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111991-09-4

111991-09-4 Structure

111991-09-4 Structure
IdentificationMore
[Name]

Nicosulfuron
[CAS]

111991-09-4
[Synonyms]

1-(4,6-dimethoxypyrimidin-2-yl)-3-(3-dimethylcarbamoyl-2-pyridylsulfonyl)urea
2-[[(4,6-DIMETHOXYPYRIMIDIN-2-YL) AMINO-CARBONYL]AMINO SULFONYL]-N,N-DIMETHYL-3-PYRIDINE CARBOXAMIDE
2-[(4,6-dimethoxypyrimidin-2-ylcarbamoyl)sulfamoyl]-n,n-dimethylnicotinamide
ACCENT
ACCENT (TM)
DASUL
MILAGRONOSTOC
NICOSULFURON
NICOSULFURONOXAMIDE
3-pyridinecarboxamide,2-(((((4,6-dimethoxy-2-pyrimidinyl)amino)carbonyl)amino)
hu195
n-dimethyl-sulfonyl)-
sl950
2-(((((4,6-dimethoxy-2-pyrimidinyl)amino)carbonyl)amino)sulfonyl)-N,N-dimethyl-3-pyridinecarboxamide
Nicosulfuron, Pestanal
3-Pyridinecarboxamide-2-[([4,6-dimethoxypyrimidin-2-yl] aminocarbonyl) aminosulfonyl]-N,N-dimethyl-3-pyridinocarboxamide
NICOSLFURON
3-Pyridinecarboxamide, 2-(4,6-dimethoxy-2-pyrimidinyl)aminocarbonylaminosulfonyl-N,N-dimethyl-
nicosulfuron (bsi,ansi,draft e-iso)
NICOSULPHURON
[EINECS(EC#)]

244-666-2
[Molecular Formula]

C15H18N6O6S
[MDL Number]

MFCD00203303
[Molecular Weight]

410.41
[MOL File]

111991-09-4.mol
Chemical PropertiesBack Directory
[Appearance]

White crystalline solid or powder. Phenolic odor.
[Melting point ]

141-144°C
[density ]

1.4126 (rough estimate)
[refractive index ]

1.7000 (estimate)
[storage temp. ]

0-6°C
[solubility ]

DMSO: 50 mg/mL (121.83 mM)
[form ]

neat
[pka]

pKa (25°): 4.6
[Usage]

Post-emergence sulfonylurea herbicide
[Stability:]

Hygroscopic, Unstable in DMSO
[InChIKey]

RTCOGUMHFFWOJV-UHFFFAOYSA-N
[CAS DataBase Reference]

111991-09-4(CAS DataBase Reference)
[EPA Substance Registry System]

111991-09-4(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/38:Irritating to eyes and skin .
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[RIDADR ]

UN 3077 9 / PGIII
[WGK Germany ]

1
[RTECS ]

US4615000
[HS Code ]

29350090
[Hazardous Substances Data]

111991-09-4(Hazardous Substances Data)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Dichloromethane-->Thionyl chloride-->1,4-Dioxane-->Chlorine-->Dimethyl sulfoxide-->Trifluoroacetic acid-->Formamide-->Potassium sulfate-->tert-Butylamine-->Nicotinamide-->Benzyl mercaptan-->Butylsulfonamide-->METHYL 2-CHLORONICOTINATE
[Preparation Products]

2-Aminosulfonyl-N,N-dimethylnicotinamide
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

1-(4,6-Dimethoxypyrimidin-2-yl)-3-(3-dimethylcarbamoyl-2-pyridylsulfonyl)urea(111991-09-4).msds
Hazard InformationBack Directory
[Potential Exposure]

Nicosulfuron is a sulfonylurea postemergence herbicide used to control a variety of weeds on field corn and popcorn crops. Some formulations may be registered as United States Restricted Use Pesticides (RUP)
[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. Do not induce vomiting when formulations containing petroleum solvents are ingested.
[Shipping]

UN3077 or UN3082 Environmentally hazardous substances, liquid or solid, n.o.s., Hazard Class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.
[Incompatibilities]

Slowly hydrolyzes in water, releasing ammonia and forming acetate salts. Decomposed >165℃.
[Chemical Properties]

White crystalline solid or powder. Phenolic odor.
[Chemical Properties]

White Solid
[Waste Disposal]

It is the responsibility of chemical waste generators to determine the toxicity and physical properties and of a discarded chemical and to properly identify its classification and certification as a hazardous waste and to determine the disposal method. United States Environmental Protection Agency guidelines for the classification determination are listed in 40 CFR Parts 261.3. Additionally, waste generators must consult and follow all regional, national, state and local hazardous waste laws to ensure complete and accurate classification and disposal methods.
[Uses]

Herbicide.
[Uses]

Post-emergence sulfonylurea herbicide
[Definition]

ChEBI: A N-sulfonylurea that is 2-(carbamoylsulfamoyl)-N,N-dimethylpyridine-3-carboxamide substituted by a 4,6-dimethoxypyrimidin-2-yl group at the amino nitrogen.
[Agricultural Uses]

Herbicide: Used as a post-emergence herbicide to control a variety of weeds on field corn and popcorn crops. Some formulations may be U.S. EPA restricted Use Pesticides (RUP). Approved for use in EU countries.
[Trade name]

ACCENT®; BASIS®; CELEBRITY®; CHALLENGER®; DASUL®; DPX 79406® Herbicide (with Rimsulfuron); DPX-V9636®; GHIBLI®; LAMA®; MATRIX® Herbicide (with Rimsulfuron); MILAGRO®; MISTRAL®; MOTIVEL®; NISSHIN®; SAMSON®; STEADFAST® (nicosulfuron + rimsulfuron)
[Metabolic pathway]

In the four systems investigated, the primary degradation pathway is to yield pyridine sulfonamide and 4,6-dimethoxy-2-aminopyrimidine. The plant and its microsomal system include the hydroxylation pathway at the 4-position of the pyrimidine ring, resulting in hydrolysis products by the cleavage of the sulfonylurea linkage. In mammals, contraction or rearrangement of the sulfonylurea linkage for nicosulfuron and N- demethylated nicosulfuron yields two unique products which have the N-pyridyl-N-pyrimidyl urea moiety and result in the uracil metabolite.
[storage]

Store at -20°C
Questions And AnswerBack Directory
[Description]

Nicosulfuron is a kind of herbicides belonging to the sulfonylurea family. It is a broad-spectrum herbicide that can controls many kinds of maize weeds including both annual weeds and perennial weed including Johnsongrass, quackgrass, foxtails, shattercane, panicums, barnyardgrass, sandbur, pigweed and morningglory. It is a systemic selective herbicide, being effective in killing plants near the maize. This selectivity is achieved through maize’s capability of metabolizing Nicosulfuron into harmless compound. Its mechanism of action is through inhibiting the enzyme acetolactate synthase (ALS) of the weeds, blocking the synthesis of amino acids such as valine and isoleucine, and finally inhibiting the protein synthesis and causing death of weeds.
[References]

http://www.agchemaccess.com/Nicosulfuron
http://pmep.cce.cornell.edu/profiles/extoxnet/metiram-propoxur/nicosulfuron-ext.html
Spectrum DetailBack Directory
[Spectrum Detail]

Nicosulfuron(111991-09-4)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

111991-09-4(sigmaaldrich)
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