bromadiolone

3-(4-hydroxy-2-oxochromen-3-yl)-3-phenyl-1-(4-bromobiphenyl)propan-1-ol

CAS: 28772-56-7 C30 H23 Br O4 MW: 527.41411000

Identification

Namebromadiolone
IUPAC3-[3-[4-(4-bromophenyl)phenyl]-3-hydroxy-1-phenylpropyl]-4-hydroxychromen-2-one
CAS Number28772-56-7
FDA UNIIJ2FR050NM5
Molecular FormulaC30 H23 Br O4
Molecular Weight527.41411000
MDL NumberMFCD00128053
Nikkaji NumberJ20.246K
Beilstein1335336
XlogP36.10 (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 Toxicityoral-cat LD50 > 25 mg/kg
Dermal Toxicityskin-rabbit LD50 2100 ug/kg
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryherbicides / pesticides
Recommendation for bromadiolone usage levels up tonot for fragrance use.
Recommendation for bromadiolone flavor usage levels up tonot for flavor use.

No supplier data available

Potential Uses

None Found

Natural Occurrence

not found in nature

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.