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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

Quality Level

100

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
Yoshinori Kuroda et al.
Scientific reports, 10(1), 10863-10863 (2020-07-04)
Acute extremity arterial occlusion requires prompt revascularization. Delayed revascularization induces ischemia-reperfusion injury in the skeletal muscle. Organ injury-induced oxidative stress is widely reported, and oxidative stress is heavily involved in ischemia-reperfusion injury. This study aimed to evaluate oxidative stress in
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