Benzidines
Aminobiphenyl Compounds
Tanning
A process of preserving animal hides by chemical treatment (using vegetable tannins, metallic sulfates, and sulfurized phenol compounds, or syntans) to make them immune to bacterial attack, and subsequent treatments with fats and greases to make them pliable. (McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed)
Guaiacol
Biotransformation
The chemical alteration of an exogenous substance by or in a biological system. The alteration may inactivate the compound or it may result in the production of an active metabolite of an inactive parent compound. The alterations may be divided into METABOLIC DETOXICATION, PHASE I and METABOLIC DETOXICATION, PHASE II.
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Peroxygenase metabolism of N-acetylbenzidine by prostaglandin H synthase. Formation of an N-hydroxylamine. (1/124)
Synthesis of prostaglandin H2 by prostaglandin H synthase (PHS) results in a two-electron oxidation of the enzyme. An active reduced enzyme is regenerated by reducing cofactors, which become oxidized. This report examines the mechanism by which PHS from ram seminal vesicle microsomes catalyzes the oxidation of the reducing cofactor N-acetylbenzidine (ABZ). During the conversion of 0.06 mM ABZ to its final end product, 4'-nitro-4-acetylaminobiphenyl, a new metabolite was observed when 1 mM ascorbic acid was present. Similar results were observed whether 0.2 mM arachidonic acid or 0.5 mM H2O2 was used as the substrate. This metabolite co-eluted with synthetic N'-hydroxy-N-acetylbenzidine (N'HA), but not with N-hydroxy-N-acetylbenzidine. The new metabolite was identified as N'HA by electrospray ionization/MS/MS. N'HA represented as much as 10% of the total radioactivity recovered by high pressure liquid chromatography. When N'HA was substituted for ABZ, PHS metabolized N'HA to 4'-nitro-4-acetylaminobiphenyl. Inhibitor studies demonstrated that metabolism was due to PHS, not cytochrome P-450. The lack of effect of 5,5-dimethyl-1-pyrroline N-oxide, mannitol, and superoxide dismutase suggests the lack of involvement of one-electron transfer reactions and suggests that hydroxyl radicals and superoxide are not sources of oxygen or oxidants. Oxygen uptake studies did not demonstrate a requirement for molecular oxygen. When [18O]H2O2 was used as the substrate, 18O enrichment was observed for 4'-nitro-4-acetylaminobiphenyl, but not for N'HA. A 97% enrichment was observed for one atom of 18O, and a 17 +/- 7% enrichment was observed for two 18O atoms. The rapid exchange of 18O-N'HA with water was suggested to explain the lack of enrichment of N'HA and the low enrichment of two 18O atoms into 4'-nitro-4-acetylaminobiphenyl. Results demonstrate a peroxygenase oxidation of ABZ and N'HA by PHS and suggest a stepwise oxidation of ABZ to N'-hydroxy, 4'-nitroso, and 4'-nitro products. (+info)Human and Escherichia coli beta-glucuronidase hydrolysis of glucuronide conjugates of benzidine and 4-aminobiphenyl, and their hydroxy metabolites. (2/124)
Individuals exposed to carcinogenic aromatic amines excrete arylamine N- and O-glucuronide metabolites. This study assessed the susceptibility of selected glucuronides to hydrolysis by human and Escherichia coli beta-glucuronidase. N- or O-glucuronides were prepared with the following aglycones: benzidine, N-acetylbenzidine, N'-hydroxy-N-acetylbenzidine, N-hydroxy-N-acetylbenzidine, N-hydroxy-N,N'-diacetylbenzidine, 3-hydroxy-N,N'-diacetylbenzidine, 3-hydroxy-benzidine, 4-aminobiphenyl, N-hydroxy-4-aminobiphenyl, and N-hydroxy-N-acetyl-4-aminobiphenyl. The (3)H- and (14)C-labeled glucuronides were prepared with human or rat liver microsomes using UDP-glucuronic acid as cosubstrate. Each of the 10 glucuronides (6-12 microM) was incubated at pH 5.5 or 7.0 with either human recombinant (pure) or E. coli (commercial preparation) beta-glucuronidase for 30 min at 37 degrees C. Hydrolysis was measured by HPLC. Reaction conditions were optimized, using the O-glucuronide of N-hydroxy-N,N'-diacetylbenzidine. Both enzymes preferentially hydrolyzed O-glucuronides over N-glucuronides and distinguished between structural isomers. With E. coli beta-glucuronidase at pH 7.0, selectivity was demonstrated by the complete hydrolysis of N-hydroxy-N-acetyl-4-aminobiphenyl O-glucuronide in the presence of N-acetylbenzidine N-glucuronide, which was not hydrolyzed. Metabolism by both enzymes was completely inhibited by the specific beta-glucuronidase inhibitor saccharic acid-1,4-lactone (0.5 mM). The concentration of human beta-glucuronidase necessary to achieve significant hydrolysis of glucuronides was substantially more than the amount of enzyme reported previously to be present in urine under either normal or pathological conditions. The bacterial enzyme may hydrolyze O-glucuronides, but not N-glucuronides, in urine at neutral pH. Thus, the nonenzymatic hydrolysis of N-glucuronides by acidic urine is likely a more important source of free amine than enzymatic hydrolysis. (+info)Ultrastructural localization of light-induced lipid peroxides in the rat retina. (3/124)
PURPOSE: Localization of light-induced lipid peroxides in the rat retina at an ultrastructural level as benzidine-reactive substances. METHODS: Long-Evans rats with nondilated pupils were exposed to intense light of 6000 lux for 12 or 24 hours. Control animals were kept under physiological light conditions. Rats with dilated pupils were exposed to a light intensity of 50 lux or 150,000 lux for 1 hour. For ultrastructural localization the enucleated eyes were fixed in a 0.1-M cacodylate buffer (pH 7.4) containing 2% glutaraldehyde for 2 hours. Pieces of the superior part of the central eyecup were incubated overnight with tetramethylbenzidine (TMB; pH 3.0) at 4 degrees C, postfixed with 1.5% OSO4, and embedded for electron microscopy. RESULTS: In animals exposed to intense light, electron-dense structures appeared exclusively throughout the rod outer segments after an irradiation of 6000 lux for 24 hours or 150,000 lux for 1 hour and were absent in animals with nondilated pupils kept at physiological light conditions. Dilation of the pupils leads to the appearance of electron-dense structures after just 1 hour of 50 lux, whereas rats with nondilated pupils withstand even a 12-hour irradiation with 6000 lux. No electron-dense structures were found when no TMB was used in incubation. CONCLUSIONS: The appearance of electron-dense structures in the rod outer segments depends on the incubation with TMB and intensive light exposure of the rat. Dilation of the pupils lowers the threshold for the emergence of electron-dense structures significantly. This strongly supports the view that light-induced lipid peroxides in the rat retina are localized at an ultrastructural level as benzidine-reactive substances. This protocol presents a tool for the generation and ultrastructural localization of lipid peroxides in rat retinas. (+info)Glucuronidation of benzidine and its metabolites by cDNA-expressed human UDP-glucuronosyltransferases and pH stability of glucuronides. (4/124)
Although glucuronidation is considered a necessary step in aromatic amine-induced bladder cancer, the specific enzymes involved are not known. This study assessed the capacity of five different human recombinant UDP-glucuronosyltransferases expressed in COS-1 cells to glucuronidate benzidine, its metabolites and 4-aminobiphenyl. [(14)C]UDP-glucuronic acid was used as co-substrate. UGT1A1, UGT1A4 and UGT1A9 each metabolized all of the aromatic amines. UGT1A9 exhibited the highest relative rates of metabolism with preference for the two hydroxamic acids, N-hydroxy-N-acetylbenzidine and N-hydroxy-N,N'-diacetylbenzidine. UGT1A9 metabolized 4-aminobiphenyl approximately 50% faster than benzidine or N-acetylbenzidine. UGT1A4 N-glucuronidated N'-hydroxy- N-acetylbenzidine at the highest relative rate compared with the other transferases. UGT1A6 was effective in metabolizing only four of the eight aromatic amines tested. UGT1A1 demonstrated more extensive metabolism of the hydroxamic acid, N-hydroxy-N,N'-diacetylbenzidine, and the ring oxidation product, 3-OH-N,N'-diacetylbenzidine, than it did for the other six amines. UGT2B7 was the only product of the UGT2 gene family examined and it metabolized all the aromatic amines at similar low relative levels compared with a preferred substrate, 4-OH-estrone. The K(m) values for N-acetylbenzidine metabolism by UGT1A1 and UGT1A4 were 0.37 +/- 0.14 and 1.8 +/- 0.4 mM, respectively. The O-glucuronide of 3-OH-N,N'-diacetylbenzidine was not hydrolyzed during a 24 h 37 degrees C incubation at either pH 5. 5 or 7.4. Likewise, the O-glucuronide of 3-OH-benzidine was stable at pH 7.4, with 52% remaining at pH 5.5 after 24 h. These results suggest the following relative ranking of transferase metabolism: UGT1A9 > UGT1A4 > > UGT2B7 > UGT1A6 approximately UGT1A1. The relative pH stability of O-glucuronides is consistent with a role in detoxification and excretion of aromatic amines, while the acid lability of N-glucuronides is consistent with delivery of these amines to the bladder epithelium for activation, resulting in DNA adducts which may lead to mutations. (+info)H(2)O(2) detection from intact mitochondria as a measure for one-electron reduction of dioxygen requires a non-invasive assay system. (5/124)
Evaluation of the existence of superoxide radicals (O*-(2)), the site of generation and conditions required for one-e(-) transfer to oxygen from biological redox systems is a prerequisite for the understanding of the deregulation of O(2) homeostasis leading to oxidative stress. Mitochondria are increasingly considered the major O*-(2) source in a great variety of diseases and the aging process. Contradictory reports on mitochondrial O*-(2) release prompted us to critically investigate frequently used O*-(2) detection methods for their suitability. Due to the impermeability of the external mitochondrial membrane for most constituents of O*-(2) detection systems we decided to follow the stable dismutation product H(2)O(2). This metabolite was earlier shown to readily permeate into the cytosol. With the exception of tetramethylbenzidine none of the chemical reactants indicating the presence of H(2)O(2) by horseradish peroxidase-catalyzed absorbance change were suited due to solubility problems or low extinction coefficients. Tetramethylbenzidine-dependent H(2)O(2) detection was counteracted by rereduction of the dye through e(-) carriers of the respiratory chain. Although the fluorescent dyes scopoletin and homovanillic acid were found to be suited for the detection of mitochondrial H(2)O(2) release, fluorescence change was strongly affected by mitochondrial protein constituents. The present study has resolved this problem by separating the detection system from H(2)O(2)-producing mitochondria. (+info)Examination of low-incidence brain tumor responses in F344 rats following chemical exposures in National Toxicology Program carcinogenicity studies. (6/124)
Neoplasms in the brain are uncommon in control Fischer 344 (F344) rats; they occur at a rate of less than 1% in 2-yr toxicity/carcinogenicity studies. Furthermore, only 10 of nearly 500 studies conducted by the National Toxicology Program (NTP) showed any evidence of chemically related neoplastic effects in the brain. Generally, the brain tumor responses were considered equivocal, because the characteristics of potential neurocarcinogenic agents (such as statistically significant increased incidences, decreased latency and/or survival, and demonstration of dose-response relationships) were not observed. A thorough examination, including comparisons with a well-established historical database, is often critical in evaluating rare brain tumors. Chemicals that gave equivocal evidence of brain tumor responses were generally associated with carcinogenicity at other sites, and many chemicals were mutagenic when incubated with metabolic activating enzymes. Other factors that were supportive of the theory that marginal increases in brain tumor incidence were related to chemical exposure were that (a) some of the tumors were malignant, (b) no brain neoplasms were observed in concurrent controls from some studies, and/or (c) brain tumors were also seen following exposure to structurally related chemicals. In 2-yr studies in F344 rats (studies conducted by the NTP), equivocal evidence of carcinogenicity was observed for the following 9 chemicals: isoprene, bromoethane, chloroethane, 3,3'-dimethylbenzidine dihydrochloride, 3,3'-dimethoxybenzidine dihydrochloride, furosemide, C.I. direct blue 15, diphenhydramine hydrochloride, and 1-H-benzotriazole. Glycidol was the only chemical evaluated by the NTP with which there was clear evidence of brain tumor induction in F344 rats. Clarification of the potential neurocarcinogenic risks of chemicals that produce equivocal evidence of a brain tumor response in conventional 2-yr rodent studies may be aided by the use of transgenic mouse models that exhibit genetic alterations that reflect those present in human brain tumors as well as by the use of in utero exposures. (+info)A new group of potent inducers of differentiation in murine erythroleukemia cells. (7/124)
This report identifies a group of compounds, polymethylene bisacetamides (acetylated diamines), which are potent inducers of erythroid differentiation in murine erythroleukemia cells. A known inducing agent, N-methylacetamide, was dimerized through varying numbers of methylenes in an attempt to increase the local effective concentration at adjacent target sites. The simple dimer was no more effective than N-methylacetamide alone; introduction of five to eight methylenes between acetamide groups substantially increased the effectiveness of these compounds. The hexamethylene bisacetamide was active between 0.5 mM and 5 mM; the percentage of cells induced and the rate at which they were recruited to differentiation was dependent upon the concentration of inducer within this range. At 5 mM hexamethylene bisacetamide essentially the entire population (greater than 99%) was induced to a pathway of erythroid differentiation which was greater differentiation of the cultured cells than with any inducer yet tested. (+info)Hypochlorous acid-mediated activation of N-acetylbenzidine to form N'-(3'-monophospho-deoxyguanosin-8-yl)-N-acetylbenzidine. (8/124)
Hypochlorous acid (HOCl), a chemically reactive oxidant, is an important component of the inflammatory response and may contribute to carcinogenesis. This study assessed the possible activation of N-acetylbenzidine (ABZ) by HOCI to form a specific DNA adduct, N'-(3'-monophospho-deoxyguanosin-8-yl)-N-acetylbenzidine. HOCl was incubated with 0.06 mM 3H-ABZ, and transformation assessed by HPLC. Similar results were observed at pH 5.5 or 7.4. A linear increase in transformation was observed from 0.025 to 0.1 mM HOCl with up to 80% of ABZ changed. Approximately, 2 nmoles of HOCI oxidized 1 nmole of ABZ. N-oxidation products of ABZ metabolism, such as N'-hydroxy-N-acetylbenzidine, were not detected. Oxidation of ABZ was prevented by taurine, DMPO, glutathione, and ascorbic acid, whereas mannitol was without effect. Results are consistent with a radical mechanism. In the presence of 2'-deoxyguanosine 3'-monophosphate (dGp), a new product (dGp-ABZ) was observed. The same adduct was observed with DNA. dGp-ABZ was found to be quite stable (>80% remaining) at 70 degrees C in pH 5.5 (60 min) and 7.4 (240 min). Electrospray mass spectrometry indicated that dGp-ABZ was N'-(3'-monophospho-deoxyguanosin-8-yl)-N-acetylbenzidine, and this was confirmed by NMR. 32P-postlabeling in combination with TLC and HPLC determined that the adduct made by either HOCl or prostaglandin H synthase oxidation of ABZ in the presence of dGp or DNA was dGp-ABZ. Thus, HOCI activates ABZ to form dGp-ABZ and may be responsible for the presence of this adduct in peripheral white blood cells from workers exposed to benzidine. Reaction of ABZ with HOCl provides an easy, convenient method for preparing dGp-ABZ. (+info)
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Benzidine
In the past, benzidine was used to test for blood. An enzyme in blood causes the oxidation of benzidine to a distinctively blue ... In August 2010 benzidine dyes were included in the U.S. EPA's List of Chemicals of Concern. The manufacture of Benzidine has ... Benzidine has been linked to bladder and pancreatic cancer. Benzidine is prepared in a two step process from nitrobenzene. ... Schwenecke, H.; Mayer, D. (2005). "Benzidine and Benzidine Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. ...
Chronoamperometry
The Benzidine Rearrangement1". J. Phys. Chem. 69: 30-40. doi:10.1021/j100885a008. (CS1 errors: missing title, Electroanalytical ...
3,3'-Dichlorobenzidine
Schwenecke, H.; Mayer, D. (2005). "Benzidine and Benzidine Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. ... Because it is structurally similar to benzidine, a known carcinogen, it is believed that it may share a similar mechanism in ... This intermediate undergoes the benzidine rearrangement to afford 3,3'-dichlorobenzidine. Aqueous solutions of 3,3'- ...
Cyanide
Schwenecke, H.; Mayer, D. (2005). "Benzidine and Benzidine Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. ... Benzidine gives a blue coloration in the presence of ferricyanide. Iron(II) sulfate added to a solution of cyanide, such as the ...
Michael J. S. Dewar
Also in 1945, Dewar devised the then novel notion of a π complex, which he proposed as an intermediate in the benzidine ... Dewar, M. J. S. (1945). "Mechanism of the Benzidine and Related Rearrangements". Nature. 156 (3974): 784. Bibcode:1945Natur.156 ...
Azo dye
Accordingly, the production of benzidine azo dyes was discontinued in the 1980s in many western countries. Certain azo dyes ... Azo dyes derived from benzidine are carcinogens; exposure to them has classically been associated with bladder cancer. ...
Eosinophil peroxidase
Peroxidase localization in leukocytes has been studied throughout the 20th century using staining agents such as benzidine ... Kaplow LS (August 1965). "Brief Report: Simplified Myeloperoxidase Stain Using Benzidine Dihydrochloride". Blood. 26 (2): 215-9 ...
Pittsburgh compound B
Cerniglia CE, Freeman JP, Franklin W, Pack LD (1982). "Metabolism of benzidine and benzidine-congener based dyes by human, ... "Summary of the National Toxicology Program benzidine dye initiative". Environ Health Perspect. 102 (supp 2): 63-78. doi:10.1289 ...
3,3',5,5'-Tetramethylbenzidine
Chung K-T; Chen S-C; Claxton LD (2006). "Review of the Salmonella typhimurium mutagenicity of benzidine, benzidine analogues, ... Chung K-T; Chen S-C; Wong TY; Li YS; Wei CI; Chou MW (2000). "Mutagenicity studies of benzidine and its analogs: Structure- ... On that evidence, it has been used as a replacement for carcinogenic compounds such as benzidine and o-phenylenediamine. Sigma ... "TMB Substrate Solution". Holland VR; Saunders BC; Rose FL; Walpole AL (1974). "A safer substitute for benzidine in the ...
Biphenyl
A variety of benzidine derivatives are used in dyes and polymers. Research into biphenyl liquid crystal candidates mainly ...
Staphylococcus muscae
It is positive in the benzidine test and weakly positive in methyl red test. It exhibits clear hemolysis on ovine blood agar ...
Staphylococcus haemolyticus
It also tests positive for acetoin production, arginine, dihydrolase, benzidine, catalase, hemolysis, and lipase; it tests ...
Supramolecular chemistry
Other units, such as benzidine derivatives, viologens, and fullerenes, are useful in supramolecular electrochemical devices. ...
Congo red
It is prepared by azo coupling of the bis(diazonium) derivative of benzidine with naphthionic acid. Congo blue, however, is in ... Once of economic significance, Congo red has fallen into disuse as have all benzidine-derived dyes, owing to their carcinogenic ...
4,4'-Methylenebis(2-chloroaniline)
MOCA is an aromatic amine which is structurally similar to benzidine, a known human bladder carcinogen. MOCA has been shown to ...
Acid dye
Prival, M. J.; Bell, S. J.; Mitchell, V. D.; Peiperl, M. D.; Vaughan, V. L. (1984). "Mutagenicity of benzidine and benzidine- ...
Organic peroxides
Quantum chemical calculations predict that it undergoes a nearly barrierless reaction akin to the benzidine rearrangement. The ...
National Union of Dyers, Bleachers and Textile Workers
... particularly in opposing the use of benzidine-based dyes. By the start of the 1980s, membership had fallen to 56,843 due to ...
Urine test strip
1904 - A test for the presence of blood by a wet-chemical method using benzidine became known. approx. 1920 - Viennese chemist ...
Tolidine
2-Tolidine can be produced by a benzidine rearrangement from a hydrazine derivative derived from 2-nitrotoluene. (CH3C6H4)2N2H2 ...
1-Naphthylamine
Upon treatment with the bis(diazonium) derivative of benzidine, 1-aminonaphthalene-4-sulfonic acid gives Congo red. It is ...
O-Dianisidine
... it is a bifunctional compound derived via the benzidine rearrangement from o-anisidine. o-Dianisidine is a precursor to some ...
UGT2B7
One study found that Han Chinese dye-industry workers exposed to benzidine were at higher risk for developing bladder cancer if ... The speculated mechanism for this increased cancer risk involved increased glucuronidation of benzidine by the mutant UGT2B7 ... followed by cleavage of the glucuronidated benzidine at urine pH levels, releasing higher concentrations of benzidine in the ... polymorphism with bladder cancer in benzidine-exposed workers in China". Toxicological Sciences. 85 (1): 502-6. doi:10.1093/ ...
3,3'-Diaminobenzidine
Hans Schwenecke, Dieter Mayer "Benzidine and Benzidine Derivatives" in Ullmann's Encyclopedia of Industrial Chemistry, 2005, ... 3,3′-Diaminobenzidine (DAB) is an organic compound with the formula (C6H3(NH2)2)2. This derivative of benzidine is a precursor ... An alternate synthesis route involves the diacylation of benzidine with acetic anhydride under basic conditions: (NH2)C6H4C6H4( ...
Molecular switch
... of the population favoring the benzidine station. However, on addition of trifluoroacetic acid, the benzidine nitrogen atoms ... The same effect is obtained by electrochemical oxidation (forming the benzidine radical ion) and significantly both processes ... one biphenol and one benzidine unit. In solution at room temperature NMR spectroscopy reveals that the bead shuttles at a rate ...
Ludwig Rehn
The risk from aromatic amines, particularly benzidine and a-and ß-naphthylamine, was not well-established until the 1950s. In ...
Diarylide pigment
The formation of these pigments involves the reaction of diazotized aromatic diamines (derivatives of benzidine) with coupling ...
Wallach rearrangement
Mechanism of the benzidine and Wallach rearrangements based on direct observation of dicationic reaction intermediates and ... the benzidine rearrangement and the Hofmann-Martius rearrangement. In the first part of the reaction, two equivalents of acid ...
Murder of Marta del Castillo
This car was washed a few days after Del Castillo's disappearance, but it tested positive for blood in luminol and benzidine ...
Glucose meter
Besides glucose oxidase, the test kit contains a benzidine derivative, which is oxidized to a blue polymer by the hydrogen ...
Benzidine | Toxicological Profile | ATSDR
Benzidine (2005-110) | NIOSH | CDC
benzidine hydrochloride | Semantic Scholar
The use of benzidine hydrochloride to precipitate sulfates as insoluble benzidine sulfate was first proposed by Miiller (1902… ... A new method is used for the rapid determination of SO2-4 in laboratory waste water by benzidine hydrochloride separate and ... THE chief difficulties in the benzidine method for determination of sulphate arise in obtaining the conditions requisite for… ... Study on the Determination of Sulfate in Laboratory Waste Water by Benzidine Hydrochloride Separate and Acid-Base Titration ...
Certain Monoazo pigments of the Aromatic Azo and Benzidine-based substance grouping - Canada.ca
Cooxidation of benzidine by renal medullary prostaglandin cyclooxygenase. | Journal of Pharmacology and Experimental...
Cooxidation of benzidine by renal medullary prostaglandin cyclooxygenase.. T V Zenser, M B Mattammal and B B Davis ... Cooxidation of benzidine by renal medullary prostaglandin cyclooxygenase.. T V Zenser, M B Mattammal and B B Davis ... Cooxidation of benzidine by renal medullary prostaglandin cyclooxygenase.. T V Zenser, M B Mattammal and B B Davis ... Cooxidation of benzidine by renal medullary prostaglandin cyclooxygenase. Message Subject (Your Name) has forwarded a page to ...
Toxicological profile for benzidine
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Study on Properties of Excited-state Intermolecular Proton Transfer (ESPT) Reaction Dendrite Containing Benzidine Fragments of...
Study on Properties of Excited-state Intermolecular Proton Transfer (ESPT) Reaction Dendrite Containing Benzidine Fragments of ... Study on Properties of Excited-state Intermolecular Proton Transfer (ESPT) Reaction Dendrite Containing Benzidine Fragments of ... 1. Study on Properties of Excited-state Intermolecular Proton Transfer (ESPT) Reaction Dendrite Containing Benzidine Fragments ... organic dyes benzidine fragments ((E)-2-(2-nitrobenzylideneamino)-biphenyl-3-ol (C1) and (E)-2-(2,4-dinitrobenzylideneamino)- ...
NIOSHTIC-2 Search Results - Full View
study[7] enrolled workers exposed to benzidine and benzidine-based dyes at the time of the study and measured benzidine, and ... They state that mono N-acetylation of benzidine effectively precludes the activation of benzidine by PHS. However, Zenser and ... who had worked previously in factories where benzidine was present but who were not exposed to benzidine at the time of our ... analysis of benzidine, ABZ and DABZ before and after acid treatment provided an indirect measurement of the N-glucuronides of ...
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DyesBladder cancerDiaminoSulfateZenserUrinaryProstaglandinRenalAromaticCompoundsChemicalsSubstanceHemoglobinReactionEditorStateWorkersReferenceBloodWorkers exposed to benzidineAmounts of benzidineCarcinogensCarcinogenDihydrochlorideAnilineExposureRearrangementHazardous waste sitesMetabolismSubstancesHorseradishStainsSubstrateEnters the environmentHumansSaltsCarcinogenicYellowCohortVaporPresumptiveMyeloperoxidaseSubstituteDeterminationOrganicParticlesSoilChemicalRubberCancerCellsHighFreeEffectsWater
Dyes9
- However, the total number of NPL sites benzidine to produce dyes for cloth, paper, and evaluated for benzidine is not known. (cdc.gov)
- This information is important because dye companies no longer make benzidine-based exposure to benzidine may harm you and because dyes. (cdc.gov)
- This benzidine-based dyes (or products dyed with them) release does not always lead to exposure. (cdc.gov)
- Some may also come from the chemical or biological breakdown of If you live near a hazardous waste site, you could be benzidine-based dyes, or from other dyes where it exposed to benzidine by drinking contaminated may exist as an impurity. (cdc.gov)
- Meanwhile, organic dyes benzidine fragments (( E )-2'-(2-nitrobenzylideneamino)-biphenyl-3-ol ( C1 ) and ( E )-2'-(2,4-dinitrobenzylideneamino)-biphenyl-3-ol ( C3 )) which could undergo intermolecular proton transfer in excited states were synthetized via aminoaldehyde condensation of the intermediates biphenyl-2-amine and corresponding aldehyde. (sioc-journal.cn)
- 7] demonstrated that acidic urine pH increased the level of both free ABZ and the dGp-ABZ adduct in exfoliated urothelial cells of workers exposed to benzidine and benzidine-based dyes, and that ABZ strongly correlated with adduct levels. (cdc.gov)
- Carcinogens commonly associated with this condition: Aromatic amines, Benzidine and benzidine-based dyes, Ortho-Toluidine, Diesel engine exhaust, Arsenic and inorganic arsenic compounds etc. (360training.com)
- 1,2-Diphenylhydrazine (CAS No. 122-66-7) has been used as an industrial intermediate, primarily in the manufacture of benzidine dyes. (who.int)
- Benzidine dyes have not been produced for several decades in the USA and the European Union (EU), although they may still be used in other countries. (who.int)
Bladder cancer3
- We thank Drs. Wang and King for their interest in our article on NAT2 acetylation and bladder cancer risk in workers exposed to benzidine. (cdc.gov)
- Benzidine causes bladder cancer in human beings, but in mice it causes a neuroma of the acoustic nerve and intestinal and liver cancer. (healingcancernaturally.com)
- In this situation, workers with certain types of NAT2 polymorphisms (form of gene with different observable properties) have an increased risk of bladder cancer when exposed to certain aromatic amines, while workers with other NAT2 polymorphisms may be protected from developing bladder cancer when exposed to benzidine in the absence of other aromatic amine exposures. (cdc.gov)
Diamino3
- Diamino-benzidine was used as a substrate. (cdc.gov)
- Diamino benzidine chromogen, 100x. (endotext.org)
- Diamino benzidine was the substrate developed as a chromogen. (cdc.gov)
Sulfate1
- benzidine dihydrochloride or benzidine sulfate). (cdc.gov)
Zenser1
- These observations are consistent with the hypothesis that N-acetylbenzidine-glucuronide may have an important role in benzidine carcinogenesis, as Zenser et al. (cdc.gov)
Urinary1
- Remember that urinary benzidine dipsticks do not differentiate between blood, hemoglobin, and myoglobin. (medscape.com)
Prostaglandin2
- Cooxidation of benzidine by renal medullary prostaglandin cyclooxygenase. (aspetjournals.org)
- 3] Drs. Wang and King question our comments on the role of peroxidatic activity of prostaglandin H synthase (PHS) in benzidine carcinogenesis. (cdc.gov)
Renal1
- Se absorben a través de la piel y causan daño sanguíneo, vesical, hepático y renal letal y son carcinógenos potentes de amplio espectro en la mayoría de las especies. (bvsalud.org)
Aromatic1
- We estimated pollution in Lake Edku and the Mediterranean Sea, El-Maadiya Region, with 3 aromatic amines [1-naphthylamine, 2-naphthylamine and benzidine] in the muscle tissue of fish. (who.int)
Compounds1
- 3] In contrast, workers in the factories we studied were exposed primarily to benzidine and related compounds. (cdc.gov)
Chemicals1
- Prolonged and direct contact with the shoes' upper material can expose the wearer to the chemicals benzidine and/or dimethoxybenzidine, which are toxic and can cause adverse health effects. (cpsc.gov)
Substance2
- The effects of exposure to any hazardous substance depend on Benzidine is a manufactured chemical that does not the dose, the duration, how you are exposed, occur naturally. (cdc.gov)
- You may be exposed by breathing, 1.2 WHAT HAPPENS TO BENZIDINE WHEN eating, or drinking the substance, or by skin contact. (cdc.gov)
Hemoglobin1
- Benzidine stain for the histochemical detection of hemoglobin in splinter hemorrhage (subungual hematoma) and black heel. (medscape.com)
Reaction2
- One mononuclear cobalt(II) compound of the type [Co(bnzd) 2 (NCS) 2 (OH 2 ) 2 ] ( 1 ) (bnzd = benzidine) has been isolated through a single-pot reaction of the molecular building components in MeOH-H 2 O solvent mixture at room temperature and characterized by physico-chemical and spectroscopic methods. (ias.ac.in)
- The reaction of s -triazine dicarboxylic acid derivatives with ethylenediamine, benzidine, piperazine, or p -phenylenediamine, afforded the target designed s -triazine polyamides. (rsc.org)
Editor1
- Reply to the letter to the editor: N-Acetyltransferases and the susceptibility to benzidine-induced bladder carcinogenesis. (cdc.gov)
State1
- They state that mono N-acetylation of benzidine effectively precludes the activation of benzidine by PHS. (cdc.gov)
Workers1
- 3] As we noted in our article,[1] the apparent contradiction is explainable, at least in part, by the fact that workers in that report are likely to have been exposed to 2-naphthylamine, a monoarylamine, as well as to benzidine, a diarylamine (unpublished findings). (cdc.gov)
Reference1
- The determination of sulphate: A study of the conditions necessary for the precipitation of benzidine sulphate, with special reference to the estimation of sulphates in urine. (semanticscholar.org)
Blood1
- Benzidine is a chemical used to detect blood. (pynchonwiki.com)
Workers exposed to benzidine1
- NAT2 slow acetylation and bladder cancer in workers exposed to benzidine. (cdc.gov)
Amounts of benzidine1
- Liver, kidney, immune, and neurological effects have been observed in laboratory animals given relatively high amounts of benzidine. (cdc.gov)
Carcinogens2
- These relationships appear to be exposure-disease dependent, with examples for bladder cancer indicating a very long latency for potent International Agency for Research on Cancer (IARC) group I carcinogens like benzidine (30-35 years 3 ) and arsenic (up to 40 years). (bmj.com)
- May also be contaminated with carcinogens such as benzidine. (foodbabe.com)
Carcinogen4
- The Department of Health and Human Services (DHHS), the World Health Organization (WHO), and the EPA have determined that benzidine is a human carcinogen. (cdc.gov)
- Metabolism of the human carcinogen, benzidine, in the isolated perfused rat liver. (nih.gov)
- The diarylamine, benzidine, is also a strong bladder carcinogen, however, NAT2 N-acetylation is not key to its detoxification. (cdc.gov)
- All three of these colors contain benzidine, a known human and animal carcinogen, though it's supposedly safe in small doses. (prevention.com)
Dihydrochloride2
Aniline2
- Benzidine Yellow G is a diarylide aniline yellow pigment that is commonly used in offset inks, water-based inks, solvent-based inks, and coatings. (cetrimidemanufacturer.com)
- Because it's less susceptible to the oxidative metabolism but the physicochemical parameter of the Azo compounds such as aniline, benzidine, and naphthalene varies. (grabmyessay.com)
Exposure14
- It is known that long term occupational exposure to benzidine can increase the risk of developing cancer in people. (cdc.gov)
- We do not know if exposure to benzidine will result in birth defects or other developmental effects in people. (cdc.gov)
- How can families reduce the risk of exposure to benzidine? (cdc.gov)
- Benzidine and its breakdown products can be detected in your urine, but only within about 2 weeks after your last exposure. (cdc.gov)
- The effects of exposure to any hazardous substance depend on Benzidine is a manufactured chemical that does not the dose, the duration, how you are exposed, occur naturally. (cdc.gov)
- In the benzidine and the effects of exposure. (cdc.gov)
- Benzidine is no longer used in medical these sites may be sources of exposure. (cdc.gov)
- The number of workers with potential exposure to benzidine is greater than previously thought. (cdc.gov)
- Which cancers are associated with exposure to benzidine? (thailandcancerhelp.com)
- Occupational exposure to benzidine results in an increased risk of bladder cancer , according to studies of workers in different geographic locations. (thailandcancerhelp.com)
- A protective association was observed for the slow NAT2 genotype (bladder cancer odds ratio (OR)=0.3, 95% confidence interval (CI) 0.11-0.99) after adjustment for cumulative benzidine exposure and lifetime smoking. (cdc.gov)
- The interaction between NAT2 polymorphism and benzidine exposure was evaluated: compared to rapid acetylators with high exposure, the respective risks were OR=0.5 (95% CI 0.26-1.05) for rapid acetylators with low exposure, OR=0.4 (95% CI 0.12-1.57) for slow acetylators with high exposure, and OR=0.1 (95% CI 0.03-0.61) for slow acetylators with low exposure (test for multiplicative interaction, p=0.58). (cdc.gov)
- In the current issue, Millerick-May et al add to the body of literature identifying a strong and consistent association between benzidine exposure and risk of bladder cancer in a cohort of workers employed at a benzidine-producing facility. (bmj.com)
- These analyses can include evaluations of time since first exposure and time since last exposure, which help to inform the latency of benzidine-related bladder cancer as well as how long after elimination of exposure risks decline. (bmj.com)
Rearrangement2
- His investigations of the benzidine rearrangement likewise solved the longstanding question of mechanism. (ttu.edu)
- The mechanism of the benzidine rearrangement. (caltech.edu)
Hazardous waste sites2
Metabolism1
- Citation: Luster MI, Tucker AN, Hayes HT, Pung OJ, Burka T, McMillan R, Eling T. Immunosuppressive effects of benzidine in mice: evidence of alterations in arachidonic acid metabolism. (nih.gov)
Substances2
- Toxic Substances Portal - Benzidine. (thailandcancerhelp.com)
- According to the ANSES (National Agency for Food Safety, Environment and Occupational Health) report, you can find substances such as benzidine, chromium-6 or even nickel on your new clothes. (rawthoughtsandfeelings.com)
Horseradish1
- Colorimetric assays predicated on horseradish peroxidase/3,3,5,5-tetramethyl-benzidine (HRP/TMB) program have recently obtained much attention because of their various advantages such as for Enzastaurin cell signaling example high awareness, low toxicity and basic administration16,17,18. (stopvivisection.info)
Stains1
- Histochemically, benzidine stains are positive, proving the pigment is derived from hemoglobin.Extravasated red blood cells in the stratum corneum are protected from phagocytes. (psychiatryadvisor.com)
Substrate2
- Diamino-benzidine was used as a substrate. (cdc.gov)
- Tetramethyl-benzidine (TMB) is the substrate. (pblassaysci.com)
Enters the environment1
- What happens to benzidine when it enters the environment? (cdc.gov)
Humans1
- Except for the cancer discussed next, benzidine has not been definitely shown to cause major adverse health effects in humans. (cdc.gov)
Salts1
- benzidine salts can dissolve more readily in water. (cdc.gov)
Carcinogenic1
- It has been developed as an alternative to benzidine, which is a carcinogenic chemical. (eu.com)
Yellow2
- Supported by experienced professionals, we are manufacturing and supplying an excellent stock of Benzidine Yellow G . Formulated using innovative machines in compliance with set industry standards, the offered pigment is highly appreciated in the market. (cetrimidemanufacturer.com)
- Benzidine Yellow has good lightfastness. (dickblick.com)
Cohort1
- The combined analysis included 68 cases and 107 controls from a cohort of benzidine dye producers in China exposed occupationally to benzidine, of which 30 cases and 67 controls had not been previously studied. (cdc.gov)
Vapor1
- Benzidine in the air exists as a vapor or attached to very small particles. (cdc.gov)
Presumptive1
- The preliminary presumptive test for blood using the chemical benzidine gave a positive result for two locations on the chair-one on the back, and the other on the front of the seat. (thehenryford.org)
Myeloperoxidase1
- Films prepared in the same manner but treated with benzidine/H2O2 medium for myeloperoxidase did not reveal these particles. (duke.edu)
Substitute1
- A Safer Substitute for Benzidine in the Detection of Blood. (eu.com)
Determination2
- The method was applied for the determination of benzidine in the river, sea, and tap waters. (hindawi.com)
- In addition to applying the method for determination of benzidine in various water samples. (hindawi.com)
Organic2
- In the environment, benzidine is found in either its "free" state (as an organic base), or as a salt. (cdc.gov)
- Diarylides are synthetic organic pigments formed by the coupling of tetraazotized benzidines with acetoacetarylides. (artistsupplysource.com)
Particles1
- Benzidine in soil is likely to be strongly attached to soil particles and will not easily pass into underground water. (cdc.gov)
Soil1
- The general population is not likely to be exposed to benzidine through contaminated air, water, soil, or food. (cdc.gov)
Chemical5
- Benzidine is a manufactured chemical that does not occur naturally. (cdc.gov)
- Benzidine is a manufactured chemical that does not occur in nature. (thailandcancerhelp.com)
- Benzidine, NIOSH Pocket Guide to Chemical Hazards. (thailandcancerhelp.com)
- The U.S. Consumer Product Safety Commission (CPSC) has issued a recall for Dr. Martens unisex Vegan 1460 boots because the lining contains benzidine, a chemical that can cause irritation after prolonged contact. (bradleygrombacher.com)
- Benzidine is a chemical listed under California's Prop 65 which requires companies to include a warning if their product contains a listed chemical. (bradleygrombacher.com)
Rubber1
- However, benzidine has not been sold in the United States since the mid-1970s, and it is no longer used in medical laboratories or in the rubber and plastics industries. (thailandcancerhelp.com)
Cancer5
- How likely is benzidine to cause cancer? (cdc.gov)
- The purpose of this study was to expand on a previous study that evaluated the impact of NAT2 polymorphisms on bladder cancer in male subjects exposed only to benzidine. (cdc.gov)
- RÉSUMÉ Afin d'atteindre les objectifs de santé fixés par le pays pour 2011-2016, une analyse qualitative de l'exposition aux facteurs de risque de cancer au Qatar a été conduite en 2013. (who.int)
- Les risques de cancer les plus élevés pour les Qatariens proviendraient de facteurs associés aux modes de vie, en particulier l'obésité, la sédentarité et le tabagisme. (who.int)
- Under Prop 65, benzidine is also listed as causing cancer. (bradleygrombacher.com)
Cells3
- Benzidine and its breakdown products can also bind to proteins within your red blood cells, and this can be detected for up to 4 months. (cdc.gov)
- 14. Induction of DNA damage signaling genes in benzidine-treated HepG2 cells. (nih.gov)
- These cells exhibited a delay in the appearance of heme‐producing, benzidine‐reactive (B+) cells and a decreased rate of cell proliferation in comparison to the control not containing BU‐DNA. (elsevier.com)
High1
- It is likely that health effects seen in children exposed to high levels of benzidine will be similar to the effects seen in adults. (cdc.gov)
Free1
- This kit is benzidine free. (cosmosbiomedical.com)
Effects1
- There are no studies on health effects on children exposed to benzidine. (cdc.gov)