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Brodifacoum information


Brodifacoum[1]
Names
IUPAC name
3-[3-[4-(4-Bromophenyl)phenyl]-1,2,3,4-tetrahydronaphthalen-1-yl]-2-hydroxychromen-4-one
Other names
Bromfenacoum
Identifiers
CAS Number
  • 56073-10-0 checkY
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL233451 checkY
ChemSpider
  • 10444663 checkY
ECHA InfoCard 100.054.509 Edit this at Wikidata
PubChem CID
  • 41736
RTECS number
  • GN4934750
UNII
  • A25P3CP5S7 checkY
CompTox Dashboard (EPA)
  • DTXSID5032529 Edit this at Wikidata
InChI
  • InChI=1S/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 checkY
    Key: VEUZZDOCACZPRY-UHFFFAOYSA-N checkY
  • 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
    Key: VEUZZDOCACZPRY-UHFFFAOYAI
SMILES
  • Brc1ccc(cc1)c2ccc(cc2)C4Cc3ccccc3C(C4)C\5=C(/O)c6ccccc6OC/5=O
Properties
Chemical formula
C31H23BrO3
Molar mass 523.426 g·mol−1
Melting point 228 to 230 °C (442 to 446 °F; 501 to 503 K)
Solubility in water
Insoluble
Pharmacology
Routes of
administration
Oral; dermal; inhalation (dusts) (for poisoning)
Pharmacokinetics:
Bioavailability
100%
Metabolism
slow, incomplete, hepatic
Biological half-life
Slow; 20—130 days
Excretion
faeces; very slow
Hazards
Lethal dose or concentration (LD, LC):
LD50 (median dose)
270 μg/kg (rat, oral)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Brodifacoum is a highly lethal 4-hydroxycoumarin vitamin K antagonist anticoagulant poison. In recent years, it has become one of the world's most widely used pesticides. It is typically used as a rodenticide, but is also used to control larger pests such as possums.[2]

Brodifacoum has an especially long half-life in the body, which ranges up to nine months, requiring prolonged treatment with antidotal vitamin K for both human and pet poisonings. It has one of the highest risks of secondary poisoning to both mammals and birds.[3] Significant experience in brodifacoum poisonings has been gained in many human cases where it has been used in attempted suicides, necessitating long periods of vitamin K treatment. In March 2018, cases of severe coagulopathy and bleeding associated with synthetic cannabinoid use contaminated with brodifacoum were reported in five states of the US.

  1. ^ Merck Index, 11th Edition, 1368
  2. ^ Eason, C.T. and Wickstrom, M. Vertebrate pesticide toxicology manual, New Zealand Department of Conservation
  3. ^ Rodenticides: Topic Fact Sheet, National Pesticide Information Center

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Brodifacoum

Last Update:

Brodifacoum is a highly lethal 4-hydroxycoumarin vitamin K antagonist anticoagulant poison. In recent years, it has become one of the world's most widely...

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Rodenticide

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strains of rodents, though some second generation anticoagulants (namely brodifacoum and difethialone), in bait concentrations of 0.0025% to 0.005% are so...

Word Count : 3006

Rodent

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pest rodents from islands using an anticoagulant rodenticide such as brodifacoum. This approach has been successful on the island of Lundy in the United...

Word Count : 14330

Rat

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Norway Rats (rattus Norvegicus) from Hawea Island, Fiordland, Using Brodifacoum". New Zealand Journal of Ecology. 12: 23–32. ISSN 0110-6465. JSTOR 24053177...

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Median lethal dose

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ISBN 978-0-12-369442-3. "Bufotoxin". ChemIDplus. U.S. National Library of Medicine. "Brodifacoum (PDS)". Inchem.org. Archived from the original on 2013-12-13. Retrieved...

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1080 usage in New Zealand

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rotated to avoid populations becoming bait-shy or building up resistance. Brodifacoum is a second-generation anticoagulant. It is licensed for killing possums...

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Coumarin derivatives

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coumarin are also called coumarins or coumarinoids; this family includes: brodifacoum bromadiolone difenacoum auraptene ensaculin phenprocoumon (Marcoumar)...

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Synthetic cannabinoids

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risks from synthetic cannabinoid products that contain the rat poison brodifacoum, which is added because it is thought to extend the duration of the drugs'...

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Vitamin K

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months in cases of poisoning by "superwarfarin" rodenticides such as brodifacoum. Oral vitamin K1 is preferred over other vitamin K1 routes of administration...

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Anticoagulant

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phenprocoumon, atromentin, and phenindione.[citation needed] The coumarins brodifacoum and difenacoum are used as mammalicides (particularly as rodenticides)...

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Imperial Chemical Industries

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the insecticides pirimiphos-methyl in 1967 and pirimicarb in 1970, brodifacoum (a rodenticide) was developed in 1974; in the late 1970s, ICI was involved...

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Vitamin K antagonist

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(Coumadin) Coumatetralyl Phenprocoumon Acenocoumarol Dicoumarol Tioclomarol Brodifacoum Another group of VKAs are 1,3-indandione derivatives. Pindone, chlorophacinone...

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Superwarfarin

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superwarfarins because they are much more potent and long acting than warfarin. Brodifacoum Bromadiolone Difenacoum Flocoumafen Feinstein, D. L; Akpa, B. S; Ayee...

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Project Coast

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oxycyanide, cantharides, colchicine, powerful anticoagulants such as brodifacoum, phenylsilatranes, strychnine, paraquat, "knockout drops", digoxin,...

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South Georgia and the South Sandwich Islands

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took place in May that year, was announced. 180 tonnes of rat poison, brodifacoum, were dropped over 70% of the island, in what was the world's largest...

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Bromadiolone

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substituent at the 3 position of the coumarin. Vitamin K1 is used as antidote. Brodifacoum "40 C.F.R.: Appendix A to Part 355—The List of Extremely Hazardous Substances...

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Palmyra Atoll

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residue analysis during systematic searches or as nontarget mortalities. Brodifacoum residues (the toxicant employed during the project) were detected in...

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Warfarin

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Other 4-hydroxycoumarins used as rodenticides include coumatetralyl and brodifacoum, which is sometimes referred to as "super-warfarin", because it is more...

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Talon

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of prey TALON (database), a database maintained by the US Air Force Brodifacoum, a rodenticide, also known as the brand Talon an anti-vehicle-ramming...

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Secondary poisoning

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Anticoagulant Hydroxycoumarin Rodenticide High Single Moderate Highest Brodifacoum Anticoagulant Hydroxycoumarin Rodenticide Highest Single Highest Highest...

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Black rat

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control on islands infested with invasive rat populations. Bait, such as brodifacoum, is also used along with coloured dyes (used to deter birds from eating...

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Gough Island

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programme used helicopters to drop cereal pellets containing the rodenticide brodifacoum. Gough has also been identified as the third-most important island in...

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Hawadax Island

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levels of brodifacoum in 12 of the 16 carcasses tested. Of the 320 glaucous-winged gull carcasses collected, toxicology tests implicated brodifacoum in 24...

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List of reagent testing color charts

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Substance ? ? ? Brilliant yellow green Boric acid Adulterant ? ? ? ? Brodifacoum (pesticide) Adulterant ? ? ? ? Caffeine Substance ? No reaction ? No...

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Eastern screech owl

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(1988). "Potential hazard to eastern screech-owls and other raptors of brodifacoum bait used for vole control in orchards". Environmental Toxicology and...

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Index of pesticide articles

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Bioactive paper Biocide Bioherbicide Biopesticide Borax Bordeaux mixture Brodifacoum Bromadiolone Bromethalin Bromine monochloride Bromomethane Bromoxynil...

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