| Identification | More | [Name]
Ethoxysulfuron | [CAS]
126801-58-9 | [Synonyms]
1-(4,6-dimethoxypyrimidin-2-yl)-3-(2-ethoxyphenoxysulfonyl)urea
ETHOXYSULFURON
1(4,6-dimethoxypyrimidin-2-yl)-3-(2-ethoxyphenoxysulfony)urea
2-ethoxyphenyl ester (((4,6-dimethoxypyrimidin-2-yl)amino)carbonyl)sulfamic acid
Sunrice
ETHOXYSULFURON PESTANAL, 100 MG
hoe095404
3-(4,6-Dimethoxypyrimidin-2-yl)-1-(2-ethoxy-phenoxysulfonyl)urea
N-(4,6-DIMETHOXYPYRIMIDIN-2-YLCARBAMOYL)-2-ETHOXYBENZENESULFONAMIDE (ETHOXYSULFURON)
ethoxysulfuron 1-(4,6-dimethoxypyrimidin-2-yl)-3-(2-ethoxyphenoxysulfonyl)urea | [Molecular Formula]
C2H4O2S | [MDL Number]
MFCD01863143 | [Molecular Weight]
92.12 | [MOL File]
126801-58-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
145-147° | [density ]
1.426±0.06 g/cm3(Predicted) | [storage temp. ]
0-6°C | [solubility ]
Solubility in organic solvents (g/l at 20 °C)
Acetone 36.0
Ethyl acetate 14.1
Dichloromethane 107.0
n‐Hexane 0.006
Methanol 7.7
Polyethylene glycol 22.5
Toluene 2.5 | [form ]
Solid | [pka]
Dissociation constant (pKa at 20 °C) 5.28 | [color ]
White to Off-White | [Water Solubility ]
Solubility in water (g/l at 20 °C): 0.026 (pH 5) 1.353 (pH 7) 9.628 (pH 9) | [Major Application]
agriculture
environmental | [InChI]
InChI=1S/C15H18N4O7S/c1-4-25-10-7-5-6-8-11(10)26-27(21,22)19-15(20)18-14-16-12(23-2)9-13(17-14)24-3/h5-9H,4H2,1-3H3,(H2,16,17,18,19,20) | [InChIKey]
UWVKRNOCDUPIDM-UHFFFAOYSA-N | [SMILES]
S(NC(NC1=NC(OC)=CC(OC)=N1)=O)(OC1=CC=CC=C1OCC)(=O)=O | [CAS DataBase Reference]
126801-58-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS09 | [Signal word ]
Warning | [Hazard statements ]
H410 | [Precautionary statements ]
P273-P501 | [Hazard Codes ]
N | [Risk Statements ]
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN 3077 | [WGK Germany ]
WGK 2 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Aquatic Acute 1
Aquatic Chronic 1 | [Toxicity]
LD50 in rats (mg/kg): >3270 orally; >4000 dermally (Hacker) |
| Hazard Information | Back Directory | [Description]
Ethoxysulfuron is a herbicide used for broadleaved weed and sedge control in a range of crops including cereals and rice. It has a high aqueous solubility and a low volatility. It is not expected to be persistent is soil systems but, under certain conditions may be persistent in water bodies. Ecotoxicity is low for most species, the main exception is algae and aquatic plants. Human toxicity is also low and no chronic risks have been identified. | [Uses]
Herbicide. | [Definition]
ChEBI: Ethoxysulfuron is an aromatic ether. | [Production Methods]
The commercial production of ethoxysulfuron involves a multi-step synthesis starting with a substituted aniline derivative, which undergoes sulfonation to introduce the sulfonyl group. This intermediate is then reacted with a heterocyclic urea compound, typically involving a pyrimidine ring, to form the sulfonylurea linkage that defines the herbicide’s activity. | [Agricultural Uses]
Ethoxysulfuron (HOE 095404) is a very flexible herbicide for the control of broadleaf and sedge weed species. Although rice is the main use crop, the compound can also be applied in cereals and sugarcane. Selectivity is achieved due to a differential metabolism in the target crops to that in the weeds. With an application rate of 15-60 g a.i. ha-1, a wide range of important annual and perennial rice weeds can be controlled, such as Cyperus spp., Aeschynomene spp., Eleocharis spp., Sagittaria spp., Scirpus spp., Amannia spp., Lindernia spp., Ludwigia spp., and Monochoria vaginalis. Ethoxysulfuron is fully selective in all types of seeded rice (dry drilled, pregerminated wet seeded, pregerminated water seeded) and all types of transplanted rice. The selectivity is not influenced by the rice GS at application time, nor by the water management or other environmental factors. Ethoxysulfuron was introduced in rice in 1996 (in Vietnam) and has been marketed by Bayer CropScience as a straight product under the trade name “Sunrice® WG” and as suspension concentrate (SC)-formulated products in combination with anilofos as “Riceguard®,” “Benefiter®,” “Sunrice Super,” and “Sunrice Plus”. In Australia ethoxysulfuron is used under the trade name “Hero®” for post-emergent control of Cyperus rotundus in sugarcane at a rate of 250 g a.i. ha−1. | [Mechanism of action]
Selective, inhibits plant cell growth. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS | [Pesticide Type]
Herbicide |
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