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 |
|---|---|---|
| Biological production of optically active muconolactones by Rhodococcus rhodochrous. | 2001 Aug |
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| Tyrosinase action on monophenols: evidence for direct enzymatic release of o-diphenol. | 2001 Aug 13 |
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| Estrogenic activity of phenolic additives determined by an in vitro yeast bioassay. | 2001 Feb |
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| Proteolytic activation of latent Paraguaya peach PPO. Characterization of monophenolase activity. | 2001 Feb |
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| Chromium(VI) reduction by catechol(amine)s results in DNA cleavage in vitro: relevance to chromium genotoxicity. | 2001 May |
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| Patch test sensitization caused by para-tertiary-butylcatechol. Results of a prospective study with a dilution series. | 2001 Oct |
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| Low-molecular-weight contact allergens in p-tert-butylphenol-formaldehyde resin. | 2002 Dec |
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| Sensitizing capacity of some trimers in p-tert-butylphenol-formaldehyde resin. | 2002 Jul |
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| Occupational dermatoses among fibreglass-reinforced plastics factory workers. | 2002 Jun |
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| [Determination of p-tert-butylcatechol in styrene monomer by gas chromatography/mass spectrometry]. | 2002 May |
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| Mechanistic implications of variable stoichiometries of oxygen consumption during tyrosinase catalyzed oxidation of monophenols and o-diphenols. | 2002 May 20 |
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| 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 Nov |
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| Contact allergy to the monomers in p-tert-butylphenol-formaldehyde resin. | 2002 Sep |
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| Solvent deuterium isotope effect on the oxidation of o-diphenols by tyrosinase. | 2003 Aug 21 |
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| Tyrosinase inhibitory activity of cucumber compounds: enzymes responsible for browning in cucumber. | 2003 Dec 17 |
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| Polymeric enzyme mimics: catalytic activity of ribose-containing polymers for a phosphate substrate. | 2003 Jul 7 |
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| [Inhibition of peroxidase oxidation of aromatic amines by substituted phenols]. | 2003 Jul-Aug |
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| Optimizing the patch-test concentration of para-tertiary-butylcatechol: results of a prospective study with a dilution series. | 2003 Mar |
|
| Partial purification of latent persimmon fruit polyphenol oxidase. | 2003 Mar 26 |
|
| Allergic contact dermatitis from bisphenol A in PVC gloves. | 2003 Oct |
|
| Comparative study of the uterotrophic potency of 14 chemicals in a uterotrophic assay and their receptor-binding affinity. | 2004 Jan 15 |
|
| Quantitative structure-activity relationship for the cleavage of C3/C4-substituted catechols by a prototypal extradiol catechol dioxygenase with broad substrate specificity. | 2004 Jun |
|
| A dopaquinone model that mimics the water addition step of cofactor biogenesis in copper amine oxidases. | 2005 Apr 6 |
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| Polyphenol oxidase from Dominga table grape. | 2005 Jul 27 |
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| Inhibition of peroxidase-catalyzed oxidation of 3,3 ,5,5 -tetramethylbenzidine by aminophenols. | 2005 Mar |
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| Treatment of the butadiene washing stream from a synthetic rubber industry and recovery of p-TBC. | 2006 |
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| Calculating molar absorptivities for quinones: application to the measurement of tyrosinase activity. | 2006 Apr 1 |
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| 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 Dec |
|
| Isolation of a latent polyphenol oxidase from loquat fruit (Eriobotrya japonica Lindl.): kinetic characterization and comparison with the active form. | 2006 Feb 15 |
|
| Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006 Nov |
|
| Direct immobilization of tyrosinase enzyme from natural mushrooms (Agaricus bisporus) on D-sorbitol cinnamic ester. | 2006 Nov 10 |
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| Indirect oxidation of amino acid phenylhydrazides by mushroom tyrosinase. | 2006 Sep |
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| Multienzymatic-rotating biosensor for total cholesterol determination in a FIA system. | 2006 Sep 15 |
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| Enzymatic oxidation of tert-butylcatechol in the presence of sulfhydryl compounds: Application to the amperometric detection of penicillamine. | 2007 Feb 28 |
|
| Purification and characterization of alkylcatechol 2,3-dioxygenase from butylphenol degradation pathway of Pseudomonas putida MT4. | 2007 Oct |
|
| Effects of the immobilization supports on the catalytic properties of immobilized mushroom tyrosinase: a comparative study using several substrates. | 2007 Sep 30 |
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| Neuronal effects of 4-t-Butylcatechol: a model for catechol-containing antioxidants. | 2008 Apr 15 |
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| Integrated microfluidic systems with an immunosensor modified with carbon nanotubes for detection of prostate specific antigen (PSA) in human serum samples. | 2008 Feb 28 |
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| Indirect oxidation of the antitumor agent procarbazine by tyrosinase--possible application in designing anti-melanoma prodrugs. | 2008 Jun 1 |
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| Anti-inflammatory effects of catechols in lipopolysaccharide-stimulated microglia cells: inhibition of microglial neurotoxicity. | 2008 Jun 24 |
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| Binding of catechols to mononuclear titanium(IV) and to 1- and 5-nm TiO2 nanoparticles. | 2008 May 5 |
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| Fine-tuning of catalytic properties of catechol 1,2-dioxygenase by active site tailoring. | 2009 Apr 17 |
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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 Aug 15 |
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| Production of o-diphenols by immobilized mushroom tyrosinase. | 2009 Jan 15 |
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| Calorimetric evaluation of polymerization thermokinetics of styrene, alpha-methylstyrene and trans-beta-methylstyrene. | 2009 Jan 15 |
|
| Chemical leukoderma: what's new on etiopathological and clinical aspects? | 2010 Jul-Sep |
|
| Discovery of a new tyrosinase-like enzyme family lacking a C-terminally processed domain: production and characterization of an Aspergillus oryzae catechol oxidase. | 2010 Mar |
|
| Molecular modeling of peroxidase and polyphenol oxidase: substrate specificity and active site comparison. | 2010 Sep 14 |
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
