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20021

Sigma-Aldrich

3-tert-Butyl-4-hydroxyanisole

≥98% (sum of isomers, GC), ≤10% 2-BHA basis (GC)

Synonyma:

2-tert-Butyl-4-methoxyphenol, 3-BHA, BHA

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About This Item

Empirický vzorec (Hillův zápis):
C11H16O2
Číslo CAS:
121-00-6
Molekulová hmotnost:
180.24
Beilstein/REAXYS Number:
1867499
EC Number:
204-442-7
MDL number:
MFCD00040484
UNSPSC Code:
12352100
PubChem Substance ID:
57647769
NACRES:
NA.22

Quality Level

200

assay

≥98% (sum of isomers, GC)

form

solid

composition

2-BHA, ≤10% GC
3-BHA, ≥90% GC

impurities

≤1% 4-hydroxyanisole

ign. residue

≤0.05%

mp

48-63 °C

solubility

ethanol: soluble 1 g/10 mL, clear, colorless to faint yellow or tan

SMILES string

COc1ccc(O)c(c1)C(C)(C)C

InChI

1S/C11H16O2/c1-11(2,3)9-7-8(13-4)5-6-10(9)12/h5-7,12H,1-4H3

InChI key

MRBKEAMVRSLQPH-UHFFFAOYSA-N

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Související kategorie

General description

The voltammetric behavior of 3-tert-butyl-4-hydroxyanisole at a polymer electrode modified with nickel phthalocyanine (as electron mediator) was studied.

Application

  • Regulation of Smad signaling in mesenchymal stem cells: 3-tert-Butyl-4-hydroxyanisole disrupts the differentiation of C3H10T1/2 mesenchymal stem cells into brown adipocytes by modulating Smad signaling pathways, with potential implications for obesity and metabolic syndrome research (Wang et al., 2023).

pictograms

Environment
GHS09

hcodes

H411

Hazard Classifications

Aquatic Chronic 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Vyberte jednu z posledních verzí:

Osvědčení o analýze (COA)

Lot/Batch Number
BCCJ6531
BCCK5134
BCCG8386
BCCF3767
BCCD8099

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C de la Fuente et al.
Talanta, 49(2), 441-452 (2008-10-31)
The voltammetric behaviour of the antioxidants 3-tert-butyl-4-hydroxyanisole (BHA) and tert-butylhydroquinone (TBHQ), at a polymer electrode modified with nickel phthalocyanine as electron mediator, is described, and an electroanalytical method for the determination of these antioxidants based on their electrochemical oxidation on
Mengxiao Xie et al.
Journal of autoimmunity, 102, 96-113 (2019-05-28)
The subset of regulatory T (Treg) cells, with its specific transcription Foxp3, is a unique cell type for the maintenance of immune homeostasis by controlling effector T (Teff) cell responses. Although it is common that a defect in Treg cells
L K Lam et al.
Carcinogenesis, 12(12), 2311-2315 (1991-12-01)
Carcinogen-induced aberrant crypts (AC) of the colon are a precancerous state that leads to malignancy. The inhibition of AC formation by chemopreventive agents was evaluated in this study. Colon AC were induced by 1,2-dimethylhydrazine (DMH) in 3 weeks in CF1
K Tajima et al.
Drug metabolism and disposition: the biological fate of chemicals, 19(6), 1028-1033 (1991-11-01)
After ip administration of 3-tert-butyl-4-hydroxyanisole (3-BHA) to rats, two previously undocumented metabolites 2-tert-butyl-5-methylthiohydroquinone (TBHQ-5-SMe) and 2-tert-butyl-6-methylthiohydroquinone (TBHQ-6-SMe) were identified in the urine by comparison with the authentic samples by GC/MS. In addition to these metabolites, 3-tert-butyl-4,5-dihydroxyanisole was also detected in
M G Salgo et al.
Archives of biochemistry and biophysics, 333(2), 482-488 (1996-09-15)
Peroxynitrite is a strong oxidant that reacts with a variety of biomolecules in vivo and in vitro. When rat thymocytes in phosphate buffer are exposed to 25 microM peroxynitrite for 10 min, DNA single strand breaks (SSB) can be detected.
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