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1,2,4-trihydroxybenzene
2,5-dihydroxyphenol

Supplier Sponsors

Name:benzene-1,2,4-triol
CAS Number: 533-73-3Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:208-575-1
FDA UNII: 173O8B04RD
Nikkaji Web:J6.333I
Beilstein Number:2042863
MDL:MFCD00002198
XlogP3-AA:1.50 (est)
Molecular Weight:126.11142000
Formula:C6 H6 O3
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:hair dyeing agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 140.50 °C. @ 760.00 mm Hg
Soluble in:
 water, 1.222e+005 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: hair dyeing agents
 
Suppliers:
BOC Sciences
For experimental / research use only.
1,2,4-BENZENETRIOL 95%
EMD Millipore
For experimental / research use only.
1,2,4-Trihydroxybenzene
Santa Cruz Biotechnology
For experimental / research use only.
1,2,4-Benzenetriol
Seqens
1,2,4-BENZENE TRIOL (1,2,4-TRIHYDROXYBENZENE)
Sigma-Aldrich: Aldrich
For experimental / research use only.
1,2,4-Benzenetriol ReagentPlus®, 99%
TCI AMERICA
For experimental / research use only.
1,2,4-Trihydroxybenzene >95.0%(GC)
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-mouse LD50 25 mg/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) BEHAVIORAL: ATAXIA
National Technical Information Service. Vol. OTS0540939

oral-mouse LDLo 10 mg/kg
BEHAVIORAL: ATAXIA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
National Technical Information Service. Vol. OTS0540939

Dermal Toxicity:
subcutaneous-mouse LD50 122 mg/kg
Industrial Health. Vol. 5, Pg. 143, 1967.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
hair dyeing agents
Recommendation for 1,2,4-trihydroxybenzene usage levels up to:
 not for fragrance use.
 
Recommendation for 1,2,4-trihydroxybenzene flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA GENetic TOXicology:Search
EPA Substance Registry Services (TSCA):533-73-3
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :10787
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
benzene-1,2,4-triol
Chemidplus:0000533733
RTECS:DC4200000 for cas# 533-73-3
 
References:
 benzene-1,2,4-triol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):10787
Pubchem (sid):134977042
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
Metabolomics Database:Search
UM BBD:Search
KEGG (GenomeNet):C02814
HMDB (The Human Metabolome Database):Search
FooDB:FDB004373
Export Tariff Code:2907.29.9000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
 hair dyeing agents
 
Occurrence (nature, food, other):note
 coffee
Search PMC Picture
 tea leaf
Search Trop Picture
 
Synonyms:
1,2,4-benzene triol
 benzene-1,2,4-triol
1,2,4-benzenetriol
2,5-dihydroxyphenol
oxyhydrochinon
 hydroquinone, hydroxy-
 hydroxyhydroquinone
 hydroxyquinol
 

Articles:

PubMed:Preparation of Gold Nanorods Using 1,2,4-Trihydroxybenzene as a Reducing Agent.
PubMed:Imprinted nanospheres based on precipitation polymerization for the simultaneous extraction of six urinary benzene metabolites from urine followed by injector port silylation and gas chromatography-tandem mass spectrometric analysis.
PubMed:Identification of the Gene Cluster for the Anaerobic Degradation of 3,5-Dihydroxybenzoate (α-Resorcylate) in Thauera aromatica Strain AR-1.
PubMed:Degradation of sulfonamide antibiotics by Microbacterium sp. strain BR1 - elucidating the downstream pathway.
PubMed:Synthesis and characterization of Ag₃PO₄ immobilized with graphene oxide (GO) for enhanced photocatalytic activity and stability over 2,4-dichlorophenol under visible light irradiation.
PubMed:Human CYP2E1-dependent and human sulfotransferase 1A1-modulated induction of micronuclei by benzene and its hydroxylated metabolites in Chinese hamster V79-derived cells.
PubMed:Metabolic gene clusters encoding the enzymes of two branches of the 3-oxoadipate pathway in the pathogenic yeast Candida albicans.
PubMed:Contribution of phenolic compounds to food flavors: strecker-type degradation of amines and amino acids produced by o- and p-diphenols.
PubMed:Tyrosinase-catalyzed hydroxylation of hydroquinone, a depigmenting agent, to hydroxyhydroquinone: A kinetic study.
PubMed:Electro-Fenton degradation of the antibiotic sulfanilamide with Pt/carbon-felt and BDD/carbon-felt cells. Kinetics, reaction intermediates, and toxicity assessment.
PubMed:Catalysis and inactivation of tyrosinase in its action on hydroxyhydroquinone.
PubMed:Effect of myeloperoxidase inhibition on gene expression profiles in HL-60 cells exposed to 1,2,4,-benzenetriol.
PubMed:Destruction of 4-phenolsulfonic acid in water by anodic contact glow discharge electrolysis.
PubMed:Catalytic mechanism of 5-chlorohydroxyhydroquinone dehydrochlorinase from the YCII superfamily of largely unknown function.
PubMed:Formation, molecular structure, and morphology of humins in biomass conversion: influence of feedstock and processing conditions.
PubMed:Phenolic metabolites of benzene induced caspase-dependent cytotoxicities to K562 cells accompanied with decrease in cell surface sialic acids.
PubMed:Different strategies in anaerobic biodegradation of aromatic compounds: nitrate reducers versus strict anaerobes.
PubMed:Anodic oxidation of o-nitrophenol on BDD electrode: variable effects and mechanisms of degradation.
PubMed:Solvent effect on pathways and mechanisms for D-fructose conversion to 5-hydroxymethyl-2-furaldehyde: in situ 13C NMR study.
PubMed:Benzene oxygenation and oxidation by the peroxygenase of Agrocybe aegerita.
PubMed:The TetR-type transcriptional repressor RolR from Corynebacterium glutamicum regulates resorcinol catabolism by binding to a unique operator, rolO.
PubMed:Determination of polyphenolic content in beverages using laccase, gold nanoparticles and long wavelength fluorimetry.
PubMed:Flavin-containing monooxygenases from Phanerochaete chrysosporium responsible for fungal metabolism of phenolic compounds.
PubMed:Effects of benzene and its metabolites on global DNA methylation in human normal hepatic L02 cells.
PubMed:Reaction pathways of glucose during esterification: effects of reaction parameters on the formation of humin type polymers.
PubMed:Benzene metabolite 1,2,4-benzenetriol induces halogenated DNA and tyrosines representing halogenative stress in the HL-60 human myeloid cell line.
PubMed:Efficiency of trapping methylglyoxal by phenols and phenolic acids.
PubMed:Coffee and its consumption: benefits and risks.
PubMed:Phenolic metabolites of benzene inhibited the erythroid differentiation of K562 cells.
PubMed:Identification and characterization of another 4-nitrophenol degradation gene cluster, nps, in Rhodococcus sp. strain PN1.
PubMed:Oxidative stress-mediated bimodal regulation of polymorphonuclear leukocyte spreading by polyphenolic compounds.
PubMed:Global gene expression analysis on the target genes of PQS and HHQ in J774A.1 monocyte/macrophage cells.
PubMed:Aqueous 4-nitrophenol decomposition and hydrogen peroxide formation induced by contact glow discharge electrolysis.
PubMed:Fe-superoxide dismutase and 2-hydroxy-1,4-benzoquinone reductase preclude the auto-oxidation step in 4-aminophenol metabolism by Burkholderia sp. strain AK-5.
PubMed:Cloning and characterization of a gene cluster involved in the catabolism of p-nitrophenol from Pseudomonas putida DLL-E4.
PubMed:para-Nitrophenol 4-monooxygenase and hydroxyquinol 1,2-dioxygenase catalyze sequential transformation of 4-nitrocatechol in Pseudomonas sp. strain WBC-3.
PubMed:Effects of hydroxyhydroquinone-reduced coffee on vasoreactivity and blood pressure.
PubMed:The role of nitric oxide on DNA damage induced by benzene metabolites.
PubMed:Acanthosulfate, a sulfated hydroxyhydroquinone sesterterpenoid from the sponge Acanthodendrilla sp.
PubMed:Hydroxyhydroquinone interferes with the chlorogenic acid-induced restoration of endothelial function in spontaneously hypertensive rats.
PubMed:Hydroxyhydroquinone-free coffee: a double-blind, randomized controlled dose-response study of blood pressure.
PubMed:Identification of human cell responses to benzene and benzene metabolites.
PubMed:Ferulic acid restores endothelium-dependent vasodilation in aortas of spontaneously hypertensive rats.
PubMed:Quantitative studies on the formation of phenol/2-furfurylthiol conjugates in coffee beverages toward the understanding of the molecular mechanisms of coffee aroma staling.
PubMed:Heterologous expression and identification of the genes involved in anaerobic degradation of 1,3-dihydroxybenzene (resorcinol) in Azoarcus anaerobius.
PubMed:Mutagenic, antimutagenic and antioxidant activities of a new class of beta-glucoside hydroxyhydroquinone from Anagallis monelli growing in Tunisia.
PubMed:Quantitative precursor studies on di- and trihydroxybenzene formation during coffee roasting using "in bean" model experiments and stable isotope dilution analysis.
PubMed:Synthesis and structure determination of covalent conjugates formed from the sulfury-roasty-smelling 2-furfurylthiol and di- or trihydroxybenzenes and their identification in coffee brew.
PubMed:Hydroxyquinol pathway for microbial degradation of halogenated aromatic compounds.
PubMed:Synthesis of echinamines A and B, the first aminated hydroxynaphthazarins produced by the sea urchin Scaphechinus mirabilis and its analogues.
PubMed:Dearomatizing benzene ring reductases.
PubMed:Pathways and kinetics on photocatalytic destruction of aqueous phenol.
PubMed:Improvement of hypertension and vascular dysfunction by hydroxyhydroquinone-free coffee in a genetic model of hypertension.
PubMed:Protective effect of 1,2,4-benzenetriol on LPS-induced NO production by BV2 microglial cells.
PubMed:Novel 4-chlorophenol degradation gene cluster and degradation route via hydroxyquinol in Arthrobacter chlorophenolicus A6.
PubMed:Transportation mechanism for vanillin uptake through fungal plasma membrane.
PubMed:Effects of co-exposure to extremely low frequency (ELF) magnetic fields and benzene or benzene metabolites determined in vitro by the alkaline comet assay.
PubMed:Crystal structure of the hydroxyquinol 1,2-dioxygenase from Nocardioides simplex 3E, a key enzyme involved in polychlorinated aromatics biodegradation.
PubMed:Nonrandom aneuploidy of chromosomes 1, 5, 6, 7, 8, 9, 11, 12, and 21 induced by the benzene metabolites hydroquinone and benzenetriol.
PubMed:Effects of nitrosation on the formation of cyanide in publicly owned treatment works secondary effluent.
PubMed:Hydrothermal upgrading of biomass to biofuel; studies on some monosaccharide model compounds.
PubMed:Bacterial degradation of chlorophenols: pathways, biochemica, and genetic aspects.
PubMed:Establishing biomarkers of oxidative stress: the measurement of hydrogen peroxide in human urine.
PubMed:Rapid determination of six urinary benzene metabolites in occupationally exposed and unexposed subjects.
PubMed:Photohydroxylation of 1,4-benzoquinone in aqueous solution revisited.
PubMed:Micronucleus induction in cells co-exposed in vitro to 50 Hz magnetic field and benzene, 1,4-benzenediol (hydroquinone) or 1,2,4-benzenetriol.
PubMed:The metabolic pathway of 4-aminophenol in Burkholderia sp. strain AK-5 differs from that of aniline and aniline with C-4 substituents.
PubMed:Photocatalytic degradation of 2-chlorophenol: a study of kinetics, intermediates and biodegradability.
PubMed:Anaerobic degradation of protocatechuate (3,4-dihydroxybenzoate) by Thauera aromatica strain AR-1.
PubMed:Mineralization of aromatic compounds by brown-rot basidiomycetes - mechanisms involved in initial attack on the aromatic ring.
PubMed:Deoxygenation of polyhydroxybenzenes: an alternative strategy for the benzene-free synthesis of aromatic chemicals.
PubMed:A combination of the micronucleus assay and a FISH technique for evaluation of the genotoxicity of 1,2,4-benzenetriol.
PubMed:Effect of food reductones, 2,5-dimethyl-4-hydroxy-3(2H)-furanone (DMHF) and hydroxyhydroquinone (HHQ), on lipid peroxidation and type IV and I allergy responses of mouse.
PubMed:DNA breakage induced by 1,2,4-benzenetriol: relative contributions of oxygen-derived active species and transition metal ions.
PubMed:DNA-breaking versus DNA-protecting activity of four phenolic compounds in vitro.
PubMed:Two distinct pathways for anaerobic degradation of aromatic compounds in the denitrifying bacterium Thauera aromatica strain AR-1.
PubMed:Degradation of 4-nitrocatechol by Burkholderia cepacia: a plasmid-encoded novel pathway.
PubMed:Hydroxyhydroquinone reductase, the initial enzyme involved in the degradation of hydroxyhydroquinone (1,2,4-trihydroxybenzene) by Desulfovibrio inopinatus.
PubMed:Validation of biomarkers in humans exposed to benzene: urine metabolites.
PubMed:Degradation of pentachlorophenol by Phanerochaete chrysosporium: intermediates and reactions involved.
PubMed:Anaerobic degradation of phenolic compounds.
PubMed:Development of liquid chromatography-electrospray ionization-tandem mass spectrometry methods for determination of urinary metabolites of benzene in humans.
PubMed:Biodegradation of phenylbenzoate and some of its derivatives by Scedosporium apiospermum.
PubMed:A functional 4-hydroxysalicylate/hydroxyquinol degradative pathway gene cluster is linked to the initial dibenzo-p-dioxin pathway genes in Sphingomonas sp. strain RW1.
PubMed:Complexation of 1,2,4-benzenetriol with inorganic and ferritin-released iron in vitro.
PubMed:Enhancement of myeloid cell growth by benzene metabolites via the production of active oxygen species.
PubMed:Crystallization and preliminary crystallographic analysis of the hydroxyquinol 1,2-dioxygenase from Nocardioides simplex 3E: a novel dioxygenase involved in the biodegradation of polychlorinated aromatic compounds.
PubMed:Modulation of arachidonic acid metabolism by phenols: relation to their structure and antioxidant/prooxidant properties.
PubMed:Identification of hydroxyhydroquinone in coffee as a generator of reactive oxygen species that break DNA single strands.
PubMed:Biodegradation of phenol and p-cresol by the hyphomycete Scedosporium apiospermum.
PubMed:Upregulation of amyloid precursor protein gene promoter in rat primary hippocampal neurons by phorbol ester, IL-1 and retinoic acid, but not by reactive oxygen species.
PubMed:Degradation of 2,4,6-trichlorophenol by Phanerochaete chrysosporium: involvement of reductive dechlorination.
PubMed:XAS characterization of the active sites of novel intradiol ring-cleaving dioxygenases: hydroxyquinol and chlorocatechol dioxygenases.
PubMed:Dose-dependent metabolism of benzene in hamsters, rats, and mice.
PubMed:Evidence of two oxidative reaction steps initiating anaerobic degradation of resorcinol (1,3-dihydroxybenzene) by the denitrifying bacterium Azoarcus anaerobius.
PubMed:A two-component monooxygenase catalyzes both the hydroxylation of p-nitrophenol and the oxidative release of nitrite from 4-nitrocatechol in Bacillus sphaericus JS905.
PubMed:Anaerobic degradation of alpha-resorcylate by Thauera aromatica strain AR-1 proceeds via oxidation and decarboxylation to hydroxyhydroquinone.
PubMed:In vitro studies of ferritin iron release and neurotoxicity.
PubMed:Benzene metabolites induce the loss and long arm deletion of chromosomes 5 and 7 in human lymphocytes.
PubMed:Desulfovibrio inopinatus, sp. nov., A new sulfate-reducing bacterium that degrades hydroxyhydroquinone (1,2,4-trihydroxybenzene)
PubMed:Desulfovibrio inopinatus, sp. nov., a new sulfate-reducing bacterium that degrades hydroxyhydroquinone.
PubMed:Potential biomarkers of benzene exposure.
PubMed:Purification and characterization of 2,6-dichloro-p-hydroquinone chlorohydrolase from Flavobacterium sp. strain ATCC 39723.
PubMed:Phase II metabolism of benzene.
PubMed:Purification of hydroxyquinol 1,2-dioxygenase and maleylacetate reductase: the lower pathway of 2,4,5-trichlorophenoxyacetic acid metabolism by Burkholderia cepacia AC1100.
PubMed:Degradation of 3-nitrophenol by Pseudomonas putida B2 occurs via 1,2,4-benzenetriol.
PubMed:1,4-Benzoquinone reductase from basidiomycete Phanerochaete chrysosporium: spectral and kinetic analysis.
PubMed:Biodegradation of 4-nitroanisole by two Rhodococcus spp.
PubMed:Role of hydrogen peroxide in the formation of DNA adducts in HL-60 cells treated with benzene metabolites.
PubMed:Benzene metabolites enhance reactive oxygen species generation in HL60 human leukemia cells.
PubMed:Purification and characterization of chlorophenol 4-monooxygenase from Burkholderia cepacia AC1100.
PubMed:Degradation of prochloraz and 2,4,6-trichlorophenol by environmental bacterial strains.
PubMed:Effects of metals, ligands and antioxidants on the reaction of oxygen with 1,2,4-benzenetriol.
PubMed:Effects of benzene metabolite treatment on granulocytic differentiation and DNA adduct formation in HL-60 cells.
PubMed:Inhibition of 1,2,4-benzenetriol-generated active oxygen species and induction of phase II enzymes by green tea polyphenols.
PubMed:Benzene metabolism in rodent hepatocytes: role of sulphate conjugation.
PubMed:Oxidative modifications produced in HL-60 cells on exposure to benzene metabolites.
PubMed:Purification and Characterization of Hydroxyquinol 1,2-Dioxygenase from Azotobacter sp. Strain GP1.
PubMed:Interleukin 1-induced production of nitric oxide inhibits benzenetriol-mediated oxidative injury in rat hepatocytes.
PubMed:Metabolism of halohydroquinones in Rhodococcus chlorophenolicus PCP-1.
PubMed:Release of iron from ferritin by 1,2,4-benzenetriol.
PubMed:Production and application of monoclonal antibodies specific to pyrroloquinoline quinone.
PubMed:Distinct actions of benzene and its metabolites on nitric oxide production by bone marrow leukocytes.
PubMed:Evidence of two pathways for the metabolism of phenol by Aspergillus fumigatus.
PubMed:Cometabolic degradation of o-cresol and 2,6-dimethylphenol by Penicillium frequentans Bi 7/2.
PubMed:Purification and characterization of 6-chlorohydroxyquinol 1,2-dioxygenase from Streptomyces rochei 303: comparison with an analogous enzyme from Azotobacter sp. strain GP1.
PubMed:Catabolism of 4-hydroxybenzoate in Candida parapsilosis proceeds through initial oxidative decarboxylation by a FAD-dependent 4-hydroxybenzoate 1-hydroxylase.
PubMed:Biodegradation of p-nitrophenol via 1,2,4-benzenetriol by an Arthrobacter sp.
PubMed:Purification and characterization of a 1,2,4-trihydroxybenzene 1,2-dioxygenase from the basidiomycete Phanerochaete chrysosporium.
PubMed:Effects of benzene metabolites on receptor-mediated phagocytosis and cytoskeletal integrity in mouse peritoneal macrophages.
PubMed:4-Ethylphenol metabolism by Aspergillus fumigatus.
PubMed:Prooxidant and antioxidant properties of iron-hydroquinone and iron-1,2,4-benzenetriol complex. Implications for benzene toxicity.
PubMed:Detection of 1,2,4-benzenetriol induced aneuploidy and microtubule disruption by fluorescence in situ hybridization and immunocytochemistry.
PubMed:Degradation of 2,4,5-trichlorophenol by the lignin-degrading basidiomycete Phanerochaete chrysosporium.
PubMed:Degradation of 2,4-dihydroxybenzoate by Pseudomonas sp. BN9.
PubMed:Catabolism of benzene compounds by ascomycetous and basidiomycetous yeasts and yeastlike fungi. A literature review and an experimental approach.
PubMed:Benzene metabolite, 1,2,4-benzenetriol, induces micronuclei and oxidative DNA damage in human lymphocytes and HL60 cells.
PubMed:Development of an immunoassay to detect hemoglobin adducts formed by benzene exposure.
PubMed:Utilization of aromatic compounds by the Penicillium strain Bi 7/2.
PubMed:Degradation of some phenols and hydroxybenzoates by the imperfect ascomycetous yeasts Candida parapsilosis and Arxula adeninivorans: evidence for an operative gentisate pathway.
PubMed:Enhancement of the mutagenicity of polyphenols by chlorination and nitrosation in Salmonella typhimurium.
PubMed:Characterization of aromatic dehalogenases of Mycobacterium fortuitum CG-2.
PubMed:Potentiation of DNA adduct formation in HL-60 cells by combinations of benzene metabolites.
PubMed:Sequential Transhydroxylations Converting Hydroxyhydroquinone to Phloroglucinol in the Strictly Anaerobic, Fermentative Bacterium Pelobacter massiliensis.
PubMed:Degradation of 2,7-dichlorodibenzo-p-dioxin by the lignin-degrading basidiomycete Phanerochaete chrysosporium.
PubMed:Degradation of 2,4-dinitrotoluene by the lignin-degrading fungus Phanerochaete chrysosporium.
PubMed:Effects of benzene on DNA strand breaks in vivo versus benzene metabolite-induced DNA strand breaks in vitro in mouse bone marrow cells.
PubMed:Hematin catalysed autooxidation of hydroquinone or 1,2,4-benzenetriol.
PubMed:Epithelial cell proliferation in rat forestomach and glandular stomach mucosa induced by catechol and analogous dihydroxybenzenes.
PubMed:Pyrogallol-to-phloroglucinol conversion and other hydroxyl-transfer reactions catalyzed by cell extracts of Pelobacter acidigallici.
PubMed:Activation of microsomal glutathione transferase activity by reactive intermediates formed during the metabolism of phenol.
PubMed:Bacterial metabolism of 2,6-xylenol.
PubMed:Release of 2-thiobarbituric acid reactive products from glutamate or deoxyribonucleic acid by 1,2,4-benzenetriol or hydroquinone in the presence of copper ions.
PubMed:Pathways for formation of catechol and 1,2,4-benzenetriol in rabbits.
PubMed:Excretion of 1,2,4-benzenetriol in the urine of workers exposed to benzene.
PubMed:Multiple activation pathways of benzene leading to products with varying genotoxic characteristics.
PubMed:Hydroxylation and Dechlorination of Tetrachlorohydroquinone by Rhodococcus sp. Strain CP-2 Cell Extracts.
PubMed:Inhibitory effect of benzene metabolites on nuclear DNA synthesis in bone marrow cells.
PubMed:Human DNA damage induced by 1,2,4-benzenetriol, a benzene metabolite.
PubMed:Characterization and nucleotide sequence determination of a repeat element isolated from a 2,4,5-T degrading strain of Pseudomonas cepacia.
PubMed:Relative toxicity of metabolites of benzene in mice.
PubMed:Cloning, physical mapping and expression of chromosomal genes specifying degradation of the herbicide 2,4,5-T by Pseudomonas cepacia AC1100.
PubMed:[Mutagenicity of benzene metabolites by fluctuation test].
PubMed:Role of oxygen radicals in induction of DNA damage by metabolites of benzene.
PubMed:Characterization of the pyrogallol-phloroglucinol isomerase of Eubacterium oxidoreducens.
PubMed:Complete dechlorination of tetrachlorohydroquinone by cell extracts of pentachlorophenol-induced Rhodococcus chlorophenolicus.
PubMed:DNA damage in L5178YS cells following exposure to benzene metabolites.
PubMed:[Acinetobacter calcoaceticus strain with a wide spectrum of utilizing aromatic compounds and carrying a plasmid for resorcin degradation].
PubMed:The inhibition of mitochondrial DNA replication in vitro by the metabolites of benzene, hydroquinone and p-benzoquinone.
PubMed:Degradation of phenolic compounds by the yeast Candida tropicalis HP 15. I. Physiology of growth and substrate utilization.
PubMed:In vitro effects of benzene metabolites on mouse bone marrow stromal cells.
PubMed:Inhibition of mRNA synthesis in rabbit bone marrow nuclei in vitro by quinone metabolites of benzene.
PubMed:A novel method for the separation and quantitation of benzene metabolites using high-pressure liquid chromatography.
PubMed:[Hydroxyhydroquinone--intermediate compound of the preliminary metabolism of parahydroxybenzoic acid by Candida tropicalis].
PubMed:Occurrence of hydroxyhydroquinone and 2-aminoimidazole in sponges.
 
Notes:
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