1967-16-4C#CC(C)OC(=O)Nc1cccc(Cl)c1ULBXWWGWDPVHAO-UHFFFAOYSA-NChlorbufam is a carbamate ester.
1967-16-4DTXSID6041769CHEMBL1613685CHEBI:82186Herbicides
Active substance -> EU Pesticides database: Not approved
Pesticides -> Herbicides, Carbamate
Solubility at 20 °C - methanol (286 g/Kg); acetone (280 g/Kg); ethanol (95 g/Kg)
In water, 540 mg/L at 20 °C
0.0000158 [mmHg]
2.1 m Pa /1.58X10-5 mm Hg/ at 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.
H411 (92.9%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P273, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 42 reports by companies from 2 notifications to the ECHA C&L Inventory.
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.
Chlorpropham and propham (and presumably chlorbufam) are metabolized by para-ring hydroxylation, carbamate hydrolysis, and side-chain oxidation. /Chlorpropham/
The first step in the metabolism of carbamates is hydrolysis to carbamic acid, which decomposes to carbon dioxide (CO2) and the corresponding amine. The mechanism of hydrolysis is different for N -methyl and N -dimethyl derivatives. The N -methyl carbamates pass through an isocyanate intermediate, whereas in the hydrolysis of N - dimethylcarbamates, an addition product with a hydroxyl ion is formed yielding the alcohol and N -dimethyl substituted acid. The rate of hydrolysis by esterases is faster in mammals than in plants and insects. Apart from hydrolysis, oxidation also takes place including: hydroxylation of the aromatic ring, O -dealkylation, N -methyl hydroxylation, N -dealkylation, oxidation of aliphatic side chains, and sulfoxidation to the corresponding sulfone. Oxidation is associated with the mixed-function oxidase (MFO) enzymes. Conjugation leads to the formation of O - and N -glucuronides, sulfates, and mercapturic acid derivatives in mammals. Glycosides and phosphates are conjugation products more common in plants. /Carbamate Pesticides/
The carbamates are hydrolyzed enzymatically by the liver; degradation products are excreted by the kidneys and the liver. (L793)
Used as selective pre-emergence herbicide for control of grasses and broad-leaved weeds in onions, bulb flowers, and other crops; Usually used in combination with other herbicides; WHO classifies Chlorbufam as believed to be obsolete or discontinued; [HSDB]
No longer registered as a pesticide for use in the US; [HSDB]
Farming (Pesticides) [Category: Industry]
For chlorbufam (USEPA/OPP Pesticide Code: 575200) there are 0 labels match. /SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./
Selective herbicide. Inhibits photosynthesis. Normally used in combination with other herbicides for pre-emergence control of grasses and broad-leaved weeds in onions, leeks, garlic, shallots, carrots, beet, spinach, sunflowers, and bulb flowers.
불러오는 중…
Changes color when exposed to light. Unstable in strong acidic and alkaline solutions. Stable up to 40 °C. Alcohols may cause trans esterification.
Hydroxyl radical reaction rate constant = 4.6X10-11 cu m/molecule-sec at 25 °C /Estimated/
Ozone rate constant = 3X10-20 cu cm/molec-sec at 25 °C /Estimated/
IMO 6.1; Carbamate pesticides, solid, toxic, nos; carbamate pesticides, liquid, toxic, flammable, nos, flashpoint between 23 °C and 61 °C; carbamate pesticides, liquid, toxic, nos; carbamate pesticides, liquid, NOS
IMO 3.2; Carbamate pesticides, liquid, flammable, toxic, nos, flashpoint less than 23 °C
UN 2757; Carbamate pesticides, solid, toxic, nos; carbamate pesticides, liquid, nos
UN 2758; Carbamate pesticides, liquid, flammable, toxic, nos, flashpoint less than 23 °C
For more Shipping Name/ Number DOT/UN/NA/IMO (Complete) data for CHLORBUFAM (6 total), please visit the HSDB record page.
Carbamates produce slight to moderate skin and eye irritation, depending on the vehicle used, duration of contact, and on whether the substance is applied to the abraided or intact skin. From the available data, it cannot be excluded that some of the carbamates will have a slight to moderate sensitization potential. /Carbamate Pesticides/
Extinguish fire using agent suitable for type of surrounding fire. Material itself does not burn or burns with difficulty. /Carbaryl (agricultural insecticides, nec, liquid); Carbaryl (agricultural insecticides, nec, other than liquid); Carbaryl (insecticides, other than agricultural, nec/
If material /is/ on fire or involved in /a/ 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. /Carbamate pesticide, liquid, nos, (compounds and preparations) (agricultural insecticides, nec, liquid); Carbamate pesticide, liquid, nos (compounds and preparations) (agricultural insecticides, nec, liquid); Carbamate pesticide, liquid, nos (compounds and preparations) (insecticides, other than agricultural, nec/
Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Solid streams of water may be ineffective. Use foam, dry chemical, or carbon dioxide. /Carbamate pesticide, liquid nos (compounds and preparations) (insecticides, other than agricultural, nec)/
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. /Carbamate pesticide, solid, nos (compounds and preparations) (insecticides, other than agricultural, nec)/
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 foam, dry chemical, or carbon dioxide. /Carbamate pesticide, solid, nos (compounds and preparations) (agricultural insecticides, nec, other than liquid)/
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.
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
Wear positive pressure self-contained breathing apparatus. ... Wear appropriate chemical protective clothing. /Carbamate pesticide, liquid, not otherwise specified (compounds and preparations) (agricultural insecticides, nec, liquid)/
Wear appropriate chemical protective gloves, boots and goggles. ... Wear positive pressure self-contained breathing apparatus when fighting fires involving this material. /Carbamate pesticide, liquid, nos (compounds and preparations) (agricultural insecticides, nec, liquid); carbamate pesticide, liquid, nos (compounds and preparations) (insecticides, other than agricultural, nec)/
Wear positive pressure self-contained breathing apparatus. ... Wear appropriate chemical protective clothing. /Carbamate pesticide, liquid, nos (compounds and preparations) (insecticides, other than agricultural, nec)/
Wear appropriate chemical protective gloves, boots and goggles. ... Wear positive pressure self-contained breathing apparatus when fighting fires involving this material. /Carbamate pesticide, solid, nos (compounds and preparations) (insecticides, other than agricultural, nec); Carbamate pesticide, solid, nos (compounds and preparations) (agricultural insecticides, nec, other than liquid)/
If the compound has been ingested, rapid gastric lavage should be performed using 5% sodium bicarbonate. For skin contact, the skin should be washed with soap and water. If the compound has entered the eyes, they should be washed with large quantities of isotonic saline or water. In serious cases, atropine and/or pralidoxime should be administered. Anti-cholinergic drugs work to counteract the effects of excess acetylcholine and reactivate AChE. Atropine can be used as an antidote in conjunction with pralidoxime or other pyridinium oximes (such as trimedoxime or obidoxime), though the use of '-oximes' has been found to be of no benefit, or possibly harmful, in at least two meta-analyses. Atropine is a muscarinic antagonist, and thus blocks the action of acetylcholine peripherally.
Acute exposure to cholinesterase inhibitors can cause a cholinergic crisis characterized by severe nausea/vomiting, salivation, sweating, bradycardia, hypotension, collapse, and convulsions. Increasing muscle weakness is a possibility and may result in death if respiratory muscles are involved. Accumulation of ACh at motor nerves causes overstimulation of nicotinic expression at the neuromuscular junction. When this occurs symptoms such as muscle weakness, fatigue, muscle cramps, fasciculation, and paralysis can be seen. When there is an accumulation of ACh at autonomic ganglia this causes overstimulation of nicotinic expression in the sympathetic system. Symptoms associated with this are hypertension, and hypoglycemia. Overstimulation of nicotinic acetylcholine receptors in the central nervous system, due to accumulation of ACh, results in anxiety, headache, convulsions, ataxia, depression of respiration and circulation, tremor, general weakness, and potentially coma. When there is expression of muscarinic overstimulation due to excess acetylcholine at muscarinic acetylcholine receptors symptoms of visual disturbances, tightness in chest, wheezing due to bronchoconstriction, increased bronchial secretions, increased salivation, lacrimation, sweating, peristalsis, and urination can occur. Certain reproductive effects in fertility, growth, and development for males and females have been linked specifically to organophosphate pesticide exposure. Most of the research on reproductive effects has been conducted on farmers working with pesticides and insecticdes in rural areas. In females menstrual cycle disturbances, longer pregnancies, spontaneous abortions, stillbirths, and some developmental effects in offspring have been linked to organophosphate pesticide exposure. Prenatal exposure has been linked to impaired fetal growth and development. Neurotoxic effects have also been linked to poisoning with OP pesticides causing four neurotoxic effects in humans: cholinergic syndrome, intermediate syndrome, organophosphate-induced delayed polyneuropathy (OPIDP), and chronic organophosphate-induced neuropsychiatric disorder (COPIND). These syndromes result after acute and chronic exposure to OP pesticides.
LC50 Cipangopaludina malleata (Mud snail) 18 mg/L/48 hr /formulated product/ /Conditions of bioassay not specified in source examined/
LC50 Indoplanorbis exustus (Snail) 16 mg/L/48 hr /formulated product/ /Conditions of bioassay not specified in source examined/
LC50 Physella acuta (European physa, bladder snail) 10 mg/L/48 hr /formulated product/ /Conditions of bioassay not specified in source examined/
LC50 Semisulcospira libertina (Marsh snail) 28 mg/L/48 hr /formulated product/ /Conditions of bioassay not specified in source examined/
TERRESTRIAL FATE: IT PERSISTS IN SANDY LOAM FOR ABOUT 56 DAYS.
TERRESTRIAL FATE: Based on a classification scheme(1), a Koc value of 162(2), indicates that chlorbufam is expected to have very moderate mobility in soil(SRC). Volatilization of chlorbufam from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 8.6X10-9 atm-cu m/mole(SRC), based upon its vapor pressure, 1.58X10-5 mm Hg(3), and water solubility, 540 mg/L(3). Chlorbufam is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). An 85% biodegradation loss in 10 days when incubated in soil(4) indicates that biodegradation may be an important environmental fate process in soil(SRC).
AQUATIC FATE: Based on a classification scheme(1), a Koc value of 162(2), indicates that chlorbufam may adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 8.6X10-9 atm-cu m/mole(SRC), derived from its vapor pressure, 1.58X10-5 mm Hg(4), and water solubility, 540 mg/L(4). According to a classification scheme(5), an estimated BCF of 120(SRC), from its log Kow of 3.59(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is high(SRC). Hydrolysis of chlorbufam probably occurs in two steps, from the oxazolidine to the 3-chloroaniline(8,9). An 85% biodegradation loss in 10 days when incubated in soil(8) indicates that biodegradation may be an important environmental fate process in water(SRC).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), chlorbufam, which has a vapor pressure of 1.58X10-5 mm Hg at 20 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase chlorbufam 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 8.3 hours(SRC), calculated from its rate constant of 4.6X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase chlorbufam may be removed from the air by wet and dry deposition(SRC).
Chlorbufam is a cholinesterase or acetylcholinesterase (AChE) inhibitor. A cholinesterase inhibitor (or 'anticholinesterase') suppresses the action of acetylcholinesterase. Because of its essential function, chemicals that interfere with the action of acetylcholinesterase are potent neurotoxins, causing excessive salivation and eye-watering in low doses, followed by muscle spasms and ultimately death. Nerve gases and many substances used in insecticides have been shown to act by binding a serine in the active site of acetylcholine esterase, inhibiting the enzyme completely. Acetylcholine esterase breaks down the neurotransmitter acetylcholine, which is released at nerve and muscle junctions, in order to allow the muscle or organ to relax. The result of acetylcholine esterase inhibition is that acetylcholine builds up and continues to act so that any nerve impulses are continually transmitted and muscle contractions do not stop. Among the most common acetylcholinesterase inhibitors are phosphorus-based compounds, which are designed to bind to the active site of the enzyme. The structural requirements are a phosphorus atom bearing two lipophilic groups, a leaving group (such as a halide or thiocyanate), and a terminal oxygen.
/BIRDS and MAMMALS/ As a rule, birds are not very sensitive to carbamates. /Carbamate pesticides/
/OTHER TERRESTRIAL SPECIES/ Bees are extremely sensitive. /Carbamate pesticides/
As with organophosphates, the signs and symptoms are based on excessive cholinergic stimulation. Unlike organophosphate poisoning, carbamate poisonings tend to be of shorter duration because the inhibition of nervous tissue acetylcholinesterase is reversible, and carbamates are more rapidly metabolized. Muscle weakness, dizziness, sweating and slight body discomfort are commonly reported early symptoms. Headache, salivation, nausea, vomiting, abdominal pain and diarrhea are often prominent at higher levels of exposure. Contraction of the pupils with blurred vision, incoordination, muscle twitching and slurred speech have been reported. (L795)
The Koc for chlorbufam has been reported to be 162(1). According to a classification scheme(2), this Koc value suggests that chlorbufam is expected to have moderate mobility in soil. The 3-chloroaniline metabolite will be covalently bound to humic material. An increase in soil organic matter resulted in an increase in the adsorption of chlorbufam(3).
This is a man-made compound that is used as a pesticide.
Produced by reaction of 3-chlorophenyl isocyanate and 1-methylprop-2-yn-l-ol...
m-Chloroaniline + phosgene + 3-butyn-2-ol(phosgenation/isocyanate addition)
The WHO Recommended Classification of Pesticides by Hazard identifies Chlorbufam (technical grade) as an active ingredient believed to be obsolete or discontinued for use as a pesticide.
Introduced by BASF AG (Federal Republic of Germany Patent 1,034,912; 1,062,482)... Chlorbufam is...generally used as a mixture with chloridazon at 3-6 kg product/ha (for use in flower-bulb crops, leeks and onions). The main Weeds controlled are: Apera spica-venti, Raphanus raphanistrum, Sinapsis alba, Stellaria media, Urtica circus, Atriplex, Matricaria, Poa and Polygonum species.
Alicep*: discontinued by BASF AG.
Compatible with some other herbicides, but incompatible with alkaline materials.
용도Chlorbufam is a pesticide.