| Identification | Back Directory | [Name]
Flucarbazone sodium | [CAS]
181274-17-9 | [Synonyms]
mkh6562
flucarbazone
Flucarbazone s
FLUCARBAZONE-SODIUM
Flucarbazone sodium salt
Flucarbazone-sodium(Haloxyfop)
flucarbazone-sodium (bsi,pa iso)
flucarbazone(presentasflucarbazone-sodium)
Flucarbazone-sodium@100 μg/mL in Acetonitrile
Flucarbazone sodium Solution in Acetonitrile, 100μg/mL
Sodium (3-methoxy-4-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazole-1-carbonyl)((2-(trifluoromethoxy)phenyl)sulfonyl)amide
4,5-Dihydro-3-methoxy-4-methyl-5-oxo-N-((2-(trifluoromethoxy)phenyl)sulfonyl)-1H-1,2,4-triazole-1-carboxamide sodium salt
1H-1,2,4-Triazole-1-carboxamide, 4,5-dihydro-3-methoxy-4-methyl-5-oxo-N-[[2-(trifluoromethoxy)phenyl]sulfonyl]-, sodium salt (1:1) | [Molecular Formula]
C12H10F3N4NaO6S | [MDL Number]
MFCD03792909 | [MOL File]
181274-17-9.mol | [Molecular Weight]
418.28 |
| Questions And Answer | Back Directory | [Description]
Flucarbazone sodium is a sulfonylurea herbicide, a patented herbicide produced by Alista Biochemicals North America Co., Ltd., and its trade name is also called "Biaohu". Its active ingredients can be absorbed by the roots, stems and leaves of weeds, and exert herbicidal activity by inhibiting the activity of acetolactate synthase in weeds and destroying the normal physiological and biochemical metabolism of weeds. | [Effects]
Fluoxuron-methyl is a selective herbicide that can effectively control most types of grass weeds and some types of broadleaf weeds such as wheat field brome, wild oat, ryegrass, bluegrass, etc. The drug can be absorbed by the roots, stems and leaves of weeds, and exerts herbicidal activity by inhibiting the activity of acetolactate synthase in weeds and destroying the normal physiological and biochemical metabolism of weeds. The drug can be quickly metabolized in wheat and has high safety to wheat. The best spraying effect is before winter, and the control effect of spring spraying is not as good as before winter. | [Toxicity]
Fluoxasulfuron is a low-toxicity pesticide, and its acute oral, dermal, and inhalation toxicity LD50/LC50 in rats is greater than 5000, and it has no teratogenicity, carcinogenicity, or mutagenicity. Low toxicity to a variety of non-target organisms such as birds, fish, large fleas, algae, bees, etc. |
| Chemical Properties | Back Directory | [Melting point ]
200°C (with decomposition) | [density ]
1.59 | [storage temp. ]
0-6°C | [solubility ]
Solubilities in organic solvents (g/l at 20 °C) Dimethylsulfoxide: 250 Poly(ethylene glycol): 48 Acetonitrile: 6.4 2‐Propanol: 0.27 Xylene: <0.1 | [form ]
Solid | [pka]
The free acid produced by protonation under acidic conditions has a pKa of 1.9 (at 20 °C) | [color ]
White to Off-White | [Water Solubility ]
Solubility in water (at 20 °C) : Water solubility is 44 g/l in unbuffered aqueous solutions in the range pH 4-9. Solubility is not influenced by pH in the range pH 4-9 | [Stability:]
Hygroscopic | [InChI]
InChI=1S/C12H11F3N4O6S.Na.H/c1-18-10(24-2)16-19(11(18)21)9(20)17-26(22,23)8-6-4-3-5-7(8)25-12(13,14)15;;/h3-6H,1-2H3,(H,17,20);; | [InChIKey]
DXDQTPCXMOXUBS-UHFFFAOYSA-N | [SMILES]
S(C1C=CC=CC=1OC(F)(F)F)(=O)(=O)NC(N1C(N(C)C(OC)=N1)=O)=O.[NaH] | [EPA Substance Registry System]
1H-1,2,4-Triazole- 1-carboxamide, 4,5-dihydro-3-methoxy-4-methyl- 5-oxo-N-[[2-(trifluoromethoxy) phenyl]sulfonyl]-, sodium salt(181274-17-9) |
| Hazard Information | Back Directory | [Uses]
Herbicide. | [Hazard]
Moderately toxic. | [Definition]
ChEBI: Flucarbazone-sodium is an organic sodium salt resulting from the formal reaction of the sulfonamide amino group of flucarbazone with 1 mol eq. of sodium hydride. An acetolactate synthase inhibitor, it is used as a herbicide to control grass weeds in cereal crops. Not approved for use within the European Union. It has a role as an EC 2.2.1.6 (acetolactate synthase) inhibitor, a herbicide and an agrochemical. It contains a flucarbazone(1-). | [Production Methods]
Flucarbazone-sodium is commercially produced via a concise 4–5 step synthesis that begins with the formation of the 4,5-dihydro-3-methoxy-4-methyl-5-oxo-1H-1,2,4-triazole core through cyclocondensation of methyl carbazate with dimethyl oxalate, followed by N-methylation using methyl iodide under basic conditions in DMF. The key sulfonylurea bridge is constructed by reacting the triazolinone anion with 2-(chlorosulfonyl)benzoic acid phenyl ester in tetrahydrofuran yielding the intermediate sulfonamide. Final ring closure to the sulfonylaminocarbonyl linkage occurs via intramolecular condensation with phosgene or triphosgene in the presence of triethylamine, followed by sodium salt formation using sodium hydroxide in aqueous methanol. | [Mechanism of action]
Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS., Absorbed through roots and foliage and translocated. Exhibits some residual activity. | [Pesticide Type]
Herbicide |
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