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
InChI key
RUEXQFPLRRIFTI-UHFFFAOYSA-N
InChI
1S/C9H15N2O2/c1-8(2)5-6(7(10)12)9(3,4)11(8)13/h5H,1-4H3,(H2,10,12)
SMILES string
CC1(C)C=C(C(N)=O)C(C)(C)N1[O]
assay
99%
form
solid
functional group
amide
storage temp.
2-8°C
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.
Spin label
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)
H J Halpern et al.
Biophysical journal, 71(1), 403-409 (1996-07-01)
A novel, very-low-frequency electron paramagnetic resonance (EPR) technique is used to image the distribution of several nitroxides with distinct pharmacologic compartment affinities in the abdomens of living mice. Image acquisition is sufficiently rapid to allow a time sequence of the
Y Miura et al.
Biochemical and biophysical research communications, 182(3), 1108-1114 (1992-02-14)
Effects of inspired oxygen concentration on metabolism of nitroxide radical were measured in whole mice by using in vivo ESR. Oxygen concentration influenced spin-clearance of nitroxide differently in abdomen and head, suggesting that either O2 concentrations or metabolic mechanisms of
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