N-TERT-BUTYL-ALPHA-PHENYLNITRONE

CAS No.：3376-24-7

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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

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
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

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

MSDS Information

Provider	Language
SigmaAldrich	English
ACROS	English
ALFA	English

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

Chemical Properties	white to light beige fine crystalline powder
Uses	Spin trap reagent for carbon- or oxygen- or nitrogen-centered free radicals.
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)
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.]

N-TERT-BUTYL-ALPHA-PHENYLNITRONE Preparation Products And Raw materials

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

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