Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C10H14O2 |
| Molecular Weight | 166.217 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)(C)C1=CC=C(O)C(O)=C1
InChI
InChIKey=XESZUVZBAMCAEJ-UHFFFAOYSA-N
InChI=1S/C10H14O2/c1-10(2,3)7-4-5-8(11)9(12)6-7/h4-6,11-12H,1-3H3
4-tert-Butylcatechol is usually added as a stabilizer and an inhibitor of polymerization to butadiene, styrene and other reactive monomer streams. It is 25 times higher than hydroquinone at 60 deg C for polymerization inhibitory effect. It is used as a polymerization inhibitor in processing Styrene, Butadiene, and Vinyl Acetate monomers, Polyester resins. Also used as a stabilizer in the manufacture of polyurethane foam. Because of the sterically hindered group, tert-butylphenolic compounds have an antioxidizing action and also act as UV stabilisers. It also can be used as antioxidants for synthetic rubber, polymers and oil derivatives, it can be used as purification agent for aminoformate catalysts. TBC is available in a form of a solid crystal and 85% solution in methanol or water. 4-tert-Butylcatechol inhibits the activity of tyrosinase at concentrations higher than 1×10(−3)M.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Chemical leukoderma: what's new on etiopathological and clinical aspects? | 2010-11-11 |
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| Molecular modeling of peroxidase and polyphenol oxidase: substrate specificity and active site comparison. | 2010-09-14 |
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| Discovery of a new tyrosinase-like enzyme family lacking a C-terminally processed domain: production and characterization of an Aspergillus oryzae catechol oxidase. | 2010-03 |
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| Screen-printed immunosensor modified with carbon nanotubes in a continuous-flow system for the Botrytis cinerea determination in apple tissues. | 2009-08-15 |
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| Fine-tuning of catalytic properties of catechol 1,2-dioxygenase by active site tailoring. | 2009-04-17 |
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| Production of o-diphenols by immobilized mushroom tyrosinase. | 2009-01-15 |
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| Calorimetric evaluation of polymerization thermokinetics of styrene, alpha-methylstyrene and trans-beta-methylstyrene. | 2009-01-15 |
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| Anti-inflammatory effects of catechols in lipopolysaccharide-stimulated microglia cells: inhibition of microglial neurotoxicity. | 2008-06-24 |
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| Indirect oxidation of the antitumor agent procarbazine by tyrosinase--possible application in designing anti-melanoma prodrugs. | 2008-06-01 |
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| Binding of catechols to mononuclear titanium(IV) and to 1- and 5-nm TiO2 nanoparticles. | 2008-05-05 |
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| Neuronal effects of 4-t-Butylcatechol: a model for catechol-containing antioxidants. | 2008-04-15 |
|
| Integrated microfluidic systems with an immunosensor modified with carbon nanotubes for detection of prostate specific antigen (PSA) in human serum samples. | 2008-02-28 |
|
| Purification and characterization of alkylcatechol 2,3-dioxygenase from butylphenol degradation pathway of Pseudomonas putida MT4. | 2007-10 |
|
| Effects of the immobilization supports on the catalytic properties of immobilized mushroom tyrosinase: a comparative study using several substrates. | 2007-09-30 |
|
| Enzymatic oxidation of tert-butylcatechol in the presence of sulfhydryl compounds: Application to the amperometric detection of penicillamine. | 2007-02-28 |
|
| Enzymatic and spectroscopic studies on the activation or inhibition effects by substituted phenolic compounds in the oxidation of aryldiamines and catechols catalyzed by Rhus vernicifera laccase. | 2006-12 |
|
| Direct immobilization of tyrosinase enzyme from natural mushrooms (Agaricus bisporus) on D-sorbitol cinnamic ester. | 2006-11-10 |
|
| Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006-11 |
|
| Multienzymatic-rotating biosensor for total cholesterol determination in a FIA system. | 2006-09-15 |
|
| Indirect oxidation of amino acid phenylhydrazides by mushroom tyrosinase. | 2006-09 |
|
| Calculating molar absorptivities for quinones: application to the measurement of tyrosinase activity. | 2006-04-01 |
|
| Isolation of a latent polyphenol oxidase from loquat fruit (Eriobotrya japonica Lindl.): kinetic characterization and comparison with the active form. | 2006-02-15 |
|
| Treatment of the butadiene washing stream from a synthetic rubber industry and recovery of p-TBC. | 2006 |
|
| Polyphenol oxidase from Dominga table grape. | 2005-07-27 |
|
| A dopaquinone model that mimics the water addition step of cofactor biogenesis in copper amine oxidases. | 2005-04-06 |
|
| Inhibition of peroxidase-catalyzed oxidation of 3,3 ,5,5 -tetramethylbenzidine by aminophenols. | 2005-03 |
|
| Quantitative structure-activity relationship for the cleavage of C3/C4-substituted catechols by a prototypal extradiol catechol dioxygenase with broad substrate specificity. | 2004-06 |
|
| Comparative study of the uterotrophic potency of 14 chemicals in a uterotrophic assay and their receptor-binding affinity. | 2004-01-15 |
|
| Tyrosinase inhibitory activity of cucumber compounds: enzymes responsible for browning in cucumber. | 2003-12-17 |
|
| [Inhibition of peroxidase oxidation of aromatic amines by substituted phenols]. | 2003-10-03 |
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| Allergic contact dermatitis from bisphenol A in PVC gloves. | 2003-10 |
|
| Solvent deuterium isotope effect on the oxidation of o-diphenols by tyrosinase. | 2003-08-21 |
|
| Polymeric enzyme mimics: catalytic activity of ribose-containing polymers for a phosphate substrate. | 2003-07-07 |
|
| Partial purification of latent persimmon fruit polyphenol oxidase. | 2003-03-26 |
|
| Optimizing the patch-test concentration of para-tertiary-butylcatechol: results of a prospective study with a dilution series. | 2003-03 |
|
| Low-molecular-weight contact allergens in p-tert-butylphenol-formaldehyde resin. | 2002-12 |
|
| NTP technical report on the toxicity studies of p-tert-butylcatechol (CAS No. 98-29-3) administered in feed to F344/N rats and B6C3F1 mice. | 2002-11 |
|
| Contact allergy to the monomers in p-tert-butylphenol-formaldehyde resin. | 2002-09 |
|
| Sensitizing capacity of some trimers in p-tert-butylphenol-formaldehyde resin. | 2002-07 |
|
| Occupational dermatoses among fibreglass-reinforced plastics factory workers. | 2002-06 |
|
| Mechanistic implications of variable stoichiometries of oxygen consumption during tyrosinase catalyzed oxidation of monophenols and o-diphenols. | 2002-05-20 |
|
| [Determination of p-tert-butylcatechol in styrene monomer by gas chromatography/mass spectrometry]. | 2002-05 |
|
| Patch test sensitization caused by para-tertiary-butylcatechol. Results of a prospective study with a dilution series. | 2001-10 |
|
| Tyrosinase action on monophenols: evidence for direct enzymatic release of o-diphenol. | 2001-08-13 |
|
| Biological production of optically active muconolactones by Rhodococcus rhodochrous. | 2001-08 |
|
| Chromium(VI) reduction by catechol(amine)s results in DNA cleavage in vitro: relevance to chromium genotoxicity. | 2001-05 |
|
| Estrogenic activity of phenolic additives determined by an in vitro yeast bioassay. | 2001-02 |
|
| Proteolytic activation of latent Paraguaya peach PPO. Characterization of monophenolase activity. | 2001-02 |
Sample Use Guides
Mice: Topical application of 1 M TBC(4-tert-Butylcatechol)-DMSO-acetone solution on the ear skin elevated GST activity about 27%, and activities of GGT and GR to 35% and 19%, respectively, within 1 week.
Route of Administration:
Topical
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98-29-3
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7381
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100000159558
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202-653-9
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9A069144KR
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5310
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DTXSID5024687
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4-TERT-BUTYLCATECHOL
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C015047
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SUB169814
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SUBSTANCE RECORD
