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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[1].

Application

3,3,5,5-Tetramethyl-1-pyrroline N-oxide was used as a spin traping reagent[2].

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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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
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
M Nishi et al.
Biochemistry international, 27(4), 651-659 (1992-08-01)
2,5,5-Trimethyl-1-pyrroline-N-oxide (M3PO) and 3,3,5,5-tetramethyl-1-pyrroline-N-oxide (M4PO) were examined for their potential as spin traps used in biological samples, and the results obtained for M3PO and M4PO were compared with those of 5,5-dimethyl-1-pyrroline-N-oxide (DMPO) reported previously. The rate constants for the reactions
S Pietri et al.
European journal of biochemistry, 186(1-2), 163-173 (1989-12-08)
Real-time monitoring of spin-trapped oxygen-derived free radicals released by the isolated ischemic and reperfused rat heart has been achieved by ESR analysis of the coronary effluents using continuous flow detection and high-speed acquisition techniques. Two nitrone spin traps 5,5-dimethyl pyrroline
Vesselina Gadjeva et al.
Toxicology letters, 144(3), 289-294 (2003-08-21)
We have studied the toxic effect of the alkylating antitumor drug N'-cyclohexyl-N-(2-chloroethyl)-N-nitrosourea (lomustine, CCNU) on Escherichia coli (E. coli) and Staphylococcus aureus (S. aureus) strains, alone and in presence of oxygen radical-scavenging substances [Vitamin E, stable nitroxyl radical 2,2,6,6-tetramethylpiperidine-N-oxyl (TMPO)

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