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Merck
CN

215430

α-(4-Pyridyl N-oxide)-N-tert-butylnitrone

99%

Synonym(s):

N-(4-Pyridylmethylene)-tert-butylamine N,N′-dioxide, N-tert-Butyl-α-(4-pyridyl)nitrone N′-oxide, POBN

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About This Item

Empirical Formula (Hill Notation):
C10H14N2O2
CAS Number:
66893-81-0
Molecular Weight:
194.23
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24852894
EC Number:
266-512-3
Beilstein/REAXYS Number:
1453764
MDL number:
MFCD00041022
Assay:
99%
Form:
solid

Key Documents

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Product Name

α-(4-Pyridyl N-oxide)-N-tert-butylnitrone, 99%

InChI key

RNRMWTCECDHNQU-XYOKQWHBSA-N

InChI

1S/C10H14N2O2/c1-10(2,3)12(14)8-9-4-6-11(13)7-5-9/h4-8H,1-3H3/b12-8+

SMILES string

CC(C)(C)\[N+]([O-])=C/c1cc[n+]([O-])cc1

assay

99%

form

solid

mp

183-185 °C (lit.)

solubility

water: soluble 10 mg/mL, clear, colorless to faintly yellow

functional group

amine

Quality Level

200

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Application

α-(4-Pyridyl N-oxide)-N-tert-butylnitrone was used as spin trapping agent to detect:
  • the formation of hydroxyl radical adducts during decomposition of hydrogen peroxide in the presence of nickel (II) oligopeptides
  • hydroxyl radicals and selenide radical anions
Spin trap reagent used to measure ethanol oxidation to 1-hydroxyethyl radical (HER) which can bind to protein. Has also been used in studies of DNA methylation, iron-mediated polyunsaturated fatty acid peroxidation, and free-radical formation by Alzheimer β-amyloid peptide. The formation of hydroxyl radical in chondrocytes and cartilage has been detected using POBN.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000194080
0000194080
0000141230
0000136627
0000072948

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J. Photochem. Photobiol., A, 56, 89-89 (1991)
Andrew E Maclean et al.
PLoS pathogens, 17(3), e1009301-e1009301 (2021-03-03)
The mitochondrial electron transport chain (mETC) and F1Fo-ATP synthase are of central importance for energy and metabolism in eukaryotic cells. The Apicomplexa, important pathogens of humans causing diseases such as toxoplasmosis and malaria, depend on their mETC in every known
Bulletin of the Chemical Society of Japan, 64, 1976-1976 (1991)
Measurement of hydroxyl radical activity in a soil slurry using the spin trap a-(4-pyridyl-1-oxide)-N-tert-butylnitrone.
Huling SG, et al.
Environmental Science & Technology, 32(21), 3436-3441 (1998)
S Inoue et al.
Biochemical and biophysical research communications, 159(2), 445-451 (1989-03-15)
ESR studies using spin traps, 5,5-dimethylpyrroline-N-oxide and alpha-(4-pyridyl 1-oxide)-N-tert-butylnitrone, revealed that hydroxyl radical adducts are produced by the decomposition of hydrogen peroxide in the presence of nickel(II) oligopeptides. Order of catalytic activities of nickel(II) oligopeptides used in the production of
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