B7263
N-tert-Butyl-α-phenylnitrone
≥98% (GC)
Sinónimos:
N-Benzylidene-tert-butylamine N-oxide, PBN, Phenyl N-t-butylnitrone
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1 G
$112.000
5 G
$381.000
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1 G
$112.000
5 G
$381.000
About This Item
Fórmula lineal:
C6H5CH=N(O)C(CH3)3
Número de CAS:
Peso molecular:
177.24
Beilstein/REAXYS Number:
2044028
EC Number:
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77
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Quality Level
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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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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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
D A Butterfield et al.
Annals of the New York Academy of Sciences, 854, 448-462 (1999-02-03)
The free radical theory of aging proposes that reactive oxygen species (ROS) cause oxidative damage over the lifetime of the subject. It is the cumulative and potentially increasing amount of accumulated damage that accounts for the dysfunctions and pathologies seen
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