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Details

Stereochemistry ACHIRAL
Molecular Formula C12H6Br4O
Molecular Weight 485.791
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2,2',4,4'-TETRABROMODIPHENYL ETHER

SMILES

BrC1=CC(Br)=C(OC2=C(Br)C=C(Br)C=C2)C=C1

InChI

InChIKey=XYBSIYMGXVUVGY-UHFFFAOYSA-N
InChI=1S/C12H6Br4O/c13-7-1-3-11(9(15)5-7)17-12-4-2-8(14)6-10(12)16/h1-6H

HIDE SMILES / InChI

Molecular Formula C12H6Br4O
Molecular Weight 485.791
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Cytogenotoxicity induced by PBDE-47 combined with PCB153 treatment in SH-SY5Y cells.
2010-12
Vibrational spectroscopic investigation and DFT studies on 2,2',4,4'-tetrabromodiphenyl ether.
2010-10-15
Polybrominated diphenyl ethers and arylhydrocarbon receptor agonists: Different toxicity and target gene expression.
2010-10-05
Metabolism of 2,2',4,4'-tetrabromodiphenyl ether (BDE-47) in chickens.
2010-08-11
Chronic exposure of 2,2',4,4'-tetrabromodiphenyl ether (PBDE-47) alters locomotion behavior in juvenile zebrafish (Danio rerio).
2010-07-15
Placental transfer of the polybrominated diphenyl ethers BDE-47, BDE-99 and BDE-209 in a human placenta perfusion system: an experimental study.
2010-07-05
Mechanism of polybrominated diphenyl ether uptake into the liver: PBDE congeners are substrates of human hepatic OATP transporters.
2010-06
Cytotoxicity and apoptosis induction on RTG-2 cells of 2,2',4,4'-tetrabromodiphenyl ether (BDE-47) and decabrominated diphenyl ether (BDE-209).
2010-06
Changes in mitogen-activated protein kinase in cerebellar granule neurons by polybrominated diphenyl ethers and polychlorinated biphenyls.
2010-05-15
Flow cytometric analysis of BDE 47 mediated injury to rainbow trout gill epithelial cells.
2010-04-01
Growth and transcriptional effect of dietary 2,2',4,4'-tetrabromodiphenyl ether (PBDE-47) exposure in developing zebrafish (Danio rerio).
2010-03
Global gene expression analysis in the livers of rat offspring perinatally exposed to low doses of 2,2',4,4'-tetrabromodiphenyl ether.
2010-01
Prenatal exposure to organohalogens, including brominated flame retardants, influences motor, cognitive, and behavioral performance at school age.
2009-12
Mechanisms underlying the developmental neurotoxic effect of PBDE-47 and the enhanced toxicity associated with its combination with PCB153 in rats.
2009-11
Immunoassay for monitoring environmental and human exposure to the polybrominated diphenyl ether BDE-47.
2009-10-15
Site-specific impacts on gene expression and behavior in fathead minnows (Pimephales promelas) exposed in situ to streams adjacent to sewage treatment plants.
2009-10-08
Nuclear hormone receptor activity of polybrominated diphenyl ethers and their hydroxylated and methoxylated metabolites in transactivation assays using Chinese hamster ovary cells.
2009-08
Perinatal exposure to low-dose 2,2',4,4'-tetrabromodiphenyl ether affects growth in rat offspring: what is the role of IGF-1?
2009-06-16
In vitro hepatic metabolism of 2,2',4,4',5-pentabromodiphenyl ether (BDE 99) in Chinook salmon (Onchorhynchus tshawytscha).
2009-05-17
Examining the role of temperature and sediment-chemical contact time on desorption and bioavailability of sediment-associated tetrabromo diphenyl ether and benzo(a)pyrene.
2009-05
Transcriptional effects of nonylphenol, bisphenol A and PBDE-47 in liver of juvenile Atlantic cod (Gadus morhua).
2009-04
Preliminary evidence of the in vitro effects of BDE-47 on innate immune responses in children with autism spectrum disorders.
2009-03-31
Cytotoxicity and gene expression profiling of two hydroxylated polybrominated diphenyl ethers in human H295R adrenocortical carcinoma cells.
2009-02-25
Recombinant transthyretin purification and competitive binding with organohalogen compounds in two gull species (Larus argentatus and Larus hyperboreus).
2009-02
Mechanism of the neurotoxic effect of PBDE-47 and interaction of PBDE-47 and PCB153 in enhancing toxicity in SH-SY5Y cells.
2009-01
Influence of PCB153 on oxidative DNA damage and DNA repair-related gene expression induced by PBDE-47 in human neuroblastoma cells in vitro.
2009-01
Dietary exposure to 2,2',4,4'-tetrabromodiphenyl ether (PBDE-47) alters thyroid status and thyroid hormone-regulated gene transcription in the pituitary and brain.
2008-12
Facing the challenge of data transfer from animal models to humans: the case of persistent organohalogens.
2008-11-13
Photodegradation of 2,2',4,4'-tetrabromodiphenyl ether in nonionic surfactant solutions.
2008-11
A technical mixture of 2,2',4,4'-tetrabromo diphenyl ether (BDE47) and brominated furans triggers aryl hydrocarbon receptor (AhR) mediated gene expression and toxicity.
2008-09
Multixenobiotic resistance, acetyl-choline esterase activity and total oxyradical scavenging capacity of the Arctic spider crab, Hyasaraneus, following exposure to bisphenol A, tetra bromo diphenyl ether and diallyl phthalate.
2008-08
Concentration of polybrominated diphenyl ethers (PBDEs) in household dust from various countries.
2008-08
Toxicity and physiological effects of brominated flame retardant PBDE-47 on two life stages of grass shrimp, Palaemonetes pugio.
2008-07-25
A cohort study of in utero polychlorinated biphenyl (PCB) exposures in relation to secondary sex ratio.
2008-07-15
Biomonitoring of polybrominated diphenyl ether (PBDE) pollution: a field study.
2008-07
Comparative oxygen radical formation and toxicity of BDE 47 in rainbow trout cell lines.
2008-07
Microarray analysis reveals a mechanism of phenolic polybrominated diphenylether toxicity in zebrafish.
2008-03-01
Gene expression profiles in rainbow trout, Onchorynchus mykiss, exposed to a simple chemical mixture.
2008-03
Serum concentrations of polybrominated diphenyl ethers (PBDEs) and polybrominated biphenyl (PBB) in the United States population: 2003-2004.
2008-02-15
Reductive debromination of polybrominated diphenyl ethers in anaerobic sediment and a biomimetic system.
2008-02-15
Effects of 20 PBDE metabolites on steroidogenesis in the H295R cell line.
2008-02-15
Inhibition of human placental aromatase activity by hydroxylated polybrominated diphenyl ethers (OH-PBDEs).
2008-02-15
Possible mechanisms of thyroid hormone disruption in mice by BDE 47, a major polybrominated diphenyl ether congener.
2008-02-01
Determination of brominated flame retardants and brominated dioxins in fish collected from three regions of Japan.
2008-02
Biotransformation of brominated flame retardants into potentially endocrine-disrupting metabolites, with special attention to 2,2',4,4'-tetrabromodiphenyl ether (BDE-47).
2008-02
Effects of PBDE-47 on cytotoxicity and genotoxicity in human neuroblastoma cells in vitro.
2008-01-08
The role of mitochondrial and oxidative injury in BDE 47 toxicity to human fetal liver hematopoietic stem cells.
2008-01
Flame retardants in placenta and breast milk and cryptorchidism in newborn boys.
2007-10
Debromination of polybrominated diphenyl ether-99 (BDE-99) in carp (Cyprinus carpio) microflora and microsomes.
2007-10
Bioaccumulation and biotransformation of 61 polychlorinated biphenyl and four polybrominated diphenyl ether congeners in juvenile American kestrels (Falco sparverius).
2007-02
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:06:33 GMT 2025
Edited
by admin
on Mon Mar 31 21:06:33 GMT 2025
Record UNII
0N97R5X10X
Record Status Validated (UNII)
Record Version
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Name Type Language
2,2',4,4'-TETRABROMODIPHENYL ETHER
MI  
Common Name English
NSC-21724
Preferred Name English
PBDE 47
Common Name English
BENZENE, 1,1'-OXYBIS(2,4-DIBROMO-
Systematic Name English
2,2',4,4'-TETRABROMODIPHENYL OXIDE
Common Name English
2,2',4,4'-TETRABROMODIPHENYL ETHER [MI]
Common Name English
2,4,2',4'-TETRABROMODIPHENYL ETHER
Common Name English
BENZENE, 2,4-DIBROMO-1-(2,4-DIBROMOPHENOXY)-
Systematic Name English
Code System Code Type Description
CAS
5436-43-1
Created by admin on Mon Mar 31 21:06:33 GMT 2025 , Edited by admin on Mon Mar 31 21:06:33 GMT 2025
PRIMARY
MERCK INDEX
m8951
Created by admin on Mon Mar 31 21:06:33 GMT 2025 , Edited by admin on Mon Mar 31 21:06:33 GMT 2025
PRIMARY Merck Index
FDA UNII
0N97R5X10X
Created by admin on Mon Mar 31 21:06:33 GMT 2025 , Edited by admin on Mon Mar 31 21:06:33 GMT 2025
PRIMARY
EPA CompTox
DTXSID3030056
Created by admin on Mon Mar 31 21:06:33 GMT 2025 , Edited by admin on Mon Mar 31 21:06:33 GMT 2025
PRIMARY
NSC
21724
Created by admin on Mon Mar 31 21:06:33 GMT 2025 , Edited by admin on Mon Mar 31 21:06:33 GMT 2025
PRIMARY
PUBCHEM
95170
Created by admin on Mon Mar 31 21:06:33 GMT 2025 , Edited by admin on Mon Mar 31 21:06:33 GMT 2025
PRIMARY