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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:
Molecular Weight:
185.24
EC Number:
MDL number:
UNSPSC Code:
12352000
PubChem Substance ID:
NACRES:
NA.22

form

powder

Quality Level

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Keiji Yasukawa et al.
Free radical research, 38(2), 147-155 (2004-04-24)
Reactive oxygen species (ROS) are reportedly associated with gastric ulcer. We previously reported the use of an in vivo 300-MHz electron spin resonance (ESR) spectroscopy/nitroxyl probe technique to detect *OH generation in the stomachs of rats with gastric ulcers induced
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
Kazunori Anzai et al.
Free radical biology & medicine, 40(7), 1170-1178 (2006-03-21)
We compared three 3-substituted 2,2,5,5-tetramethylpyrrolidine-N-oxyls (PROXYLs): carbamoyl-, methoxycarbonyl-, and hydroxymethyl-PROXYL (CM-, MC-, and HM-PROXYL, respectively) with respect to radioprotection, prevention of DNA damage, and in vivo distribution in mice. The PROXYLs provided protection to C3H mice against lethal X-irradiation (8
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
Ryan M Davis et al.
Free radical biology & medicine, 50(3), 459-468 (2010-12-07)
Nitroxides are a class of stable free radicals that have several biomedical applications including radioprotection and noninvasive assessment of tissue redox status. For both of these applications, it is necessary to understand the in vivo biodistribution and reduction of nitroxides.

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