| Identification | More | [Name]
Bispyribac-sodium | [CAS]
125401-92-5 | [Synonyms]
2,6-BIS[(4,6-DIMETHOXY-2-PYRIMIDINYL)OXY]BENZOIC ACID
BISPYRIBAC
BISPYRIBAC-SODIUM
NOMINEE
2,6-bis((4,6-dimethoxy-2-pyrimidinyl)oxy)benzoic sodium salt
Grasssbort
Short-keep
sodium 2,6-bis(4,6-dimethoxypyrimidin-2-yloxy)benzonate
bispyribac-sodium (bsi, pa iso)
kih-2023
2,6-Bis-[(4,6-dimethoxypyrimidin-2-yl)-benzoic acid sodium salt
2,6-Bis((4,6-dimethoxy-2-pyrimidinyl)oxy)-benzoic acid sodium salt
Sodium 2,6-bis[(4,6-dimethoxypyrimidin-2-yl)oxy]benzoate
BISPYRIBAL-SODIUM
Bispyribac sodium salt
Sodium 2,6-bis(4,6-dimethoxy-2-pyrimidinyloxy)benzoate
Grass-short | [EINECS(EC#)]
603-066-4 | [Molecular Formula]
C19H17N4NaO8 | [MDL Number]
MFCD02071313 | [Molecular Weight]
452.35 | [MOL File]
125401-92-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
223-224°C | [storage temp. ]
0-6°C | [solubility ]
DMSO (Slightly, Heated, Sonicated), Methanol (Slightly), Water (Slightly) | [form ]
neat | [color ]
White to Off White | [Water Solubility ]
73.3 g/l at 20 ºC | [Major Application]
agriculture
environmental | [InChI]
1S/C19H18N4O8.Na/c1-26-12-8-13(27-2)21-18(20-12)30-10-6-5-7-11(16(10)17(24)25)31-19-22-14(28-3)9-15(23-19)29-4;/h5-9H,1-4H3,(H,24,25);/q;+1/p-1 | [InChIKey]
FUHMZYWBSHTEDZ-UHFFFAOYSA-M | [SMILES]
[Na+].COc1cc(OC)nc(Oc2cccc(Oc3nc(OC)cc(OC)n3)c2C([O-])=O)n1 | [CAS DataBase Reference]
125401-92-5(CAS DataBase Reference) | [EPA Substance Registry System]
125401-92-5(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
36 | [Safety Statements ]
26 | [WGK Germany ]
3 | [RTECS ]
DG4436200 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Aquatic Chronic 2
Eye Irrit. 2 | [Toxicity]
LD50 in male, female rats (mg/kg): 4111, 2635 orally; in rats (mg/kg): >2000 dermally; LC50 in bluegill sunfish, rainbow trout (ppm): >100, >100 (Yokoyama) |
| Hazard Information | Back Directory | [Description]
Bispyribac-sodium is a post-emergence herbicide used in aquatic situations, turf and sports grounds amongst other situations. It is highly soluble in water, non-volatile and is not expected to be persistent in soil systrs but may be, depending on conditions in water. Based on its physico-chemical properties bispyribac-sodium is not expected to leach to groundwater. Its toxicity to biodiversity is generally low to moderate. It has a low mammalian oral toxicity and may be a skin sensitizer. | [Uses]
Bispyribac is used as a herbicide for the prevention and control of weeds. | [Uses]
Herbicide | [Definition]
ChEBI:Bispyribac-sodium is the organic sodium salt of bispyribac. It is used as a broad spectrum post-emergent herbicide for the control of grasses, sedges and broadleaf weeds in rice crops. It has a role as a herbicide, an agrochemical and an environmental contaminant. It contains a bispyribac(1-). | [Production Methods]
Bispyribac-sodium is synthesised through a condensation reaction between 2,6-dihydroxybenzoic acid and 2-(alkylsulfonyl)-4,6-dialkoxypyrimidine in the presence of at least one base and one solvent. This process may use catalysts such as sodium alkyl sulfinates and potassium carbonate to facilitate the reaction. The solvent system typically includes organic solvents like toluene, chlorobenzene, or dimethylformamide, chosen for their ability to support high reaction yields and clean processing. After condensation, the product is purified, followed by cooling, filtration, and drying. | [Mechanism of action]
Selective, systemic action absorbed by foliage and roots.Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS. | [Metabolic pathway]
More than 90% of the radioactivity is excreted in rat
urine 96 h after the rats are orally administered 14C-
bispyribac sodium. Most of the radioactivity detected in
the urine, feces, liver, and plasma consists of
unchanged bispyribac sodium. The metabolites
identified are derived from hydroxylation on the
pyrimidine ring, O-demethylation, cleavage of the ether
linkage between pyrimidine and phenyl rings yielding
5-hydroxylated and mono-O-desmethylbispyribac
acids, and salicylic acid and 2-pyrimidinole derivatives. | [Pesticide Type]
Herbicide |
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