Details
Stereochemistry | RACEMIC |
Molecular Formula | C30H23BrO4 |
Molecular Weight | 527.405 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O[C@H](C[C@@H](C1=CC=CC=C1)C2=C(O)C3=CC=CC=C3OC2=O)C4=CC=C(C=C4)C5=CC=C(Br)C=C5
InChI
InChIKey=OWNRRUFOJXFKCU-IZZNHLLZSA-N
InChI=1S/C30H23BrO4/c31-23-16-14-20(15-17-23)19-10-12-22(13-11-19)26(32)18-25(21-6-2-1-3-7-21)28-29(33)24-8-4-5-9-27(24)35-30(28)34/h1-17,25-26,32-33H,18H2/t25-,26+/m0/s1
Molecular Formula | C30H23BrO4 |
Molecular Weight | 527.405 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Bromadiolone is a multi-feed, synthetic, second-generation anti-coagulant rodenticide. The active ingredient is formulated on a food base, typically cereal, to produce a ready to use bait containing 0.005% w/w bromadiolone. When compared to other anticoagulant rodenticides, bromadiolone has a good level of activity against the brown rat, and moderate levels of activity against mice. Bromadiolone is marginally more toxic to non-target 'farmyard' species than difenacoum. Bromadiolone is a potent poison to all mammal species and it is essential that all baits should be well protected from non-target animals. The best way to achieve this is by placing the baits in an approved bait box. Bromadiolone is a second-generation single-dose anticoagulant rodenticide. It disrupts the
normal blood clotting mechanisms resulting in increased bleeding tendency and, eventually,
profuse haemorrhage and death. Effectiveness of bromadiolone depends on exposure (i.e.
consumption of the bait by the target organism).
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28919761
Curator's Comment: Due to its high lipid solubility, bromadiolone might easily diffuse across the blood−brain barrier and, therefore, cause CNS toxicity.
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
Palatability and toxicity of fipronil as a systemic insecticide in a bromadiolone rodenticide bait for rat and flea control. | 2001 Sep |
|
A scheme for the placement of rodenticide baits for rat eradication on confinement livestock farms. | 2003 May 15 |
|
Anticoagulant rodenticides. | 2005 |
|
[One case of acute severe bromadiolone poisoning]. | 2005 Dec |
|
Study on the fluorescence characteristics of bromadiolone in aqueous and organized media and application in analysis. | 2005 Dec |
|
Fluorescence spectroscopic study of serum albumin-bromadiolone interaction: fluorimetric determination of bromadiolone. | 2005 Jul 1 |
|
[Analysis of bromadiolone in blood by liquid chromatography-mass spectrometry]. | 2005 Nov |
|
[Bromadiolone poisoning in foxes]. | 2006 Aug |
|
Effect of bromadiolone on haematology, liver and kidney in Mus musculus. | 2006 Jan |
|
Acute bromadiolone intoxication. | 2006 May |
|
Persistence of bromadiolone anticoagulant rodenticide in Arvicola terrestris populations after field control. | 2006 Nov |
|
Efficiency of three anti-coagulant rodenticides on commensal rodents. | 2007 Aug |
|
Multiresidue analysis of seven anticoagulant rodenticides by high-performance liquid chromatography/electrospray/mass spectrometry. | 2007 Feb 7 |
|
Exposure of raptors and waterbirds to anticoagulant rodenticides (difenacoum, bromadiolone, coumatetralyl, coumafen, brodifacoum): epidemiological survey in Loire Atlantique (France). | 2007 Jul |
|
[Determination of five 4-hydroxycoumarin rodenticides in whole blood by high performance liquid chromatography with fluorescence detection]. | 2007 Mar |
|
Kinetics of bromadiolone in rodent populations and implications for predators after field control of the water vole, Arvicola terrestris. | 2008 Dec 15 |
|
Differential expression of cytochrome P450 genes between bromadiolone-resistant and anticoagulant-susceptible Norway rats: a possible role for pharmacokinetics in bromadiolone resistance. | 2008 Mar |
|
Pharmacokinetics of eight anticoagulant rodenticides in mice after single oral administration. | 2008 Oct |
|
Bromadiolone toxicokinetics: diagnosis and treatment implications. | 2008 Sep |
|
Evaluation of cholinesterase activities during in vivo intoxication using an electrochemical sensor strip - correlation with intoxication symptoms. | 2009 |
|
Variation of cholinesterase-based biosensor sensitivity to inhibition by organophosphate due to ionizing radiation. | 2009 |
|
Novel mutations in the VKORC1 gene of wild rats and mice--a response to 50 years of selection pressure by warfarin? | 2009 Feb 6 |
|
Consequences of the Y139F Vkorc1 mutation on resistance to AVKs: in-vivo investigation in a 7th generation of congenic Y139F strain of rats. | 2009 Oct |
|
Susceptibility of bromadiolone anticoagulant rodenticide in two rodent species and its haematologic effect. | 2010 Apr |
|
Anticoagulant rodenticides in three owl species from Western Canada, 1988-2003. | 2010 Feb |
|
Bromadiolone susceptibility in wild and laboratory Mus musculus L.(house mice) in Buenos Aires, Argentina. | 2010 Feb |
|
Accumulation of anticoagulant rodenticides in a non-target insectivore, the European hedgehog (Erinaceus europaeus). | 2010 Jan |
|
Analysis of multiple anticoagulant rodenticides in animal blood and liver tissue using principles of QuEChERS method. | 2010 Jun |
|
Warfarin toxicity and individual variability-clinical case. | 2010 Nov |
|
Determination of bromadiolone residues in fox faeces by LC/ESI-MS in relationship with toxicological data and clinical signs after repeated exposure. | 2010 Oct |
Sample Use Guides
In Vivo Use Guide
Sources: https://circabc.europa.eu/sd/a/861933f1-29f7-4758-8d69-7d9eafea4ca5/Assessment%20Report%20revised%2016122011.pdf
Curator's Comment: 5 vehicle control and 20 treated ICR mice
per sex per group received intraperitoneal injections of bromadiolone technical (98.72% purity)
at 0 (corn oil) and 400 mg/kg/day respectively for 3 days. http://www.cdpr.ca.gov/docs/risk/toxsums/pdfs/2135.pdf
In acute oral toxicity studies, bromadiolone was very toxic to rats with a LD50 to the rat of
between 0.56 and 1.31 mg/kg bw. Bromadiolone is slightly less toxic to dogs with a LD50
value of 8.1 mg/kg bw. Repeated dose oral studies showed that at doses as low as 20 µg/kg/day in the dog, lethal
effects developed after 64 to 85 days administration.
Route of Administration:
Oral
Human whole blood
lymphocytes were exposed in duplicate for 2 hours to bromadiolone technical (98.72% purity) in
the presence of activation at 0, 37.5, 50.0, 74.9, and 99.9 ug/ml and for 26.1 hours in the
absence of activation at concentrations of 0, 7.49, 9.99, 25.0, 50.0, and 74.9 ug/ml.
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 10:51:19 UTC 2023
by
admin
on
Sat Dec 16 10:51:19 UTC 2023
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Record UNII |
J2FR050NM5
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Record Status |
Validated (UNII)
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Record Version |
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-
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bromadiolone
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DTXSID201337347
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249-205-9
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28772-56-7
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Bromadiolone
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m2659
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SUB33433
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J2FR050NM5
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100000126256
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