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HomeProduct name listN-TERT-BUTYL-ALPHA-PHENYLNITRONE

N-TERT-BUTYL-ALPHA-PHENYLNITRONE

Synonym(s):N-Benzylidene-tert-butylamine N-oxide;N-tert-Butyl-α-phenylnitrone;PBN;Phenyl N-t-butylnitrone;Phenyl-N-tert-butylnitrone

  • CAS NO.:3376-24-7
  • Empirical Formula: C11H15NO
  • Molecular Weight: 177.24
  • MDL number: MFCD00008799
  • EINECS: 222-168-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-12-18 14:15:32
N-TERT-BUTYL-ALPHA-PHENYLNITRONE Structural

What is N-TERT-BUTYL-ALPHA-PHENYLNITRONE?

Chemical properties

white to light beige fine crystalline powder

The Uses of N-TERT-BUTYL-ALPHA-PHENYLNITRONE

Spin trap reagent for carbon- or oxygen- or nitrogen-centered free radicals.

The Uses of N-TERT-BUTYL-ALPHA-PHENYLNITRONE

N-tert-Butyl-a-phenylnitrone is a commonly-used free radical trap. It contains radical scavenging activity and an ability to inhibit Cox-2 (cyclooxygenase-2). N-tert-Butyl-a-phenylnitrone is an antioxidant that has been shown to act as a protective agent in several experimental models of neurodegenerative disorders. N-tert-Butyl-a-phenylnitrone inhibits lipid peroxidation in rat liver microsomes. It also prevents the induction of inducible nitric oxide synthase (iNOS) by reactive oxygen species.

The Uses of N-TERT-BUTYL-ALPHA-PHENYLNITRONE

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)

What are the applications of Application

N-tert-Butyl-a-phenylnitrone is a Cox-2 inhibitor

Synthesis Reference(s)

Tetrahedron, 48, p. 8677, 1992 DOI: 10.1016/S0040-4020(01)89443-6

General Description

Most commonly-used free radical trap. An antioxidant that has been shown to act as a protective agent in several experimental models of neurodegenerative disorders. Inhibits lipid peroxidation in rat liver microsomes. Also prevents the induction of inducible nitric oxide synthase (iNOS) by reactive oxygen species.

Biochem/physiol Actions

Product does not compete with ATP.

Purification Methods

Crystallise PBN from hexane. It is a free radical trap. [cf Janzen Methods Enzymology 105 188 1984, Beilstein 7 IV 519.]

Properties of N-TERT-BUTYL-ALPHA-PHENYLNITRONE

Melting point: 73-74 °C(lit.)
Boiling point: 283℃
Density  0.990
refractive index  1.5480 (estimate)
Flash point: 119℃
storage temp.  Store at <= 20°C.
solubility  DMSO: soluble
form  powder
pka 1.50±0.53(Predicted)
color  white
Water Solubility  Soluble in DMSO (10 mg/ml), chloroform (50 mg/ml), and water (20 mg/ml).
Merck  14,7056
BRN  2044028
CAS DataBase Reference 3376-24-7(CAS DataBase Reference)
EPA Substance Registry System 2-Propanamine, 2-methyl-N-(phenylmethylene)-, N-oxide (3376-24-7)

Safety information for N-TERT-BUTYL-ALPHA-PHENYLNITRONE

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for N-TERT-BUTYL-ALPHA-PHENYLNITRONE

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