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N-TERT-BUTYL-ALPHA-PHENYLNITRONE

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N-TERT-BUTYL-ALPHA-PHENYLNITRONE Basic information

Product Name:
N-TERT-BUTYL-ALPHA-PHENYLNITRONE
Synonyms:
  • c-phenyl-n-tert-butylnitrone
  • n-benzylidene-tert-butylamineoxide
  • n-tert-butyl-2-phenylnitrone
  • n-tert-butyl-alpha-phenyl-nitron
  • n-tert-butyl-c-phenylnitrone
  • (Z)-N-benzylidene-2-Methylpropan-2-aMine oxide
  • PHENYL N-TERT-BUTYLNITRONE
  • PBN
CAS:
3376-24-7
MF:
C11H15NO
MW:
177.24
EINECS:
222-168-6
Product Categories:
  • Spin Trapping Reagents
  • Analytical Chemistry
  • ESR Spectrometry
Mol File:
3376-24-7.mol
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N-TERT-BUTYL-ALPHA-PHENYLNITRONE Chemical Properties

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)
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
TX1760000
10
TSCA 
Yes
HS Code 
2929 90 00

MSDS

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N-TERT-BUTYL-ALPHA-PHENYLNITRONE Usage And Synthesis

Chemical Properties

white to light beige fine crystalline powder

Uses

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.

Uses

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)

Uses

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

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.]

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