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Merck

B7263

Sigma-Aldrich

N-tert-Butyl-α-phenylnitrone

≥98% (GC)

Sinónimos:

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

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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

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
  • as a free radical scavenger of reactive oxygen species (ROS) in microglial (MG) cell lines
  • to attenuate fibroblast senescence in unstable oral squamous cell carcinomas (GU-OSCC)

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

ppe

Eyeshields, Gloves, type N95 (US)


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