| Identification | More | [Name]
Chlorimuron-ethyl | [CAS]
90982-32-4 | [Synonyms]
2-[[[[(4-Chloro-6-methoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]benzoic acid ethyl ester
Chlorimuron Et
CHLORIMURON-ETHYL
chlorimuron ethyl ester
CLASSIC
CLASSIC 25 DF WEED KILLER(R)
classic 75df
DARBAN
DPX-F6025
ETHYL-2-[[[[(4-CHLORO-6-METHOXY-2-PYRIMIDINYL)AMINO]CARBONYL]AMINO]-SULFONYL] BENZOATE
2-(((((4-chloro-6-methoxy-2-pyrimidinyl)amino)carbonyl)amino)sulfonyl)benzoica
ethyl2-(((((4-chloro-6-methoxpyrimidin-2-yl)aminol)carbonyl)amino)sulfonyl)benzoate
ethyl2-(((((4-chloro-6-methoxypyrimidin-2-yl)-amino)carbonyl)amino)sulfonyl)b
Ethyl2-(((((4-chloro-6-methoxypyrimidin-2-yl)amino)carbonyl)amino)sulfonyl)benzoate
CHLORIMURON ETHYL, 100MG, NEAT
Classic[R]
Benzoic acid, 2-(4-chloro-6-methoxy-2-pyrimidinyl)aminocarbonylaminosulfonyl-, ethyl ester
Chlorsulfuron-ethyl
Ethyl 2-(4-chloro-6-methoxypyrimidin-2-ylcarbamoyl sulfamcyl benzoate
Chlorimuron W.P. | [EINECS(EC#)]
618-690-2 | [Molecular Formula]
C15H15ClN4O6S | [MDL Number]
MFCD00128063 | [Molecular Weight]
414.82 | [MOL File]
90982-32-4.mol |
| Chemical Properties | Back Directory | [Appearance]
Colorless to off white or pale yellow crystals
or powder. Some formulations are listed as “flammable”
in the literature. Odorless. | [Melting point ]
180-182°C | [density ]
1.4727 (rough estimate) | [refractive index ]
1.6100 (estimate) | [storage temp. ]
0-6°C | [solubility ]
Freely soluble in aqueous solution | [form ]
Solid | [pka]
3.78±0.10(Predicted) | [color ]
White to Light Yellow | [Water Solubility ]
1.018mg/L(temperature not stated) | [Henry's Law Constant]
5.5×109 mol/(m3Pa) at 25℃, HSDB (2015) | [Stability:]
Unstable in DMSO solution | [Major Application]
agriculture
environmental | [InChI]
1S/C15H15ClN4O6S/c1-3-26-13(21)9-6-4-5-7-10(9)27(23,24)20-15(22)19-14-17-11(16)8-12(18-14)25-2/h4-8H,3H2,1-2H3,(H2,17,18,19,20,22) | [InChIKey]
NSWAMPCUPHPTTC-UHFFFAOYSA-N | [SMILES]
CCOC(=O)c1ccccc1S(=O)(=O)NC(=O)Nc2nc(Cl)cc(OC)n2 | [CAS DataBase Reference]
90982-32-4(CAS DataBase Reference) | [EPA Substance Registry System]
90982-32-4(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36:Irritating to the eyes. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
UN3077 (solid) | [WGK Germany ]
WGK 3 | [RTECS ]
DG5095000 | [REACH Registrations]
Inactive | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Aquatic Acute 1
Aquatic Chronic 1 | [Hazardous Substances Data]
90982-32-4(Hazardous Substances Data) | [Toxicity]
LD50 in male, female rats (mg/kg): 4102, 4236 orally (Claus) |
| Hazard Information | Back Directory | [General Description]
Colorless crystals. Used as an herbicide. | [Reactivity Profile]
CHLORIMURON ETHYL is a sulfonyl urea, and pyrimidine derivative. | [Potential Exposure]
A sulfonylurea/pyrimidine derivative
herbicide used to control broadleaf weeds and annual morning glory in soybeans and peanuts. Not listed as registered
for use in EU countries. Registered for use in the United
States and available from more than 25 global suppliers. | [First aid]
If this chemical gets into the eyes, remove any
contact lenses at once and irrigate immediately for at
least 15 minutes, occasionally lifting upper and lower
lids. Seek medical attention immediately. If this chemical
contacts the skin, remove contaminated clothing and
wash immediately with soap and water. Seek medical
attention immediately. If this chemical has been inhaled,
remove from exposure, begin rescue breathing (using universal precautions) if breathing has stopped, and CPR if
heart action has stopped. Transfer promptly to a medical
facility. When this chemical has been swallowed, get
medical attention. Give large quantities of water and
induce vomiting. Do not make an unconscious person
vomit. | [Shipping]
UN3077 Environmentally hazardous substances,
solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required. | [Incompatibilities]
Incompatible with oxidizers (chlorates,
nitrates, peroxides, permanganates, perchlorates, chlorine,
bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases,
strong acids, oxoacids, epoxides, nitrates. | [Chemical Properties]
Colorless to off white or pale yellow crystals
or powder. Some formulations are listed as “flammable”
in the literature. Odorless. | [Waste Disposal]
Do not discharge into drains
or sewers. Dispose of waste material as hazardous waste
using a licensed disposal contractor to an approved landfill.
Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Incineration with
effluent gas scrubbing is recommended. Containers must be
disposed of properly by following package label directions
or by contacting your local or federal environmental control
agency, or by contacting your regional EPA office.
| [Uses]
Herbicide. | [Definition]
ChEBI: Chlorimuron-ethyl is an ethyl ester resulting from the formal condensation of the carboxy group of chlorimuron with ethanol. A proherbicide for chloimuron, it is used as herbicide for the control of broad-leaved weeds in peanuts, soya beans, and other crops. It has a role as a proherbicide, an EC 2.2.1.6 (acetolactate synthase) inhibitor and an agrochemical. It is a sulfamoylbenzoate, a N-sulfonylurea, an aromatic ether, an ethyl ester, an organochlorine pesticide and a member of pyrimidines. It is functionally related to a chlorimuron. It is a conjugate acid of a chlorimuron-ethyl(1-). | [Production Methods]
Chlorimuron-ethyl is commercially produced via a convergent multi-step synthesis starting from 2-amino-4-chloro-6-methoxy-pyrimidine, which is sulfonylated with 2-(ethoxycarbonyl)benzenesulfonyl chloride under basic conditions to form the sulfonamide linkage. The intermediate undergoes condensation with ethyl chloroformate and phosgene or carbonyl diimidazole to construct the urea bridge, followed by cyclisation with ethyl 2-isocyanatoacetate or direct coupling with ethyl chloroformate-activated glycine to yield the pyrimidinyl urea core. Final esterification and purification by recrystallisation produce chlorimuron-ethyl. | [Agricultural Uses]
Herbicide: Used to control broadleaf weeds and annual morning glory in soybeans and peanuts. Not listed as registered for use in EU countries. Registered for use in the U.S., except California. There are more than 25 global suppliers. | [Trade name]
AUTHORITY®; CANOPY® (chlorimuron-ethyl + Metribuzin); CLASSIC®; CONCERT® cancelled; DPX-F6025®; GEMINI®[C]; LOROX®[C]; PREVIEW®[C]; RELIANCE®; SKERMISH®, cancelled; SYNCHRONCY®; SYNCHRONY®[C] | [Mechanism of action]
Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS | [Metabolic pathway]
Excised soybean seedlings rapidly metabolize 14C-
chlorimuron ethyl, but common cocklebur and redroot
pigweed, which are sensitive to chlorimuron ethyl,
metabolize much more slowly. Two metabolites are
primarily identified. By intact corn seedlings,
chlorimuron ethyl undergoes biotransformation to give
more metabolites and under UV light is photodegraded
into smaller fragments. | [Pesticide Type]
Herbicide |
| Questions And Answer | Back Directory | [Description]
Chlorimuron-ethyl is a kind of post-emergence, foliar applied herbicide which is used without the EU regulatory approval. As an herbicide belonging to the sulfonylurea family, it is commonly used to control the weeds associated with wheat, rice, soybean, barley, potato, and corn. It has advantages of being broad-spectrum, having low use rate, having good crop selectivity as well as being of low toxicity to animals. Its mechanism of action is through suppressing the plant- and microbial-specific enzyme acetolactate synthase (ALS), further blocking the biosynthesis of branched-chain amino acids such as valine, leucine and isoleucine. Through this mechanism, it cause rapid cessation of plant cell division and growth.
| [References]
http://sitem.herts.ac.uk/aeru/ppdb/en/Reports/1145.htm
http://lfse.iae.ac.cn/Article/UploadFiles/201310/2013102910313432.pdf
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