of the pesticide has made commitments to conduct the studies and pay the fees required for reregistration, and are meeting those commitments in a timely manner.
Hazard Classes and Categories	Acute Tox. 4 (97.6%)
Landesrichtlinien für Trinkwasser	(FL) FLORIDA 105 ug/l(ME) MAINE 100 ug/l(MN) MINNESOTA 100 ug/l(WI) WISCONSIN 90 ug/l
Shipment Methods and Regulations	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.
Bundesrichtlinien für Trinkwasser	EPA 400 ug/L
Shipping Name/ Number DOT/UN/NA/IMO	UN 2997Triazine pesticide, liquid, flammable, toxic, not otherwise specified, flashpoint between 23 °C and 61 °CUN 2764Triazine pesticide, liquid, flammable, toxic, not otherwise specified, flashpoint less than 23 °CUN 2998Triazine pesticide, liquid, not otherwise specifiedUN 2763Triazine pesticide, solid, not otherwise specifiedFor more Shipping Name/ Number DOT/UN/NA/IMO (Complete) data for PROMETON (6 total), please visit the HSDB record page.
Skin, Eye, and Respiratory Irritations	A skin and eye irritant.
Brandbekämpfungsverfahren	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)/
Lagerbedingungen	Do not contaminate water, food. or feed by storage ... Store at temperatures above 32 °F./Pramitol 4RR/Safe Storage of Pesticides. Always store pesticides in their original containers, complete with labels that list ingredients, directions for use, and first aid steps in case of accidental poisoning. Never store pesticides in cabinets with or near food, animal feed, or medical supplies. Do not store pesticides in places where flooding is possible or in places where they might spill or leak into wells, drains, ground water, or surface water.
Reinigungsverfahren	For minor spills. leaks, etc.. follow all precautions indicated on /the pesticide/ label and clean up immediately. Take special care to avoid contamination of equipment and facilities during cleanup procedures and disposal of wastes. In the event of a major spill, fire, or other emergency, call 1-800-535-5053 (INFOTRAC). day or night. /Pramitol 4RR/After Applying a Pesticide, Indoors or Outdoors. To remove pesticide residues, use a bucket to rinse tools or equipment three times, including any containers or utensils that you used when mixing the pesticide. Then pour the rinsewater into the pesticide sprayer and reuse the solution by applying it according to the pesticide product label directions. After applying any pesticide wash your hands and any other parts of your body that may have come in contact with the pesticide..To prevent tracking pesticides inside, remove or rinse your boots or shoes before entering your home. Wash any clothes that have been exposed to a lot of pesticide separately from your regular wash.
Entsorgungsverfahren	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 qualitypotential migration in soil or watereffects on animal, aquatic, and plant lifeand conformance with environmental and public health regulations.PESTICIDE DISPOSAL: Wastes resulting from use of this product may be disposed of on site or at an approved waste disposal facility. CONTAINER DISPOSAL: Triple rinse (or equivalent) and offer for recycling or reconditioning, or puncture and dispose of in a sanitary landfill, or by incineration, or by burning, if allowed by state and local authorities. If burned, keep out of smoke. /Pramitol 4RR/Do not contaminate water used for irrigation or domestic purposes. ... Do not contaminate water when disposing of equipment washwaters ./Pramitol 4RR/Safe Disposal of Pesticides. An empty pesticide container can be as hazardous as a full one because of residues left inside. Never reuse such a container. When empty, a pesticide container should be rinsed carefully three times and the rinsewater thoroughly drained back onto the sprayer or the container previously used to mix the pesticide. Use the rinsewater as a pesticide, following label directions. Replace the cap or closure securely. Dispose of the container according to label instructions. Do not puncture or burn a pressurized container like an aerosol - it could explode. Do cut or puncture other empty pesticide containers made of metal or plastic to prevent someone from reusing them. Wrap the empty container and put it in the trash after you have rinsed it.
Preventive Measures	Avoid inhalation of dust. Avoid contact with skin.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/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)/For more Preventive Measures (Complete) data for PROMETON (8 total), please visit the HSDB record page.
Threshold Limit Values (TLV)	0.5 [mg/m3], inhalable particulate matter
Personal Protective Equipment (PPE)	Causes substantial but temporary eye injury. Harmful if swallowed, inhaled, or absorbed through skin. Do not get in eyes or on clothing. Wear protective eyewear (goggles, face shield, or safety glasses). Avoid contact with skin. Avoid breathing vapor or spray mist. Wash thoroughly with soap and water after handling. Remove contaminated clothing and wash clothing before reuse. /Pramitol 3.75%/The use of personal protective equipment such as glasses, synthetic gloves & ... /NIOSH approved breathing apparatus/ is important. /Herbicides/
Ökotoxizitätswerte	LC50 Salmo gairdneri (Rainbow trout) 20 ppm/96 hr /Technicalconditions of bioassay not specified/LC50 Lepomis macrochirus (Bluegill sunfish) > 32 ppm/96 hr /Technicalconditions of assay not given/LC50 Carassius auratus (Goldfish) 8.6 mg/l/96 hr /Conditions of bioassay not specified/LC50 Colinus virginianus (Bobwhite quail) chicks oral > 5080 ppm (8 day diet) /Pramitol 25E/For more Ecotoxicity Values (Complete) data for PROMETON (27 total), please visit the HSDB record page.
Umweltverhalten	TERRESTRIAL FATE: Based on a classification scheme(1), Koc values ranging from 305(2) to 572(3), indicate that prometon is expected to have low to moderate mobility in soil(SRC). Volatilization of prometon from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 9.1X10-10 atm-cu m/mole(SRC) based upon its vapor pressure, 2.3X10-6 mm Hg(4), and water solubility, 750 mg/L(4). Prometon is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(4). Prometon exhibits a photodegradation half-life of 46.8 days on soil(5). Several soil bacteria and fungi are reported to attack prometon(6). However, it is not known whether biodegradation is the primary degradation process in soil(6). Average soil half-life is reported as 932 days(7).AQUATIC FATE: Based on a classification scheme(1), Koc values ranging from 305(2) to 572(3), indicate that prometon is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(4) based upon an estimated Henry's Law constant of 9.1X10-10 atm-cu m/mole(SRC) derived from its vapor pressure, 2.3X10-6 mm Hg(5), and water solubility, 750 mg/L(5). According to a classification scheme(6), an estimated BCF of 19(SRC), from its log Kow of 2.99(7) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Prometon is stable to photodegradation in water(9). Based upon degradation studies done in soil, it is not known whether biodegradation is the primary degradation process in water(10).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), prometon, which has a vapor pressure of 2.3X10-6 mm Hg at 20 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase prometon 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 10 hours(SRC), calculated from its rate constant of 3.8X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase prometon may be removed from the air by wet or dry deposition(SRC). A 100 ppm prometon solution exposed to artificial sunlight in a photo reactor resulted in 1% loss in 135 minutes(4), suggesting a potential for direct photolysis(SRC).
Lebensmitteluntersuchungswerte	Prometon was identified in Florida orange oil(1).
Unerwünschte Wirkungen	Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Ökotoxizitätsauszüge	It is slightly toxic to birds & practically nontoxic to honeybees./PLANTS/ A photosynthetic inhibitor but may have additional effects.
Effluent Concentrations	Prometon was detected, not quantified, in the secondary effluent of a municipal treatment plant in Illinois that received industrial discharges(1).
EPA IRIS Information	Prometon1.5 x 10 ^-2 mg/kg-day
Medical Surveillance	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 are important to avoid chronic occupational intoxications. They should include lab tests & patch tests if necessary. /Herbicides/
Soil Adsorption/Mobility	A mean Koc of 524.3 was reported for prometon in 29 soils(1). The Freundlich adsorption constant, K, and exponent, 1/n, for prometon on San Joaquin sandy loam (0.72% organic carbon, 9.7% clay, pH 6.2) at 25 °C were 2.94 and 0.81, respectivelythe corresponding Koc is 408 at a concn of 1 ppm and 305 at a concn of 10.3 ppm(2). Koc values of 572 and 395 were determined in Hanford sandy loam (0.43% organic C, pH 6.05, 7.1% clay, 25.8% silt, 67.1% sand) and Tujunga loamy sand (0.33% organic C, pH 6.3, 4.5% clay, 13.5% silt, 82.0% sand), respectively(3). According to a classification scheme(4), these Koc values suggest that prometon is expected to have low to moderate mobility in soil(SRC). Only 0.1% of prometon applied to a 30.5 cm column and leached under unsaturated flow conditions with 1.2 cm of water/day, was found in leachate at the end of 30 days(5). Prometon was included in mobility class 3, on a scale from 1 (immobile) to 5 (very mobile)(6). Prometon is adsorbed onto soil humic acid, forming stable complexes(7). Ionic, hydrogen bonding, electron donor-acceptor, and covalent forces contribute to the binding. The fact that the basicity of several s-triazines, and hence their tendency to form ionic bonds, is not correlated with adsorptivity indicate that ionic bonding is not the primary factor governing adsorption(7). Data on the free radical content of humic acid adducts, demonstrate that electron donor-acceptor forces are particularly important in the binding of prometon to soil(7). The Freundlich adsorption constant, K, and exponent, 1/n, for prometon on Volcay bentonite at 25 °C was 150 and 0.64, respectively(8). The mean sorption coefficient (Kd) of 4.86 was given for 59 measured values(9). A pKa of 4.3 at 21 °C(10) indicates prometon will exist predominately in the unionized form under environmental pHs(SRC). Max adsorption of prometon onto soil organic matter occurred in the pH range 4.2 to 5.2the addition of HCl or NaOH decreased adsorption(11). Approximately 52% of the prometon adsorbed by organic matter was desorbed with two extractions of 0.1 N NaCl(11).
Atmospheric Concentrations	Prometon was not detected in the atmosphere of the Mississippi River valley(1). Samples collected from 1,700 Mississippi River miles from New Orleans, LA, June 1st to St Paul, MN, June 10th 1994 contained no prometon with a detection limit of 0.90 ng/cu m(2).
Human Toxicity Excerpts	/LABORATORY ANIMALS: Acute Exposure/ A skin and eye irritant./LABORATORY ANIMALS: Acute Exposure/ Causes substantial but temporary eye injury. Harmful if swallowed, inhaled, or absorbed through skin. /Pramitol 3.75%//OTHER TOXICITY INFORMATION/ No cases of poisoning in man have been reported from prometone ingestion./OTHER TOXICITY INFORMATION/ Moderately toxic by inhalation, ingestion, and skin contact.
Artificial Pollution Sources	Prometon's production may result in its release to the environment through various waste streamsits use as a non-selective systemic herbicide(1) will result in its direct release to the environment(SRC).
TSCA-Inventar-Status	TSCA listed
UN-Transportnummer	UN2763
Zollcode	29336990
RTECS-Nr.	XY4200000
R-Sätze (R)	22-36/37/38
Toxizität	LD50 in mice, rats (mg/kg): 2160, 2980 orally (Gysin, Knüsli, 1960)LC50 (96 hour) in bluegill sunfish, rainbow trout (ppm): >32, 20 (Tweedy, Kahrs)
Gefahrensymbole	Xn
Sicherheitshinweise (S)	26-36
Gefahrstoffdaten	1610-18-0(Hazardous Substances Data)

Anwendungen & Verwendung

Verwenden

Nonselective herbicide.