| Identification | More | [Name]
Flazasulfuron | [CAS]
104040-78-0 | [Synonyms]
FLAZASULFURON
KATANA
N-(4,6-DIMETHOXY-2-PYRIMIDINYLAMINOCARBONYL)-3-(TRIFLUOROMETHYL)-2-PYRIDINESULFONAMIDE
SHIBAGEN
1-(4,6-dimethoxypyrimidin-2-yl)-3-(3-trifluoromethyl-2-pyridylsulfonyl)urea
2-pyridinesulfonamide,n-(((4,6-dimethoxy-2-pyrimidinyl)amino)carbonyl)-3-(trif
inesulfonamide
luoromethyl)-
n-(((4,6-dimethoxy-2-pyrimidinyl)amino)carbonyl)-3-(trifluoromethyl)-2-pyrid
ok-1166
sl-160
N-(((4,6-dimethoxy-2-pyrimidinyl)amino)carbonyl)-3-trifluoromethyl-2-pyridinesuldonamide
1-(4,6-Dimethoxypyrimidin-2-yl)-3-(3-trifluoromethyl-2-pyridinylsulfonyl) urea
2-Pyridinesulfonamide, N-(4,6-dimethoxy-2-pyrimidinyl)aminocarbonyl-3-(trifluoromethyl)-
flazasulfuron (bsi, draft e-iso)
flazasulfuron 1-(4,6-dimethoxypyrimidin-2-yl)-3-(3-trifluoromethyl-2-pyridylsulfonyl)urea
1-(4,6-Dimethoxypyrimidin-2-yl)-3-[[3-(trifluoromethyl)pyridin-2-yl]sulfonyl]urea | [Molecular Formula]
C13H12F3N5O5S | [MDL Number]
MFCD00274594 | [Molecular Weight]
407.33 | [MOL File]
104040-78-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
164-166° | [density ]
1.5594 (estimate) | [storage temp. ]
2-8°C | [form ]
neat | [pka]
pKa (24°): 4.6 | [Appearance]
White to off-white Solid | [Henry's Law Constant]
1.6×106 mol/(m3Pa) at 25℃, HSDB (2015) | [Major Application]
agriculture
environmental | [InChI]
InChI=1S/C13H12F3N5O5S/c1-25-8-6-9(26-2)19-11(18-8)20-12(22)21-27(23,24)10-7(13(14,15)16)4-3-5-17-10/h3-6H,1-2H3,(H2,18,19,20,21,22) | [InChIKey]
HWATZEJQIXKWQS-UHFFFAOYSA-N | [SMILES]
C1(S(NC(NC2=NC(OC)=CC(OC)=N2)=O)(=O)=O)=NC=CC=C1C(F)(F)F | [CAS DataBase Reference]
104040-78-0(CAS DataBase Reference) | [EPA Substance Registry System]
104040-78-0(EPA Substance) |
| Safety Data | Back Directory | [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 ]
UN3077 9/PG 3 | [WGK Germany ]
2 | [RTECS ]
UT7930000 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Aquatic Acute 1
Aquatic Chronic 1 | [Hazardous Substances Data]
104040-78-0(Hazardous Substances Data) | [Toxicity]
LD50 mice, rats (mg/kg): >5000, >5000 orally; in rats (mg/kg): >2000 dermally (Hashizume). |
| Hazard Information | Back Directory | [Description]
Flazasulfuron is a sulfonylurea herbicide used to control a wide range of annual and perennial weeds. It has a high aqueous solubility and a low volatility. Evidence suggests it is not persistent in soil systems. Its persistence in water bodies may be very high depending on local conditions. Based on physico-chemical properties, flazasulfuron is not expected to leach to groundwater. It is moderately toxic to most species with the main exception being aquatic plants for which ecotoxicity is high. It has a low mammalian oral toxicity and there are some concerns that this substance may be a reproduction/developmental toxin. | [Uses]
Herbicide. | [Definition]
ChEBI: Flazasulfuron is a sulfonamide and a member of pyridines. | [Production Methods]
Flazasulfuron is commercially produced through a multi-step synthesis that constructs its complex heterocyclic structure. The process typically begins with the preparation of a 4,6-dimethoxypyrimidine derivative, which is then reacted with a sulfonamide-bearing pyridine ring containing a trifluoromethyl group. The key step involves forming the sulfonylurea linkage by coupling the pyrimidine carbamoyl chloride intermediate with the sulfonamide under controlled conditions, often in the presence of a base and an organic solvent. The reaction is carefully managed to ensure high purity and yield, followed by purification steps such as crystallisation or solvent extraction. | [Mechanism of action]
Systemic, absorbed through leaves. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS | [Pesticide Type]
Herbicide |
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