Brodifacoum

Brodifacoum Basic information
Product Name:Brodifacoum
Synonyms:KLERAT;KLERAT(R);FORWARAT;HAVOC;BROBAIT;BRODIFACOUM;3-(3-(4'-bromo-(1,1'-biphenyl)-4-yl)-1,2,3,4-tetrahydro-1-naphthyl)-4-hydroxy-2h-1-benzopyran-2-one;3-(3-(4'-Bromo-(1,1'-biphenyl)-4-yl)-1,2,3,4-tetrahydro-1-napthalenyl)-4-hydroxycoumarin
CAS:56073-10-0
MF:C31H23BrO3
MW:523.42
EINECS:259-980-5
Product Categories:Alphabetic;B;BI - BZPesticides&Metabolites;Pesticides;Rodenticides;A-BAlphabetic;INSECTICIDE;Alpha sort;Pesticides&Metabolites
Mol File:56073-10-0.mol
Brodifacoum Structure
Brodifacoum Chemical Properties
Melting point 228-230°
Boiling point 679.0±55.0 °C(Predicted)
density 1.2940 (rough estimate)
vapor pressure 41 x l0-6 Pa (20 °C)
refractive index 1.4620 (estimate)
storage temp. 0-6°C
solubility Chloroform (Slightly), DMSO (Slightly)
Water Solubility 0.24 mg l-1 (20 °C)
form neat
pka5.0 (weak acid, est.)
Merck 13,1363
BRN 8171403
CAS DataBase Reference56073-10-0(CAS DataBase Reference)
EPA Substance Registry SystemBrodifacoum (56073-10-0)
Safety Information
Hazard Codes T+;N,N,T+
Risk Statements 27/28-48/24/25-50/53
Safety Statements 1/2-36/37-45-60-61
RIDADR UN 2811
WGK Germany 3
RTECS GN4934750
HazardClass 6.1(a)
PackingGroup I
Hazardous Substances Data56073-10-0(Hazardous Substances Data)
ToxicityLD50 orally in male, female field rats: 0.16, 0.18 mg/kg (Yuet-Ming)
MSDS Information
ProviderLanguage
Brodifacoum English
Brodifacoum Usage And Synthesis
DescriptionBrodifacoum is a 4-hydroxycoumarin anticoagulant that acts as a vitamin K antagonist. It was registered as a pesticide in 1979 in the United States although in 2008 it was made a restricted use pesticide by the Environmental Protection Agency. This means it can only be used by certified pesticide applicators; however, the makers of D-Con which contains 0.005% brodifacoum by weight have challenged this and brodifacoum is currently available in D-Con and in various other pesticide products for the eradication of mice and rats although it is also used on larger mammals such as possums. Brodifacoum currently remains available to the general public.
Chemical PropertiesWhite Solid
UsesBrodifacoum is a highly lethal vitamin K antagonist anticoagulant poison. In recent years, Broadifacoum, has become one of the world's most widely used pesticides.
UsesRodenticide.
UsesBrodifacoum is used to control rodents in and around buildings.
DefinitionChEBI: Brodifacoum is a member of benzenes, a ring assembly and a member of naphthalenes.
HazardPoison, anticoagulant.
Environmental FateBrodifacoum, like other hydroxycoumarins, interferes with the production of vitamin K–dependent coagulation factors. Vitamin K is a cofactor for the carboxylation of specific glutamic acid groups in coagulation factors II (prothrombin), VII, IX, and X. During this step, vitamin K is oxidized to vitamin K 2,3-epoxide. The regeneration of vitamin K by vitamin K 2,3-epoxide reductase is prevented by brodifacoum. As a result, dysfunctional decarboxy-coagulation factors are produced and coagulation is impaired. Brodifacoum is over 100 times more potent than warfarin on a molar basis in rats.
Metabolic pathwayThe fate of brodifacoum in soils and plants has not been studied in detail because the compound is usually applied as a pelleted bait or in a wax block. This limits its dissipation in the environment. Studies in animals have been conducted as part of the assessment of safety and to investigate mode of action.
DegradationBrodifacoum is a stable compound; no detectable degradation occurs at 50 °C or in direct sunlight over 30 days, though it is liable to some photodecomposition in solution.
Toxicity evaluationBrodifacoum has a very low solubility in water and typically enters water through erosion where it is then found in the sediment. Brodifacoum concentrations are typically not measurable in water systems.
Products that contain brodifacoum as pesticide can remain toxic for a long period of time in the environment. The rate of decay of brodifacoum depends upon the amount of rainfall. As the product that contains brodifacoum degrades over time, the brodifacoum is absorbed into the soil. Soil bacteria degrade brodifacoum over weeks to months although soil type, temperature, and the presence of microorganisms that will degrade brodifacoum all influence the time it takes to degrade.
4-N-PENTYLBIPHENYL (2-propoxyphenyl)methanol 5-(4-METHYLPHENYL)VALERIC ACID 4-BROMO-4'-N-PENTYLBIPHENYL 4-BROMO-4'-PROPYLBIPHENYL 4-Hydroxy-3-benzylcoumarin 5-(4-BIPHENYLYL)VALERIC ACID 4-Isopropylbiphenyl 4-Bromo-4'-methylbiphenyl 4-Butyl-1,1'-biphenyl 5-(4-BIPHENYLYL)PENTANAL 2-Bromobiphenyl 4-HYDROXY-3-METHYL-CHROMEN-2-ONE 4-Propylbiphenyl 5-Phenylvaleric acid FIREMASTER BP-6 TRANS-6-PHENYL-2-HEXENE 2'-METHOXY-3-(2-METHYLPHENYL)PROPIOPHENONE

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