13360-45-7CON(C)C(=O)Nc1ccc(Br)c(Cl)c1NLYNUTMZTCLNOO-UHFFFAOYSA-NChlorbromuron is a member of ureas.
13360-45-7DTXSID6040290CHEMBL1275654CHEBI:3608Herbicides
Active substance -> EU Pesticides database: Not approved
Pesticides -> Herbicides, Urea Derivative
Pesticide (Chlorbromuron) -> USDA PDB
Log Kow = 3.09
3.09
WHITE CRYSTALLINE
Off white color, crystalline
Colorless powder
SOL IN ACETONE & DIMETHYLFORMAMIDE
SOL IN METHYL ETHYL KETONE, ISOPHORONE, CHLOROFORM, DIETHYL SULFOXIDE
Moderately soluble in xylene.
In water 35 mg/l (20 °C). In acetone 460, dichloromethane 170, hexane 89, benzene 72, isopropanol 12 (all in g/kg, 20 °C).
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
This chemical does not meet GHS hazard criteria for 7.1% (3 of 42) of reports.
Warning
H315 (92.9%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P317, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)
Aggregated GHS information provided per 42 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Urea-derived herbicides have low toxicity in animal feeding studies; May induce methemoglobinemia; No effect level in 90-day feeding studies of rats and dogs was 316 mg/kg diet; No significant dermal absorption; A skin and eye irritant; [HSDB] Systemic toxicity unlikely unless large amounts ingested; [EPA Pesticides, p. 122] An irritant; [MSDSonline]
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.
THE PHYTOTOXIC SYMPTOMS ASSOCIATED WITH CHLORBROMURON ARE APPARENT IN THE LEAVES. THIS RESPONSE VARIES FROM A CONDITION OF RAPID INITIAL CHLOROSIS FOLLOWED BY NECROSIS FOR HIGH CONCN TO AN EARLY CHLOROSIS WITH SUBSEQUENT RECOVERY FOR SUBLETHAL CONCN. THE PRIMARY EFFECT OF CHLORBROMURON IS INHIBITION OF HILL REACTION. THIS INVOLVES OXYGEN EVOLUTION SITE IN PHYTOSYSTEM II. ... PREVENTS FORMATION OF ATP, & NADPH ... NECESSARY FOR CO2 FIXATION.
WHEN ... (14)C-CHLORBROMURON ... /WAS/ ADMIN TO RATS, NO MORE THAN 0.1-2% OF RADIOACTIVITY APPLIED WAS ACCOUNTED FOR BY CO2 IN EXPIRED AIR ... NEITHER THE UNCHANGED HERBICIDES NOR THEIR METABOLITES HAVE BEEN DECARBOXYLATED TO ANY MAJOR EXTENT IN THESE ANIMALS. ... NO SIGNIFICANT METABOLITES OF ANILINE ... /OBSERVED IN/ EXCRETA OR TISSUES ...
THE RATE OF ABSORPTION, TRANSLOCATION, & SUBSEQUENT METABOLISM OF CHLORBROMURON DIFFERS WITH PLANT SPECIES THUS AFFECTING THE END METABOLITES OBSERVED.
CHLORBROMURON HAS BEEN SHOWN TO UNDERGO 3-STEP DEGRADATION PROCESS IN PLANTS. FIRST 2 STEPS ARE DEMETHYLATION TO A MONOMETHYL THEN TO A DEMETHYL INTERMEDIATE. THIRD STEP IS DEAMINATIVE-DECARBOXYLATION THAT PRODUCES ANILINE MOLECULE.
Ring hydroxylation of /chlorbromuron/ in animal tissues /has been/ described.
WHEN ... ADMIN ORALLY TO RATS /(14)C-LABELED/, IT WAS OBSERVED THAT TOTAL RADIOACTIVITY WAS RAPIDLY & EFFICIENTLY ELIM IN URINE & FECES. ... 90% OR MORE OF RADIOACTIVITY APPLIED WAS ACCOUNTED FOR IN EXCRETA WITHIN 72 HR AFTER ADMIN.
Dermal absorption is not significant.
Used as a selective pre- and post-emergence herbicide for control of annual grasses and broad-leaved weeds in potatoes, legumes, cereals, and other crops; US production discontinued; [HSDB]
Farming (Pesticides) [Category: Industry]
Used as an herbicide in corn, soybean, potato, wheat, and carrot /fields/. /Former use/
Urea herbicide for control of weeds in row crops.
현재 필터 조건에 해당하는 반응 기록이 없습니다.
불러오는 중…
0.0000004 [mmHg]
3.97X10-7 mm Hg @ 20 °C
WASH HANDS WITH SOAP AND WATER BEFORE EATING, DRINKING OR SMOKING. DO NOT CONTAMINATE FOOD OR FEED. AVOID REPEATED OR PROLONGED CONTACT WITH SKIN. WEAR CLEAN CLOTHING. WASH CLOTHES BEFORE REUSING. DO NOT CONTAMINATE WATER BY DUMPING TANK WASHINGS IN PONDS OR STREAMS. DESTROY EMPTY CONTAINERS BY BURNING. DO NOT INHALE SMOKE FROM BURNING CONTAINERS.
Terrestrial Fate: At application rates of 0.75 to 1 kg additive ingredient/ha, it can persist in soil for eight days or ... longer.
STABLE IN WATER OVER WIDE RANGE OF PH VALUES.
Duration of /herbicidal/ activity in soil greater than 56 days.
... FIELD & LAB SOIL DISSIPATION STUDIES SHOW CHEM HALF-LIFE FOR CHLORBROMURON OF APPROX 45 DAYS.
For more Environmental Fate (Complete) data for CHLORBROMURON (7 total), please visit the HSDB record page.
The bulb of rape celery grown in the presence of chlorbromuron did not contain measurable concns of this herbicide (detection limit=0.02 ug/g fresh weight)(1). Chlorbromuron was detected in 12 of 26 composite carrot samples collected from farm deliveries in Ontario, Canada between 1980 and 1985 (concns from 0.03-0.14 mg/kg)(2).
... FIELD STUDIES DEMONSTRATE RUNOFF UNDER NORMAL USE CONDITIONS IS INSIGNIFICANT. ... /IT/ IS LEACHED TO MODERATE EXTENT IN SOIL WHICH IS IMPORTANT FOR OBTAINING CONTROL OF DEEP GERMINATING WEEDS.
Soil adsorption coefficient: 460 (Experimental); 510 (Calculated). /From table/
An Rf value of 0.14 was measured for chlorbromuron on Hagerstown soil TLC plates(1). An average Koc of 380 was measured for 17 Australian soils(2). An average Koc of 217 was reported for chlorbromuron(3). Koc values from 561 to 3262 were measured in 5 Czechoslovakian soils with a mean value of 1557; adsorption was thought to be related to soil organic matter content(4). According to a recommended classification scheme(5), these measured Koc values suggest that chlorbromuron has slight to moderate mobility in soil(SRC). The vertical distribution of chlorbromuron in a sandy soil (pH=5.9, organic matter=1.13%) was measured following 10 cm of rain; concns were >2, 0, 0, 0 mg/kg at depths of 0-2.5, 2.5-5, 5-7.5, and 7.5-10 cm, respectively(2).
... SOIL DEGRADATION DATA DEMONSTRATE RAPID DEGRADATION OF CHLORBROMURON TO POLAR & NON-EXTRACTABLE CMPD. ... CHLORBROMURON HAS NO SIGNIFICANT EFFECT ON MICROBIAL POPULATIONS IN SOIL.
SOIL FUNGUS, RHIZOCTONIA SOLANI DEGRADED CHLORBROMURON TO DEMETHYLATED METABOLITE. OTHER METABOLITES WERE OBSERVED BUT NOT IDENTIFIED. WHEN R. SOLANI WAS INCUBATED WITH DEMETHYLATED METABOLITE, CMPD WITH RF= 3-(3-CHLORO-4-BROMOPHENYL)UREA WAS OBSERVED ...
Chlorbromuron was shown to undergo N-demethoxylation by Rhizoctonia solani in corn and cucumber systems. /From table/
... In the presence of the fungus Fusarium oxysporum, halogen ions were released into the culture medium from ... chlorbromuron.
For more Environmental Biodegradation (Complete) data for CHLORBROMURON (6 total), please visit the HSDB record page.
Bioconcentration factor predicted from water solubility = 68 (calculated); predicted from soil adsorption coefficient = 25 (calculated). /From table/
An estimated BCF value of 130 was calculated for chlorbromuron(SRC), using a measured log Kow of 3.09(1) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms is high(SRC).
VOLATILIZATION IS NOT EXPECTED TO CONTRIBUTE TO DISSIPATION OF CMPD IN FIELD.
The Henry's Law constant for chlorbromuron is estimated as 4.4X10-9 atm-cu m/mole(SRC) from its experimental values for vapor pressure, 3.97X10-7 mm Hg(1), and water solubility, 35 mg/l(2). This value indicates that chlorbromuron will be essentially nonvolatile from water surfaces(3,SRC). Chlorbromuron's values for vapor pressure(1) and Henry's Law constant(1,2,SRC) indicate that volatilization from dry and moist soil surfaces should not occur(SRC).
... RABBIT--PRIMARY SKIN IRRITATION NONE.
IN 90-DAY FEEDING TRIALS THE 'NO EFFECT' LEVEL IN MALE RATS & DOGS WAS GREATER THAN 316 MG/KG DIET. IT IS SLIGHTLY TOXIC TO FISH.
SYMPTOMS OF POISONING: DEPRESSION, EMESIS, ATAXIA, DYSPNEA, DEPRESSED REFLEXES, HYPEREXCITABILITY, COMA, DEATH.
CHLORBROMURON WAS TESTED FOR /SRP: INDUCTION/ OF CHROMOSOME ABERRATIONS & INHIBITION OF SEED GERMINATION IN BARLEY. FREQUENCIES OF ABERRANT CELLS WAS 8.06%. CHLORBROMURON INDUCED ... ABERRATIONS LIKE ETHYLENIMINE.
For more Non-Human Toxicity Excerpts (Complete) data for CHLORBROMURON (6 total), please visit the HSDB record page.
PHOTODECOMPOSITION UNDER FIELD CONDITIONS IS NOT EXPECTED TO CONTRIBUTE SIGNIFICANTLY TO DISSIPATION OF CHLORBROMURON.
The rate constant for the vapor-phase reaction of chlorbromuron with photochemically produced hydroxyl radicals has been estimated as 1.0X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 1.5 days at an atmospheric concn of 5X10+5 hydroxyl radicals per cu cm(1,SRC).
Effective for the control of certain annual grass and broadleaf weeds when applied pre-emergence. Registered for pre-emergence weed control in ... Irish potatoes. Effective as a postemergence application on winter wheat in Washington, Oregon, and Idaho.
Selective herbicide, absorbed by the roots and leaves. Used for the control of annual grass and broad-leaved weeds pre- and post-emergence in carrots, parsnips, celery, celeriac, parsley, chervil, caraway, sage, peppermint, potatoes, peas, beans, soy beans, peanuts, sunflowers, and cereals.
BROMINATION OF N-(3-CHLOROPHENYL)-N'-METHOXY-N'-METHYL UREA.
m-Chloroaniline + phosgene + N,O-dimethyl-hydroxylamine + bromine (phosgenation/isocyanate addition/ring bromination)
MALORAN 50 WP- 50% ACTIVE MATERIAL. GRANULES OF VARIOUS CONCN. "C 260 50 WP"- MIXT OF CHLORBROMURON & BROMOFENOXIM IN RATIO OF 1:2.
Wettable powder 50%.
Technical material contains 95% active ingredient.
Bromex (herbicide)
(chlorbromuron +) terbuthylazine; amitrole + simazine
Maloran 50WP /WP = wettable powder/ with Lasso 4EC (tank mix) for use on soybeans. Maloran and Igran in winter wheat (Idaho, Oregon, and Washington state only).
Phenylureas can be easily halogenated in the p-position. Advantage is taken of such a procedure to synthesize the brominated phenylurea ... chlorbromuron.
DEVELOPED BY CIBA-GEIGY LTD & INTRODUCED IN 1961. DESCRIBED BY GREEN, DH ET AL, PROC 8TH BRIT WEED CONTROL CONF, 363, 1966. BRITISH PATENT 965,313. ... HERBICIDE FOR PRE-EMERGENCE CONTROL OF BROAD LEAF & GRASSY WEEDS IN CARROTS, SOYBEANS, SUNFLOWERS, PEAS & POTATOES @ 1.0-2.5 KG ACTIVE INGREDIENT/HECTARE; FOR POST-EMERGENCE USE ON CARROTS & TRANSPLANTED CELERY @ 0.75-1.5 KG ACTIVE INGREDIENT/HECTARE.