Triazin

275.52

275.52

202-910-5

C6E8Y03ZJN

3851

3077|2588

DTXSID9020089

White to tan crystals

2933699015

50.7

3.88

Anilazine appears as white to tan crystals or white powder. Moderately soluble in organic solvents. Insoluble in water. Melting point 159°C.

1.8 g/cm³ @ Temp: 20 °C

159-160 °C

425.99°C (rough estimate)

232.2±29.3 °C

1.6000 (estimate)

In water, 8 mg/l @ 20 deg C

0-6°C

6.2X10-9 mm Hg @ 20 deg C

Oral-Rat LD50: 2700 mg/kg; Oral-Mouse LD50: 6020 mg/kg

Combustion produces toxic nitrogen oxides and chloride gases

Stable in neutral and slightly acidic media. Hydrolyzed on heating with alkalis.

Insoluble in water. Stable in neutral and slightly acidic aqueous media but hydrolyzes on heating with alkali.

Amines, Phosphines, and Pyridines

ANILAZINE is incompatible with oils and alkalis. It is slightly corrosive to metals. (NTP, 1992)

Slightly corrosive to metals

UN30779/PG3

3

36/38-50/53

22-60-61

XY7175000

Xi,N

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

Stable. Incompatible with oils and alkalies. May corrode some types of metal and alloy.

P273-P280-P305 + P351 + P338-P501

H315-H318-H319-H410

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.

... Incompatible with oils & alkaline material.

DHEW/NCI; Bioassay of Anilazine for Possible Carcinogenicity (1978) Technical Rpt Series No.104 DHEW Pub No. (NIH) 78-1354

Flash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)

|Warning|H315: Causes skin irritation [Warning Skin corrosion/irritation]|P264, P273, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362, P391, and P501|Danger|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P264, P273, P280, P302+P352, P305+P351+P338, P310, P321, P332+P313, P337+P313, P362, P391, and P501|Aggregated GHS information provided by 197 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H319: Causes serious eye irritation [Warning Serious eye damage/eye irritation]|P260, P264, P271, P280, P284, P304+P340, P305+P351+P338, P310, P320, P337+P313, P403+P233, P405, and P501

Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. You should then dampen the solid spill material with 60-70% methanol, then transfer the dampened material to a suitable container. Use absorbent paper dampened with methanol to pick up any remaining material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent-wash contaminated surfaces with 60-70% methanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material under ambient temperatures, and keep it away from alkaline materials. (NTP, 1992)

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)|Personnel protection: Wear appropriate chemical protective gloves, boots and goggles. /Triazine pesticide, solid, NOS/|Personnel protection: Wear positive pressure self-contained breathing apparatus. Wear appropriate chemical protective clothing. /Triazine pesticide, liquid, NOS; Triazine pesticide, liquid, toxic, NOS; Triazine pesticide, liquid, toxic, flammable, NOS/

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 pesticide, solid, NOS/|Personnel protection: Wear positive pressure self-contained breathing apparatus when fighting fires involving this material. /Triazine pesticide, solid, NOS/|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 pesticide, liquid, NOS; Triazine pesticide, liquid, toxic, NOS; Triazine pesticide, liquid, toxic, flammable, NOS/

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/|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. Use water spray to knock-down vapors. /Triazine pesticide, liquid, NOS; Triazine pesticide, liquid, toxic, NOS; Triazine pesticide, liquid, toxic, flammable, NOS/|If material not on fire and not involved in fire: Attempt to stop leak if without undue personnel hazard. /Triazine pesticide, liquid, NOS/|For more Preventive Measures (Complete) data for DYRENE (8 total), please visit the HSDB record page.

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.

CAN CAUSE IRRITATION OF SKIN WITH PROLONGED CONTACT.|Severe eye irritant; mild skin irritant (rabbits).|A severe skin irritant experimentally.

The pesticide exposures at the agrochemical centers in Germany in 1975-77 were highest for triazines and chlorinated phenoxy and aliphatic carboxylic acids with 21.6-24.4 and 20.1-26% respectively, of the total exposure. ... /Triazines/

moderately toxic

LD50 Rat oral >4000 mg/kg|LD50 Rat percutaneous >5000 mg/kg|LC50 Rat inhalation >0.25 mg/l air (aerosol)/4 hr|LC50 Rat inhalation >0.7 mg/l air (dust)/1 hr|For more Non-Human Toxicity Values (Complete) data for DYRENE (9 total), please visit the HSDB record page.

A bioassay of anilazine for possible carcinogenicity was conducted by administering the test chemical in feed to Fischer 344 rats and B6C3F1 mice. Groups of 50 rats and 5 mice of each sex were administered anilazine at one of two doses, either 500 or 1,000 ppm, for 103 wk and then observed for 1-6 additional wk. All surviving rats were killed at 103-104 wk; all surviving mice were killed at 107-109 wk. ... Under the conditions of this bioassay, anilazine was not carcinogenic for either Fischer 344 rats or B6C3F1 mice.

Dyrene's former production and use as a fungicide(1) resulted in its direct release to the environment(SRC).

Terrestrial Fate: Half-life in damp soil about 12 hours.|TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 3,000(SRC), determined from a measured log Kow of 3.88(2) and a regression-derived equation(3), indicates that dyrene is expected to have slight mobility in soil(SRC). Furthermore, anilines are expected to bind strongly to humus or organic matter in soils due to the high reactivity of the aromatic amino group(4). Volatilization of dyrene from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.8X10-10 atm-cu m/mole(SRC), based upon its vapor pressure, 6.2X10-9 mm Hg(5), and water solubility, 8 mg/l(5). Dyrene is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(5). At 22 °C, the hydrolytic half-life of dyrene is 30 days, 33 days, and 22 hr at pH 4, 7, and 9, respectively(5), suggesting that hydrolysis will be an important fate process in moist soil(SRC). The half-life of dyrene (100 ppm) in moist and air dried Glouchester loam soil when incubated in sealed jars at 26 °C was 0.5 and 2.5 days, respectively(6). This data suggests that biodegradation and hydrolysis occur in soils(SRC).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 3,000(SRC), determined from a measured log Kow of 3.88(2) and a regression-derived equation(3), indicates that dyrene is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 2.8X10-10 atm-cu m/mole(SRC), based upon its vapor pressure, 6.2X10-9 mm Hg(4), and water solubility, 8 mg/l(4). According to a classification scheme(5), an estimated BCF of 93(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). Hydrolysis is expected to be an important fate process in water based upon hydrolytic half-lives of 30 days, 33 days, and 22 hr at pH 4, 7, and 9, respectively(4). Field studies conducted in soils suggest that biodegradation will occur(7), but it is not clear if hydrolysis or biodegradation is the most important degradation pathway and this may be similar in water(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), dyrene, which has a vapor pressure of 6.2X10-9 mm Hg at 20 °C(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase dyrene may be removed from the air by wet and dry deposition(SRC).

MOST OF THE TRIAZINES ARE VERY STABLE IN SOIL & DISSIPATE SLOWLY THROUGH CHEM CONVERSION TO HYDROXY FORM ... /TRIAZINES/|HYDROLYSIS & OXIDATION ARE GENERAL ROUTES OF SOIL METABOLISM FOR TRIAZINE HERBICIDES. PHOTODECOMPOSITION APPEARS TO BE MINIMAL ON SOILS. /TRIAZINES/|The half-life of dyrene (5 ppm) in an aqueous solution at pH 7 with 1% acetone added was 20 days at 29 °C(1). The hydrolysis of chloro-s-triazines, such as dyrene, occurs in steps, each involving the replacement of a triazine chlorine atom(2). Hydrolysis is slowest at neutral pH and increases with increasing alkalinity or acidity. Under alkaline conditions, the mechanism involves the direct attack by hydroxyl ions. At 22 °C, the hydrolytic half-life of dyrene is 30 days, 33 days, and 22 hr at pH 4, 7, and 9, respectively(3). Hydrolysis would also be expected to occur in moist soil. While no data are available for the hydrolysis of dyrene in soil, the hydrolysis rate of another chloro-s-triazine pesticide, atrazine, was 10-fold faster in soil than in an aqueous solution of the same pH, indicating that hydrolysis is catalyzed in soil(4).

An estimated BCF of 93 was calculated for dyrene(SRC), using a log Kow of 3.88(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is moderate(SRC).

1.00e+03 L/kg|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. /TRIAZINES/|The Koc of dyrene is estimated as 3,000(SRC), using a measured log Kow of 3.88(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that dyrene is expected to have slight mobility in soil. Additionally, anilines are expected to bind strongly to humus or organic matter in soils due to the high reactivity of the aromatic amino group(4), suggesting that mobility will be low in soils(SRC).

The Henry's Law constant for dyrene is estimated as 2.8X10-10 atm-cu m/mole(SRC) based upon its vapor pressure, 6.2X10-9 mm Hg(1), and water solubility, 8 mg/l(1). This Henry's Law constant indicates that dyrene is expected to be essentially nonvolatile from water surfaces(2). Dyrene is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).

GROUND WATER: Dyrene was not detected in any of the 19 wells sampled in Massachusetts in 1986-7 according to EPA's Pesticides in Ground Water Database(1). Dyrene was not detected in any of the 91 wells from farms on mineral soil in southern Ontario or 11 wells from organic marsh soil in a region where vegetables are intensively cultivated(2).|SURFACE WATER: Dyrene was found in the Yamaska River (near the mouth of the Salvail River), Quebec, Canada, in samplings on 6/3/86, 6/9/87, 7/8/87 and 9/25/87 at 39.2, 6.0, 4.0, 0.7 ng/l, respectively(1).

Dyrene was identified, not quantified in food residues during the FDA's FY78-82 and FY83-86 regulatory monitoring program(1,2). Dyrene was detected in 11 of 6,391 domestic agricultural commodities during surveillance sampling between FY82 and FY86(3). All of the residues were found on celery. During the same time period, dyrene residues were not found in samples of 12,044 imported agricultural commodities(3). State findings of dyrene residues collected in the FOODCONTAM database reveal 7 positive samples out of 13,980 samples in FY88, and 12 positive samples out of 13,085 samples in FY89(4). Of 6,970 produce samples from San Antonio analyzed during 1989 and 1991, 7 contained dyrene(5).

It is toxic by inhalation, skin absorption, and/or ingestion. /Triazine pesticide, solid, nos (compounds and prepartions) (Agricultural insecticides, nec, other than liquid)/|Since dyrene is no longer used as a fungicide in the US, occupational exposure and exposure to the general population is expected to be low. (SRC)

Elimination is quick; almost 98% is excreted within 72 hr in the urine & feces.

IT HAS BEEN SHOWN THAT THROUGH ... /CONJUGATION/ INVOLVING RING CHLORINE, THIS CMPD CAN COMBINE WITH METABOLIC INTERMEDIATES CONTAINING AMINO & SULFHYDRYL GROUPS ...|THE VARIETY HORRIDUM OF CANADA THISTLE WAS NOT AFFECTED. DYRENE & METABOLITES OF DYRENE WHICH WERE PHYTOTOXIC TO VARIETY MITE LEAF DISKS IN BIOASSAY TESTS WERE ISOLATED FROM TREATED VARIETY MITE & HORRIDUM PLANTS, BUT NONE OF THESE CMPD INJURED THE VARIETY HORRIDUM. ONE METABOLITE WAS FOUND ONLY IN THE VARIETY MITE; THE OTHER 5 OCCURRED IN BOTH VARIETIES. THE METABOLITES WERE APPARENTLY FORMED FROM DYRENE BY CONJUGATION REACTIONS.

OVER 90 TECHNICAL & COMMERCIAL PESTICIDE FORMULATIONS WERE SCREENED FOR PRESENCE OF N-NITROSO COMPOUNDS. LESS THAN 1 PPM OF ANY N-NITROSO COMPOUND WAS FOUND AS CONTAMINANT IN ALL TRIAZINES TESTED.

SYMPTOMS: Symptoms of exposure to this compound may include irritation of the gastrointestinal tract and the respiratory tract. Severe eye irritation may occur. Prolonged skin contact may cause irritation. ACUTE/CHRONIC HAZARDS: This compound is a severe eye irritant. Prolonged skin contact may cause irritation. When heated to decomposition it emits toxic fumes of chlorine and nitrogen oxides. (NTP, 1992)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

ANILAZINE WAS AMONG PESTICIDES USED IN 48 HR SKIN PATCH TESTS ON 39 FEMALE AGRICULTURE WORKERS. RESULTS INDICATED THAT ANILAZINE WAS NOT HIGHLY SENSITIZING, IF AT ALL.|Inhalation hazard from aerosols is apparently low. /Atrazine/|CAN CAUSE IRRITATION OF SKIN WITH PROLONGED CONTACT.|Dyrene is listed as one of the most common causes of pesticide-associated skin disease (California, 1977-1981) /from table/|This product /dyrene/ has caused skin irritation in exposed workers.

anilazine

FUNGICIDE FOR VEGETABLE CROPS, 99%; FUNGICIDE FOR TURF, LESS THAN 1% (1978)|In order of decreasing use, it was applied to tomatoes, celery, strawberries, potatoes, onions, and green onions in California, Michigan, Oregon, North Carolina, New York, New Mexico, and Ohio.|Annual use in U.S. Agriculture in 1982 was 118,000 pounds.|Annual use in U.S. Agriculture in 1989 was 237,000 pounds.|Annual use on cropland (1989-1991) was 144,260 pounds, ranking 22nd out of 32 fungicides.

USEPA/OPP Pesticide Code 080811; Trade Names: Dyrene; Kemate; Direz; Triasym.|95.5% TECHNICAL|50% wettable powders; dusts, granules.|ANILAZIN|For more Formulations/Preparations (Complete) data for DYRENE (16 total), please visit the HSDB record page.

The WHO Recommended Classification of Pesticides by Hazard identifies Dyrene (technical grade) as an active ingredient believed to be obsolete or discontinued for use as a pesticide.|Compatible with most other pesticides.|U.S.: All uses voluntarily cancelled by Miles, Inc.

s-Triazine herbicides ... were successfully separated from water or soil by capillary gas chromatography. ... The use of capillary gas chromatography avoids problems of adsorption and thermal decomposition into isocyanates. /s-Triazine herbicides/|DYRENE RESIDUES IN STRAWBERRIES, POTATOES, TOMATOES, & CUCUMBERS WERE DETECTED BY GAS CHROMATOGRAPHY EQUIPPED WITH AN ELECTRON CAPTURE DETECTOR.|Macro: a) By reaction with pyridine to give water soluble compounds; probably quaternary pyridinium salts, which give an intense yellow color in the presence of alkali. b) Hydrolysis with 1N KOH; titrate with 0.1N silver nitrate; correct for free chloride. Residues: Macerate tissues with isopropyl alcohol, extract macerate in benzene, filter and evaporate off solvent. Hydrolyze by refluxing in HCl for 2 hr. Determine liberated amino group by diazotization and coupling as in the Averill-Norris method for paration. c) On hydrolysis with N NaOH two chlorine atoms released; all three Cl of cyanuric chloride are released under same conditions. d) Extract with acetone, filtrate extracted with chloroform; extract in benzene and chromatograph on alumina. Zenche reaction with pyridine and alkali is used to determine. e) GLC f) Analysis by phosphorimetry.|The use of TSP HPLC/MS for the analysis of triazine herbicides and organophosphorus pesticides shows excellent specificity and sensitivity. Thermospray spectra of these compounds were quite simple, consisting of an (M+H)+ or (M+NH4)+ ion with no fragment ion detected. Detection limits for these compounds varied from 10-300 ng. ...|For more Analytic Laboratory Methods (Complete) data for DYRENE (8 total), please visit the HSDB record page.

Agrochemicals -> Fungicides|Pharmaceuticals|FUNGICIDES