56073-10-0 Usage
Uses
Used in Pesticide Industry:
Brodifacoum is used as a highly lethal vitamin K antagonist anticoagulant poison for controlling rodents in and around buildings. It is one of the world's most widely used pesticides, particularly in the form of D-Con, which contains 0.005% brodifacoum by weight.
Used in Rodenticide Applications:
Brodifacoum is employed as a rodenticide to control mice and rats, effectively eliminating these pests from buildings and their surroundings. Its high lethality and widespread use make it a popular choice for rodent control.
Used in Larger Mammals Control:
In addition to its use in controlling rodents, brodifacoum is also used on larger mammals such as possums, where it serves as an effective means of pest control.
Hazard
Poison, anticoagulant.
Environmental Fate
Brodifacoum, 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 pathway
The 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.
Degradation
Brodifacoum 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 evaluation
Brodifacoum 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.
Check Digit Verification of cas no
The CAS Registry Mumber 56073-10-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,6,0,7 and 3 respectively; the second part has 2 digits, 1 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 56073-10:
(7*5)+(6*6)+(5*0)+(4*7)+(3*3)+(2*1)+(1*0)=110
110 % 10 = 0
So 56073-10-0 is a valid CAS Registry Number.
InChI:InChI=1/C31H23BrO3/c32-24-15-13-20(14-16-24)19-9-11-21(12-10-19)23-17-22-5-1-2-6-25(22)27(18-23)29-30(33)26-7-3-4-8-28(26)35-31(29)34/h1-16,23,27,33H,17-18H2
56073-10-0Relevant articles and documents
Efficient asymmetric synthesis of the four diastereomers of diphenacoum and brodifacoum
Van Heerden, Pieter S.,Bezuidenhoudt, Barend C.B.,Ferreira, Daneel
, p. 6045 - 6056 (2007/10/03)
A highly stereo- and enantio-selective approach to the four stereoisomers of the rodenticides, diphenacoum and brodifacoum, is described. The key step involves the stereospecific formation of one of the crucial bonds in the molecular backbone, and is based on asymmetric organocopper 1,4-addition to chiral imides. Intramolecular cyclization of the resulting butanoate and coupling with 4-hydroxycoumarin, afford the title compounds.
Improved synthesis for the rodenticides, diphenacoum and brodifacoum
Van Heerden, Pieter S.,Bezuidenhoudt, Barend C. B.,Ferreira, Daneel
, p. 1141 - 1146 (2007/10/03)
An improved synthesis of the 3-[3-(p-substituted phenyl)-1,2,3,4-tetrahydro-1-napththyl]-4-hydroxycoumarins, diphenacoum and brodifacoum, is described. The process is primarily based on the formation of one of the crucial bonds in the carbon backbone using organocopper methodology, and on the coupling of the 4-hydroxycoumarin moiety to the 3-biphenyl tetralin unit under strongly acidic conditions.
Rodenticides
-
, (2008/06/13)
Rodenticidal compositions comprising a rodenticidally effective amount of an isomer of a 3-substituted-4-hydroxycoumarin rodenticide which is capable of existing in more than one stable isomeric form. The isomer, for example, the trans isomer of brodifacoum, is significantly less persistently retained in the tissues of non-rodent mammalian or avian species likely to consume the composition or poisoned rodent carcasses than other isomers of the same 3-substituted-4-hydroxycoumarin. The compositins are substantially free of such other isomers, e.g., the cis isomer of brodifacoum, thereby reducing the risk to non-target species from accidental ingestion.
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