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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:
3229-73-0
Molecular Weight:
183.23
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
24849558
EC Number:
221-765-9
Beilstein/REAXYS Number:
4138020
MDL number:
MFCD00005341

Key Documents

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Product Name

3-Carbamoyl-2,2,5,5-tetramethyl-3-pyrrolin-1-oxyl, 99%

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

mp

197-200 °C (lit.)

functional group

amide

storage temp.

2-8°C

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Application

Spin label
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.

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
1434251V
1442272
02302HJ
06311CJ
08004AJ

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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
F Gomi et al.
Life sciences, 52(25), 2027-2033 (1993-01-01)
After the nitroxyl radical 3-carbamoyl-2,2,5,5-tetramethyl-1-pyrrolidinyloxyl (carbamoylPROXYL) was intraperitoneally administered to mice, the time courses of changes in the intensity of signals in L-band electron spin resonance spectra from their brains were measured. The spin clearance rate of old, ad libitum-fed
B H Robinson et al.
Journal of magnetic resonance (San Diego, Calif. : 1997), 138(2), 210-219 (1999-05-26)
This work demonstrates that homogeneous linewidths can be extracted from continuous wave electron paramagnetic resonance spectra and that they quantitatively agree with the predictions of existing relaxation theory. We suggest that relaxation theory can be used to predict experimental lineshapes
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
Synthesis and charge transport properties of redox-active nitroxide polyethers with large site density
Oyaizu K, et al.
Macromolecules, 43(24), 10382-10389 (2010)
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