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80126

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N-tert-Butyl-α-phenylnitrone

for ESR-spectroscopy

Synonyme(s) :

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

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About This Item

Formule linéaire :
C6H5CH=N(O)C(CH3)3
Numéro CAS:
Poids moléculaire :
177.24
Numéro Beilstein :
2044028
Numéro CE :
Numéro MDL:
Code UNSPSC :
12000000
ID de substance PubChem :
Nomenclature NACRES :
NA.21

Qualité

for ESR-spectroscopy

Niveau de qualité

Pureté

≥99.5% (HPLC)

Forme

powder

Pf

72-74 °C
73-74 °C (lit.)

Solubilité

chloroform: 50 mg/mL, clear, colorless

Température de stockage

−20°C

Chaîne SMILES 

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-

Clé InChI

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.

Actions biochimiques/physiologiques

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).

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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Consulter la Bibliothèque de documents

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)
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.
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

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