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Merck
CN

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
UNSPSC Code:
23151816
NACRES:
NA.21
PubChem Substance ID:
EC Number:
222-168-6
Beilstein/REAXYS Number:
2044028
MDL number:
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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

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.
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).


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Storage Class

11 - Combustible Solids

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
Free Radical Biology & Medicine, 49(2), 275-281 (2010)
Ritesh P Daya et al.
Brain research, 1412, 28-36 (2011-08-06)
Haloperidol (HP) is a widely prescribed antipsychotic drug used for the treatment of mental disorders. However, while providing therapeutic benefits, this drug also causes serious extrapyramidal side effects, such as tardive dyskinesia (TD). Upon chronic administration, HP causes behavioural supersensitivity



Global Trade Item Number

SKUGTIN
ERT-113S-1.2ML04061833610022
80126-1G04061826651971