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80126

Supelco

N-tert-Butyl-α-phenylnitrone

for ESR-spectroscopy

Synonym(s):

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

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About This Item

Linear Formula:
C6H5CH=N(O)C(CH3)3
CAS Number:
Molecular Weight:
177.24
Beilstein:
2044028
EC Number:
MDL number:
UNSPSC Code:
12000000
PubChem Substance ID:
NACRES:
NA.21

grade

for ESR-spectroscopy

Quality Level

Assay

≥99.5% (HPLC)

form

powder

mp

72-74 °C
73-74 °C (lit.)

solubility

chloroform: 50 mg/mL, clear, colorless

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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Application

N-tert-Butyl-a-phenylnitrone was used as spin trapping agent during measurement of scavenging rate constant of carotenoid using EPR spin-trapping technique. This reagent helps in obtaining a six-line ESR spectrum and hyperfine coupling constants, confirming the presence of carbon-based radical in uric acid and peroxynitrite, using electron spin resonance spectroscopy and liquid chromatography mass spectrometry.

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

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Antioxidant and redox properties of supramolecular complexes of carotenoids with beta-glycyrrhizic acid.
Polyakov NE
Free Radical Biology & Medicine, 40(10), 1804-1809 (2006)
Radicals in the reaction between peroxynitrite and uric acid identified by electron spin resonance spectroscopy and liquid chromatography mass spectrometry.
Imaram W
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