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Merck
CN

C5151

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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352000
EC Number:
224-533-5
MDL number:
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Quality Level

InChI key

XNNPAWRINYCIHL-UHFFFAOYSA-N

InChI

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

SMILES string

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

form

powder

mp

173-175 °C (lit.)

storage temp.

2-8°C

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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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Fuminori Hyodo et al.
Cancer research, 66(20), 9921-9928 (2006-10-19)
Nitroxide radicals are paramagnetic contrast agents, used in magnetic resonance imaging (MRI), that also exert antioxidant effects. Participating in cellular redox reactions, they lose their ability to provide contrast as a function of time after administration. In this study, the
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
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
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

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