| Identification | More | [Name]
N-TERT-BUTYL-ALPHA-PHENYLNITRONE | [CAS]
3376-24-7 | [Synonyms]
BENZYLIDENE(TERT-BUTYL)AMMONIUMOLATE
N-BENZYLIDENE-TERT-BUTYLAMINE N-OXIDE
N-T-BUTYL-ALPHA-PHENYLNITRONE
N-TERT-BUTYL-ALPHA-PHENYLNITRONE
N-TERT-BUTYL-A-PHENYLNITRONE
PBN
PHENYL N-TERT-BUTYLNITRONE
2-methyl-n-(phenylmethylene)-2-propanaminn-oxide
2-methyl-n-(phenylmethylene)-s-propanaminen-oxide
2-methyl-n-(phenylmethylene)-s-propanaminn-oxide
2-phenyl-n-tert-butylnitrone
alpha-phenyl-n-tert-butylnitrone
Benzylidene(tert-butyl)azane oxide
benzylidene-tert-butylaminen-oxide
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
N-tert-Butyl-α-phenylnitrone | [EINECS(EC#)]
222-168-6 | [Molecular Formula]
C11H15NO | [MDL Number]
MFCD00008799 | [Molecular Weight]
177.24 | [MOL File]
3376-24-7.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light beige fine crystalline powder | [Melting point ]
73-74 °C(lit.) | [Boiling point ]
283℃ | [density ]
0.990 | [refractive index ]
1.5480 (estimate) | [Fp ]
119℃ | [storage temp. ]
2-8°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). | [Detection Methods]
HPLC | [Merck ]
14,7056 | [BRN ]
2044028 | [Cosmetics Ingredients Functions]
ANTIOXIDANT | [InChI]
1S/C11H15NO/c1-11(2,3)12(13)9-10-7-5-4-6-8-10/h4-9H,1-3H3/b12-9- | [InChIKey]
IYSYLWYGCWTJSG-XFXZXTDPSA-N | [SMILES]
CC(C)(C)[N+](\[O-])=C\c1ccccc1 | [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 Data | Back Directory | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [RTECS ]
TX1760000
| [F ]
10 | [TSCA ]
Yes | [HS Code ]
29299090 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Chemical Properties]
white to light beige fine crystalline powder | [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]
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]
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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