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B7263

N-tert-Butyl-α-phenylnitrone

≥98% (GC), cyclooxygenase-2 inhibitor, powder

Synonym(s):

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

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$159.00

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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

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Product Name

N-tert-Butyl-α-phenylnitrone, ≥98% (GC)

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

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1 of 4

This Item
80126215430B8061
N-tert-Butyl-α-phenylnitrone ≥98% (GC)

Sigma-Aldrich

B7263

N-tert-Butyl-α-phenylnitrone

N-tert-Butyl-α-phenylnitrone for ESR-spectroscopy

Supelco

80126

N-tert-Butyl-α-phenylnitrone

α-(4-Pyridyl N-oxide)-N-tert-butylnitrone 99%

Sigma-Aldrich

215430

α-(4-Pyridyl N-oxide)-N-tert-butylnitrone

N-Butyl-N-(4-hydroxybutyl)nitrosamine ISOPAC®, ≥90% (GC)

Sigma-Aldrich

B8061

N-Butyl-N-(4-hydroxybutyl)nitrosamine

assay

≥98% (GC)

assay

≥99.5% (HPLC)

assay

99%

assay

≥90% (GC)

Quality Level

100

Quality Level

100

Quality Level

-

Quality Level

200

form

powder

form

powder

form

solid

form

liquid

solubility

DMSO: soluble

solubility

chloroform: 50 mg/mL, clear, colorless

solubility

water: soluble 10 mg/mL, clear, colorless to faintly yellow

solubility

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

-

storage temp.

2-8°C

color

white

color

-

color

-

color

-

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[1]
  • as a free radical scavenger of reactive oxygen species (ROS) in microglial (MG) cell lines[2]
  • to attenuate fibroblast senescence in unstable oral squamous cell carcinomas (GU-OSCC)[3]

Biochem/physiol Actions

N-tert-butyl-α-phenylnitrone (PBN) is a commonly used free-radical spin trap.
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).

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV2992
MKCR3316
MKCP5143
MKCL2892
MKCH8640

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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)
Jian-Jun Wen et al.
Journal of the American College of Cardiology, 55(22), 2499-2508 (2010-06-01)
The purpose of this study was to determine the pathological importance of oxidative stress-induced injurious processes in chagasic heart dysfunction. Trypanosoma cruzi-induced inflammatory pathology and a feedback cycle of mitochondrial dysfunction and oxidative stress may contribute to Chagas disease. Sprague-Dawley
Robert A Floyd et al.
Anti-cancer agents in medicinal chemistry, 11(4), 373-379 (2011-06-10)
The nitrone compound PBN, α-phenyl-tert-butylnitrone, and closely related nitrones have anti-cancer activity in several experimental cancer models. The three experimental models most extensively studied include A) the rat choline deficiency liver cancer model, B) the rat C6 glioma model and
View All Related Papers

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