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B1253

Sigma-Aldrich

Butylated hydroxyanisole

≥98.5%

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Synonym(s):
2(3)-t-Butyl-4-hydroxyanisole, 2(3)-t-Butylhydroquinone monomethyl ether, BHA
Linear Formula:
(CH3)3CC6H3(OCH3)OH
CAS Number:
25013-16-5
Molecular Weight:
180.24
EC Number:
246-563-8
MDL number:
MFCD01779059
NACRES:
NA.22

vapor density

6.2 (vs air)

Assay

≥98.5%

form

powder

autoignition temp.

599 °F

mp

58-60 °C (lit.)

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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General description

Butylated hydroxyanisole is mainly used as a synthetic antioxidant in food and cosmetics. It is being extensively studied for potential toxicity.

Other Notes

Mixed isomers (minimum 90% 3-isomer/9% 2-isomer)

Pictograms

Environment
GHS09

Hazard Statements

H411

Precautionary Statements

P273 - P391 - P501

Hazard Classifications

Aquatic Chronic 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

241.9 °F - Pensky-Martens closed cup

Flash Point(C)

116.6 °C - Pensky-Martens closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Cytotoxicity of butylated hydroxyanisole and butylated hydroxytoluene in isolated rat hepatocytes
Thompson, David and Moldeus, Peter
Biochemical Pharmacology, 37(11), 2201-2207 (1988)
Toxicology and biochemistry of butylated hydroxyanisole and butylated hydroxytoluene.
A L Branen
Journal of the American Oil Chemists' Society, 52(2), 59-63 (1975-02-01)
Stefanie D Roth et al.
PloS one, 7(9), e44505-e44505 (2012-09-14)
Inefficient intracellular protein trafficking is a critical issue in the pathogenesis of a variety of diseases and in recombinant protein production. Here we investigated the trafficking of factor VIII (FVIII), which is affected in the coagulation disorder hemophilia A. We
Behrouz Hassannia et al.
The Journal of clinical investigation, 128(8), 3341-3355 (2018-06-26)
High-risk neuroblastoma is a devastating malignancy with very limited therapeutic options. Here, we identify withaferin A (WA) as a natural ferroptosis-inducing agent in neuroblastoma, which acts through a novel double-edged mechanism. WA dose-dependently either activates the nuclear factor-like 2 pathway
Yann Malato et al.
Gastroenterology, 143(6), 1597-1608 (2012-08-28)
The transcription factor nuclear factor κB (NF-κB) is activated by the IκB kinase complex. The regulatory subunit of this complex, NF-κB essential modifier (NEMO or IKBKG), is a tumor suppressor. Hepatocyte-specific deletion of NEMO induces chronic liver inflammation that leads
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