bromadiolone
3-(4-hydroxy-2-oxochromen-3-yl)-3-phenyl-1-(4-bromobiphenyl)propan-1-ol
Identification
| Name | bromadiolone |
| IUPAC | 3-[3-[4-(4-bromophenyl)phenyl]-3-hydroxy-1-phenylpropyl]-4-hydroxychromen-2-one |
| CAS Number | 28772-56-7 |
| FDA UNII | J2FR050NM5 |
| Molecular Formula | C30 H23 Br O4 |
| Molecular Weight | 527.41411000 |
| MDL Number | MFCD00128053 |
| Nikkaji Number | J20.246K |
| Beilstein | 1335336 |
| XlogP3 | 6.10 (est) |
Regulatory
Physical Properties
| Appearance | yellowish powder (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 205.00 °C. @ 760.00 mm Hg |
| Boiling Point | 723.40 °C. @ 760.00 mm Hg (est) |
| Vapor Pressure | 2.130000 mmHg @ 25.00 °C. (est) |
| Flash Point | 736.00 °F. TCC ( 391.30 °C. ) (est) |
| logP (o/w) | 7.480 (est) |
| Soluble in | water, 19 mg/L @ 20 °C (exp) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | oral-cat LD50 > 25 mg/kg |
| Dermal Toxicity | skin-rabbit LD50 2100 ug/kg |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | herbicides / pesticides |
| Recommendation for bromadiolone usage levels up to | not for fragrance use. |
| Recommendation for bromadiolone flavor usage levels up to | not for flavor use. |
No supplier data available
Potential Uses
Natural Occurrence
Synonyms
2H-1-
benzopyran-2-one, 3-(3-(4'-bromo(1,1'-biphenyl)-4-yl)-3-hydroxy-1-phenylpropyl)-4-hydroxy-
bromatrol
3-(3-(4'-
bromo(1,1'-biphenyl)-4-yl)3-hydroxy-1-phenylpropyl)-4-hydroxy-2H-1-benzopyran-2-one
3-(3-(4'-
bromobiphenyl-4-yl)-3-hydroxy-1-phenylpropyl)-4-hydroxycoumarin
bromone
3-(alpha-(p-
bromophenyl)-beta-hydroxyphenethyl)benzyl-4-hydroxycoumarin
3-(alpha-(p-(p-
bromophenyl)-beta-hydroxyphenethyl)benzyl)-4-hydroxycoumarin
3-[3-[4-(4-
bromophenyl)phenyl]-3-hydroxy-1-phenylpropyl]-4-hydroxychromen-2-one
bromore
broprodifacoum
canadien 2000
contrac
contrax
coumarin, 3-(alpha-(p-(p-bromophenyl)-beta-hydroxyphenethyl)benzyl)-4-hydroxy-
coumarin, 3-(alpha-(p-(p-bromophenyl)-beta-hydroxyphenethyl)benzyl)-4-hydroxy- (8CI)
eradic
3-(4-
hydroxy-2-oxochromen-3-yl)-3-phenyl-1-(4-bromobiphenyl)propan-1-ol
hydroxy-4 coumarinyl 3)-3 phenyl-3 (bromo-4 biphenylyl-4)-1 propanol-1
hydroxy-4-coumarinyl-3)-3-phenyl-3-(bromo-4-biphenylyl-4)-1-propanol-1
3-(4-
hydroxycoumarin-3-yl)-3-phenyl-1-(4-bromobiphenyl)propan-1-ol
maki
rafix
ratimus
rotox
sup'operats
super-caid
super-cald
super-rozol
temus
topidion
PubMed:
VKOR-variant and sex are the main influencing factors on bromadiolone tolerance of house mouse (Mus musculus L.).
PubMed:
Evidence of a target resistance to antivitamin K rodenticides in the roof rat Rattus rattus: Identification and characterization of a novel Y25F mutation in the Vkorc1 gene.
PubMed:
A validated LC-MS-MS method for simultaneous identification and quantitation of rodenticides in blood.
PubMed:
Interspecific and geographical differences in anticoagulant rodenticide residues of predatory wildlife from the Mediterranean region of Spain.
PubMed:
Cluster of cases of massive hemorrhage associated with anticoagulant detection in race horses.
PubMed:
Continued implication of the banned pesticides carbofuran and aldicarb in the poisoning of domestic and wild animals of the Canary Islands (Spain).
PubMed:
Palatability and efficacy of bromadiolone rodenticide block bait previously exposed to environmental conditions.
PubMed:
Anticoagulant rodenticide exposure and toxicosis in coyotes (Canis latrans) in the Denver Metropolitan Area.
PubMed:
Multi-residue determination of eleven anticoagulant rodenticides by high-performance liquid chromatography with diode array/fluorimetric detection: investigation of suspected animal poisoning in the period 2012-2013 in north-eastern Italy.
PubMed:
Scavenging of rodent carcasses following simulated mortality due to field applications of anticoagulant rodenticide.
PubMed:
[Rodenticide resistance and consequences].
PubMed:
Assessment of anticoagulant rodenticide exposure in six raptor species from the Canary Islands (Spain).
PubMed:
Occurrence, elimination, and risk of anticoagulant rodenticides and drugs during wastewater treatment.
PubMed:
Unintentional wildlife poisoning and proposals for sustainable management of rodents.
PubMed:
Anticoagulant rodenticides in red-tailed hawks, Buteo jamaicensis, and great horned owls, Bubo virginianus, from New Jersey, USA, 2008-2010.
PubMed:
Outcomes of patients with rodenticide poisoning at a far east poison center.
PubMed:
New validated multiresidue analysis of six 4-hydroxy-coumarin anticoagulant rodenticides in hen eggs.
PubMed:
Exposure pathways of anticoagulant rodenticides to nontarget wildlife.
PubMed:
Simultaneous determination of nine anticoagulant rodenticides in soil and water by LC-ESI-MS.
PubMed:
An HPLC-HR-MS-MS method for identification of anticoagulant rodenticides in blood.
PubMed:
Monitoring agricultural rodenticide use and secondary exposure of raptors in Scotland.
PubMed:
Analysis of anticoagulant rodenticide residues in Microtus arvalis tissues by liquid chromatography with diode array, fluorescence and mass spectrometry detection.
PubMed:
The occurrence of second generation anticoagulant rodenticides in non-target raptor species in Norway.
PubMed:
Risk of combined exposure of birds to cyanobacterial biomass containing microcystins, acetylcholinesterase inhibitor and anticoagulant.
PubMed:
Determination of bromadiolone and brodifacoum in human hair by liquid chromatography/tandem mass spectrometry and its application to poisoning cases.
PubMed:
Brodifacoum is effective against Norway rats (Rattus norvegicus) in a tyrosine139cysteine focus of anticoagulant resistance in Westphalia, Germany.
PubMed:
Determination of bromadiolone and brodifacoum in human blood using LC-ESI/MS/MS and its application in four superwarfarin poisoning cases.
PubMed:
[Determination of brodifacoum in rat plasma by HPLC].
PubMed:
Qualitative identification of rodenticide anticoagulants by LC-MS/MS.
PubMed:
Anticoagulant resistance in the United Kingdom and a new guideline for the management of resistant infestations of Norway rats (Rattus norvegicus Berk.).
PubMed:
The use of bromadiolone to potentiate self-mutilatory bleeding: a case report.
PubMed:
High exposure rates of anticoagulant rodenticides in predatory bird species in intensively managed landscapes in Denmark.
PubMed:
Pathogen and rodenticide exposure in American badgers (Taxidea taxus) in California.
PubMed:
Validation and application of multi-residue analysis of eight anticoagulant rodenticides by high-performance liquid chromatography with fluorimetric detection.
PubMed:
[Clinical analysis of acute bromadiolone poisoning].
PubMed:
Warfarin toxicity and individual variability-clinical case.
PubMed:
Resistance tests and field trials with bromadiolone for the control of Norway rats (Rattus norvegicus) on farms in Westphalia, Germany.
PubMed:
Vitamin K requirement and reproduction in bromadiolone-resistant Norway rats.
PubMed:
Distribution and frequency of VKORC1 sequence variants conferring resistance to anticoagulants in Mus musculus.
PubMed:
[Determination of 4-hydroxycoumarin rodenticides in animal products, fishery products, and honey by liquid chromatography-tandem mass spectrometry].
PubMed:
Are water vole resistant to anticoagulant rodenticides following field treatments?
PubMed:
Second generation anticoagulant rodenticides in predatory birds: Probabilistic characterisation of toxic liver concentrations and implications for predatory bird populations in Canada.
PubMed:
Concentrations of anticoagulant rodenticides in stoats Mustela erminea and weasels Mustela nivalis from Denmark.
PubMed:
Prevalence of anticoagulant rodenticide poisoning in humans and animals in France and substances involved.
PubMed:
[Bromadiolone poisoning complicated with thrombosis in the lower extremities in a case].
PubMed:
Larvicidal activity of 4-hydroxycoumarin derivatives against Aedes aegypti.
PubMed:
An HPLC method for the determination of bromadiolone plasma kinetics and its residues in hen eggs.
PubMed:
Determination of bromadiolone residues in fox faeces by LC/ESI-MS in relationship with toxicological data and clinical signs after repeated exposure.
PubMed:
Analysis of multiple anticoagulant rodenticides in animal blood and liver tissue using principles of QuEChERS method.
PubMed:
Susceptibility of bromadiolone anticoagulant rodenticide in two rodent species and its haematologic effect.
PubMed:
Residues in Brandt's voles (Microtus brandti) exposed to bromadiolone-impregnated baits in Mongolia.
PubMed:
Validation of a new liquid chromatography- tandem mass spectrometry ion-trap technique for the simultaneous determination of thirteen anticoagulant rodenticides, drugs, or natural products.
PubMed:
Anticoagulant rodenticides in three owl species from Western Canada, 1988-2003.
PubMed:
Bromadiolone susceptibility in wild and laboratory Mus musculus L.(house mice) in Buenos Aires, Argentina.
PubMed:
Consequences of the Y139F Vkorc1 mutation on resistance to AVKs: in-vivo investigation in a 7th generation of congenic Y139F strain of rats.
PubMed:
Accumulation of anticoagulant rodenticides in a non-target insectivore, the European hedgehog (Erinaceus europaeus).
PubMed:
Bromadiolone toxicokinetics: diagnosis and treatment implications.
PubMed:
Pharmacokinetics of eight anticoagulant rodenticides in mice after single oral administration.
PubMed:
Kinetics of bromadiolone in rodent populations and implications for predators after field control of the water vole, Arvicola terrestris.
PubMed:
Multi-residue analysis of eight anticoagulant rodenticides in animal plasma and liver using liquid chromatography combined with heated electrospray ionization tandem mass spectrometry.
PubMed:
Bromadiolone poisoning: LC-MS method and pharmacokinetic data.
PubMed:
Second generation anticoagulant rodenticides in tawny owls (Strix aluco) from Great Britain.
PubMed:
Differential expression of cytochrome P450 genes between bromadiolone-resistant and anticoagulant-susceptible Norway rats: a possible role for pharmacokinetics in bromadiolone resistance.
PubMed:
Characterization of bromadiolone resistance in a danish strain of Norway rats, Rattus norvegicus, by hepatic gene expression profiling of genes involved in vitamin K-dependent gamma-carboxylation.
PubMed:
Efficiency of three anti-coagulant rodenticides on commensal rodents.
PubMed:
[Determination of five 4-hydroxycoumarin rodenticides in whole blood by high performance liquid chromatography with fluorescence detection].
PubMed:
Exposure of raptors and waterbirds to anticoagulant rodenticides (difenacoum, bromadiolone, coumatetralyl, coumafen, brodifacoum): epidemiological survey in Loire Atlantique (France).
PubMed:
Multiresidue analysis of seven anticoagulant rodenticides by high-performance liquid chromatography/electrospray/mass spectrometry.
PubMed:
How environment and vole behaviour may impact rodenticide bromadiolone persistence in wheat baits after field controls of Arvicola terrestris?
PubMed:
Determination of bromadiolone in whole blood by high-performance liquid chromatography coupled with electrospray ionization tandem mass spectrometry.
PubMed:
[Bromadiolone poisoning in foxes].
PubMed:
Rapid determination of three anticoagulant rodenticides in whole blood by liquid chromatography coupled with electrospray ionization mass spectrometry.
PubMed:
Effect of bromadiolone on haematology, liver and kidney in Mus musculus.
PubMed:
Acute bromadiolone intoxication.
PubMed:
Reproductive success of bromadiolone-resistant rats in absence of anticoagulant pressure.
PubMed:
Persistence of bromadiolone anticoagulant rodenticide in Arvicola terrestris populations after field control.
PubMed:
Anticoagulant rodenticides.
PubMed:
[Analysis of bromadiolone in blood by liquid chromatography-mass spectrometry].
PubMed:
Assessment of ruminal degradation, oral bioavailability, and toxic effects of anticoagulant rodenticides in sheep.
PubMed:
[One case of acute severe bromadiolone poisoning].
PubMed:
Study on the fluorescence characteristics of bromadiolone in aqueous and organized media and application in analysis.
PubMed:
Fluorescence spectroscopic study of serum albumin-bromadiolone interaction: fluorimetric determination of bromadiolone.
PubMed:
The genetic basis of resistance to anticoagulants in rodents.
PubMed:
Association mechanism between a series of rodenticide and humic acid: a frontal analysis to support the biological data.
PubMed:
Evidence of secondary poisoning of free-ranging riparian mustelids by anticoagulant rodenticides in France: implications for conservation of European mink (Mustela lutreola).
PubMed:
[Transplantation of human umbilical cord stem cells improves neurological function recovery after spinal cord injury in rats].
PubMed:
Vitamin K requirement in Danish anticoagulant-resistant Norway rats (Rattus norvegicus).
PubMed:
Echinococcus multilocularis: secondary poisoning of fox population during a vole outbreak reduces environmental contamination in a high endemicity area.
PubMed:
A scheme for the placement of rodenticide baits for rat eradication on confinement livestock farms.
PubMed:
[SPE analysis of 4 rodenticides in whole blood and liver by HPLC].
PubMed:
Spatial and temporal analysis of second-generation anticoagulant rodenticide residues in polecats (Mustela putorius) from throughout their range in Britain, 1992-1999.
PubMed:
Palatability and toxicity of fipronil as a systemic insecticide in a bromadiolone rodenticide bait for rat and flea control.
PubMed:
A gene-anchored map position of the rat warfarin-resistance locus, Rw, and its orthologs in mice and humans.
PubMed:
Genomic assignment of the warfarin resistance locus, Rw, in the rat.
PubMed:
Poisoning of wildlife with anticoagulant rodenticides in New York.
PubMed:
[Anticoagulant rodenticide poisoning in dogs in The Netherlands].
PubMed:
Reversed-phase HPLC determination of eight anticoagulant rodenticides in animal liver.
PubMed:
Field evidence of secondary poisoning of foxes (Vulpes vulpes) and buzzards (Buteo buteo) by bromadiolone, a 4-year survey.
PubMed:
Evaluation of different rodenticidal baits against rodent population in cucumber (Cucumis sativus) crop fields.
PubMed:
Second-generation rodenticides and polecats (Mustela putorius) in Britain.
PubMed:
HPLC determination of anticoagulant rodenticide residues in animal livers.
PubMed:
Anticoagulant poisoning in animals: a simple new high-performance thin-layer chromatographic (HPTLC) method for the simultaneous determination of eight anticoagulant rodenticides in liver samples.
PubMed:
A method for the simultaneous identification and quantitation of five superwarfarin rodenticides in human serum.
PubMed:
Evaluation of two rodenticides in the paddy fields during Samba and Thaladi seasons.
PubMed:
The effect of sub-lethal doses of bromadiolone on the breeding performance of house mice (Mus domesticus).
PubMed:
Biochemical basis of warfarin and bromadiolone resistance in the house mouse, Mus musculus domesticus.
PubMed:
Simultaneous determination of warfarin and bromadiolone by derivative synchronous fluorescence spectrometry.
PubMed:
Simultaneous determination of eight anticoagulant rodenticides in blood serum and liver.
PubMed:
A case of bromadiolone (superwarfarin) ingestion.
PubMed:
[Poisoning with long-acting anticoagulants].
PubMed:
Quantification of brodifacoum in plasma and liver tissue by HPLC.
PubMed:
Multicomponent determination of 4-hydroxycoumarin anticoagulant rodenticides in blood serum by liquid chromatography with fluorescence detection.
PubMed:
[Effects of bromadiolone on some organs and tissues (liver, kidney, spleen, blood) of coypu (Myocastor coypus)].
PubMed:
Primary toxicity of bromadiolone on the coypu.
PubMed:
Determination of brodifacoum and bromadiolone residues in rodent and canine liver.
PubMed:
[Prolonged hypocoagulability following the ingestion of anticoagulant raticides].
PubMed:
Case studies on second-generation anticoagulant rodenticide toxicities in nontarget species.
PubMed:
Bromodialone poisoning.
PubMed:
Determination of diastereoisomers of bromadiolone, an anticoagulant rodenticide, in animal tissues by high-performance liquid chromatography.
PubMed:
"Superwarfarin" (bromodialone) poisoning in two children resulting in prolonged anticoagulation.
PubMed:
Kinetics of bromadiolone, anticoagulant rodenticide, in the Norway rat (Rattus norvegicus).
PubMed:
[Analysis of bromadiolone (an anticoagulant rodenticide) in plasma, liver and kidney of the rat].
PubMed:
Secondary poisoning hazards in stone martens (Martes foina) fed bromadiolone-poisoned mice.
PubMed:
Pen and field trials of a new anticoagulant rodenticide flocoumafen against the house mouse (Mus musculus L.).
PubMed:
Toxicity episodes involving agricultural chemicals and other substances in birds in Victoria, Australia.
PubMed:
Pen and field trials of flupropadine against the house mouse (Mus musculus L.).
PubMed:
High-performance liquid chromatographic strategies for the determination and confirmation of anticoagulant rodenticide residues in animal tissues.
PubMed:
Laboratory trials of three anticoagulant rodenticides for use against the Indian field mouse, Mus booduga Gray.
PubMed:
Determination of coumarin anticoagulant rodenticide residues in animal tissue by high-performance liquid chromatography. II. fluorescence detection using ion-pair chromatography.
PubMed:
Determination of coumarin anticoagulant rodenticide residues in animal tissue by high-performance liquid chromatography. I. Fluorescence detection using post-column techniques.
PubMed:
Laboratory tests of seven rodenticides for the control of Meriones shawi.
PubMed:
Field trials of second-generation anticoagulants against difenacoum-resistant Norway rat populations.
PubMed:
Trials of the anticoagulant rodenticides bromadiolone and difenacoum against the house mouse (Mus musculus L.).
PubMed:
Field trials of bromadiolone against infestations of warfarin-resistant Rattus norvegicus.
PubMed:
Laboratory trials of seven rodenticides for use against the cotton rat (Sigmodon hispidus).
PubMed:
Laboratory evaluation of bromadiolone as a rodenticide for use against warfarin-resistant and non-resistant rats and mice.
PubMed:
Laboratory test of seven rodenticides for the control of Mastomys natalensis.