Home Halogens Tetrachlorohydroquinone

Tetrachlorohydroquinone

CAS No.:
87-87-6
Catalog Number:
AG004G1W
Molecular Formula:
C6H2Cl4O2
Molecular Weight:
247.8909
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1g
95%
In Stock USA
United States
$32
- +
5g
95%
In Stock USA
United States
$84
- +
25g
95%
In Stock USA
United States
$253
- +
Product Description
Catalog Number:
AG004G1W
Chemical Name:
Tetrachlorohydroquinone
CAS Number:
87-87-6
Molecular Formula:
C6H2Cl4O2
Molecular Weight:
247.8909
MDL Number:
MFCD00041748
IUPAC Name:
2,3,5,6-tetrachlorobenzene-1,4-diol
InChI:
InChI=1S/C6H2Cl4O2/c7-1-2(8)6(12)4(10)3(9)5(1)11/h11-12H
InChI Key:
STOSPPMGXZPHKP-UHFFFAOYSA-N
SMILES:
Oc1c(Cl)c(Cl)c(c(c1Cl)Cl)O
EC Number:
201-779-1
UNII:
5P245C48WP
Properties
Complexity:
134  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
247.878g/mol
Formal Charge:
0
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
247.88g/mol
Monoisotopic Mass:
245.881g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
40.5A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.1  
Literature
Title Journal
ROS-triggered signaling pathways involved in the cytotoxicity and tumor promotion effects of pentachlorophenol and tetrachlorohydroquinone. Chemical research in toxicology 20150316
Redox-active quinones induces genome-wide DNA methylation changes by an iron-mediated and Tet-dependent mechanism. Nucleic acids research 20140201
Pentachlorophenol hydroxylase, a poorly functioning enzyme required for degradation of pentachlorophenol by Sphingobium chlorophenolicum. Biochemistry 20120508
Characterization of TCHQ-induced genotoxicity and mutagenesis using the pSP189 shuttle vector in mammalian cells. Mutation research 20120103
The whole genome sequence of Sphingobium chlorophenolicum L-1: insights into the evolution of the pentachlorophenol degradation pathway. Genome biology and evolution 20120101
Genome sequence of Desulfitobacterium hafniense DCB-2, a Gram-positive anaerobe capable of dehalogenation and metal reduction. BMC microbiology 20120101
Involvement of cytochrome P450 in pentachlorophenol transformation in a white rot fungus Phanerochaete chrysosporium. PloS one 20120101
Continuous combined Fenton's oxidation and biodegradation for the treatment of pentachlorophenol-contaminated water. Water research 20111101
A tool for rapid screening of direct DNA agents using reaction rates and relative interaction potency: towards screening environmental contaminants for hazard. Journal of environmental monitoring : JEM 20111101
Identification of a eukaryotic reductive dechlorinase and characterization of its mechanism of action on its natural substrate. Chemistry & biology 20111028
Degradation of pentachlorophenol with the presence of fermentable and non-fermentable co-substrates in a microbial fuel cell. Bioresource technology 20111001
Evaluation of traditional Indian antidiabetic medicinal plants for human pancreatic amylase inhibitory effect in vitro. Evidence-based complementary and alternative medicine : eCAM 20110101
Sphingobium chlorophenolicum dichlorohydroquinone dioxygenase (PcpA) is alkaline resistant and thermally stable. International journal of biological sciences 20110101
Development of an HPLC method for determination of pentachloronitrobenzene, hexachlorobenzene and their possible metabolites. BMC chemical biology 20110101
Degradation of pentachlorophenol in soil by pulsed corona discharge plasma. Journal of hazardous materials 20100815
Evaluation of the potential of pentachlorophenol degradation in soil by pulsed corona discharge plasma from soil characteristics. Environmental science & technology 20100415
Visualizing changes in electron distribution in coupled chains of cytochrome bc(1) by modifying barrier for electron transfer between the FeS cluster and heme c(1). Biochimica et biophysica acta 20100201
Chromatographic method for quick estimation of DNA interaction potency of environmental pollutants. Environmental toxicology and chemistry 20091001
Mutational study of the role of N-terminal amino acid residues in tetrachlorohydroquinone reductive dehalogenase from Sphingomonas sp. UG30. Research in microbiology 20091001
Enrichment, isolation and characterization of pentachlorophenol degrading bacterium Acinetobacter sp. ISTPCP-3 from effluent discharge site. Biodegradation 20090901
Reduction of pollutants in pulp paper mill effluent treated by PCP-degrading bacterial strains. Environmental monitoring and assessment 20090801
Synergistic cytotoxic effect of tetrachlorocatechol and sodium azide in Escherichia coli: toxicity, metabolism, and mechanistic aspects. Environmental toxicology and chemistry 20090701
Potential mechanism for pentachlorophenol-induced carcinogenicity: a novel mechanism for metal-independent production of hydroxyl radicals. Chemical research in toxicology 20090601
Fenton's oxidation of pentachlorophenol. Water research 20090401
Dihydrolipoic acid inhibits tetrachlorohydroquinone-induced tumor promotion through prevention of oxidative damage. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20081201
Investigation of the biotransformation of pentachlorophenol and pulp paper mill effluent decolorisation by the bacterial strains in a mixed culture. Bioresource technology 20080901
Relationship of thyroid hormone levels to levels of polychlorinated biphenyls, lead, p,p'- DDE, and other toxicants in Akwesasne Mohawk youth. Environmental health perspectives 20080601
Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism. Chemical research in toxicology 20080401
Biochemical characterization of the tetrachlorobenzoquinone reductase involved in the biodegradation of pentachlorophenol. International journal of molecular sciences 20080301
The Catalytic Product of Pentachlorophenol 4-Monooxygenase is Tetra-chlorohydroquinone rather than Tetrachlorobenzoquinone. The open microbiology journal 20080101
The recent evolution of pentachlorophenol (PCP)-4-monooxygenase (PcpB) and associated pathways for bacterial degradation of PCP. Biodegradation 20071001
Cobalt-mediated activation of peroxymonosulfate and sulfate radical attack on phenolic compounds. implications of chloride ions. Environmental science & technology 20060201
Research articles mechanisms of hexachlorobenzene-induced adverse immune effects in brown norway rats. Journal of immunotoxicology 20050701
Bcl-2 overexpression inhibits tetrachlorohydroquinone-induced apoptosis in NIH3T3 cells: a possible mechanism for tumor promotion. Molecular carcinogenesis 20040501
Cell-based assay for the detection of chemically induced cellular stress by immortalized untransformed transgenic hepatocytes. BMC biotechnology 20040101
Kinetics of photodegradation and ozonation of pentachlorophenol. Chemosphere 20030601
Immunomodulatory effects of tetrachlorobenzoquinone, a reactive metabolite of hexachlorobenzene. Chemical research in toxicology 20030601
Skin tumor-promoting potential and systemic effects of pentachlorophenol and its major metabolite tetrachlorohydroquinone in CD-1 Mice. Molecular carcinogenesis 20030401
Application of microscopic fungi isolated from polluted industrial areas for polycyclic aromatic hydrocarbons and pentachlorophenol reduction. Biodegradation 20030101
Characterization of tetrachlorohydroquinone reductive dehalogenase from Sphingomonas sp. UG30. Biochemical and biophysical research communications 20021213
The effect of pentachlorophenol on DNA adduct formation in p53 wild-type and knockout mice exposed to benzo[a]pyrene. Cancer letters 20020408
Effects of pentachlorophenol and tetrachlorohydroquinone on mitogen-activated protein kinase pathways in Jurkat T cells. Environmental health perspectives 20020201
The elusive roles of bacterial glutathione S-transferases: new lessons from genomes. Applied microbiology and biotechnology 20020201
The reaction catalyzed by tetrachlorohydroquinone dehalogenase does not involve nucleophilic aromatic substitution. Biochemistry 20020129
Characterization of the initial steps in the reductive dehalogenation catalyzed by tetrachlorohydroquinone dehalogenase. Biochemistry 20020129
Differences in genotoxicity of H(2)O(2) and tetrachlorohydroquinone in human fibroblasts. Mutation research 20020115
Purification and characterization of glutathione conjugate reductase: a component of the tetrachlorohydroquinone reductive dehalogenase system from Phanerochaete chrysosporium. Archives of biochemistry and biophysics 20010715
Oxidative stress and liver toxicity in rats and human hepatoma cell line induced by pentachlorophenol and its major metabolite tetrachlorohydroquinone. Toxicology letters 20010620
Oxidative damage and direct adducts in calf thymus DNA induced by the pentachlorophenol metabolites, tetrachlorohydroquinone and tetrachloro-1,4-benzoquinone. Carcinogenesis 20010401
Induction of direct adducts, apurinic/apyrimidinic sites and oxidized bases in nuclear DNA of human HeLa S3 tumor cells by tetrachlorohydroquinone. Carcinogenesis 20010401
Proliferation and differentiation of murine haemopoietic progenitor cells in stroma-free culture in the presence of metabolites of chlorinated pesticides. Toxicology in vitro : an international journal published in association with BIBRA 20010201
Different cell death mechanisms and gene expression in human cells induced by pentachlorophenol and its major metabolite, tetrachlorohydroquinone. Chemico-biological interactions 20001101
Interaction of structurally diverse pesticides with the human MDR1 gene product P-glycoprotein. Toxicology and applied pharmacology 19961101
Metabolism of polychlorinated phenols by Pseudomonas cepacia AC1100: determination of the first two steps and specific inhibitory effect of methimazole. Journal of bacteriology 19950101
Characterization of a Flavobacterium glutathione S-transferase gene involved reductive dechlorination. Journal of bacteriology 19930501
Cloning, sequence analysis, and expression of the Flavobacterium pentachlorophenol-4-monooxygenase gene in Escherichia coli. Journal of bacteriology 19930101
Interactions of halogenated industrial chemicals with transthyretin and effects on thyroid hormone levels in vivo. Archives of toxicology 19910101
Properties