All Photos(1)

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
Empirical Formula (Hill Notation):
C9H17N2O2
CAS Number:
Molecular Weight:
185.24
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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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Packaging

1 g in glass bottle

Application

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

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

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
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
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
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
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

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