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C5151

Sigma-Aldrich

3-Carbamoyl-PROXYL

Synonym(s):

3-Carbamoyl-2,2,5,5-tetramethyl-1-pyrrolidineoxy, 3-Carbamoyl-2,2,5,5-tetramethylpyrrolidin-1-yloxy, free radical

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About This Item

Empirical Formula (Hill Notation):
C9H17N2O2
CAS Number:
4399-80-8
Molecular Weight:
185.24
EC Number:
224-533-5
MDL number:
MFCD00003168
UNSPSC Code:
12352000
PubChem Substance ID:
24892761
NACRES:
NA.22

form

powder

mp

173-175 °C (lit.)

storage temp.

2-8°C

SMILES string

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

InChI

1S/C9H17N2O2/c1-8(2)5-6(7(10)12)9(3,4)11(8)13/h6H,5H2,1-4H3,(H2,10,12)

InChI key

XNNPAWRINYCIHL-UHFFFAOYSA-N

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Application

A spin label useful for non-invasive detection of free radicals in vivo by electron spin resonance imaging.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Aki Hirayama et al.
American journal of physiology. Renal physiology, 288(3), F597-F603 (2004-11-13)
Oxidative stress during ischemia-reperfusion acute renal failure (IR-ARF) was noninvasively evaluated with in vivo electron paramagnetic resonance (EPR) imaging. Female ICR mice underwent left nephrectomy and 30-min ischemia-reperfusion of the right kidney. Oxidative stress was evaluated as organ reducing activity
Shingo Matsumoto et al.
Magnetic resonance in medicine, 57(4), 806-811 (2007-03-29)
The present study describes the advantageous application of a surface coil to electron paramagnetic resonance (EPR) irradiation in Overhauser-enhanced MRI (OMRI). OMRI is a double-resonance method for imaging free radicals based on the Overhauser effect. Proton NMR images are recorded
Ken-Ichi Yamada et al.
Antioxidants & redox signaling, 6(3), 605-611 (2004-05-08)
In vivo electron paramagnetic resonance (EPR) with nitroxyl spin probes has been used for the evaluation of in vivo free radical reactions and redox status in living animals. The aim of this study was to clarify the location of free
A Milton Franklin Benial et al.
Journal of magnetic resonance (San Diego, Calif. : 1997), 182(2), 273-282 (2006-08-01)
DNP parameters relevant to Overhauser-enhanced magnetic resonance imaging (OMRI) are reported for a few nitroxyl radicals and their corresponding (15)N and (2)H enriched analogues, used in simultaneous imaging by OMRI. DNP enhancement was measured at 14.529 mT, using a custom-built
Keizo Takeshita et al.
Free radical biology & medicine, 40(5), 876-885 (2006-03-08)
Although free radicals may be involved in various types of UV-induced injuries, only a few in vivo studies of the generation of free radicals, including oxygen radicals, during exposure to ultraviolet light (UV) have been reported. In this study, the
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