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
Beilstein/REAXYS Number:
4138020
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
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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
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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.[1]
- As a starting material in the synthesis of nitroxide based polyethers possessing charge transport properties.[2]
- As a nitroxide imaging probe applicable for EPR imaging of brain diseases in animal models.[3]
Spin label
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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B H Robinson et al.
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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
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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
S Cavalu et al.
Biomacromolecules, 4(6), 1630-1635 (2003-11-11)
Noncovalent spin labeled proteins (ovalbumin, bovine serum albumin, hemoglobin, and cytochrome c) were investigated in order to follow the different type of interactions between the nitroxide radical of 3-carbamoyl-2,2,5,5-tetramethyl-3-pyrrolin-1-yloxy spin label and functional groups of heme and nonheme proteins as
H J Halpern et al.
Radiation research, 145(5), 610-618 (1996-05-01)
We have used very low-frequency electron paramagnetic resonance (EPR) oximetry to measure the change in oxygen concentration (delta pO2) due to change in breathing atmosphere in FSa and NFSa fibrosarcomas implanted in the legs of C3H mice infused with perfluoro-octylbromine
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