80126
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/REAXYS Number:
2044028
EC Number:
MDL number:
UNSPSC Code:
12000000
PubChem Substance ID:
NACRES:
NA.21
Recommended Products
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).
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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