Home Other Building Blocks 2,6-Di-tert-butyl-4-methylphenol

2,6-Di-tert-butyl-4-methylphenol

CAS No.:
128-37-0
Catalog Number:
AG003321
Molecular Formula:
C15H24O
Molecular Weight:
220.3505
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5g
95%
In Stock USA
United States
$13
- +
25g
95%
In Stock USA
United States
$19
- +
Product Description
Catalog Number:
AG003321
Chemical Name:
2,6-Di-tert-butyl-4-methylphenol
CAS Number:
128-37-0
Molecular Formula:
C15H24O
Molecular Weight:
220.3505
MDL Number:
MFCD00011644
IUPAC Name:
2,6-ditert-butyl-4-methylphenol
InChI:
InChI=1S/C15H24O/c1-10-8-11(14(2,3)4)13(16)12(9-10)15(5,6)7/h8-9,16H,1-7H3
InChI Key:
NLZUEZXRPGMBCV-UHFFFAOYSA-N
SMILES:
Cc1cc(c(c(c1)C(C)(C)C)O)C(C)(C)C
UNII:
1P9D0Z171K
FEMA Number:
2184
RTECS Number:
GO7875000
Properties
Complexity:
207  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
220.183g/mol
Formal Charge:
0
Heavy Atom Count:
16  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
220.356g/mol
Monoisotopic Mass:
220.183g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
20.2A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
5.3  
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Effect of thiabendazole on some rat hepatic xenobiotic metabolising enzymes. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20040601
Inhibitory effects of organic acid salts on growth of Clostridium perfringens from spore inocula during chilling of marinated ground turkey breast. International journal of food microbiology 20040601
Inactivation of endoplasmic reticulum bound Ca2+-independent phospholipase A2 in renal cells during oxidative stress. Journal of the American Society of Nephrology : JASN 20040601
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Recovery of phenolic antioxidants from wine industry by-products. Bioresource technology 20040401
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In vitro estrogenicity of resin composites. Journal of dental research 20040301
Measurement of anti-HIV activity of marketed vaginal products and excipients using a PBMC-based in vitro assay. Sexually transmitted diseases 20040301
Mitochondrial permeability transition induced by reactive oxygen species is independent of cholesterol-regulated membrane fluidity. FEBS letters 20040227
A critical evaluation of the factors determining the effect of intramolecular hydrogen bonding on the O-H bond dissociation enthalpy of catechol and of flavonoid antioxidants. Chemistry (Weinheim an der Bergstrasse, Germany) 20040220
Monitoring of the antioxidant BHT and its metabolite BHT-CHO in German river water and ground water. The Science of the total environment 20040205
Structure and generation mechanism of a novel degradation product formed by oxidatively induced coupling of miconazole nitrate with butylated hydroxytoluene in a topical ointment studied by HPLC-ESI-MS and organic synthesis. Journal of pharmaceutical sciences 20040201
Analysis of insecticidal Azadirachta indica A. Juss. fractions. Zeitschrift fur Naturforschung. C, Journal of biosciences 20040101
Antioxidizing potency of phenol compounds in olive oil mill wastewater. Journal of agricultural and food chemistry 20031217
Screening chemical composition and in vitro antioxidant and antimicrobial activities of the essential oils from Origanum syriacum L. growing in Turkey. Biological & pharmaceutical bulletin 20031201
A proposed sequence of events for cadmium-induced mitochondrial impairment. Journal of inorganic biochemistry 20031101
Ubiquitous expression of the forkhead box M1B transgene accelerates proliferation of distinct pulmonary cell types following lung injury. The Journal of biological chemistry 20030926
Antioxidative meroterpenoids from the brown alga Cystoseira crinita. Journal of natural products 20030701
Free radical-induced protein modification and inhibition of Ca2+-ATPase of cardiac sarcoplasmic reticulum. Molecular and cellular biochemistry 20030601
Effects of dietary butylated hydroxytoluene on aflatoxin B1-relevant metabolic enzymes in turkeys. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20030501
Two new xanthone derivatives from the algicolous marine fungus Wardomyces anomalus. Journal of natural products 20030501
Reactive oxygen species mediate the down-regulation of mitochondrial transcripts and proteins by tumour necrosis factor-alpha in L929 cells. The Biochemical journal 20030301
Control of Clostridium perfringens germination and outgrowth by buffered sodium citrate during chilling of roast beef and injected pork. Journal of food protection 20030301
Sequestering ability of butylated hydroxytoluene, propyl gallate, resveratrol, and vitamins C and E against ABTS, DPPH, and hydroxyl free radicals in chemical and biological systems. Journal of agricultural and food chemistry 20030212
Characterization of specifically oxidized apolipoproteins in mildly oxidized high density lipoprotein. Journal of lipid research 20030201
Novel inhibitors of neuronal nitric oxide synthase with potent antioxidant properties. Bioorganic & medicinal chemistry letters 20030120
Reactive oxygen species are involved in the stimulation of the mitochondrial permeability transition by dihydrolipoate. Biochemical pharmacology 20030101
Trapping effect of synthetic sex pheromone of Acleris fimbriana (Lepidoptera: Tortricidae) in Chinese northern orchard. Zeitschrift fur Naturforschung. C, Journal of biosciences 20030101
Cholesterol oxidation: health hazard and the role of antioxidants in prevention. Biological research 20030101
Cytotoxicity and apoptosis induction by butylated hydroxyanisole (BHA) and butylated hydroxytoluene (BHT). Anticancer research 20030101
Ammonia-induced heme oxygenase-1 expression in cultured rat astrocytes and rat brain in vivo. Glia 20021201
Prodrug and covalent linker strategies for the solubilization of dual-action antioxidants/iron chelators. Bioorganic & medicinal chemistry letters 20021118
New antioxidant hydroquinone derivatives from the algicolous marine fungus Acremonium sp. Journal of natural products 20021101
Celecoxib reduces pulmonary inflammation but not lung tumorigenesis in mice. Carcinogenesis 20021001
Synthesis and evaluation of 4-hydroxyphenylacetic acid amides and 4-hydroxycinnamamides as antioxidants. Bioorganic & medicinal chemistry letters 20020916
Contact allergy to the monomers in p-tert-butylphenol-formaldehyde resin. Contact dermatitis 20020901
Practical synthesis of chiral emopamil left hand as a bioactive motif. The Journal of organic chemistry 20020823
Lung toxicity and tumor promotion by hydroxylated derivatives of 2,6-di-tert-butyl-4-methylphenol (BHT) and 2-tert-butyl-4-methyl-6-iso-propylphenol: correlation with quinone methide reactivity. Chemical research in toxicology 20020801
The mouse rasH2/BHT model as an in vivo rapid assay for lung carcinogens. Japanese journal of cancer research : Gann 20020801
Hydrogen bonding between phenols and fatty acid esters: (1)H NMR study and ab initio calculations. Organic letters 20020711
Reduced glutathione depletion causes necrosis and sensitization to tumor necrosis factor-alpha-induced apoptosis in cultured mouse hepatocytes. Hepatology (Baltimore, Md.) 20020701
[Determination of 2,6-di-tertbutyl-4-methylphenol in an aviation jet fuel by high performance liquid chromatography]. Se pu = Chinese journal of chromatography 20020701
Molecular profiling of genes up-regulated during promotion by phenobarbital treatment in a medium-term rat liver bioassay. Carcinogenesis 20020601
A convenient method for determination of the C20-22 PUFA composition of glycerolipids in blood and breast milk. Lipids 20020501
Design and synthesis of 2,6-diprenyl-4-iodophenol TX-1952 with a novel and potent anti-peroxidative activity. Comparative biochemistry and physiology. Part A, Molecular & integrative physiology 20020501
Analysis of the antioxidant butylated hydroxytoluene (BHT) in water by means of solid phase extraction combined with GC/MS. Water research 20020501
Development and validation of oxygen radical absorbance capacity assay for lipophilic antioxidants using randomly methylated beta-cyclodextrin as the solubility enhancer. Journal of agricultural and food chemistry 20020327
Quantitative trait loci that regulate susceptibility to both butylated hydroxytoluene-induced pulmonary inflammation and lung tumor promotion in CXB recombinant inbred mice. Chest 20020301
A lipoxygenase inhibitor from Aspergillus niger. Applied microbiology and biotechnology 20020301
The uptake of tocopherols by RAW 264.7 macrophages. Nutrition journal 20020101
The lung tumor promoter, butylated hydroxytoluene (BHT), causes chronic inflammation in promotion-sensitive BALB/cByJ mice but not in promotion-resistant CXB4 mice. Toxicology 20011201
Heteropteris aphrodisiaca O. Machado : effects of extract BST 0298 on the oxidative stress of young and old rat brains. Phytotherapy research : PTR 20011101
Butylhydroxytoluene (BHT) increases susceptibility of transgenic rasH2 mice to lung carcinogenesis. Journal of cancer research and clinical oncology 20011001
Use of an automated on-line SPE-HPLC method to monitor caffeine and selected aniline and phenol compounds in aquatic systems of Macedonia-Thrace, Greece. Fresenius' journal of analytical chemistry 20011001
Thermochemical and kinetic studies of a bisphenol antioxidant. The Journal of organic chemistry 20010810
Separation of hydrophobic polymer additives by microemulsion electrokinetic chromatography. Journal of chromatography. A 20010713
Antioxidant principles from Bauhinia tarapotensis. Journal of natural products 20010701
Synthetic derivatives of abietic acid with radical scavenging activity. Journal of natural products 20010601
Differential expression of forkhead box transcription factors following butylated hydroxytoluene lung injury. American journal of physiology. Lung cellular and molecular physiology 20010401
Studies using structural analogs and inbred strain differences to support a role for quinone methide metabolites of butylated hydroxytoluene (BHT) in mouse lung tumor promotion. Toxicology 20010307
In vitro test for the effectiveness of antioxidants as inhibitors of thiyl radical-induced reactions with unsaturated fatty acids. Journal of agricultural and food chemistry 20010301
Estrogenic activity of phenolic additives determined by an in vitro yeast bioassay. Environmental health perspectives 20010201
Beneficial effects of different flavonoids, on functional recovery after ischemia and reperfusion in isolated rat heart. Bioorganic & medicinal chemistry letters 20010108
Detection of estrogenicity by bioassay on the mouse mammary gland in vivo. Physiological research 20010101
MAP: microwave-assisted extraction of fatty acids and Py/GC/MS analysis of selected insects. Natural product letters 20010101
Glycation amplifies lipoprotein(a)-induced alterations in the generation of fibrinolytic regulators from human vascular endothelial cells. Atherosclerosis 20000601
Differential expression and localization of the mRNA binding proteins, AU-rich element mRNA binding protein (AUF1) and Hu antigen R (HuR), in neoplastic lung tissue. Molecular carcinogenesis 20000601
Direct interaction of GD3 ganglioside with mitochondria generates reactive oxygen species followed by mitochondrial permeability transition, cytochrome c release, and caspase activation. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20000501
Examination of selected food additives and organochlorine food contaminants for androgenic activity in vitro. Toxicological sciences : an official journal of the Society of Toxicology 20000201
Nrf2 is essential for protection against acute pulmonary injury in mice. Proceedings of the National Academy of Sciences of the United States of America 19991026
Chemoprevention of heterocyclic amine-induced carcinogenesis by phenolic compounds in rats. Cancer letters 19990901
Elastin gene expression is upregulated during pulmonary fibrosis. Connective tissue research 19990101
Butylated hydroxytoluene modulates DNA methylation in rats. European journal of biochemistry 19980915
Stimulation of nerve growth-factor and substance P expression in the iris-trigeminal axis of diabetic rats--involvement of oxidative stress and effects of aldose reductase inhibition. Brain research 19980817
Butylated hydroxytoluene and N-acetylcysteine attenuates tumor necrosis factor-alpha (TNF-alpha) secretion and TNF-alpha mRNA expression in alveolar macrophages from human lung transplant recipients in vitro. Transplantation 19980815
Up-regulation of glutamate-cysteine ligase gene expression by butylated hydroxytoluene is mediated by transcription factor AP-1. Biochemical and biophysical research communications 19980327
Modulation of cholestane-3 beta,5 alpha,6 beta-triol toxicity by butylated hydroxytoluene, alpha-tocopherol and beta-carotene in newborn rat kidney cells in vitro. The British journal of nutrition 19970901
Mechanism of action of dietary chemoprotective agents in rat liver: induction of phase I and II drug metabolizing enzymes and aflatoxin B1 metabolism. Carcinogenesis 19970901
Reduction of oxysterol levels up-regulates HMG-CoA reductase activity in rat liver. Atherosclerosis 19970601
[The dose-dependent effects of a combination of different classes of antioxidants exemplified by dibunol and beta-carotene]. Izvestiia Akademii nauk. Seriia biologicheskaia 19960101
Lipid metabolite involvement in the activation of the human heme oxygenase-1 gene. Free radical biology & medicine 19960101
Activation of hepatic stellate cells by TGF alpha and collagen type I is mediated by oxidative stress through c-myb expression. The Journal of clinical investigation 19951101
Down-regulation by butylated hydroxytoluene of the number and function of gap junctions in epithelial cell lines derived from mouse lung and rat liver. Carcinogenesis 19951001
Copper-induced tissue factor expression in human monocytic THP-1 cells and its inhibition by antioxidants. Circulation 19950715
Very early changes in pulmonary protein kinase C-alpha and calpain II contents following injection of butylated hydroxytoluene (BHT) into mice. Toxicology 19950331
3,5-Di-t-butyl-4-hydroxytoluene (BHT) and probucol stimulate selectively the reaction of mammalian 15-lipoxygenase with biomembranes. Biochimica et biophysica acta 19950103
DNA adducts in target and nontarget tissues of 3,2'-dimethyl-4-aminobiphenyl in rats. Environmental health perspectives 19941001
Regulation of aflatoxin B1-metabolizing aldehyde reductase and glutathione S-transferase by chemoprotectors. The Biochemical journal 19940515
Modulation of interleukin-1 alpha mRNA expression in mouse epidermis by tumor promoters and antagonists. Molecular carcinogenesis 19930101
Inhibition by butylated hydroxytoluene and its oxidative metabolites of DMBA-induced mammary tumorigenesis and of mammary DMBA-DNA adduct formation in vivo in the female rat. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 19920601
Haemorrhages due to defective blood coagulation do not occur in mice and guinea-pigs fed butylated hydroxytoluene, but nephrotoxicity is found in mice. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 19920201
Summation effects of uracil and other promoters on epithelial lesion development in the F344 rat urinary bladder initiated by N-butyl-N-(4-hydroxybutyl)nitrosamine. Japanese journal of cancer research : Gann 19911101
Selective induction of rat urinary bladder tumors by simultaneous administration of 3,2'-dimethyl-4-aminobiphenyl (DMAB) and butylated hydroxyanisole or butylated hydroxytoluene is associated with increased DMAB-DNA adduct formation. Carcinogenesis 19910701
The site specificity and sensitivity of the rat liver to butylated hydroxytoluene-induced damage. Toxicology and applied pharmacology 19910315
Effect of tumour promoters on poly ADP-ribosylation in human epidermoid carcinoma HeP2 cells. International journal of experimental pathology 19901201
[Correction of catecholamine-induced myocardial damage with ionol]. Fiziologicheskii zhurnal 19900101
Influence of liver tumor promoters and structurally related chemicals on survival of normal adult rat hepatocytes in primary culture. Journal of cancer research and clinical oncology 19900101
Metmyoglobin promotes arachidonic acid peroxidation at acid pH. The Journal of biological chemistry 19890605
Nephrotoxicity of butylated hydroxytoluene in phenobarbital-pretreated male rats. Archives of toxicology 19880401
Hepatocellular tumorigenicity of butylated hydroxytoluene administered orally to B6C3F1 mice. Japanese journal of cancer research : Gann 19880101
Effect of antiperoxidative drugs on gastric damage induced by ethanol in rats. Life sciences 19870810
Activation of N-ras gene in a rat hepatocellular carcinoma induced by dibutylnitrosamine and butylated hydroxytoluene. Japanese journal of cancer research : Gann 19870701
Dose-dependent effects of butylated hydroxyanisole, butylated hydroxytoluene and ethoxyquin for promotion of bladder carcinogenesis in N-butyl-N-(4-hydroxybutyl)nitrosamine-initiated, unilaterally ureter-ligated rats. Cancer letters 19870101
The effects of dietary butylated hydroxytoluene on liver and colon tumor development in mice. Toxicology 19860201
Hepatic responses to the administration of high doses of BHT to the rat: their relevance to hepatocarcinogenicity. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 19860101
Chronic study on BHT in rats. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 19860101
Enhanced tumour development by butylated hydroxytoluene (BHT) in the liver, lung and gastro-intestinal tract. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 19860101
Pathology of BHA- and BHT-induced lesions. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 19860101
Carcinogenicity study on butylated hydroxytoluene (BHT) in Wistar rats exposed in utero. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 19860101
[Prevention of disorders of the contractile function of the heart after chemical induction of lipid peroxides]. Kardiologiia 19851201
Pharmacologic and genetic studies on the modulatory effects of butylated hydroxytoluene on mouse lung adenoma formation. Journal of the National Cancer Institute 19841001
Promoting activities of butylated hydroxyanisole, butylated hydroxytoluene and sodium L-ascorbate on forestomach and urinary bladder carcinogenesis initiated with methylnitrosourea in F344 male rats. Gan 19840901
Dose-dependent reduction of N-2-fluorenylacetamide-induced liver cancer and enhancement of bladder cancer in rats by butylated hydroxytoluene. Cancer research 19840401
Drugs, food additives and natural products as promoters in rat urinary bladder carcinogenesis. IARC scientific publications 19840101
Hepatocellular neoplasms in rats induced by butylated hydroxytoluene (BHT). Acta pharmacologica et toxicologica 19831101
[Use of the antioxidant ionol to prevent damage to the heart from prolonged administration of antitubercular preparations]. Biulleten' eksperimental'noi biologii i meditsiny 19831001
Promoting activities of butylated hydroxyanisole and butylated hydroxytoluene on 2-stage urinary bladder carcinogenesis and inhibition of gamma-glutamyl transpeptidase-positive foci development in the liver of rats. Carcinogenesis 19830101
Modification of chemical carcinogenesis by antioxidants. Princess Takamatsu symposia 19830101
Chronic toxicity of butylated hydroxytoluene in Wistar rats. Food and cosmetics toxicology 19810401
Species differences in the haemorrhagic response to butylated hydroxytoluene. Food and cosmetics toxicology 19800601
Behavioural and developmental effects of butylated hydroxytoluene dosed to rats in utero and in the lactation period. Toxicology 19800101
Influence of diet and strain of rat on kidney damage observed in toxicity studies. Archives of toxicology. Supplement. = Archiv fur Toxikologie. Supplement 19780101
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