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118-79-6 | 2,4,6-Tribromophenol
CAS No: 118-79-6 Catalog No: AG0032YG MDL No:MFCD00002150
Product Description
Catalog Number:
AG0032YG
Chemical Name:
2,4,6-Tribromophenol
CAS Number:
118-79-6
Molecular Formula:
C6H3Br3O
Molecular Weight:
330.7994
MDL Number:
MFCD00002150
IUPAC Name:
2,4,6-tribromophenol
InChI:
InChI=1S/C6H3Br3O/c7-3-1-4(8)6(10)5(9)2-3/h1-2,10H
InChI Key:
BSWWXRFVMJHFBN-UHFFFAOYSA-N
SMILES:
Brc1cc(Br)c(c(c1)Br)O
EC Number:
204-278-6
UNII:
YS6K3EU393
NSC Number:
2136
RTECS Number:
SN1225000
Properties
Complexity:
108
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
329.771g/mol
Formal Charge:
0
Heavy Atom Count:
10
Hydrogen Bond Acceptor Count:
1
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
330.801g/mol
Monoisotopic Mass:
327.773g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
20.2A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.4
Literature
| Title | Journal |
|---|---|
| Tribromophenol affects the metabolism, proliferation, migration and multidrug resistance transporters activity of murine melanoma cells B16F1. | Toxicology in vitro : an international journal published in association with BIBRA 20180801 |
| Characterizing the peroxisome proliferator-activated receptor (PPARγ) ligand binding potential of several major flame retardants, their metabolites, and chemical mixtures in house dust. | Environmental health perspectives 20150201 |
| PBDE: structure-activity studies for the inhibition of hepatitis C virus NS3 helicase. | Molecules (Basel, Switzerland) 20140402 |
| Method development and validation for the determination of 2,4,6-tribromoanisole, 2,4,6-tribromophenol, 2,4,6-trichloroanisole, and 2,4,6-trichlorophenol in various drug products using stir bar sorptive extraction and gas chromatography-tandem mass spectrometry detection. | Journal of chromatography. A 20121102 |
| The effect of the indoor environment on the fate of organic chemicals in the urban landscape. | The Science of the total environment 20121101 |
| Formation of environmentally relevant brominated dioxins from 2,4,6,-tribromophenol via bromoperoxidase-catalyzed dimerization. | Environmental science & technology 20120703 |
| Decabromobiphenyl, polybrominated diphenyl ethers, and brominated phenolic compounds in serum of cats diagnosed with the endocrine disease feline hyperthyroidism. | Archives of environmental contamination and toxicology 20120701 |
| Hormonal activities of new brominated flame retardants. | Chemosphere 20120501 |
| The dehaloperoxidase paradox. | Biochimica et biophysica acta 20120401 |
| Biodegradation kinetics and mechanism of 2,4,6-tribromophenol by Bacillus sp. GZT: a phenomenon of xenobiotic methylation during debromination. | Bioresource technology 20120401 |
| Development of an ultrasound-assisted emulsification-microextraction method for the determination of the main compounds causing cork taint in wines. | Journal of chromatography. A 20120316 |
| Effect of petroleum gauze packing on the mechanical properties of suture materials. | Journal of surgical education 20120101 |
| Associations between polybrominated diphenyl ether (PBDE) flame retardants, phenolic metabolites, and thyroid hormones during pregnancy. | Environmental health perspectives 20111001 |
| Brominated and organophosphate flame retardants in selected consumer products on the Japanese market in 2008. | Journal of hazardous materials 20110915 |
| Assessment of enzymatic methods in the δ18O value determination of the L-tyrosine p-hydroxy group for proof of illegal meat and bone meal feeding to cattle. | Journal of agricultural and food chemistry 20110914 |
| Toxicological studies on 2,4,6-tribromoanisole. | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20110901 |
| Optimization and development of analytical methods for the determination of new brominated flame retardants and polybrominated diphenyl ethers in sediments and suspended particulate matter. | Analytical and bioanalytical chemistry 20110501 |
| Formation and decomposition of new and unknown polar brominated disinfection byproducts during chlorination. | Environmental science & technology 20110315 |
| Mechanism and direct kinetics study on the homogeneous gas-phase formation of PBDD/Fs from 2-BP, 2,4-DBP, and 2,4,6-TBP as precursors. | Environmental science & technology 20110301 |
| Conductimetric biosensor for the detection of uric Acid by immobilization uricase on nata de coco membrane-pt electrode. | Analytical chemistry insights 20110101 |
| Bromophenols in marine algae and their bioactivities. | Marine drugs 20110101 |
| Optimisation of a dispersive liquid-liquid microextraction method for the simultaneous determination of halophenols and haloanisoles in wines. | Journal of chromatography. A 20101203 |
| Neutral and phenolic brominated organic compounds of natural and anthropogenic origin in northeast Atlantic Greenland shark (Somniosus microcephalus). | Environmental toxicology and chemistry 20101201 |
| Oral exposure of adult zebrafish (Danio rerio) to 2,4,6-tribromophenol affects reproduction. | Aquatic toxicology (Amsterdam, Netherlands) 20101001 |
| Internal binding of halogenated phenols in dehaloperoxidase-hemoglobin inhibits peroxidase function. | Biophysical journal 20100908 |
| Biodegradation kinetics of selected brominated flame retardants in aerobic and anaerobic soil. | Environmental pollution (Barking, Essex : 1987) 20100601 |
| Chronic exposure to environmental levels of tribromophenol impairs zebrafish reproduction. | Toxicology and applied pharmacology 20100215 |
| Gas chromatography coupled to electron capture negative ion mass spectrometry with nitrogen as the reagent gas--an alternative method for the determination of polybrominated compounds. | Rapid communications in mass spectrometry : RCM 20091201 |
| Distribution and formation of chlorophenols and bromophenols in marine and riverine environments. | Chemosphere 20091001 |
| Tribromophenol and pentachlorophenol uptake from sawdust to horticultural products. | Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment 20091001 |
| Photochemical decomposition of dissolved hydroxylated polybrominated diphenyl ethers under various aqueous conditions. | Chemosphere 20091001 |
| Biodegradation of brominated aromatics by cultures and laccase of Trametes versicolor. | Chemosphere 20090801 |
| Measuring Ca2+-signalling at fertilization in the sea urchin Psammechinus miliaris: alterations of this Ca2+-signal by copper and 2,4,6-tribromophenol. | Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20090801 |
| Brominated flame retardants and other polyhalogenated compounds in indoor air and dust from two houses in Japan. | Chemosphere 20090601 |
| Bromophenol concentrations in fish from Salvador, BA, Brazil. | Anais da Academia Brasileira de Ciencias 20090601 |
| Uptake and biotransformation of structurally diverse brominated flame retardants in zebrafish (Danio rerio) after dietary exposure. | Environmental toxicology and chemistry 20090501 |
| Different modes of binding of mono-, di-, and trihalogenated phenols to the hemoglobin dehaloperoxidase from Amphitrite ornata. | Biochemistry 20090317 |
| Metabolism of polybrominated diphenyl ethers (PBDEs) by human hepatocytes in vitro. | Environmental health perspectives 20090201 |
| Environmental impact of flame retardants (persistence and biodegradability). | International journal of environmental research and public health 20090201 |
| Multifunctional in situ photopolymerized semi-interpenetrating network system is an effective donor site dressing: a cross comparison study in a swine model. | Journal of burn care & research : official publication of the American Burn Association 20090101 |
| Haloanisole and halophenol contamination in Spanish aged red wines. | Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment 20090101 |
| Determination of halophenolic wood preservant traces in milk using headspace solid-phase microextraction and gas chromatography-mass spectrometry. | Journal of chromatography. A 20081226 |
| Contrasting the seasonal variability of halogenated natural products and anthropogenic hexachlorocyclohexanes in the southern Norwegian atmosphere. | Archives of environmental contamination and toxicology 20081101 |
| Potent alpha-glucosidase inhibitors purified from the red alga Grateloupia elliptica. | Phytochemistry 20081101 |
| Desulfovibrio marinisediminis sp. nov., a novel sulfate-reducing bacterium isolated from coastal marine sediment via enrichment with Casamino acids. | International journal of systematic and evolutionary microbiology 20081001 |
| Improved approach for analyzing bromophenols in seafood using stable isotope dilution analysis in combination with SPME. | Journal of agricultural and food chemistry 20080924 |
| Comparison of stir bar sorptive extraction and solid-phase microextraction to determine halophenols and haloanisoles by gas chromatography-ion trap tandem mass spectrometry. | Talanta 20080515 |
| Biodegradation of 2,4,6-tribromophenol by Ochrobactrum sp. strain TB01. | Bioscience, biotechnology, and biochemistry 20080501 |
| Determination of pentachlorophenol and tribromophenol in sawdust by ultrasound-assisted extraction and MEKC. | Journal of separation science 20080401 |
| Identification of brominated and chlorinated phenols as potential thyroid-disrupting compounds in indoor dusts. | Environmental science & technology 20080301 |
| Effects of pH on the water solubility and 1-octanol-water partition coefficient of 2,4,6-tribromophenol. | Journal of environmental monitoring : JEM 20080201 |
| Immunochemical analysis of 2,4,6-tribromophenol for assessment of wood contamination. | Journal of agricultural and food chemistry 20080109 |
| Adsorption characteristics of carbonaceous adsorbents for organic pollutants in a model incineration exhaust gas. | Chemosphere 20080101 |
| A new highly specific and robust yeast androgen bioassay for the detection of agonists and antagonists. | Analytical and bioanalytical chemistry 20071101 |
| Measurement of polybrominated diphenyl ethers and metabolites in mouse plasma after exposure to a commercial pentabromodiphenyl ether mixture. | Environmental health perspectives 20070701 |
| Optimisation of a microwave-assisted extraction method for the simultaneous determination of haloanisoles and halophenols in cork stoppers. | Journal of chromatography. A 20070518 |
| Effects of brominated flame retardants and brominated dioxins on steroidogenesis in H295R human adrenocortical carcinoma cell line. | Environmental toxicology and chemistry 20070401 |
| Optimisation of a headspace solid-phase microextraction with on-fiber derivatisation method for the direct determination of haloanisoles and halophenols in wine. | Journal of chromatography. A 20070302 |
| Synthesis and characterization of 2,3-dibromopropyl-2,4,6-tribromophenyl ether (DPTE) and structurally related compounds evidenced in seal blubber and brain. | Environmental science & technology 20070301 |
| The pH dependence of the activity of dehaloperoxidase from Amphitrite ornata. | Biochimica et biophysica acta 20070101 |
| Identification of the brominated flame retardant 1,2-dibromo-4-(1,2-dibromoethyl)cyclohexane as an androgen agonist. | Journal of medicinal chemistry 20061214 |
| Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | Journal of molecular graphics & modelling 20061101 |
| The marine secondary metabolites 2,4-dibromophenol and 2,4,6-tribromophenol differentially modulate voltage dependent ion currents in neuroendocrine (PC12) cells. | Aquatic toxicology (Amsterdam, Netherlands) 20061012 |
| Development of a solid-phase microextraction method for the analysis of phenolic flame retardants in water samples. | Journal of chromatography. A 20060818 |
| Reductive dehalogenation of tetrabromobisphenol-A by sediment from a contaminated ephemeral streambed and an enrichment culture. | Chemosphere 20060801 |
| Proximal cavity, distal histidine, and substrate hydrogen-bonding mutations modulate the activity of Amphitrite ornata dehaloperoxidase. | Biochemistry 20060801 |
| In vitro profiling of the endocrine-disrupting potency of brominated flame retardants. | Toxicological sciences : an official journal of the Society of Toxicology 20060701 |
| Surface-mediated formation of PBDD/Fs from the high-temperature oxidation of 2-bromophenol on a CuO/silica surface. | Chemosphere 20060501 |
| Microsphere-based protease assays and screening application for lethal factor and factor Xa. | Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501 |
| Biodegradability of tetrabromobisphenol A and tribromophenol by activated sludge. | Ecotoxicology (London, England) 20060501 |
| Formation of bromochlorodibenzo-p-dioxins and dibenzofurans from the high-temperature oxidation of a mixture of 2-chlorophenol and 2-bromophenol. | Environmental science & technology 20060501 |
| Bromophenols, both present in marine organisms and in industrial flame retardants, disturb cellular Ca2+ signaling in neuroendocrine cells (PC12). | Aquatic toxicology (Amsterdam, Netherlands) 20060105 |
| Determination of simple bromophenols in marine fishes by reverse-phase high performance liquid chromatography (RP-HPLC). | Talanta 20051215 |
| Enzyme function of the globin dehaloperoxidase from Amphitrite ornata is activated by substrate binding. | Biochemistry 20051206 |
| Inhibition and induction of aromatase (CYP19) activity by brominated flame retardants in H295R human adrenocortical carcinoma cells. | Toxicological sciences : an official journal of the Society of Toxicology 20051201 |
| A simple bolstering method for optimizing skin graft take on the shaft of the penis. | Plastic and reconstructive surgery 20051101 |
| Two-dimensional distribution of microbial activity and flow patterns within naturally fractured chalk. | Journal of contaminant hydrology 20051001 |
| Surface-mediated formation of polybrominated dibenzo-p-dioxins and dibenzofurans from the high-temperature pyrolysis of 2-bromophenol on a CuO/silica surface. | Environmental science & technology 20050701 |
| Halogenated natural products in five species of Antarctic sponges: compounds with POP-like properties? | Environmental science & technology 20050601 |
| Occupational and environmental exposure to tribromophenol used for wood surface protection in sawmills. | International journal of environmental health research 20050601 |
| Enhancement of bromophenol levels in aquacultured silver seabream (Sparus sarba). | Journal of agricultural and food chemistry 20050323 |
| Impact of microbial activity on the hydraulic properties of fractured chalk. | Journal of contaminant hydrology 20050201 |
| Biodegradation of 2,4,6-tribromophenol during transport in fractured chalk. | Environmental science & technology 20050201 |
| Water solubility and partitioning behavior of brominated phenols. | Environmental toxicology and chemistry 20040601 |
| Identification and responsibility of 2,4,6-tribromoanisole in musty, corked odors in wine. | Journal of agricultural and food chemistry 20040310 |
| A simplified technique for split-thickness skin graft donor-site care. | Plastic and reconstructive surgery 20040201 |
| Environmental swap energy and role of configurational entropy in transfer of small molecules from water into alkanes. | The Journal of chemical physics 20040115 |
| Degradation of 2,4,6-tribromophenol by bacterial cells attached to chalk collected from a contaminated aquifer. | Journal of applied microbiology 20040101 |
| Competitive sorption of organic contaminants in chalk. | Journal of contaminant hydrology 20031201 |
| Seasonal distribution of bromophenols in selected Hong Kong seafood. | Journal of agricultural and food chemistry 20031105 |
| Preliminary study on the occurrence of brominated organic compounds in Dutch marine organisms. | Biomolecular engineering 20030701 |
| Seasonal variations of bromophenols in brown algae (Padina arborescens, Sargassum siliquastrum, and Lobophora variegata) collected in Hong Kong. | Journal of agricultural and food chemistry 20030423 |
| The flame retardants tetrabromobisphenol A and tetrabromobisphenol A-bisallylether suppress the induction of interleukin-2 receptor alpha chain (CD25) in murine splenocytes. | Toxicology 20030214 |
| Tribromophenol induces the differentiation of SH-SY5Y human neuroblastoma cells in vitro. | Toxicology in vitro : an international journal published in association with BIBRA 20030101 |
| Toxic epidermal necrolysis due to administration of celecoxib (Celebrex). | Southern medical journal 20021001 |
| Distribution and levels of brominated flame retardants in sewage sludge. | Chemosphere 20020901 |
| A new method for determination of halogenated flame retardants in human milk using solid-phase extraction. | Journal of analytical toxicology 20020401 |
| Brominated flame retardants in archived serum samples from Norway: a study on temporal trends and the role of age. | Environmental science & technology 20020401 |
| Brominated phenols: characterization of estrogen-like activity in the human breast cancer cell-line MCF-7. | Toxicology letters 20020324 |
| Identification of hydroxylated PCB metabolites and other phenolic halogenated pollutants in human blood plasma. | Archives of environmental contamination and toxicology 20020101 |
| Sorption of organic contaminants in a fractured chalk formation. | Chemosphere 20010801 |
| Brominated flame retardants in plasma samples from three different occupational groups in Norway. | Journal of environmental monitoring : JEM 20010801 |
| Determination of phenolic flame-retardants in human plasma using solid-phase extraction and gas chromatography-electron-capture mass spectrometry. | Journal of chromatography. B, Biomedical sciences and applications 20010105 |
| Potent competitive interactions of some brominated flame retardants and related compounds with human transthyretin in vitro. | Toxicological sciences : an official journal of the Society of Toxicology 20000701 |
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