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3376-24-7

3376-24-7 Structure

3376-24-7 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P280-P305+P351+P338
[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
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Hydrochloric acid-->Ethyl acetate-->Diethyl ether-->Acetic acid-->Petroleum ether-->Toluene-->Sodium sulfate-->Sodium bicarbonate-->Benzene-->Acetonitrile-->Potassium permanganate-->ZINC-->Benzaldehyde-->3-Chloroperoxybenzoic acid-->tert-Butylamine
[Preparation Products]

2-Methyl-N-(phenylmethylene)-2-propylamine-->N-tert-butylhydroxylamine
Hazard InformationBack 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.]
Spectrum DetailBack Directory
[Spectrum Detail]

N-TERT-BUTYL-ALPHA-PHENYLNITRONE(3376-24-7)MS
N-TERT-BUTYL-ALPHA-PHENYLNITRONE(3376-24-7)1HNMR
N-TERT-BUTYL-ALPHA-PHENYLNITRONE(3376-24-7)13CNMR
N-TERT-BUTYL-ALPHA-PHENYLNITRONE(3376-24-7)IR1
N-TERT-BUTYL-ALPHA-PHENYLNITRONE(3376-24-7)IR2
N-TERT-BUTYL-ALPHA-PHENYLNITRONE(3376-24-7)Raman
N-TERT-BUTYL-ALPHA-PHENYLNITRONE(3376-24-7)ESR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

N-tert-Butyl-alpha-phenylnitrone, 98%(3376-24-7)
[Alfa Aesar]

N-tert-Butyl-alpha-phenylnitrone, 98%(3376-24-7)
[Sigma Aldrich]

3376-24-7(sigmaaldrich)
[TCI AMERICA]

N-tert-Butyl-alpha-phenylnitrone,>98.0%(LC)(T)(3376-24-7)
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