N-TERT-BUTYL-ALPHA-PHENYLNITRONE

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;N-BENZYLIDENE-TERT-BUTYLAMINE N-OXIDE
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
N-TERT-BUTYL-ALPHA-PHENYLNITRONE Structure
N-TERT-BUTYL-ALPHA-PHENYLNITRONE Chemical Properties
Melting point 73-74 °C(lit.)
Boiling point 283℃
density 0.990
refractive index 1.5480 (estimate)
Fp 119℃
storage temp. Store at <= 20°C.
solubility DMSO: soluble
form powder
pka1.50±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 Reference3376-24-7(CAS DataBase Reference)
EPA Substance Registry System2-Propanamine, 2-methyl-N-(phenylmethylene)-, N-oxide (3376-24-7)
Safety Information
Safety Statements 22-24/25
WGK Germany 3
RTECS TX1760000
10
TSCA Yes
HS Code 2929 90 00
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
N-TERT-BUTYL-ALPHA-PHENYLNITRONE Usage And Synthesis
Chemical Propertieswhite to light beige fine crystalline powder
UsesN-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)

UsesSpin trap reagent for carbon- or oxygen- or nitrogen-centered free radicals.
UsesN-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.
Synthesis Reference(s)Tetrahedron, 48, p. 8677, 1992 DOI: 10.1016/S0040-4020(01)89443-6
General DescriptionMost 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 ActionsProduct does not compete with ATP.
Purification MethodsCrystallise PBN from hexane. It is a free radical trap. [cf Janzen Methods Enzymology 105 188 1984, Beilstein 7 IV 519.]
1-Hydroxy-2,2,6,6-tetramethyl-4-oxopiperidine 1H-Benzotriazol-1-yloxytris(dimethylamino)phosphonium Hexafluorophosphate N-TERT-BUTYL-D9-PHENYL-D5-NITRONE 1H-IMIDAZOL-1-YLOXY, 2-(1,3-BENZODIOXOL-5-YL)-4,5-DIHYDRO-4,4,5,5-TETRAMETHYL-, 3-OXIDE 5-AMINO-4,4-DIMETHYL-2-PHENYL-4H-IMIDAZOLE-3-OXIDE N-TERT-BUTYL-ALPHA-(2-SULFOPHENYL)NITRO& N-TERT-BUTYL-ALPHA-(2,4,6-TRIMETHOXY-PHENYL)NITRONE, 99 BENZYLIDENE(2-HYDROXYIMINO-1,1-DIMETHYLETHYL)AMMONIUMOLATE N-(1-CYANO-1-METHYLETHYL)-A-PHENYLNITRONE PTIO NITRON 2-(4-CARBOXYPHENYL)-4,4,5,5-TETRAMETHYLIMIDAZOLINE-1-OXYL-3-OXIDE, NA CARBOXY-PTIO 3,3,4,4-TETRAMETHYL-2-TRIMETHYLAMMONIOPHENYL-2-IMIDAZOLINE-3-OXIDE-1-YLOXY CHLORIDE N-TERT-BUTYL-ALPHA-PHENYLNITRONE tert-Butylamine 2-(4-Carboxyphenyl)-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide 2-(4-NITROPHENYL)-4,4,5,5-TETRAMETHYLIMIDAZOLINE-3-OXIDE-1-OXYL

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