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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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mp

197-200 °C (lit.)

functional group

amide

storage temp.

2-8°C

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

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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M Alecci et al.
Magnetic resonance imaging, 8(1), 59-63 (1990-01-01)
The first experiment of tridimensional in vivo ESR imaging at 1.2 GHz is described in this paper. The tails of rats weighing 300-350 grams were visualized using 1 cc of a 50 * 10(-3) M solution of nitroxide free radical
Synthesis and charge transport properties of redox-active nitroxide polyethers with large site density
Oyaizu K, et al.
Macromolecules, 43(24), 10382-10389 (2010)
Hiroshi Hirata et al.
Journal of magnetic resonance (San Diego, Calif. : 1997), 190(1), 124-134 (2007-11-17)
A loop resonator was developed for 300 MHz continuous-wave electron paramagnetic resonance (CW-EPR) spectroscopy and imaging in live rats. A single-turn loop (55 mm in diameter) was used to provide sufficient space for the rat body. Efficiency for generating a
S Ishida et al.
Magnetic resonance imaging, 10(1), 109-114 (1992-01-01)
Three-dimensional ESR imaging of a living rat has been performed by an L-band ESR system, which is composed of an L-band ESR spectrometer, a field gradient coil, and a data processor. The imaging was carried out by Lauterbur's method. A
Ichiro Koshiishi et al.
The Biochemical journal, 395(2), 303-309 (2006-01-07)
Lipoxygenases have been proposed to be a possible factor that is responsible for the pathology of certain diseases, including ischaemic injury. In the peroxidation process of linoleic acid by lipoxygenase, the E,Z-linoleate allyl radical-lipoxygenase complex seems to be generated as

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