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120923-37-7

120923-37-7 Structure

120923-37-7 Structure
IdentificationMore
[Name]

Amidosulfuron
[CAS]

120923-37-7
[Synonyms]

AMIDOSULFURON
GRATIL
n-(((((4,6-dimethoxy-2-pyrimidinyl)amino)carbonyl)amino)sulfonyl)-n-methylmethanesulfonamide
Amidosulfuron PESTANAL
METHYLMETHANESULFONAMIDE
1-(4,6-Dimethoxypyrimidin-2-yl)-3-(N-mesyl-N-methylsulfamoyl)urea
[EINECS(EC#)]

407-380-0
[Molecular Formula]

C9H15N5O7S2
[MDL Number]

MFCD01310639
[Molecular Weight]

369.37
[MOL File]

120923-37-7.mol
Questions And AnswerBack Directory
[Description]

Amidosulfuron is a broad spectrum herbicide that is used to control broad-leaved weeds. It is volatile, highly soluble in water and, based on its chemical properties, has a high potential for leaching to groundwater. It is not persistent in soil systems but may be persistent in water under certain conditions.
[Toxicity]

Amidosulfuron has a low mammalian toxicity and would not be expected to bioaccumulate. Amidosulfuron is moderately toxic to most terrestrial and aquatic species.
Chemical PropertiesBack Directory
[Melting point ]

160-163°C
[density ]

1.594±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[solubility ]

DMSO (Slightly), Methanol (Slightly, Heated)
[form ]

neat
[pka]

0.12±0.40(Predicted)
[color ]

White to Off-White
[Henry's Law Constant]

6.4×105 mol/(m3Pa) at 25℃, Maniere et al. (2011)
[Stability:]

Hygroscopic, Unstable in Solution
[Major Application]

agriculture
environmental
[InChI]

1S/C9H15N5O7S2/c1-14(22(4,16)17)23(18,19)13-9(15)12-8-10-6(20-2)5-7(11-8)21-3/h5H,1-4H3,(H2,10,11,12,13,15)
[InChIKey]

CTTHWASMBLQOFR-UHFFFAOYSA-N
[SMILES]

COc1cc(OC)nc(NC(=O)NS(=O)(=O)N(C)S(C)(=O)=O)n1
[LogP]

1.630
[CAS DataBase Reference]

120923-37-7(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Environment (GHS09)
GHS09
[Signal word ]

Warning
[Hazard statements ]

H410
[Precautionary statements ]

P273
[Risk Statements ]

R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
[Safety Statements ]

S61:Avoid release to the environment. Refer to special instructions safety data sheet .
[WGK Germany ]

1
[REACH Registrations]

Inactive
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Aquatic Acute 1
Aquatic Chronic 1
Hazard InformationBack Directory
[Uses]

Herbicide.
[Definition]

ChEBI: Amidosulfuron is an aromatic ether.
[Production Methods]

The production of amidosulfuron involves a multi-step chemical synthesis. The key step includes reacting (N-methylsulfonyl-N-methylamino)sulfonamide with phenyl 4,6-dimethoxy-2-pyrimidylcarbamate in acetonitrile at room temperature for 18 hours. After partial solvent removal, water is added at 0 DegC, and the mixture is acidified to pH 2–3 using hydrochloric acid, prompting precipitation of the product. The solid is then filtered and washed, yielding amidosulfuron with high purity.
[Mechanism of action]

Selective, systemic absorbed through leaves and roots. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS
[Metabolic pathway]

The hydrolysis of 14C-amidosulfuron in buffer aqueous solutions under various conditions results in 2-amino- 4,6-dimethoxypyrimidine as the major hydrolyzed product. In soils, O-demethylated amidosulfuron is the major degradation product. In mammals and plants, primary hydroxylation at the pyrimidine ring is a characteristic degradation reaction yielding 5-hydroxyamidosulfuron.
[Pesticide Type]

Herbicide
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

120923-37-7(sigmaaldrich)
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