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Merck
CN

155683

3-Carbamoyl-2,2,5,5-tetramethyl-3-pyrrolin-1-oxyl

99%

Synonym(s):

2,2,5,5-Tetramethyl-3-carbamido-3-pyrroline-1-oxyl, 3-Carbamoyl-2,5-dihydro-2,2,5,5-tetramethyl-1H-pyrrol-1-yloxy

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About This Item

Empirical Formula (Hill Notation):
C9H15N2O2
CAS Number:
Molecular Weight:
183.23
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
221-765-9
Beilstein/REAXYS Number:
4138020
MDL number:
Assay:
99%
Form:
solid
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assay

99%

form

solid

mp

197-200 °C (lit.)

functional group

amide

storage temp.

2-8°C

SMILES string

CC1(C)C=C(C(N)=O)C(C)(C)N1[O]

InChI

1S/C9H15N2O2/c1-8(2)5-6(7(10)12)9(3,4)11(8)13/h5H,1-4H3,(H2,10,12)

InChI key

RUEXQFPLRRIFTI-UHFFFAOYSA-N

Application

3-Carbamoyl-2,2,5,5-tetramethyl-3-pyrrolin-1-oxyl is a nitroxide radical that can be used:
  • As a spin probe in the study of simulation of Overhauser dynamic nuclear polarization signal.
  • As a starting material in the synthesis of nitroxide based polyethers possessing charge transport properties.
  • As a nitroxide imaging probe applicable for EPR imaging of brain diseases in animal models.

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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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P Kuppusamy et al.
Physics in medicine and biology, 43(7), 1837-1844 (1998-08-14)
Electron paramagnetic resonance imaging (EPRI) instrumentation, enabling the performance of three-dimensional spectral-spatial images of free radicals, has been developed to study spatially defined differences in tissue metabolism and oxygenation. Using this instrumentation 3D images of nitroxides in rat tail were
Brain Redox Imaging Using In Vivo Electron Paramagnetic Resonance Imaging and Nitroxide Imaging Probes
Fujii HG, et al.
Magnetochemistry, 5(1), 11-11 (2019)
Overhauser dynamic nuclear polarization and molecular dynamics simulations using pyrroline and piperidine ring nitroxide radicals
Armstrong BD, et al.
Journal of Magnetic Resonance, 200(1), 137-141 (2009)



Global Trade Item Number

SKUGTIN
155683-5G04061833371640