Skip to Content
MilliporeSigma
All Photos(1)

Documents

B7263

Sigma-Aldrich

N-tert-Butyl-α-phenylnitrone

≥98% (GC)

Synonym(s):

N-Benzylidene-tert-butylamine N-oxide, PBN, Phenyl N-t-butylnitrone

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
C6H5CH=N(O)C(CH3)3
CAS Number:
3376-24-7
Molecular Weight:
177.24
Beilstein/REAXYS Number:
2044028
EC Number:
222-168-6
MDL number:
MFCD00008799
UNSPSC Code:
12352202
PubChem Substance ID:
24891981
NACRES:
NA.77

Quality Level

100

assay

≥98% (GC)

form

powder

color

white

mp

73-74 °C (lit.)

solubility

DMSO: soluble

storage temp.

−20°C

SMILES string

CC(C)(C)[N+](\[O-])=C\c1ccccc1

InChI

1S/C11H15NO/c1-11(2,3)12(13)9-10-7-5-4-6-8-10/h4-9H,1-3H3/b12-9-

InChI key

IYSYLWYGCWTJSG-XFXZXTDPSA-N

Looking for similar products? Visit Product Comparison Guide

Application

N-tert-Butyl-α-phenylnitrone has been used:
  • as a component of Dneasy Blood&Tissue buffer to preserve the oxidized state of DNA extracted from human non-tumorigenic epithelial breast (MCF10A) cells
  • as a free radical scavenger of reactive oxygen species (ROS) in microglial (MG) cell lines
  • to attenuate fibroblast senescence in unstable oral squamous cell carcinomas (GU-OSCC)

Biochem/physiol Actions

N-tert-butyl-α-phenylnitrone (PBN) is a commonly used free-radical spin trap. It has been shown to reduce the number of emboli-induced cerebral microinfarctions in the rabbit cortex and prevent neoplasia by its radical scavenging activity and its ability to inhibit cyclooxygenase-2 activity. Reported to inhibit the induction of nitric oxide synthase (iNOS), thereby preventing the overproduction of nitric oxide (NO). PBN in a dose of 100 mg/kg i.p. reduced necrosis of the substantia nigra, pars reticulate in flurothyl-induced status epilepticus in rats. It protects against some types of post-trauma epileptogenic events in an animal model of epilepsy. The lethal dose of PBN in rats was found to be approximately 100 mg/100 g body weight (0.564 mmol/100Å g).

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

microRNA-34a-mediated down-regulation of the microglial-enriched triggering receptor and phagocytosis-sensor TREM2 in age-related macular degeneration
Bhattacharjee S, et al.
Testing, 11(3), e0150211-e0150211 (2016)
Genome-wide mapping of 8-oxo-7, 8-dihydro-2?-deoxyguanosine reveals accumulation of oxidatively-generated damage at DNA replication origins within transcribed long genes of mammalian cells
Amente S, et al.
Nucleic Acids Research, 47(1), 221-236 (2018)
Progression of genotype-specific oral cancer leads to senescence of cancer-associated fibroblasts and is mediated by oxidative stress and TGF-beta
Hassona Y, et al.
Carcinogenesis, 34(6), 1286-1295 (2013)
Mark C Fogarty et al.
Environmental and molecular mutagenesis, 52(1), 35-42 (2010-09-15)
Exercise-induced deoxyribonucleic acid (DNA) damage is often associated with an increase in free radicals; however, there is a lack of evidence examining the two in parallel. This study tested the hypothesis that high-intensity exercise has the ability to produce free
Zhen Wang et al.
Toxicology and applied pharmacology, 259(2), 236-247 (2012-01-19)
The placenta is essential for sustaining the growth of the fetus. An increased endoplasmic reticulum (ER) stress has been associated with the impaired placental and fetal development. Cadmium (Cd) is a potent teratogen that caused fetal malformation and growth restriction.
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service