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244007

Sigma-Aldrich

3,3,5,5-Tetramethyl-1-pyrroline N-oxide

95%

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About This Item

Empirical Formula (Hill Notation):
C8H15NO
CAS Number:
Molecular Weight:
141.21
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

form

solid

bp

73 °C/1 mmHg (lit.)

mp

58-61 °C (lit.)

storage temp.

−20°C

SMILES string

CC1(C)CC(C)(C)[N+]([O-])=C1

InChI

1S/C8H15NO/c1-7(2)5-8(3,4)9(10)6-7/h6H,5H2,1-4H3

InChI key

GUQARRULARNYQZ-UHFFFAOYSA-N

General description

The ESR spectrum of 3,3,5,5-tetramethyl-1-pyrroline N-oxide was studied.

Application

3,3,5,5-Tetramethyl-1-pyrroline N-oxide was used as a spin traping reagent.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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S Unchern et al.
Neurochemical research, 23(1), 97-102 (1998-03-03)
We compared neurotoxicity of piperine and low K+ on cultured cerebellar granule neurons. As considered from lactate dehydrogenase release and 3-(4,5-dimethylthiazol-2-yl)-2,5 diphenyl tetrazolium bromide reduction, both piperine and shifting from high K+ (25 mM) to low K+ (5.4 mM) were
G M Rosen et al.
Journal of medicinal chemistry, 31(2), 428-432 (1988-02-01)
Two nitrones, 3,3-diethyl-5,5-dimethylpyrroline 1-oxide (DEDMPO) and 3,3,5,5-tetramethylpyrroline 1-oxide (M4PO), were synthesized by the zinc/ammonium chloride reduction of appropiately substituted gamma-nitrocarbonyl compounds, followed by addition of methylmagnesium bromide to the resulting intermediate nitrones. The lipophilicities of these nitrones were estimated by
J F Torres-Roca et al.
Journal of immunology (Baltimore, Md. : 1950), 165(9), 4822-4830 (2000-10-25)
The roles of oxygen and reactive oxygen intermediates in apoptosis are unclear at present. Although oxygen and reactive oxygen intermediates are not required for the execution of apoptosis, oxygen may be involved in at least some forms of apoptosis. In
D De Bono et al.
Free radical research, 20(5), 327-332 (1994-05-01)
The hydroxyl radical adducts of 5,5 dimethyl-1-pyrolline-N-oxide (DMPO) and 3,3,5,5 tetramethyl-1-pyrolline-N-oxide (TMPO) formed in the presence of hydrogen peroxide and FeII are normally quite stable, but in the presence of 5-20 micromolar myoglobin their ESR signals decay rapidly. This decay
M J Davies et al.
The Biochemical journal, 240(3), 789-795 (1986-12-15)
Spin trapping using 5,5-dimethyl-1-pyrroline N-oxide (DMPO) has been used to detect and distinguish between the carbon-centred, alkoxyl, and peroxyl radicals produced during the photolytic decomposition of hydroperoxides. Photolysis of tert-butyl and cumene hydroperoxides, and peroxidized fatty acids, in toluene, with

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