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20021

Sigma-Aldrich

3-tert-Butyl-4-hydroxyanisole

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

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C11H16O2
Número CAS:
121-00-6
Peso molecular:
180.24
Beilstein:
1867499
Número CE:
204-442-7
Número MDL:
MFCD00040484
Código UNSPSC:
12352100
ID de substância PubChem:
57647769
NACRES:
NA.22

Ensaio

≥98% (sum of isomers, GC)

forma

solid

composição

2-BHA, ≤10% GC
3-BHA, ≥90% GC

Impurezas

≤1% 4-hydroxyanisole

resíduo de ignição

≤0.05%

pf

48-63 °C

solubilidade

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

cadeia de caracteres SMILES

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

chave InChI

MRBKEAMVRSLQPH-UHFFFAOYSA-N

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Descrição geral

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

Aplicação

  • 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).

Pictogramas

Environment
GHS09

Frases de perigo

H411

Declarações de precaução

P273 - P391 - P501

Classificações de perigo

Aquatic Chronic 2

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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tert-Butylhydroquinone 97%

Sigma-Aldrich

112941

tert-Butylhydroquinone

2,6-Di-tert-butyl-4-methylphenol ≥99.0% (GC), powder

Sigma-Aldrich

B1378

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

Hidroxianisol butilado Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1304

Hidroxianisol butilado

Hidroxianisol butilado certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

Supelco

49886

Hidroxianisol butilado

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
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.
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
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