B7263

N-tert-Butyl-α-phenylnitrone

≥98% (GC)

• Synonym(s): N-Benzylidene-tert-butylamine N-oxide, PBN, Phenyl N-t-butylnitrone
• Linear Formula: C₆H₅CH=N(O)C(CH₃)₃
• CAS Number: 3376-24-7
• Molecular Weight: 177.24
• Beilstein: 2044028
• EC Number: 222-168-6
• MDL number: MFCD00008799
• UNSPSC Code: 12352202
• PubChem Substance ID: 24891981
• NACRES: NA.77

Properties

• 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

Description

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).

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves